Find Affordable Stays Near Raphael, Peconic

The Stirling House Waterfront Inn Greenport
Bed & Breakfast
104 Bay Avenue, Greenport, NY, NY 11944, USA

Providing a garden, The Stirling House Waterfront Inn Greenport features accommodations in Greenport. This 4-star bed and breakfast offers luggage storage space and a concierge service. The bed and breakfast provides sea views, a sun terrace, and free Wifi is available throughout the property. The bed and breakfast will provide guests with air-conditioned units with an oven, a coffee machine, a shower, bathrobes, a flat-screen TV with cable channels, and a DVD player. Every room has a private bathroom with a hair dryer and free toiletries. Additional in-room amenities include wine or champagne, fruit, and chocolates or cookies. There is a snack bar, bar, and lounge. Sightseeing tours are available nearby. A bicycle rental service is available at the bed and breakfast. Splish Splash is 26 miles from The Stirling House Waterfront Inn Greenport. Long Island MacArthur Airport is 48 miles away.

Guest Reviews:

- "The Best B&B" - "Very nice place and host. Would recommend." - "Clay and Frank were very nice and accommodating." - "Wonderful weekend getaway spot!!" - "We have a wonderful stay and would love to go back and spend more time. Highly recommend" - "Overall my visit was very pleasant."

Cliffside Resort Condominiums
Apartment
61475 Route 48 (North Road), Greenport, NY, 11944, USA

Beach aparthotel in Greenport with free parking
Guests at this beach aparthotel will appreciate convenient onsite amenities such as barbecue grills and a picnic area.
Each apartment provides a kitchenette with a refrigerator, a stovetop, a microwave, and a dishwasher. Guests can appreciate conveniences like 2 bathrooms and a sitting area, and other amenities include free WiFi and a furnished balcony. Change of towels is available on request.
Cliffside Resort Condominiums offers 68 accommodations with coffee/tea makers and hair dryers. Rooms open to furnished balconies. Accommodations offer separate sitting areas. Accommodations at this 3-star aparthotel have kitchenettes with refrigerators, stovetops, microwaves, and cookware/dishes/utensils. Bathrooms include bathtubs or showers.

This Greenport aparthotel provides complimentary wireless Internet access. Flat-screen televisions are featured in guestrooms.


Recreational amenities at the aparthotel include a seasonal outdoor pool.

Guest Reviews:

- "Wonderful stay and super clean! Can’t wait to come back. " - "quiet" - "Spacious and they allowed an early check in. " - "Excellent location with access to private beach" - "Clean, beautiful place on the shore of the ocean, very comfortable apartment for a family, the bedrooms are located far from each other, each bedroom has its own separate toilet and bathroom, there is a shower and a bath, the apartment is very clean, cozy. The staff is very nice and helpful. There are many good restaurants and cafes in Greenport, tasty and not expensive. I give this rezoot 5 stars"

Arbor View House Bed and Breakfast
Bed & Breakfast
8900 Main Road, East Marion, NY, NY 11939

Arbor View House Bed and Breakfast features wellness packages and beauty services, as well as air-conditioned accommodations in East Marion, 27 miles from Splish Splash. This property offers access to a terrace, tennis at the tennis court, free private parking, and free Wifi. Every room is equipped with a patio with inner courtyard views. All units come with a seating area, a flat-screen TV with streaming services, and a private bathroom with bathrobes, bath, and shower. A balcony with an outdoor dining area and garden views is offered in each unit. At the bed and breakfast, every unit is equipped with bed linen and towels. A full English/Irish, Italian, or American breakfast is available at the property. As an added convenience, the bed and breakfast offers packed lunches for guests to bring on excursions and other trips off-property. The bed and breakfast offers a variety of wellness options, including a hot tub, a spa facilities, and yoga classes. The area is popular for cycling and hiking. In addition, bike rental and car rental are available at this bed and breakfast. The bed and breakfast has a picnic area where you can spend the day outdoors. Long Island MacArthur Airport is 49 miles from the property.

Guest Reviews:

- "Will definitely be back to spend time with our new friends wilford and Veda" - "It was idyllic and serene, and just what we needed." - "Best hosts and breakfasts ever!!"

Stirling House Bed & Breakfast
Bed & Breakfast
104 Bay Avenue, Greenport, NY, 11944, USA

Bayside bed & breakfast with a nearby private beach and free breakfast
This smoke-free bed & breakfast features a bar/lounge, a snack bar/deli, and concierge services. Free full breakfast, free WiFi in public areas, and free self parking are also provided. Additionally, express check-in, express check-out, and free newspapers are onsite.
Stirling House Bed & Breakfast offers 3 accommodations with fireplaces and iPod docking stations. Beds feature premium bedding. Flat-screen televisions come with premium cable channels and DVD players.

Bathrooms include bathrobes, designer toiletries, complimentary toiletries, and hair dryers. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include minibars and complimentary newspapers. Housekeeping is provided daily.


The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Very comfortable king size bed. Excellent gourmet breakfast, discreet host. Older house, but all the comforts. Absolutely every need provided for. " - "This was a great place to stay with old word charm. If you are looking for a quiet getaway with a beautiful view of the ocean this is it. The breakfast that we had were much better that what you could get in town. My wife and I can't wait to go back." - "We booked this property to celebrate our 17th anniversary for an 1 night night getaway. Upon check in we were greeted with the most delicious homemade cupcakes with our name on it and warmly welcomed by Clay, the property host. We parked right in front, and walked to various bars and restaurants so it was so convenient and vibrant and didn’t have to worry about driving. On the way back we saw the most amazing moonset on the water (the property is basically on the water separated by a street), there’s a dock you can walk out to. Clay cooked us the best farm to table breakfast, it was so delicious, he really takes the time and effort to make everything perfect. We will definitely stay here again!"

Vine & Sand-Southold NY's Newest B&B
Bed & Breakfast
47100 New York 25, Southold, NY, NY 11971, USA

Vine & Sand--Southold NY's Newest B&B is a recently renovated bed and breakfast in Southold where guests can make the most of its seasonal outdoor swimming pool and free bikes. Guests staying at this bed and breakfast have access to a patio. The bed and breakfast provides rooms with air conditioning, free private parking, and free Wifi. At the bed and breakfast, all units have a desk. A terrace with an outdoor dining area and garden views is offered in every unit. At the bed and breakfast, all units come with a private bathroom with bathrobes and a hair dryer. Buffet and American breakfast options with local specialities, fresh pastries, and fruit are available. Guests can also warm up near the outdoor fireplace after a day of cycling. Splish Splash is 20 miles from the bed and breakfast. Long Island MacArthur Airport is 42 miles away.

Guest Reviews:

- "A great quiet getaway for our Anniversary. Mark and Johnny were very accommodating and provided excellent dinner reserva" - "it was very nice . The breakfast should be hot . some bacon, waffles, hot eggs. The rooms are expensive. so breakfast co"

Arbor View House B&B
Bed & Breakfast
8900 Main Road, East Marion, NY, 11939, USA

Stylish beach retreat with 2 hot tubs
Guests at this beach bed & breakfast will appreciate convenient onsite amenities such as barbecue grills and a picnic area.
Housekeeping is available on request.
Arbor View House B&B offers 4 air-conditioned accommodations with fireplaces and DVD players. These individually decorated and furnished accommodations include desks. Pillowtop beds feature Frette Italian sheets and premium bedding. A pillow menu is available. 32-inch flat-screen televisions come with premium cable channels, pay movies, and Netflix.

Bathrooms include separate bathtubs and showers with rainfall showerheads, bathrobes, slippers, and complimentary toiletries. Guests can surf the web using the complimentary wireless Internet access. Additionally, rooms include complimentary bottled water and hair dryers. Irons/ironing boards, hair dryers, and change of towels can be requested. Housekeeping is provided daily.


2 hot tubs are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "What a very special place this is. Wilfred and Vida are truly brilliant hosts. When we arrived they sat with us and had a lovely chat about the house and the area, recommended places to eat and provided lots of local intelligence. Tea and coffee is served in the room at 8am followed by a very generous and delicious breakfast. The two of them are a totally charming couple with their great sense of humour, stories and kindness They could give lessons on what true hospitality should be. "

Classic Southold Country Charmer
House
Southold, NY, USA

Classic Southold Country Charmer offers accommodations in Southold, 21 miles from Splish Splash. The vacation home has access to a restaurant. The vacation home also offers facilities for disabled guests. Offering a patio, this vacation home also features a satellite flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 1 bathroom with a walk-in shower and a hair dryer. The property has an outdoor dining area. Long Island MacArthur Airport is 43 miles from the property.

Amenities:

Sports/Activities • Wheelchair Accessible • Balcony/Terrace • Restaurant • View • Child Friendly • Barbecue/Outdoor Cooking • Accessibility • Security/Safety • Laundry • Fireplace/Heating

Harbor Knoll Bed & Breakfast
Bed & Breakfast
424 4th Street, Greenport, NY, 11944, USA

Beachfront, with seasonal outdoor pool
This smoke-free bed & breakfast features a bar/lounge, a seasonal outdoor pool, and a meeting room. Free WiFi in public areas and free self parking are also provided. Additionally, a library, a garden, and a picnic area are onsite.
Harbor Knoll Bed & Breakfast offers 3 accommodations with private pools and complimentary newspapers. Rooms open to balconies or patios. Each accommodation is individually furnished and decorated. Select Comfort beds feature Egyptian cotton sheets and premium bedding. Guests can surf the web using the complimentary wireless Internet access. Bathrooms include showers with hydromassage showerheads, bathrobes, slippers, and hair dryers. Additionally, rooms include complimentary bottled water and irons/ironing boards. Housekeeping is provided daily.
Recreational amenities at the bed & breakfast include a seasonal outdoor pool.

The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Charming bed and breakfast in a great location right on the water…perfect for a romantic getaway!" - "We stayed here for our mini moon and couldn't have asked for a better weekend! We loved hanging out at the inn and getting to know Leueen and the other guests. The inn is walking distance to the main streets and the train. Will definitely visit again!" - "Beautiful bed and breakfast with gorgeous views. Close to shops and restaurants but far enough to be private and quiet. Will definitely be coming back"

The Endless Summer Cottage
House
Cutchogue, NY, USA

The Endless Summer Cottage offers accommodations in Cutchogue, 1.8 miles from Fleet Neck Beach and 19 miles from Splish Splash. This vacation home provides air-conditioned accommodations with a patio. On clear days, guests can head outside to enjoy the vacation home's outdoor fireplace. The vacation home features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with free toiletries. Towels and bed linen are provided in the vacation home. There's also a seating area and a fireplace. Long Island MacArthur Airport is 41 miles away.

Amenities:

Laundry • Other • Fireplace/Heating • Air Conditioner • Barbecue/Outdoor Cooking • Sports/Activities • Security/Safety

Shorecrest Bed and Breakfast
Bed & Breakfast
54300 County Route 48, Southold, NY, 11971, USA

Beach bed & breakfast with a nearby private beach and free breakfast
Start your day with a complimentary full breakfast, then head to Shorecrest Bed and Breakfast's private beach where you can enjoy kayaking.
Shorecrest Bed and Breakfast offers 5 air-conditioned accommodations with complimentary toiletries. Each accommodation is individually furnished. Beds feature premium bedding. Flat-screen televisions come with satellite channels. This Southold bed & breakfast provides complimentary wireless Internet access. Housekeeping is provided daily.
The recreational activities listed below are available either on site or nearby; fees may apply.

Guest Reviews:

- "Excellent amenities, great service, and wonderful location! " - "BEautiful place, with friendly and accomodating inn keeper, with extremely clean and comfortable accomodations." - "When you think of a beautiful bed & breakfast...this is it ,inside & out. A lot attention to detail. Breakfast was presented beautifully and was delicious. Across the street was a private small beach, perfect for peaceful time." - "We had a beautiful experience. The owner was just amazing, breakfast was delicious."

Bright Oasis in Beautiful North Fork Wine Country
House
3795 Main Bayview Road, Southold, NY, NY 11971, USA

Bright Oasis in Beautiful North Fork Wine Country offers accommodations in Southold, 21 miles from Splish Splash. There's an outdoor fireplace and guests can use free Wifi and free private parking. Providing access to a patio with garden views, the spacious air-conditioned vacation home consists of 4 bedrooms. Offering a terrace with river views, this vacation home also features a flat-screen TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 2 bathrooms with a walk-in shower and a hair dryer. The property has an outdoor dining area. Guests at the vacation home will be able to enjoy activities in and around Southold, like canoeing. A baby safety gate is also available at Bright Oasis in Beautiful North Fork Wine Country, while guests can also relax in the garden. Long Island MacArthur Airport is 43 miles from the property.

Amenities:

Internet • Fireplace/Heating • Parking • Security/Safety • Other • Oceanfront • Child Friendly • Pet Friendly • Air Conditioner • View • Sports/Activities • Balcony/Terrace

Charming 2 bedroom apartment in the heart of Greenport.
Apartment
Greenport, New York, USA

Your family will be close to everything Greenport has to offer when you stay at this centrally-located 2 bedroom apartment. Close to scenic beaches, local vineyards and brewery. Walking distance to Long Island Railroad, Hampton Jitney, Shelter Island Ferry and downtown boutiques. Enjoy fine dinning at our neighborhood restaurants. There are many opportunities for boating, fishing and water sports.

Guest Reviews:

- "We loved our stay in Greenport. The location is perfect to explore the town and the area. Very comfortable apartment and the owners were friendly and helpful. We would definitely stay again. " - "Lovely newly renovated modern apartment right in the heart of Greenport. Walk to everything - restaurants, docks, stores, groceries, …. We parked our car and didn’t use it again for the four days of our stay. Host was responsive but had we no issues. Will definitely return."

North Fork House for Rent
House
265 Old Field Court, Mattituck, NY, NY 11952, USA

11 miles from Splish Splash in Mattituck, North Fork House for Rent provides accommodations with access to a fitness room. Guests can enjoy access to an outdoor fireplace and to an outdoor pool. There's a sun terrace and guests have access to free Wifi, free private parking, and an electric vehicle charging station. The air-conditioned vacation home consists of 3 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 3 bathrooms with a walk-in shower and a hair dryer. The parquet floors, fireplace, and peaceful vibe add to the ambience of the room. The vacation home offers bed linen, towels, and laundry service. For guests with children, the vacation home offers an indoor play area. Windsurfing, cycling, and fishing are possible within the area, and North Fork House for Rent offers water sports facilities. Long Island MacArthur Airport is 33 miles from the property.

Amenities:

Ocean View • Security/Safety • View • Ev Charge Station • Barbecue/Outdoor Cooking • Balcony/Terrace • Smoking • Air Conditioner • Guest Services • Parking • Wellness Facilities • Laundry

Private & Spacious Five Room Suite.Steps To Bay Beach and walk to Village.
Apartment
Greenport, New York, USA

1896 Restored Victorian located within steps to a lovely Bay Beach. Village restaurants, shops, NYC Hampton Jitney Express Bus and Shelter Island Ferry are all within a short stroll. Fresh produce farms, vineyards, hills and fields surround this very special place to rejuvenate your spirit and have fun. Fishing off the pier, sun bathing, swimming and people watching are all available within a two minute walk. Orient State Park is within a few miles and also offers nature lovers breath taking views of birds and marshes as well as the Long Island Sound. Also in Orient is a Sea Jet Ferry available to those who may want to enjoy the Mohegan Sun Casino in Connecticut across the Long Island Sound or travel north.

Private and spacious accomodations for four adults include two bedrooms each with a separate living space and a fully equipped kitchen and bath decorated in a casual antique pine style. Our charming second floor apartment is peaceful, perfect for two couples or a family.

2021 HVAC upgrade includes UV /HEPA airflow filtration. Exterior security cameras offer added measure of safety during your stay.

Typical Day : Easy to rise in the morning and have a cup of coffee in the garden ..take a stroll down to the beach and people watch.. come back..get ready for the day..

Leave the 'House'.. walk left toward the village and turn right on Clark Street ..now take a three block walk to the village along fourth street and the bay..enjoy the many restored village homes and the simple life..
So... are you ready to explore the village? The antique Carousel on Front Street..antique shops..maybe a cup of stronger coffee at Aldo's...
Stroll up and down Main Street..and Front Street and find your favorite shops/spots...Book, Toy, Cooking, Clothing......Art Galleries..Restaurants...Antiques...something for everyone.

Guest Reviews:

- "We spent a wonderful 5 days in this beautiful home. John and Maritza are the most gracious hosts, offering recommendations and good cheer. The house is 1/2 block from the beach, or 1 block to the lagoon, which we also enjoyed. It is approximately a 15 minute walk or quick drive into town. The home is ideally situated. The kitchen was well-stocked with utensils, cookware and dishware; each bedroom has a sitting room/living room so there is plenty of privacy. Would love to return to this lovely home!"

Walk to Beach Long Island Wine Country Home!
House
Cutchogue, NY, USA

20 miles from Splish Splash in Cutchogue, Walk to Beach Long Island Wine Country Home! provides accommodations with access to a spa center. With garden views, this accommodation offers a patio. Free Wifi is available throughout the property and Fisherman Beach is a 8-minute walk away. The air-conditioned vacation home consists of 3 bedrooms, 2 living rooms, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a shower and a hair dryer. Towels and bed linen are offered in the vacation home. The property has an outdoor dining area. Guests can relax in the garden at the property. Long Island MacArthur Airport is 42 miles from the property.

Amenities:

Sports/Activities • Guest Services • Ocean View • View • Fireplace/Heating • Spa • Private Beach • Internet • Other • Parking • Accessibility • Security/Safety

MATTITUCK, #1 Winery and Beach Town !
Apartment
Mattituck, New York, USA

The brand new house with all new furnishing is located in the quaint hamlet of Mattituck on Long Island's idyllic North Fork.

Walk to private Long Island Sound beach. Only minutes away form historic seaport village of Greenport, Long Island Aquarium, numerous wineries, farm stands. Enjoy a day of gambling via high-speed ferry to Foxwood's and Mohegan Sun Casinos. Hampton Jitney service direct to Manhattan.

Keywords: Apartment

Guest Reviews:

- "Great location for family fun (beaches, farms, aquarium), comfortable apartment, helpful host. Enjoyed our stay!" - "Manny and Amahl were absolutely fantastic hosts: knowledgeable, helpful, and welcoming. The property is centrally located - just a short drive into town - and the beach is an easy walk. It was perfect for us and our 5-year-old." - "Everything was great! Manny and Amal are wonderful hosts. Very clean, beach, short walk or drive with beautiful sunsets and close to all the places we came to visit. Mattituck has quaint little main village type downtown, worth visiting, very good food, and friendly people."

Minnehaha Marvel
House
Southold, NY, USA

Minnehaha Marvel offers accommodations in Southold, 21 miles from Splish Splash. The vacation home has access to a restaurant. Outdoor seating is also available at the vacation home. The air-conditioned vacation home consists of 1 bedroom, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 2 bathrooms with a walk-in shower and a hair dryer. Towels and bed linen are offered in the vacation home. There's also a seating area and a fireplace. Long Island MacArthur Airport is 43 miles from the property.

Amenities:

Fireplace/Heating • Ocean View • Laundry • Sports/Activities • Restaurant • Private Beach • Security/Safety • Guest Services • Pet Friendly • Barbecue/Outdoor Cooking • Air Conditioner • Balcony/Terrace

Bright Apartment - 1/2 Mi to Greenport Harbor!
Apartment
Greenport, New York, USA

Combine peace and quiet with bustling downtown action when you book this charming Greenport vacation rental! The 1-bedroom, 1-bath apartment sits on a peaceful side street right off of Main Rd allowing you easy access to unique shops, restaurants, and the Shelter Island ferry. With inviting decor, large windows, a Smart TV, and a fully equipped kitchen, this home is perfect for solo travelers and couples looking to explore all that Greenport has to offer. Plan your vacay your way - book now!

-- THE PROPERTY --

Greenport STR Permit 22-082 | Walkable Location | Free WiFi | 3 Blocks to Front St.

Ride the famous Antique Carousel, take a wine tour, or simply enjoy some R&R - the choice is yours when you book this delightful Greenport getaway!

Bedroom: King Bed

OUTDOOR LIVING: Front porch, lounge & rocking chairs
INDOOR LIVING: Smart TV w/ streaming capabilities, dining table
KITCHEN: Fully equipped, drip coffee maker, toaster, ice maker, microwave, stainless steel appliances, spices, dishware & flatware
GENERAL: Internet connection, A/C, central heat, complimentary toiletries, towels/linens, hair dryer
FAQ: Stairs required for entry, steep staircase, not childproofed
PARKING: Driveway (1 vehicle), safe street parking in front of house
ADDT'L ACCOMMODATIONS: An additional property is available on-site with separate nightly rates. If you would like to reserve both rentals, please inquire for more information prior to booking

-- THE LOCATION --

WINERIES: Long Island North Fork Wine Tours (0.5 miles), Kontokosta Winery (1.4 miles), The Old Field Vineyards (3.9 miles), One Woman Wines & Vineyards (4.5 miles), Sparkling Pointe (6.4 miles)
THINGS TO DO: Stirling Historical Society of Greenport (0.3 miles), Antique Carousel (0.4 miles), North Ferry to Shelter Island (0.8 miles), East End Seaport Museum and Marine Foundation (0.8 miles)
FOOD & BEVS (~0.5 miles): Greenport Harbor Brewing Company, Stirling Sake, SpecialTea House, 1943 Pizza Bar, Crazy Beans, Claudio's and Fortino Tavern, The Frisky Oyster
AIRPORT: LaGuardia Airport (91.7 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This property may not be suitable for young children due to the steep staircase and lack of childproofing
- NOTE: The property requires stairs and may be difficult for guests with limited mobility
- NOTE: There is another bookable vacation rental on-site; other travelers may be present during your stay

Guest Reviews:

- "Great place. Have stayed there before. Wonderful location and owner. Highly recommend!!!" - "Very good location, minutes away from all businesses but a quiet street. Clean, airy and roomy apartment. Great communication with the host" - "Great stay in Greenport. The hosts, accommodations are location are wonderful. Look forward to another visit." - "The hosts, accommodations and location were all wonderful. The house was clean, well decorated, comfortable and had all the amenities you would need. We really enjoyed our stay and would definitely recommend this place to anyone considering staying in Greenpoint."

Lavender Bay Breezes - Private Bay Beach Community
House

Lavender Bay Breezes - Private Bay Beach Community offers accommodations in East Marion, 27 miles from Splish Splash and 18 miles from Long Island Railroad. The vacation home has access to a restaurant. The vacation home also offers facilities for disabled guests. Featuring a patio with garden views, this vacation home also comes with a satellite TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 3 bathrooms with a walk-in shower and a hair dryer. There's also a seating area and a fireplace. For guests with children, the vacation home features a children's playground. Guests can also warm up near the outdoor fireplace after a day of cycling. Long Island MacArthur Airport is 48 miles from the property.

Amenities:

Private Beach • Restaurant • Child Friendly • Accessibility • Guest Services • Sports/Activities • Barbecue/Outdoor Cooking • Air Conditioner • Wheelchair Accessible • Pet Friendly • Balcony/Terrace • Laundry

Spacious apartment, 3 blocks to downtown and steps to fishing pier.
Apartment
Greenport, New York, USA

The Property
Charming and newly updated second floor apartment, less than a 5 minute walk to downtown. Enjoy our incredible restaurants, shopping and more. Large living room with bay window, ample seating and flat screen TV, nicely equipped kitchen, large dining area for 6, and newly remolded bathroom.
Private entrance and laundry room included. Relax on the front porch, grill in private side yard reserved for our guests, enjoy the outdoor shower after your day at the beach.
This second floor apartment in our historic home has been updated while
maintaining the original wide pine floors and historic details. Windows are plentiful providing a bright and cheerful feel.

Location
The sparkling village of Greenport is a 5 minute walk away.
Restaurants and Shopping are steps away....
Greenport offers dining experiences from casual to upscale. You can enjoy fresh seafood, wood-fired pizza, delicious Latin American, new American, pub-style, sushi, mediterranean and more within walking distance. There are also tasting rooms for beer, wine and tea, as well as coffee shops and restaurants specializing in breakfast and lunch. Stop in at the galleries, boutiques and antique stores as you stroll to and from your dining destination
And be sure to make time for....

Other attractions within walking distance.
Enjoy Greenport's seaport by taking in the picturesque sites along the docks or in the historic neighborhoods. Be sure to visit the Seaport Museum, the Railroad Museum, vintage Greenport Movie Theater, the antique carousel, the fire fighter boat, and our beautiful century old public library.
If you'd like to explore beyond the village, you are also within walking distance to the ferry to Shelter Island (a beautiful10 minute cruise), the Long Island Railroad which allows you to take make a day trip to New York City or the Hampton Jitney also enables jaunts to the city or airports.

Other Local Amenities
Beaches, wineries, fishing, golf, charter boats, and hikes are all an easy walk, bike or car ride away.
Closest winery: 1.3 miles. There are 40 vineyards on the North Fork.
Closest golf course: 1.5 miles.
Closest State Park: Orient State Park (10 miles)
Beautiful maintained hiking trails: The North Fork offers many trails between Orient and Riverhead.
Charters: Both fishing and sailing charters are available within the village.
We are happy to provide information on these and other happenings in the area.

Guest Reviews:

- "I highly recommend Eileen’s place! The location is fantastic, the apartment is very spacious and comfortable, and Eileen is a responsive and helpful host. A perfect stay" - "This spacious second floor rental was a perfect location for walking to downtown and a central starting point for exploring the North Fork. Having been our first visit to the North Fork, we felt lucky that we picked Greenport and the accommodations we chose. I was the liveliest of the area villages (making it a good home base) and we had the best, most attentive hosts we could hope for. The space was fresh and clean; the hosts provided special touches (wine, snacks, a folder that included information on all things to do in the area, kind notices, etc.), offered to supply whatever else we might need and to quickly take care of any incidents that may occur. We would definitely request to re-book the same address on future visits."

Modern on 9th
House
Greenport, NY, USA

Modern on 9th offers accommodations in Greenport, 25 miles from Splish Splash. The vacation home has access to a restaurant. Opening onto a patio, the vacation home consists of 3 bedrooms. The air-conditioned vacation home also provides a TV, a fully equipped kitchen with a dishwasher, a seating area, washing machine, and 3 bathrooms with a walk-in shower. The property has an outdoor dining area. Long Island MacArthur Airport is 47 miles away.

Amenities:

Child Friendly • Fireplace/Heating • Pet Friendly • Laundry • Guest Services • Air Conditioner • Restaurant • Balcony/Terrace • Security/Safety

Beach, Pool, Wine, Shopping!
House
Mattituck, New York, USA

Idyllic, secluded setting for a quiet getaway from the City. Main house (1500 sf) has two bedrooms with king & queen size beds, kitchen, two full, completely renovated bathrooms. Den has pullout couch with queen mattress. Pool cottage (1500 sf) includes kitchenette, recreation room, screened patio, full bath, large tv room and area to spread out. The house has central air; the cottage has window air conditioning. New gas grill, beautiful new pool and "cool to touch" stone deck for private sunning. Wooded lots on three sides, with 6 foot fence around the entire back yard. Bocci Court, Ping Pong table and inside games for rainy days and quiet evenings. Large screen TVs with access to your Netflix, Hulu, etc. accounts - TV in the den has most cable channels. Kitchen stocked with plates, glasses, flatware, pots and pans, etc. Bath and pool towels, sheets, etc. all provided. Perfect for family or three couples. Three minute walk to private beach in one direction. Five minute walk to a full service marina in the other direction. 90 minutes from Manhattan, but a world away from the hustle and bustle. Perfect spot to relax, spend time with family and friends and enjoy life the way it was meant to be. Enjoy the dozens of North Fork wineries within an easy drive. Minimum two-week stay required by the Southold Township.

Guest Reviews:

- "Nice, quiet, well appointed home in a great neighborhood. Never got the wifi to work which may have been due to area issues and some tech glitch, but hosts were nice enough to discount our added night due to bad weather that extended our planned stay. Having spent time in Mattituck when young, it was great to see all the changes and revisit some favorite spots. Would stay again if/when we decide to return to L.I." - "It was a perfect spot to relax and enjoy our little family reunion. The pool wasn’t open yet, and the weather was a little chilly, but the spacious back deck was a great place to gather for an afternoon glass of wine. It was only a 5 minute walk to the beach area on the bay and less than a 5 minute drive to a grocery store, drug store, restaurants, and more."

Lagoon Lodge: North Fork,Charming 3Br, Waterfront
House
270 Knoll Circle, East Marion, NY, 11939, USA

Lagoon Lodge: North Fork, Charming 3Br, Waterfront offers accommodations in East Marion, 28 miles from Splish Splash. This beachfront property offers access to a patio and free Wifi. Outdoor seating is also available at the vacation home. Lagoon Lodge: North Fork, Charming 3Br, Waterfront features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are provided in the vacation home. The accommodation has a fireplace. Long Island MacArthur Airport is 49 miles away.

Amenities:

Oceanfront • Air Conditioner • Security/Safety • Ocean View • Child Friendly • Internet • Fireplace/Heating • View • Pet Friendly • Parking

Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country
House
Cutchogue, New York, USA

This charming country home is centrally located right in the heart of wine country and minutes to sandy white beaches. Short walk to Peconic Bay Winery, King Kullen Shopping Center, Braun's Seafood, Michaelangelo's Restaurant and Cutchogue Village. Short drive to the outlets and Aquarium located in Riverhead. Stroll through the historic village of Greenport, enjoying the waterfront, stop at Claudio's to enjoy your favorite beverage and bands on the weekend. Don't forget to stop at your favorite winery on the weekends, bring your picnic baskets and enjoy the music. Bask in the beautiful view of the sound from the deck of Sound View Restaurant while savoring your delicious dinner. The Hamptons and the ocean is just a 30 minute drive away. Spend a delightful day going to the Montauk Lighthouse and grabbing lunch at the docks in Montauk. Internet Access & WiFi Provided. Will consider monthly rates from October thru June.

Guest Reviews:

- "A quick stay. Great location " - "We enjoyed our stay. The house was very quaint and charming. Truly loved the colonial feel. The location for our needs was perfect. Also very close to a great bagel shop and grocery store. Would love to stay again." - "Friends and I stayed for a beautiful wedding. This VRBO was just what we were looking for! It was very clean, close to the wedding festivities and had everything that we needed!!" - "This house was rhe perfect location for my winery trip. Several within 10 mins of the property, including a few that are walkable from the property. Plenty of space for guests. Owners were very quick to respond with any questions we had."

Cozy Greenport Cottage
House
Greenport, NY, USA

Cozy Greenport Cottage offers accommodations in Greenport, 26 miles from Splish Splash. Guests can benefit from a patio and an outdoor fireplace. The vacation home has an outdoor pool and a sauna. The spacious vacation home is composed of 3 bedrooms, 2 living rooms with dining area, a fully equipped kitchen, and 3 bathrooms. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area. The vacation home has a picnic area where you can spend the day outdoors. Long Island MacArthur Airport is 47 miles away.

Amenities:

Guest Services • Child Friendly • Barbecue/Outdoor Cooking • Balcony/Terrace • Laundry • Fireplace/Heating • Pool • Security/Safety • Sports/Activities • Wellness Facilities

Historic 1830s Greenport Home
House
Greenport, New York, USA

FALL 2025 AVAILABILITY!

Looking to escape the city for a couple of weeks or even a month? The house is well set up for working remotely and we are pet friendly!

We value inclusion and respect and happily welcome guests of all backgrounds.

A cozy getaway in the heart of the Village of Greenport. 2 Bedrooms and 3 baths, sleeps 6 adults. On a quiet street with very little through traffic.

Living Room with flatscreen TV and cozy seating (includes full sofa bed). Spacious dining room perfect for enjoying leisurely meals. Well stocked kitchen with large island for cooking or hanging out.

Bedroom 1 (also has a small room attached): Queen bed
Bedroom 2: Queen bed
(There is also a full sofa bed sleeping 2 in the living room.)

Bathroom 1: Tub & Shower
Bathroom 2: Shower
Bathroom 3: Tub

Wi-Fi available. Apple TV. DVD player.

Large backyard with a swingset for the kids. BBQ grill for your use. The home has a lovely side porch perfect for morning coffee or evening cocktails.

Two week minimum stay.

Guest Reviews:

- "Great house for a small family. We had a great time. There was an issue with the hot water heater one morning, but Jen was easy to get ahold of and the problem was fixed in no time!" - "Great location in great destination. Perfect host. Very well equipped kitchen. Only negative is a lack of a guest bath on second floor." - "Just got home from a two night stay at this property. I almost don’t want to give it 5 stars, because I want it to be my secret. The house is absolutely adorable, but unlike a real estate listing, that doesn’t mean small. Located on a quiet residential street just two short walkable blocks from town, the house is equipped with everything you could possibly need for a stay of any length. The house is beautifully decorated, clean, comfortable, with a deep, private yard, and a porch swing you will not want to get out of. After one night, you will wish it were YOUR house. Couldn’t recommend it any more enthusiastically. I will be back."

Respite Ranch: Private Pool, Hot Tub, Beach Access
House
450 Eastward Court, Mattituck, NY, 11952, USA

Respite Ranch: Private Pool, Hot Tub, Beach Access offers accommodations in Mattituck, 14 miles from Splish Splash. Both free Wifi and parking on-site are available at the vacation home free of charge. Outdoor seating is also available at Respite Ranch: Private Pool, Hot Tub, Beach Access. The accommodation features 3 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hair dryer. Towels and bed linen are featured in the vacation home. The accommodation has a fireplace. Guests can enjoy the outdoor swimming pool and garden at Respite Ranch: Private Pool, Hot Tub, Beach Access. Long Island MacArthur Airport is 35 miles away.

Amenities:

Fireplace/Heating • Air Conditioner • Pool • View • Parking • Security/Safety • Pet Friendly • Internet • Child Friendly

Architect Designed Home in Waterfront Village
House
Greenport, New York, USA

Designed and built in 2003, this cozy house has water views of Peconic Bay, enormous glass skylights, fully equipped kitchen, two bedroom, two bath, washer, dryer, Wifi, flat screen tv, private rose garden, outdoor studio/bedroom, private parking, a kayak, bicycles, public swimming dock at end of block, and is one block from the charming seaside village of Greenport, NY. We are located 95 miles east of New York City on Long Island's North Fork with 5 minute walking access to NY city bus and train. Great small restaurants & a terrific micro brewery are 1/2 block away.

Guest Reviews:

- "House was compact, modern house filled with art & light. Lots of windows & sliding doors with screens leading to front & back patios. Small private backyard with table, chairs & umbrella. Open concept living, dining, kitchen, bedrm & bathrm on ground floor. High ceilings in living & dining areas. House clean & well stocked. Property on lovely street about 11/2 blocks to town & shops. Great vac rental." - "I put a lot of stock in guest reviews, and they were on point for this listing! The house is even better than it appears in the photos. It is incredibly bright and cheerful, and it is so charming to stay in a place with such a sense of personality and history. You can tell that it is a much beloved home. It is full of wonderful art; my personal favorite was the huge, medieval city (?) sketch (watercolor?) in the darling studio. The location truly can’t be beat: on a gorgeous, tree-lined, friendly, PEACEFUL street, with a beautiful view at the bay dock - and yet just steps away from multiple good restaurants, and just around the corner from the main drag, with many more restaurants and shops. The host was very easy to communicate with, as was access to the house. One thing I really loved that isn’t mentioned or obvious from the pictures is that the backyard has really good visual privacy. I always feel weird when I’m sitting on a patio and can be seen by neighbors. Not here! FYI to future guests: the second bedroom (with the full-size bed and the futon) - along with the second bathroom with shower stall - is up the stairs in a beautiful, airy, bright loft with no door or walls fully separating it from downstairs. As such, most of the space has decent visual privacy, but not sound privacy, with the downstairs open common area (kitchen, dining, living, foyer, hallway to downstairs primary bedroom). Didn’t bother us but mentioning for those who may need to know."

Peconic Sound Beach Home: Backyard & Vineyards
House
415 Sound Ave, Peconic, NY, 11958, USA

Peconic Sound Beach Home: Backyard & Vineyards offers accommodations in Peconic, a few steps from Goldsmith's Inlet Park and 19 miles from Splish Splash. Both free Wifi and parking on-site are available at the vacation home free of charge. Outdoor seating is also available at Peconic Sound Beach Home: Backyard & Vineyards. The air-conditioned vacation home consists of 3 bedrooms, a living room, a fully equipped kitchen with a dishwasher, and 2 bathrooms with a bath and a hair dryer. Towels and bed linen are provided in the vacation home. For added privacy, the accommodation features a private entrance. Guests can also relax in the garden. Long Island MacArthur Airport is 41 miles away.

Amenities:

Security/Safety • Fireplace/Heating • Parking • Pet Friendly • Air Conditioner • Child Friendly • View • Internet

Charming Northfork Getaway
House
Greenport, New York, USA

Newly renovated and charming home in the NorthFork, a short walk to the village of Greenport, vineyards, and the breathtaking 67 Steps beach, among other local attractions. Spend an afternoon or evening entertaining your friends at the home's outdoor oasis complete with a year-round hot tub.

The home features two bedrooms with queen beds. There is also an air mattress / rollaway twin bed if needed.

This is a perfect stay for a small family, two couples or a small group of friends.

Backyard party deck complete with year-round hot tub, enclosed outdoor shower (seasonal), built-in grill, outdoor bar, giant table plus lounge area.

The interior features a beautiful dining/sun room plus state-of-the-art kitchen with stainless steel appliances, washer & dryer, A/C, music sound-system, TV and more.

This home has all the North Fork has to offer for a summer, autumnal or winter getaway.

Inquire within for monthly rental rates.

Guest Reviews:

- "We loved our stay here. Such a nice house and it was so close to Greenport’d downtown, beaches, and the Shelter Island Ferry. The back yard was such a great place for the kids too!" - "We loved our stay in Greenport for a long weekend! The back yard is undersold in the photos. It’s a gorgeous oasis and great place to relax, the hot tub was amazing. Adam was very responsive and made sure we got in okay and didn’t have any issues. We are already planning our next trip back!"

Nature's Paradise: Private Dock & Water Views
House
1835 Naugles Drive, Mattituck, NY, 11952, USA

Nature's Paradise: Private Dock & Water Views offers accommodations in Mattituck, 14 miles from Splish Splash. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Outdoor seating is also available at Nature's Paradise: Private Dock & Water Views. Offering a patio with sea views, this vacation home also features a TV, a well-equipped kitchen with a dishwasher, an oven, and a microwave, as well as 4 bathrooms with a hot tub and a hair dryer. For added privacy, the accommodation features a private entrance. A water park can be found at the accommodation, along with a garden. Long Island MacArthur Airport is 35 miles from the property.

Amenities:

View • Fireplace/Heating • Air Conditioner • Pet Friendly • Security/Safety • Parking • Child Friendly • Internet • Sports/Activities

Family and dog-friendly getaway near amazing wineries, beaches and restaurants!
House
Southold, New York, USA

Welcome to the NOFO—where you'll be greeted by beautiful beaches, dozens of wineries and some of the best cuisine New York has to offer!

And welcome to our home: a fully-renovated, brand new everything stylish retreat located in Southold—just minutes from Goose Creek Beach, North Fork Roasting Company, Southold Fish Market and Corey Creek Winery.

Every inch of the house and its furnishings are brand new. It features tons of natural light via vaulted ceilings and multiple skylights throughout the living, family and kitchen areas. With an open concept, this property offers the perfect space for families looking to entertain, dine, grill and enjoy the peacefulness of this cul-de-sac property.

The house has been curated with love and we hope you enjoy it as much as we do!

Amenities include, but are not limited to:
- 4 bedrooms (1 king, 2 queens, 2 twins)
- 2 full bathrooms
- propane gas grill
- firepit
- Adirondack chairs
- outdoor shower
- outdoor dining room
- outdoor lounge area
- smart TVs (70' and 55') with Netflix, Hulu, Amazon, etc.
- Google Home
- washer & dryer
- Wifi included
- concierge garbage pick-up
- queen blow-up mattress

- Dogs allowed for an additional fee ($150/dog)
- No smoking permitted
- located in quiet cul-de-sac
- Town beach parking permits available for stays of 30 days or longer

Amenities:

Ocean View • Child Friendly • Tv • Spa • Air Conditioner • Laundry • Security/Safety • Kitchen • Barbecue/Outdoor Cooking • Other • View • Wellness Facilities

Bahia Mar: Beach House, North Fork
House
912 Peconic Bay Blvd, Laurel, NY, 11948, USA

Bahia Mar: Beach House, North Fork is located in Laurel, just 1.5 miles from South Jamesport Beach and 11 miles from Splish Splash. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Outdoor seating is also available at Bahia Mar: Beach House, North Fork. Featuring a patio and garden views, the spacious vacation home includes 3 bedrooms, a living room, TV, an equipped kitchen, and 4 bathrooms with a hot tub. Towels and bed linen are available in the vacation home. The accommodation has a fireplace. Guests can relax in the garden at the property. Long Island MacArthur Airport is 32 miles from the property.

Amenities:

Child Friendly • Oceanfront • View • Internet • Parking • Ocean View • Pet Friendly • Fireplace/Heating • Security/Safety • Air Conditioner

Modern Farmhouse Steps to Beach and Love Lane
House
Mattituck, New York, USA

Our lovely home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches in Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer

The home was fully renovated (top to bottom) with central air, new kitchen, large living room, cozy reading nook, custom furniture, washer and dryer, BBQ grill, firepit, lawn games, wifi, TV's in every room, Sonos speakers and more.

The home features 2 bedrooms along with a queen pull out sofa in the living room, cozy reading nook, spacious living room, separate dining area, modern bathroom, with stand up shower and washer / dryer and a manicured, fully enclosed lawn with lawn games, BBQ, outdoor seating and 4 bikes for your convenience. All dishes, linens, Nespresso machine, beach and bath towels, utensils, cleaning supplies are included. The home comes with top of the line appliances and conveniences.

The home is centrally located next to Love Lane so you can leave your car at home as everything, including the train station is less than a 5 minute walk. The home is steps from Love Lane, in Mattituck's lovely downtown featuring North Fork Doughnut Company, Love Lane Kitchen, Lombardi's Love Lane Market, Village Cheese Shop, Love Lane Sweet Shoppe, Mattituck Cinema, Magic Ice Cream, Starbucks, Center Cuts, Mattitaco along with the local supermarket - all less than a 5 minute walk.

Veteran's Beach is an 8 minute walk and features one of the most beautiful beaches in North Fork, including a pavilion building, large parking area with BBQs, showers, picnic area, playground with swings, a bocce court, a shuffleboard court and a horseshoe pitch.

With exposed beams, vaulted ceilings, vintage fixtures, open kitchen and much more, you will feel relaxed and at peace.

Rental Permit No.: 0543

Guest Reviews:

- "Great place! Great location! We had a great time!" - "We were looking for a peaceful quiet get-away and we found it. Spent a relaxing evening around the fire pit watching the stars come out. Went to a wine tasting. Had a wonderful meal. Enjoyed looking at the water. We felt at home." - "Lovely little cottage - clean and all you could need. Yard was immaculate, our German shepherd loved it, plenty of room for a game of frisbee. Especially loved the hammock and the fire pit. Our host was super quick to respond and very accommodating. The beach was gorgeous, very close and within walking distance. We had a great lunch and Love Lane Kitchen and bought some superb meat for the bbq from the butcher around the corner - hosts gave us some great recommendations for our stay. Recommend this place for sure!"

The Cliffside Resort Condominiums
Apartment
61475 Route 48, Greenport, NY, NY 11944, USA

With beautiful views of the sunsets over Long Island Sound, this Greenport resort features spacious grounds and a private beach. Free Wi-Fi is available in all areas. A private balcony provides a relaxing viewing point from each apartment of Cliffside Resort Condominiums – Greenport. A flat-screen TV, wine refrigerator and kitchenette are included. Guests of Cliffside Resort can enjoy the seasonal outdoor pool or relax in chairs nestled on the bluffs. A club house and barbeque grills are also provided. Downtown Greenport is less than 2.5 miles from the resort. The Hortons Point Lighthouse is 7 minutes away.

Guest Reviews:

- "Best trip" - "Amazing experience!" - "Went out east for a party. This was a very comfortable overnight stay that had everything we needed at a reasonable off" - "We like The Cliffside Resort so much, we are already looking to book our next stay." - "Clean, great value!" - "Great base to explore the North Fork!" - "We would, definitely, return. The resort was close to everything." - "Very good for family vacation"

Charming Greenport Gem 1, 1 Mile to Ferry!
Apartment
Greenport, New York, USA

Travel to the North Fork of Long Island for a much-needed getaway and experience both modern luxury and historic desire at this 2-bedroom, 1-bathroom vacation rental! Situated in the heart of Greenport, this apartment provides an updated interior, historic feel, a fully equipped kitchen, and a walkable location near town attractions. Take the ferry to Shelter Island and enjoy a day on Shell Beach. Explore Orient Beach State Park and grab a glass of wine at a vineyard on the way back.

-- THE PROPERTY --

2nd-Floor Apartment in Historic Home | Walk to Downtown Boutiques & Restaurants | Near Beaches

Bedroom 1: Queen Bed | Bedroom 2: Full Bed | Living Room: Queen Sleeper Sofa | Additional Sleeping: Pack ‘n Play

APARTMENT FEATURES: 3 flat-screen TVs w/ cable, dining table, laptop-friendly workspace, garden
KITCHEN: Stainless steel appliances, dishwasher, cooking basics & spices, Keurig coffee maker, blender, toaster, tea kettle knife set, dishware & flatware
GENERAL: Free WiFi, central A/C, linens & towels, central heating, complimentary toiletries, trash bags & paper towels, hair dryer, hangers, self check-in
FAQ: Ring Doorbell device (facing front door entry), quiet hours (11:00 PM-8:00 AM), no porch access, addt'l rental on-site (separate unit & entrance)
ACCESSIBILITY: Stairs required for access, entire 2nd-floor unit
PARKING: Street parking (first-come, first-served), no driveway parking
ADDT’L ACCOMMODATIONS: An additional 1-bedroom property for 4 guests is available on-site with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking

-- THE LOCATION --

THINGS TO SEE + DO: Antique Carousel (0.4 miles), East End Seaport Museum & Marine Foundation (0.7 miles), The Fire Fighter (0.7 miles), Ferry to Shelter Island (0.7 miles), Railroad Museum of Long Island (0.7 miles), Horton Point Lighthouse Nautical Museum (5.5 miles)
OUTDOOR RECREATION: 67 Steps Beach (1.1 miles), Norman E. Klipp Marine Park (1.8 miles), Crescent Beach (2.7 miles, accessible by ferry), Truman’s Beach (4.0 miles), Mashomack Preserve (6.4 miles, accessible by ferry), Shell Beach (6.4 miles, accessible by ferry), Orient Beach State Park (10.4 miles)
WINERIES + BREWERIES: Greenport Harbor Brewing Company (0.3 miles), One Woman Winery Greenport (0.4 miles), Kontokosta Winery (1.2 miles), The Old Field Vineyards (4.0 miles)
AIRPORTS: Long Island Islip MacArthur Airport (44.0 miles), Laguardia Airport (90.9 miles), John F. Kennedy International Airport (91.9 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- No pets allowed
- No events, parties or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: This apartment is an entire 2nd-floor unit of the building and requires stairs to access
- NOTE: There is an additional rental unit on-site with a completely separate entrance
- NOTE: Your safety matters. This property features a Ring Doorbell device with an exterior security camera facing the front outdoor entry. The camera does not look into any interior spaces. The camera actively records video when motion is detected by the device (including devices linked to the camera such as the alarm system’s motion detector) or when the video doorbell button is pressed
- NOTE: Please observe quiet hours between 11:00 PM to 8:00 AM
- NOTE: The porch is not available for guest use

Guest Reviews:

- "This home was gorgeous inside and out. Every time we walked through the garden, we were so happy. The unit was extremely clean and nicely appointed. It was a beautiful and quick walk into town; within a block, you’re hitting restaurants and stores. The kitchen had everything we needed and there were extras of everything (paper goods, towels, blankets, etc!). Nice to have smart TVs in each room too. Toni and Frank were kind, responsive, and generous hosts."

A Walk in the Woods Bed and Breakfast
Bed & Breakfast
9680 North Bayview Road, Southold, NY, NY 11971

Relax on the large wrap-around front porch of this Long Island, New York bed and breakfast. Free Wi-Fi and daily breakfast are offered. Cedar Beach is 1 mile away. Each uniquely styled room at A Walk in the Woods Bed and Breakfast features private bathroom. Decorated with antique accents, these rooms include a seating area. This estate is located directly on the 14 mile Bayview bicycle loop. Pindar Vineyards is 5 miles away.

Guest Reviews:

- "Can’t wait to go back!" - "We will definitely be going back!" - "Excellent place to stay"

Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town!
House
Greenport, New York, USA

Enjoy this beautifully renovated first floor “Captains House” apartment in the heart of Greenport Village. Harbor Views! Walk to town.

This 2 bedroom, 2 full bathroom home is bright with sunshine, has soaring ceilings and hard wood floors, easy to maintain for beachside living.

Gourmet kitchen - top of line appliances

Guest Reviews:

- "This historic house is completely renovated inside. We easy and comfortably fit 2 adults and 4 children. The beds and bedding were fresh and cosy. z the house was clean. A quick walk to all Greenport has to offer." - "Pristine beautiful property. Loved the bedding and decor. Walked into GreenPort. It was lovely." - "Clean, large, modern, great shower pressure. The owner was quick to respond throughout. Thank you!!" - "Cute little apartment. Great location and very helpful and accommodating host. Thank you for having us."

Harbor Knoll Bed and Breakfast
Bed & Breakfast
424 4th Street 1 Miller Lane, Greenport, NY, NY 11944

Harbor Knoll Bed and Breakfast in Greenport provides accommodations with a seasonal outdoor swimming pool, a garden, and a bar. This beachfront property offers access to free Wifi and free private parking. Guests can make use of the sun terrace or the outdoor fireplace, or enjoy views of the sea and garden. Featuring a patio, the units offer air conditioning and have a flat-screen TV and a private bathroom with walk-in shower and bathrobes. Every room includes a coffee machine, while selected rooms are equipped with a fully equipped kitchen with an oven, a microwave, and a toaster. At the bed and breakfast, every unit includes bed linen and towels. A private beach area is available on-site and cycling can be enjoyed close to the bed and breakfast. Splish Splash is 26 miles from Harbor Knoll Bed and Breakfast. Long Island MacArthur Airport is 48 miles away.

Guest Reviews:

- "Will be back to stay longer next time!" - "An ideal location to experience all that the North Fork has to offer" - "Very nicely luween who is the owner very nice room and pool can be improved and not a place for chil" - "Lovely stay in a beautiful home very close to the town centre"

Brand new 2 bedroom, Greenport Village, walk to town Marina Views!
House
Greenport, New York, USA

Luxury 2 bedroom, first floor apartment located across the street from Townsend Manor Marina in the heart of Greenport Village . Walk to town and enjoy the amazing restaurants and shopping that Greenport has offer. This custom Victorian Farmhouse has been fully renovated with all modern amenities.

The custom gourmet kitchen has a sub zero refrigerator, Wolf stove, farmhouse sink. Gas grill located outside where you can enjoy evening dinner under the stars.

You will find 2 Flat screen SMART TVs. There is Wifi throughout the house.

The large wrap around deck is the perfect spot to have your coffee or glass of wine with marina views and great people watching.

The first floor apartment is bright with sunshine and hard wood floors. Easy to maintain for beachside living.

The airy master bedroom has a Samsung smart flat screen TV. Enjoy a great nights sleep on the temperdic King Size bed.

The guest bedroom has a queen size bed as well as a gorgeous wood barn door.

There is a full bathroom, laundry in the apartment and an outdoor shower in the private backyard.

The driveway can fit 3 cars and the home has plenty of public parking in front and behind.

This apartment has it all. Under 1 mile from the fifth street public beach. 1/2 mile to the Commuter station - train, bus, ferry is located walking distance to restaurants, shopping and bars. Close to wineries

Guest Reviews:

- "The house was beautiful, spacious and very comfortable! The beds also were super comfortable, which is so important for a few nights away from the kids when sleeping in is one of the luxuries! :) The house was well stocked, clean and in a convenient location! Very close to town and also not far from a lot of the wineries. It made for a very memorable 40th birthday getaway with friends. I would definitely return!" - "I stayed in the house with my family for a long weekend. The house was a quick walk to town and short drive to the beach. The house looked as pictured. The host answered all our questions with quick and helpful replies! The house is newly renovated but still has the charm and noises of an old house."

Bright Apartment - half Mi to Greenport Harbor!
Apartment
Greenport, NY, USA

17 miles from Long Island Railroad in Greenport, Bright Apartment - half Mi to Greenport Harbor! provides accommodations with access to a spa center. Guests staying at this apartment have access to a patio. Free Wifi is available throughout the property and Splish Splash is 26 miles away. The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen with a dishwasher and an oven, and 1 bathroom. Towels and bed linen are provided in the apartment. For added privacy, the accommodation features a private entrance. Long Island MacArthur Airport is 48 miles away.

Guest Reviews:

- "It was perfect" - "100% satisfied" - "Beautiful appartment close walk to everything" - "Lovely apartment, clean and updated, close to town, very easy to park and walk." - "Cozy and comfortable apartment" - "Excellent location.Easy to walk to town. Parking was on street and lots of it! HIGHLY recommend this great place! Great" - "Wonderful place to stay!" - "Beautiful, convenient apartment!" - "Loved Greenport & the surrounding area more fun than staying in a hotel"

Southold Soundfront Private Beach
House
Southold, New York, USA

Two bedroom PERFECT beach house located on a private beach. If you love the beach, fishing, swimming and sunsets in a quiet place, this is for YOU.
This is NOT a bluff beach. Walk right out the FRONT sliding door and you are ON the beach. Walk out the SIDE sliding door you are on the wrap around deck, with patio set barbecue grill, lounge chairs, and views in every direction. You can walk in either direction ON the beach for miles. Crystal sand, rocks, beach glass and glistening water around you. Public beaches require town parking permits which can quickly increase the cost of your stay at other non-beach front properties, but you don't need a permit since this is a private beach (no crowds, no restrictions).
57035

One Bedroom has a full size bed, the other bedroom has twin bunk beds. Wrap around deck, with furniture on BOTH sides of house for morning and afternoon sun + beach chairs included. This house does have heat for cooler nights in Spring & Fall. Perfect for a long relaxing Summer, weekend get away, or family retreat. Really great fall fishing weekends, winery trips, pumpkin picking. Give us a call, you're going to LOVE IT !

All rates listed are for a family of 4 (2 adult, 2 children). There are additional charges for extra guests and these need to be confirmed and agreed upon at time of reservation. Please note that we are vigilant about the number of people renting the house. Sorry, not pets allowed due to guests with allergies.

Keywords: House

Guest Reviews:

- "We enjoyed every second of the peace & quiet. Access to the beach couldn't be better. The cottage offers comfortable accommodations both inside and outdoors and the host is just wonderful" - "Third year vacationing at this beautiful cottage overlooking the Long Island Sound! We keep coming back! Sunsets are spectacular!" - "This was our fourth stay at this lovely little house on the Long Island Sound. It is quiet and peaceful and the proximity to the beach is ideal. The sunsets are breathtaking. Gaelle communicates well and in a timely manner. Looking forward to returning in 2023."

Charming Greenport Gem 1, 1 Mile to Ferry!
Apartment
Greenport, NY, USA

Charming Greenport Gem 1, 1 Mile to Ferry! offers accommodations in Greenport, 17 miles from Long Island Railroad. Free Wifi is available throughout the property and Splish Splash is 26 miles away. The air-conditioned apartment consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a shower and a hair dryer. Towels and bed linen are available in the apartment. For added privacy, the accommodation features a private entrance. Long Island MacArthur Airport is 48 miles from the property.

Amenities:

Fireplace/Heating • Sports/Activities • Child Friendly • Accessibility • Internet • Guest Services • Other • Security/Safety • Parking

Aqua Vista
House
Greenport, , New York, USA

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.
Aqua Vista is the second floor apartment with a separate entrance.
My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).
This property has two apartments. The Aqua Vista Apt.2 and The Sandpiper Apt. 1 (see listing on VRBO website that can accommodate 12 people when available at the same time for larger families and wedding parties

Guest Reviews:

- "Great spot for all things North-Fork" - "I was looking for a quiet, enjoyable place near the water and got just what I was looking for. My visit was during the off season early in the week so there wasn’t much to do in town but that was exactly what I was looking for. Really enjoyed it and look forward to returning in the future." - "What a great little spot in a great little town. The location couldn’t be easier and convenient. The train is literally across the street and Main Street a 5 min walk to the water and shops! The Apt is clean, well appointed, and so comfortable. This was a real find!!"

Quaint DT Greenport Apt - 2 Mi to Shelter Island!
Apartment
Greenport, NY, USA

Featuring a spa and wellness center, Quaint DT Greenport Apt - 2 Mi to Shelter Island! features accommodations in Greenport. Guests staying at this apartment have access to a patio. Free Wifi is available throughout the property and Splish Splash is 26 miles away. The air-conditioned apartment is composed of 1 separate bedroom, a fully equipped kitchen with an oven and a toaster, and 1 bathroom. Towels and bed linen are offered in the apartment. For added privacy, the accommodation features a private entrance. Long Island MacArthur Airport is 48 miles from the property.

Amenities:

View • Parking • Internet • Other • Accessibility • Fireplace/Heating • Spa • Security/Safety

Blue Bay Dream w/Seasonal Outdoor Jacuzzi, Cabana + Office
House
Greenport, , New York, USA

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.

My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).
The space
The house has been completely renovated and everything is brand-new.
Everything is walking distance to the house and the location is unbeatable.

This property has two apartments. The Blue Bay Dream Apt.1 and Harbor Heights Apt. 2 (see listing on VRBO website that can accommodate 12 people when available at the same time for larger families and wedding parties

We have recently added new amenities to the VRBO rental Apartment 1 that you would occupying. In the backyard, the blue garage has been converted to a cabana, which includes two televisions, lounge area with a wet bar, refrigerator, game area for the kids and a home office work station with a full size convertible bed in the cabana section and a queen size futon in the home office work room. Wifi is available in the cabana and office. As a bonus, there is a 5 person jacuzzi outside with complete privacy. (PLEASE NOTE - that outdoor BBQ and jacuzzi are only available from April to November)

Guest Reviews:

- "As described, Nice little rental very close to GPV. Clean, Well maintained place. Had the good fortune of meeting the owners, very good people. Would stay here again." - "Thanks Christopher! Great location! Only a few minutes walk from Greenport’s Main Street and the Fifth Street beach The house was nicely furnished and clean Felt like a hone away from home" - "Great communication from the owner. Comfortable apartment. Walking distance to town. Apartment is well-appointed with comfortable beds, plenty of towels, soap/shampoo, pretty much all you need for a stay. Street parking was easy."

Sweet Dreams Bed and Breakfast Cutchogue
Bed & Breakfast
26755 Main Road P.O.Box 1038, Cutchogue, NY, NY 11935

Featuring a garden, Sweet Dreams Bed and Breakfast Cutchogue provides accommodations in Cutchogue. With garden views, this accommodation offers a patio. The bed and breakfast features rooms with air conditioning, free private parking, and free Wifi. At the bed and breakfast, all units are equipped with a wardrobe. There's a shared bathroom with bath in every unit, along with bathrobes, a hair dryer, and free toiletries. At the bed and breakfast, units have bed linen and towels. Guests are welcome to relax in the on-site lounge, while packed lunches are also available upon request. The bed and breakfast has a picnic area where you can spend the day outdoors. Fleet Neck Beach is 1.7 miles from the bed and breakfast, while Splish Splash is 15 miles from the property. Long Island MacArthur Airport is 37 miles away.

Guest Reviews:

- "Owner and accommodations very warm and welcoming" - "I highly recommend Sweet Dreams Bed and Breakfast! This is perfect for R & R and a staycation." - "The place to stay to feel relaxed and pampered." - "Amazing location; delicious, homemade breakfast; all around excellent stay" - "Patria is so warm and welcoming. Gave us our privacy. The breakfast in the morning all homemade amaz"

New Suffolk Waterfront Beach Cottage Steps From Water/Beach/Restaurants and More
House
New Suffolk, New York, USA

A cozy, renovated New Suffolk waterfront cottage with stunning water views from practically every window. In the heart of the most special neighborhood in the north fork of LI, this beach cottage is perfect for families with a kids room with twin over full bunk beds, private master, cozy interior, amazing light, grill area, outdoor shower and new chef's kitchen. The adjacent studio bonus room boasts big comfy couches, sunset views over the bay and great indoor/outdoor hanging. Also perfect remote work setup with high speed WiFi. Dine on the deck with the water in front of you or stroll to one of the 2 restaurants, store (Summer Girl) or the famous New Suffolk beach just steps from your door. When staying here, your family is just a short walk away from everything your year-round vacation could need. Just a few minute's drive from the best vineyards, U-pick farm experiences, breweries and shopping, this location has something for everyone.
At the heart of the north fork wine trail, there are over 20 wineries within 5 miles of New Suffolk, several of these located just minutes away in Cutchogue and Mattituck. These include Mccall Vineyards (don't miss their burger nights all summer!), and Bedell Cellars (big covered porch is great for hanging with kids on a rainy day and beautiful fireplace to hang by all winter) and Borghese (the best Pinot on the north fork!) The village of Greenport is only 10 miles east with its many restaurants and famous Carousel.
New Suffolk is a unique and charming hamlet located just south of Cutchogue approximately 1 hour 45 minutes from the city. A trip to our house for you and your family will bring you all the relaxation you are looking for while having everything you could want or need, no matter the vacation season, practically right outside your door.

Guest Reviews:

- "We had a great stay at the cottage. It's a small, but very well appointed cottage, with a large bonus room for rainy days. The neighborhood and location are fantastic. It's a short walk to a soft sand swimming beach, which is a rare occurance on the North Shore. Two restaurants and a oyster distributor only a few steps away. Views from almost eveywhere in the house of the bay. The owners wagon broke part way through the week (normal wear and tear) and the owner had a new one delivered within a few hours so we didnt have to carry our gear to the beach."

Perfect Getaway Apartment For Couples or Single Travelers
Apartment
East Marion, New York, USA

Newly renovated apartment minutes away from the beach! This second floor space comes fully furnished with a full size bed, air conditioner, ceiling fan, kitchenette with nespresso machine and toaster oven, living area and private balcony with water views, and washer dryer. 2 bikes are available to take advantage of the surroundings. Take a ride into Greenport to have brunch in Greenport or pedal past the Lavender field down the road to marvel at the sea of purple. Two beaches are within walking distance and beach chairs are available for use. If you are looking for a relaxing summer weekend in the North Fork, this is the place for you.

Guest Reviews:

- "It was wonderful" - "We had a wonderful week in East Marion at JoAnn’s place. The room is beautiful and quiet and away from the main part of the house. Check in and out was effortless and JoAnn was very accommodating to our needs. We may be back next year." - "The place is a well-appointed, hideen treasure in the North Fork. My wife and I used it as a getaway from the city and absolutely loved it. The area has got a great mix of activities and peace & quiet, allowing us to design our days. Wineries, golf course, hiking trails complemented with a private beach and hammock in the garden. Joann is a wonderful and kind host. She provided all necessary essentials during our stay, and was around whenever we needed any assistance. We hope to be back soon!"

Perfect North Fork Escape Just Steps Away From The Beach
House
Mattituck, New York, USA

This charming beach house is bright and airy, with two bedrooms, each with a queen bed, plus a sleep loft with two twin beds. The kitchen and bathroom have been renovated with new appliances. Our house is just steps away from Peconic Bay beach and a perfect base for exploring all the North Fork has to offer.

The outside deck is perfect for group dining, reading and sipping a glass of wine and well-lit even after the sun goes down. It has a propane grill and even has a heater for cool spring or autumn evenings. The deck overlooks an expansive front yard with ample space for games of bocce, croquet, wiffle ball or horseshoes. There is also an outdoor shower, perfect for rinsing off after a day at the beach.

The house is set up with everything you could need including:
- renovated kitchen including dishwasher, Nespresso coffee machine, utensils/place-settings and cookware
- board games
- sporting equipment
- tv (basic cable plus Netflix and Amazon)
- fireplace for cool nights
- mini library stocked with some good beach reads
- outdoor couch, armchairs and coffee table
- picnic table that seats 8
- beach equipment (6 beach chairs, beach umbrella, beach tent, towels and more)
- large washer & dryer
- dishwasher
- window unit air conditioners in downstairs bedrooms and living room (plus ceiling fans throughout the house)
- brand new comfortable mattresses on all 4 beds

Easy to access from Manhattan by public transport (10 minutes walk to the Hampton Jitney, 20 minutes walk from Mattituck LIRR train station) and by car (~70 mi. from the city).

2 week booking minimum.

Guest Reviews:

- "We loved staying at the Cleary home. It’s perfect for a family. The house is very well maintained, clean, charming, and has everything you need for a wonderful stay. The kitchen is well appointed, stocked with all the equipment and modern fixtures you need. The living area is wide and comfortable, and the bedrooms were just right for my wife & I and our two young kids. The outside space is a highlight - a great deck for dining and lounging with beautiful lighting, plus expansive grassy space for the kids to run around for hours. It also has the added bonus of being a very short walk to a lovely private beach. It’s an especially good beach for young kids, with calm waters and a seemingly endless shallow area. Short drive to Love Lane and pretty much central to all parts of the North Fork. Highly recommend! Tim & Sophie deserve particular credit. Some of the most welcoming and accommodative hosts we’ve ever dealt with. They went out of their way to make our stay great. Took extra time to offer all sorts of recommendations - and very good recommendations - for activities, dining, beaches, etc. Not just your “standard” recs, but specific to what we were looking for. Very flexible with check-in/check-out rules, made everything available to us, always response. They’re great. We definitely hope to return some day!"

Waterfront NoFo Cottage with public beach access
Cabin
East Marion, New York, USA

Enjoy this waterfront cottage overlooking Marion Lake surrounded by lush landscape and wildlife. Experience the local Vineyards, take a leisurely stroll in downtown Greenport, ferry to Shelter Island, drive to Orient, or discover local hiking trails. Savor the culinary delights at the area's great restaurants, with fresh seafood and farm-to-table dining. Nestled between Greenport and Orient Point, East Marion provides access to all the North Fork has to offer.

Rental Permit #1060

Guest Reviews:

- "We enjoyed out stay in this quiet pretty cottage on Marion Lake. It is also situated a short walk to a small beach in E. Marion. We found the cottage to be clean and well equipped. It was warm when we were there and the a/c worked great. It is also close to everything the North Fork has to offer; Greenport town with restaurants and shopping, wineries, farm stands and shelter island. Andrew answered us right away if we had questions. Overall great stay with no problems at all."

Old meets new in this fully renovated 19th century farm house.
House
Greenport, New York, USA

This 2-bedroom house in Greenport with modern amenities for stylish uncluttered living. Perfect for a small family or couples and conveniently located in a quiet neighborhood near town, park and beach.

Guest Reviews:

- "The house was spotlessly clean and well-maintained, making me feel comfortable right from the start. The location was perfect—local attractions and great restaurants, which made exploring the town very convenient. Walter was incredibly responsive and accommodating, always quick to reply to any questions or requests. Overall, I highly recommend this home for a friendly and hassle-free stay!" - "Our family were completely overjoyed by our week in this beautifully decorated and updated farmhouse. Sitting on the porch, grilling in the backyard, strolling to the beach and walking into Greenport were all this gem offers and much more. Couldn’t be happier with the communicative host. Highly recommended. "

5 minute walk to beaches and beautiful downtown Greenport
House
Greenport, New York, USA

Lovely Victorian home with private entrance, porch, and brick patio. Floor to ceiling windows in light filled large bedroom with en suite bathroom. Cozy den has a beautiful bay window and a queen size pull out sofa bed for additional guests. Sunny sitting room just off of the kitchen for reading or games. Full kitchen, washer dryer, high speed internet, brand new flat screen TV can be found in the unit. The West Elm king size bed, mattress and sofa bed are all new.
No car needed as the train station, fantastic restaurants, bars, shops and Shelter Island ferry are less than half a mile walk from the house.
Enjoy all that Greenport and the North Fork have to offer from this amazing location!

Guest Reviews:

- "Great spot! Great location! Lots of room - especially loved the little porch with swing! Highly recommend!" - "huge flat, very bright and clean. plenty of kitchen and bathroom supplies. easy check in and check out, plenty of parking space on the street in front of the house. very pretty, quiet and safe neighborhoods (i’m travelling solo). lovely town of Greenport within walking distance as well as 2 beaches and a big park. i loved it! thank you Kevin and Laura"

Charming house walking distance from beautiful Kenney’s Beach
House
Southold, New York, USA

Experience the North Fork in our bright, happy home in the heart of wine country, just steps from beautiful Kenney's Beach, a local favorite.
Two porches for relaxing and dining.
Large, inviting living room with huge stone fireplace and queen sleeper-sofa.
Eat-in kitchen.
Spacious, shaded yard with hammock.
Walking distance to two restaurants, close to Village, wineries and many restaurants.
The Town of Southold requires a 14-day minimum stay.

Guest Reviews:

- "We had a lovely vacation and the house met all of our needs. It was very clean, comfortable and well equipped. The neighborhood is quiet and is only a short walk to the beach. Nadine and Bob were fantastic host who were friendly and very accommodating. I would rent this house again." - "We had a wonderful beach vacation! Nadine and Robert were amazing hosts. They had everything we needs to ensure we had an amazing trip!" - "Nothing ostentatious but clean, comfortable and right near the beach"

Tranquil Greenport Getaway
House
Greenport, New York, USA

PLEASE READ FULL DESCRIPTION! Please do not request booking without first making contact with Owner. Rental registry # 0952
Pool installed summer 2025!!!! (coping and walkway to be completed spring 2026)
Private modern 4 bedroom/2 bath cabin near the bay situated on 3.8 acres on culdesac. The cabin is set 200 ft off a quiet culdesac that lies across the street from Gull Pond. Separated on three sides by no less than 3 acres of woods and Northfork beauty. 50% of property is backed by over 10 acres of nature preserve. Property is filled with amazing song birds as well as deer and wild turkey. It is truly a nature lover’s sanctuary!
Public golf course is right across Sound Ave as well as walkable to a local winery and some great restaurants.
Great family vacation house.
5 min drive to maritime village of Greenport and less to bay/sound beaches. Outdoor security cameras on premise.
New property… keep an eye for updated pictures!

7 person Hot tub

Air hockey and foosball tables

2 separate TV rooms.

Will not rent without first having contact and discussion with potential tenant. ** Copy of Photo IDs for adults is required to rent this property.
Separate lease is required for long term rental.

NO instant bookings will be accepted.
****Please read!
Min stay requirements- please ask before booking
Special woodland living near the water.

Rates-
Please refer to calendar
Discounts given for long term rentals- 30 days or more

Preference is given to long term rentals

**Some periods may be blocked on calendar for family use of the log home. These can often be switched around to accommodate potential rentals if needed. Priority given to LONG TERM summer season inquiries. DISCOUNT available for 30 day or longer. Suffolk County Hotel tax will apply as well. I’m sorry, but the county makes me collect this for rentals under 30 days.

Amenities:

Security/Safety • Laundry • Air Conditioner • Internet • Pet Friendly • Hot Tub • Parking • Barbecue/Outdoor Cooking • Pool • Tv • Other • Bedding/Linens

1780 House East Room Country Charm - Downtown
House
Mattituck

Discover the allure of our Circa 1780 home on the North Fork, designed with comfort in mind. Easy access to local attractions, including dining spots like Love Lane Kitchen, Tulios NY Wine Bar, NoFo DoCo delicious donuts, and Village Cheese Shop. Public transportation is only a block away. Spend your day at local wineries or relax on the front porch. Your stay includes a private queen room and a shared guest only bathroom on the second floor. This is a shared space and not suitable for children.

The space
The updated Circa 1780 House West Room features a comfortable queen-size bed with plenty of pillows and clean linens. Enjoy the ambience of an electric fireplace, which also provides warmth during cooler months. Fresh linens, blankets, and towels are provided for each new guest, along with toiletries, a hairdryer, and an iron with a board.

The room includes a TV with Netflix access, and you can adjust the temperature to your liking with a programmable A/C or use the window fan for fresh air.

Please note that the shared bathroom is for guest use only, and the hosts reside in a separate part of the house.

Accessibility may be a concern, as the rooms are located on the second floor, accessible only by fairly steep stairs, and are not handicapped accessible.

All guest rooms have a privacy lock only.

Additionally, there may be allergens present in the home, such as pet dander, as pets live in the hosts' area, though they are not allowed in the guest area. Please consider these factors when making your booking.

Guest access
Enjoy a relaxing experience on our front porch, where you can savor a cup of coffee, tea, or a glass of wine while watching the world go by. We offer complimentary snacks and bottled water, along with a Keurig coffee maker (milk and creamer available in mini fridge) for your convenience.

The room is located on the second floor and is accessible only by stairs. Please note that our accommodations are not handicapped accessible. Each room is private and equipped with a privacy lock (note that it cannot be locked from the outside).

A shared bathroom is also located on the second floor for guest use only.

No onsite parking.
Off-premise parking is available in the municipal lot diagonally across the street; please refrain from parking in the driveway.

Guests have access to the front porch, but the backyard is fenced for the safety of our dog and children, so we kindly ask that you do not enter that area.

During your stay
We are always available via phone or text for any questions or assistance you may need during your stay. While we live on the premises, we have our own separate living area.

Other things to note
We are located in the hamlet of Mattituck, where you may notice a few sounds from our surroundings. The train passes by six times a day (including early morning hours), and while the firehouse is across the street, it's not very busy, so you may occasionally hear the siren go off between 7 am and 8 pm.

We have a friendly German Shepherd who is still adjusting to having guests and may bark upon your arrival to let us know someone is here. Please rest assured she does not have access to the guest area.

Additionally as a large family, there may be some additional noise in the home from time to time. Thank you for your understanding

Amenities:

Shower gel • Essentials • Hair dryer • Iron • Shampoo • Hangers • Conditioner • Hot water • Bed linens • Extra pillows and blankets

1780 House West Room Charming Cozy Central Locale
House
Mattituck

Discover the allure of our Circa 1780 home on the North Fork, designed with comfort in mind. Easy access to local attractions, including dining spots like Love Lane Kitchen, Tulios NY Wine Bar, NoFo DoCo delicious donuts, and Village Cheese Shop. Public transportation is only a block away. Spend your day at local wineries or relax on the front porch. Your stay includes a private queen room and a shared guest only bathroom on the second floor. This is a shared space and not suitable for children.

The space
Our updated Circa 1780 House West Room offers a comfortable queen size bed with lots of pillows, and clean linens. An electric fireplace for ambience and or warmth.
A dresser and large closet so you can unpack. (This room is ideal for guest with large suitcases from traveling abroad or gowns that need to be hung)
Fresh linens, blankets, towels are set out for every new guest.
Toiletries, hair dryer, iron, and board available.
TV with NetFlix
Programmable A/C to adjust to your desired temperature or use the window fan to bring in the fresh air.
There is a shared bathroom at the end of the hallway (use by guests only).
Unfortunately our rooms are not handicapped accessible
Rooms are located on the second floor accessed only via fairly steep stairs.
There are possible allergens in our home (i.e.: pet dander) please be aware when booking.
There are no pets allowed in the guest area.

Guest access
Enjoy a cup of coffee, tea or glass of wine on our front porch and watch the world go by. Snacks and waters always available. Mini fridge. Keurig coffee maker.
The room is located on the second floor, accessed only via stairs. Unfortunately, our rooms are not handicapped accessible.
Rooms are private with a privacy lock (not able to be locked from outside) and a shared bathroom is located down the hallway. The bathroom is shared by all guests.
Off premise parking (municipal lot diagonally across the street). Please do not park in the driveway.
There are possible allergens in our home (i.e.: pet dander) although our pets are never in the guest area.

You’ll have access to the front porch but the backyard is fenced in for our dog and ask that you do not enter the backyard.

During your stay
We are always available via phone, text, or email. We live on-premise but are in our own separate living area.

Other things to note
We are located in the hamlet of Mattituck. The train passes by 6 times per day and the firehouse is across the street, although the firehouse is not too busy there is the potential to have the siren go off between the hours of 7 am and 8 pm.

We have a German Shephard that is still getting used to us having guests. You may hear her barking when you enter the house, she is very friendly but likes to let us know when someone arrives. She is not able to access the guest area.

We also recently found out one of our baby chickens is a rooster. He likes to let everyone know he’s around.

We’re a large family and with that also comes some noise.

Amenities:

Body soap • Essentials • Bed linens • Hair dryer • Shower gel • Conditioner • Hangers • Hot water • Extra pillows and blankets • Shampoo

Blue Bay Dream (Jacuzzi, Cabana + Home Office)
House
Greenport

Ranked #1 AirBNB. Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.

My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

The space
The house has been completely renovated and everything is brand-new.
Everything is walking distance to the house and the location is unbeatable.

We have recently added new amenities to the Airbnb rental that you are occupying. In the backyard, the blue garage has been converted to a cabana, which includes two televisions, lounge area with a wet bar, refrigerator, game area for the kids and a home office work station with a full size convertible bed in the cabana section and a queen size futon in the home office work room. Wifi is available in the cabana and office. As a bonus, there is a 5 person jacuzzi outside with complete privacy. (PLEASE NOTE - That the jacuzzi and outdoor BBQ are only accessible from April to November.)

Guest access
We have recently added new amenities to the Airbnb rental that you are occupying. In the backyard, the blue garage has been converted to a cabana, which includes two televisions, lounge area with a wet bar, refrigerator, game area for the kids and a home office work station with a full size convertible bed in the cabana section and a queen size futon in the home office work room. Wifi is available in the cabana and office. As a bonus, there is a 5 person jacuzzi outside with complete privacy. (Please Note That Jacuzzi and Cabana are only accessible from April to November.)

Other things to note
This property has two apartments. The Blue Bay Dream Apt.1 and Harbor Heights Apt. 2 (see listing on AIRBNB website that can accommodate 12 people when available at the same time for larger families and wedding parties

1780 House North Room Charming Bright King Bedroom
House
Mattituck

Discover the allure of our Circa 1780 home on the North Fork, designed with comfort in mind. Easy access to local attractions, including dining spots like Love Lane Kitchen, Tulios NY Wine Bar, NoFo DoCo delicious donuts, and Village Cheese Shop. Public transportation is only a block away. Spend your day at local wineries or relax on the front porch. Your stay includes a private King room and a shared guest only bathroom on the second floor. This is a shared space and not suitable for children.

The space
Our Circa 1780 House North Room offers a comfortable King size bed with lots of pillows, and clean linens. An electric fireplace for ambience and or warmth.
A dresser if you’d like to unpack. Please note: there is no closet in this room.
Fresh linens, blankets, towels are set out for every new guest.
Toiletries, hair dryer, iron, and board also available.
TV with Roku HBO, Showtime and Netflix
Programmable A/C to adjust to your desired temperature in the summer, or use the window fan to bring in the fresh air in the warmer weather!
There is a shared bathroom.
Our rooms are not handicapped
accessible. Rooms are located on the second floor accessed only via stairs. These stairs are fairly steep.
There are possible allergens in our home (i.e.: pet dander) please be aware when booking. No pets are allowed in the guest area. Our pets are kept in the main living area of our home.
This is a non-smoking house. Smoking is permitted outside only.

Guest access
Enjoy a cup of coffee, tea or glass of wine on our front porch and watch the world go by. Snacks and waters always available. Mini fridge. Keurig coffee maker.
The room is located on the second floor, accessed only via stairs. Unfortunately, our rooms are not handicapped accessible.
Rooms are private with a privacy lock (not able to be locked from outside) and a shared bathroom is located down the hallway. The bathroom is shared by all guests.
Off premise parking (municipal lot diagonally across the street). Please do not park in the driveway.
There are possible allergens in our home (i.e.: pet dander) although our pets are never in the guest area.

You’ll have access to the front porch but the backyard is fenced in for our dog and ask that you do not enter the backyard.

During your stay
We are always available via phone, text, or email. We live on-premise but are in our own separate living area.

Other things to note
We are located in the hamlet of Mattituck. The train passes by 6 times per day and the firehouse is across the street, although the firehouse is not too busy there is the potential to have the siren go off between the hours of 7 am and 8 pm.

We have a German Shephard that is still getting used to us having guests. You may hear her barking when you enter the house, she is very friendly but likes to let us know when someone arrives. She is not able to access the guest area.

We also recently found out one of our baby chickens is a rooster. He likes to let everyone know he’s around.

We’re a large family and with that also comes some noise.

Amenities:

Hair dryer • Shampoo • Hot water • Iron • TV with standard cable • Hangers • Bed linens • Essentials • Extra pillows and blankets • Shower gel

2BR The Hamptons | Patio | Garage Parking | W/D
House
Southold

The space
Classic Southold Country Charmer

Your next adventure awaits at this charming and well-equipped home for guests of all ages! This home truly lives up to its name and will charm you from the moment you step inside. You'll find yourself grilling some veggies and patties for your loved ones in no time, thanks to the gas grill available - an ample lawn makes it an excellent place for the kids to play hide and seek or tag.

The quaint sitting area offers plenty of seating with a sofa, chairs, and even a recliner! Snuggle up on your favorite chair and turn on the flatscreen TV - you can watch your favorite movies or stream the final episode of that series you've been dying to finish. The eat-in kitchen is a delight with all the appliances you could need to prepare savory meals, snacks, and anything that comes to mind. The four-people dining table off the kitchen is perfect for group meals and game nights. The living area is sunny and furnished with nothing but comfort in mind. Get comfortable on the armchair and use the free WiFi to browse your social media.

Things to Know
AC units in bedrooms
High-speed WiFi
Vacasa is a registered New York State sales tax vendor. And if Vacasa is the merchant of record will collect sales tax and applicable unit fees on all sales of short-term rental unit occupancy within New York State that it facilitates.
No dog(s) are welcome in this home. No other animals are allowed without specific Vacasa approval.

Parking notes: There is free parking available for 2 vehicles.



Air conditioning is only available in certain parts of the home.



Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the "Additional rules" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Amenities:

Hangers • Shampoo • Ethernet connection • Dryer – In unit • Essentials • Hair dryer • Iron • Hot water • Washer – In unit • Bed linens

North Fork Beach Bungalow
Cabin
Mattituck

Take a break and unwind at this peaceful bungalow by the Long Island Sound on the North Fork.

Amenities:

Refrigerator • Wifi • Hot water • Portable fans • Bed linens • Ceiling fan • Air conditioning • Carbon monoxide alarm • TV • Smoke alarm

Aqua Vista
House
Greenport

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.

My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Other things to note
This property has two apartments. The Aqua Vista Apt.2 and The Sandpiper Apt. 1 (see listing on AIRBNB website that can accommodate 12 people when available at the same time for larger families and wedding parties

Amenities:

Bathtub • Shower gel • Shampoo • Conditioner • Washer • Hair dryer • Cleaning products • Outdoor shower • Hot water • Body soap

Bright, Southold Studio Apt near beach & town
Apartment
Southold

Pied a terre on the North Fork, in the heart of Southold village. Gorgeous bay beach 5 minute walk, as are farmstands, supermarket, Historic Southold Village with quaint shops, Hampton Jitney & LIRR. Lots of light, new contemporary space featuring full bathroom with bathtub. Perfect for one, suitable for a couple for weekend getaway. Small kitchenette perfect for simple food prep, morning coffee/tea. Chickens on property, fresh pastured eggs in your kitchenette upon arrival!

The space
Front door will be unlocked, so you can let yourself in and find the studio to your right once inside the entry room. There’s a set of keys in a bowl right next to your door, one for your door, one for front door. Guests love to see our chickens in their fenced in yard! Don’t worry if you see one or two outside - Ethel and Carrie like to wander but know how to get back in ;)

Guest access
You can park a car in driveway during your stay. Enjoy sitting on the patio outside the studio - it does get WiFi which can make working outside an option.

Amenities:

Conditioner • Bathtub • Hot water • Body soap • Essentials • Garden view • Shampoo • Cleaning products • Hair dryer • Shower gel

Cozy in Cutchogue
House
Cutchogue

Escape to the tranquil beauty of the North Fork for a cozy romantic getaway, surrounded by lush vineyards, farm-to-table restaurants, quaint villages and blissful beaches.
This completely private space includes two rooms: a large bedroom with a queen sized bed, a TV and a couch, as well as a private bathroom. The dining area includes a refrigerator, microwave and an electric tea kettle (I have organic coffee that you can make using a pour-over melita filter).

The space
Parking is on the driveway in front of your private entrance. There is a creek down the road so feel free to bring bikes or kayaks.

Other things to note
You have a private entrance, a dining area, a bedroom and a bathroom. There is no full kitchen in this space.

Amenities:

Clothing storage • Board games • Extra pillows and blankets • Hangers • Hot water • Essentials • Books and reading material • Bed linens • HDTV with Netflix, Roku, Hulu • Hair dryer

Sunset Suite - walk to vineyards, beaches, & more
House
Cutchogue

Private guest suite with a separate entrance in a Historic Landmark farmhouse. Spacious bedroom with king-sized bed, dining nook, and bathroom. Two bikes, Apple TV, internet, AC, beach towels, beach chairs, beach umbrella, parking, snacks, coffee and water all provided. Walking distance to the beach, restaurants, shops, vineyards, grocery, farms and fish market. Pets welcome:) Jitney stop is one block away!

The space
Private suite in a beautiful historic farm house with private balcony and entrance - the space is completely private from the main home. Bedroom with king-sized bed includes air conditioning, internet, large closet, sitting and reading area, and television with Apple TV. Dining nook with table & chairs, refrigerator, freezer, microwave, toaster, and coffee maker. There is a full private bathroom with tub & shower, sink, and toilet. All fresh linens, towels and complimentary snacks, coffee and water included. Pets welcome:) Balcony overlooks the pool, which is for the owner's family use only.

Guest access
Please enjoy using the guest suite with balcony. Feel free to walk your pet in the upper yard above the barn (please clean up after your pet and place the bagged waste in the garbage can in the right side of the barn).

Access from the private balcony entrance in the rear of the house through the privacy hedge. Reserved parking space provided.

Other things to note
Pets welcome:)

Amenities:

Hair dryer • Body soap • Shampoo • Conditioner • Hot water • Bathtub • Garden view • Essentials • Pool view • Shower gel

Harbor Heights
House
Greenport

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney.

My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Other things to note
This property has two apartments. Harbor Heights Apt. 2 andThe Blue Bay Dream Apt.1 (see listing on AIRBNB website that can accommodate 12 people when available at the same time for larger families and wedding parties

Amenities:

Dryer • Washer • Cleaning products • Body soap • Shower gel • Bathtub • Hair dryer • Conditioner • Shampoo • Hot water

The Greenport Suite—private entry + near the beach
House
Greenport

Welcome to The Greenport Suite! With its separate entrance, secluded outdoor patio space and ideal location, this newly-redesigned private suite in our contemporary Village home is perfect for enjoying a North Fork getaway. We are located just a few short blocks from bay beaches, the harbor, and public transport, while the area's celebrated wineries are a short drive or bike ride away. Come see why Forbes named Greenport one of the 11 prettiest villages in the United States!

The space
Your private suite with its own entrance is part of our contemporary home in the heart of Greenport Village. Your personal area of the house is separate from ours and completely your own. It includes a comfortable bedroom, a brand new bathroom with a gorgeous shower and Jolie shower head, a spacious entryway, plus a separate coded entrance to come and go as you please, as well as a private outdoor patio space. The guest suite also features a Keurig coffee machine for that first cup of the day, a kettle if you're a tea-drinker, filtered water, plus a built-in mini fridge to keep your rosé suitably chilled. Freshly-laundered towels, clean linens, high-quality toiletries and toilet paper are also provided. You will also have use of wifi, an iron and a hairdryer.

Guest access
Once you key into your suite using the coded lock, you will have access to a delightfully furnished queen-sized bedroom looking out to a private patio, a brand new bathroom with a gorgeous shower, and a spacious entryway area. Your suite is closed off from the rest of the house, affording you a space that is completely your own.

Other things to note
Our neighborhood is close to all the action, yet tranquil and friendly. We value our neighbors, and hope you do too. Please respect their peace and privacy (i.e., no parties, etc.).

In these uncertain times of Covid-19, please rest assured that the suite, in addition to being completely private, allows you to remain six feet away from us. Additionally, we have equipped our home with hospital grade HVAC filters and are taking extra care to disinfect anything a guest might touch, such as light switches and doorknobs.

Amenities:

Cleaning products • Shower gel • Hangers • Bed linens • Essentials • Body soap • Hair dryer • Conditioner • Shampoo • Hot water

Northfork Townhouse-walk to all/Newly Renovated
House
Greenport

Fully Renovated Townhouse walking distance to town, beaches, parks, brewery and short bike to wineries. Brand new Kitchen, bathrooms & bedrooms. Enjoy all the North Fork has to offer: wineries, breweries, amazing restaurants, shops and beaches! 3 Bedrooms 1.5 bathrooms. We welcome you to come stay in our beautiful home and take in all the beauty of the North Fork. You can park your car and not have to drive again till you leave!

The space
Close to town and beaches. Guests have use of the entire townhouse and outdoor space. The home is two side by side townhouses. Original Home is over 100 years old with all its charm that has been newly renovated. Master is very spacious with a king sized bed, off the master is a small room with bunk beds, and the third bedroom has two twin beds (one being a Murphy bed). Full bathroom is spacious with a tub and shower. There is a pullout queen bed in the den. Open floor plan with kitchen that opens to dining room and den with direct access to the back patio area. There is also a half bath off the kitchen.

Guest access
Backyard with rocked patio. Outdoor grill. Outdoor seating.

Other things to note
Everything is brand new. This home was just renovated. Central AC. All brand new appliances.

Amenities:

Puracy shampoo • Garden view • Puracy body soap • Bathtub • Puracy conditioner • Hot water • Washer • Shower gel • Cleaning products • Hair dryer

Northfork Townhouse walk to all
House
Greenport

Fully Renovated Townhouse walking distance to town, beaches, parks, restaurants, brewery and short bike to wineries. Brand new Kitchen, bathrooms & bedrooms. Enjoy all the North Fork has to offer: wineries, breweries, amazing restaurants, shops and beaches! We welcome you to come stay in our beautiful home and take in all the beauty of the North Fork. You can park your car and not have to drive again till you leave!

The space
Close to town and beaches. Guests have use of the entire townhouse and fenced in outdoor space with seating and outdoor grill. The home is two side by side townhouses, backyard serrated by fence. Home is over 100 years old with all its charm that has been newly renovated. Master is very spacious with a king sized bed, off the master is a small room with a twin bed which is part of the master, and the other bedroom has a full bed. Full bathroom is spacious with a tub and shower. There is a pullout queen bed in the den. Open floor plan with kitchen that opens to dining room and den with direct access to the back patio area. There is also a half bath off the kitchen.

Guest access
Backyard with rocked patio and outdoor grill.

Other things to note
Everything is brand new. This home was just renovated. Central AC. All brand new appliances.

Amenities:

Body soap • Bedroom and laundry • Cleaning products • Shampoo • Hot water • Conditioner • Hair dryer • Bathroom • Shower gel • Bathtub

Cozy village home
House
Greenport

Cozy Village artist's home!Private bedroom w/adjacent private bath. Very comfortable living room, sun room and large backyard. Just a few blocks from "Downtown" Greenport &bay beach at end of street. Location is perfect...just a few short blocks from the Jitney stop +LIRR. In addition, Suffolk County Comptroller's Office requires I collect a 5.5% per night Occupancy Tax from my guests.

The space
Very welcoming, warm and comfortably chic in its own artistic way. Love people and love hosting! NO PETS Allowed

Guest access
Guests can access living room, sunroom and large backyard with table and chairs - It's truly a little piece of paradise here in Greenport!

During your stay
Happy to help you navigating the area

Other things to note
It's pretty simple - my friends and family love to be here and I believe you would also find it a peaceful, comfortable place to be

Amenities:

Shampoo • Conditioner • Extra pillows and blankets • Hangers • Hot water • Hair dryer • Essentials • Cleaning products • Bed linens • Body soap

Other cool accommodation lists for Town-Of-Southold-Town:

Town-Of-Southold-Town Landmarks on the Map

Compare the Best Landmarks in Town-Of-Southold-Town – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
The Stirling House Waterfront Inn Greenport 104 Bay Avenue, Greenport, NY, NY 11944, USA 225 4.0 9.9 24 Click here
Cliffside Resort Condominiums 61475 Route 48 (North Road), Greenport, NY, 11944, USA 298 3.0 9.0 244 Click here
Arbor View House Bed and Breakfast 8900 Main Road, East Marion, NY, NY 11939 268 4.0 9.2 14 Click here
Stirling House Bed & Breakfast 104 Bay Avenue, Greenport, NY, 11944, USA 382 3.0 9.8 24 Click here
Vine & Sand-Southold NY's Newest B&B 47100 New York 25, Southold, NY, NY 11971, USA 689 4.0 9.0 4 Click here
Arbor View House B&B 8900 Main Road, East Marion, NY, 11939, USA 468 3.0 9.2 15 Click here
Classic Southold Country Charmer Southold, NY, USA 233 4.0 10.0 1 Click here
Harbor Knoll Bed & Breakfast 424 4th Street, Greenport, NY, 11944, USA 330 3.0 9.2 12 Click here
The Endless Summer Cottage Cutchogue, NY, USA 252 4.0 10.0 1 Click here
Shorecrest Bed and Breakfast 54300 County Route 48, Southold, NY, 11971, USA 406 3.0 1 Click here
Bright Oasis in Beautiful North Fork Wine Country 3795 Main Bayview Road, Southold, NY, NY 11971, USA 391 4.0 10.0 1 Click here
Charming 2 bedroom apartment in the heart of Greenport. Greenport, New York, USA 391 2.0 10.0 7 Click here
North Fork House for Rent 265 Old Field Court, Mattituck, NY, NY 11952, USA 1600 4.0 10.0 1 Click here
Private & Spacious Five Room Suite.Steps To Bay Beach and walk to Village. Greenport, New York, USA 505 10.0 150 Click here
Walk to Beach Long Island Wine Country Home! Cutchogue, NY, USA 271 4.0 1 Click here
MATTITUCK, #1 Winery and Beach Town ! Mattituck, New York, USA 339 10.0 108 Click here
Minnehaha Marvel Southold, NY, USA 296 4.0 1 Click here
Bright Apartment - 1/2 Mi to Greenport Harbor! Greenport, New York, USA 350 10.0 83 Click here
Spacious apartment, 3 blocks to downtown and steps to fishing pier. Greenport, New York, USA 411 10.0 82 Click here
Modern on 9th Greenport, NY, USA 403 4.0 1 Click here
Beach, Pool, Wine, Shopping! Mattituck, New York, USA 445 10.0 76 Click here
Lagoon Lodge: North Fork,Charming 3Br, Waterfront 270 Knoll Circle, East Marion, NY, 11939, USA 550 4.0 1 Click here
Charming Country Home, Minutes to Sandy beaches, in the Heart of Wine Country Cutchogue, New York, USA 628 9.8 52 Click here
Cozy Greenport Cottage Greenport, NY, USA 559 4.0 1 Click here
Historic 1830s Greenport Home Greenport, New York, USA 332 10.0 45 Click here
Respite Ranch: Private Pool, Hot Tub, Beach Access 450 Eastward Court, Mattituck, NY, 11952, USA 679 4.0 1 Click here
Architect Designed Home in Waterfront Village Greenport, New York, USA 401 10.0 44 Click here
Peconic Sound Beach Home: Backyard & Vineyards 415 Sound Ave, Peconic, NY, 11958, USA 984 4.0 1 Click here
Charming Northfork Getaway Greenport, New York, USA 342 10.0 40 Click here
Nature's Paradise: Private Dock & Water Views 1835 Naugles Drive, Mattituck, NY, 11952, USA 1046 4.0 1 Click here
Family and dog-friendly getaway near amazing wineries, beaches and restaurants! Southold, New York, USA 873 10.0 39 Click here
Bahia Mar: Beach House, North Fork 912 Peconic Bay Blvd, Laurel, NY, 11948, USA 1922 4.0 1 Click here
Modern Farmhouse Steps to Beach and Love Lane Mattituck, New York, USA 308 10.0 38 Click here
The Cliffside Resort Condominiums 61475 Route 48, Greenport, NY, NY 11944, USA 405 3.0 8.6 233 Click here
Charming Greenport Gem 1, 1 Mile to Ferry! Greenport, New York, USA 287 10.0 27 Click here
A Walk in the Woods Bed and Breakfast 9680 North Bayview Road, Southold, NY, NY 11971 345 3.0 9.2 40 Click here
Beautifully renovated 2 Bedroom, 1st Floor apt -Greenport Village, Walk to town! Greenport, New York, USA 540 10.0 26 Click here
Harbor Knoll Bed and Breakfast 424 4th Street 1 Miller Lane, Greenport, NY, NY 11944 375 3.0 9.0 23 Click here
Brand new 2 bedroom, Greenport Village, walk to town Marina Views! Greenport, New York, USA 695 10.0 26 Click here
Bright Apartment - half Mi to Greenport Harbor! Greenport, NY, USA 236 3.0 9.8 14 Click here
Southold Soundfront Private Beach Southold, New York, USA 752 10.0 24 Click here
Charming Greenport Gem 1, 1 Mile to Ferry! Greenport, NY, USA 118 3.0 10.0 2 Click here
Aqua Vista Greenport, , New York, USA 159 10.0 22 Click here
Quaint DT Greenport Apt - 2 Mi to Shelter Island! Greenport, NY, USA 208 3.0 10.0 2 Click here
Blue Bay Dream w/Seasonal Outdoor Jacuzzi, Cabana + Office Greenport, , New York, USA 276 10.0 20 Click here
Sweet Dreams Bed and Breakfast Cutchogue 26755 Main Road P.O.Box 1038, Cutchogue, NY, NY 11935 495 10.0 12 Click here
New Suffolk Waterfront Beach Cottage Steps From Water/Beach/Restaurants and More New Suffolk, New York, USA 341 10.0 18 Click here
Perfect Getaway Apartment For Couples or Single Travelers East Marion, New York, USA 295 10.0 15 Click here
Perfect North Fork Escape Just Steps Away From The Beach Mattituck, New York, USA 305 10.0 14 Click here
Waterfront NoFo Cottage with public beach access East Marion, New York, USA 168 10.0 9 Click here
Old meets new in this fully renovated 19th century farm house. Greenport, New York, USA 517 10.0 8 Click here
5 minute walk to beaches and beautiful downtown Greenport Greenport, New York, USA 276 10.0 6 Click here
Charming house walking distance from beautiful Kenney’s Beach Southold, New York, USA 307 10.0 5 Click here
Tranquil Greenport Getaway Greenport, New York, USA 1392 1 Click here
1780 House East Room Country Charm - Downtown Mattituck 132 9.88 1 Click here
1780 House West Room Charming Cozy Central Locale Mattituck 132 9.9 1 Click here
Blue Bay Dream (Jacuzzi, Cabana + Home Office) Greenport 141 9.84 1 Click here
1780 House North Room Charming Bright King Bedroom Mattituck 143 9.86 1 Click here
2BR The Hamptons | Patio | Garage Parking | W/D Southold 148 2.0 1 Click here
North Fork Beach Bungalow Mattituck 149 10.0 1 Click here
Aqua Vista Greenport 149 9.94 1 Click here
Bright, Southold Studio Apt near beach & town Southold 150 9.9 1 Click here
Cozy in Cutchogue Cutchogue 150 10.0 1 Click here
Sunset Suite - walk to vineyards, beaches, & more Cutchogue 155 9.9 1 Click here
Harbor Heights Greenport 161 9.88 1 Click here
The Greenport Suite—private entry + near the beach Greenport 175 9.82 1 Click here
Northfork Townhouse-walk to all/Newly Renovated Greenport 181 9.9 1 Click here
Northfork Townhouse walk to all Greenport 181 9.8 1 Click here
Cozy village home Greenport 185 9.88 1 Click here

Note: The prices for each Landmarks in Town-Of-Southold-Town do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.

Frequently Asked Questions

Accommodations in Town-Of-Southold-Town that offer a pool include:

  • Cliffside Resort Condominiums.- Review Count: 244, Rating: 9.0
  • Vine & Sand-Southold NY's Newest B&B.- Review Count: 4, Rating: 9.0
  • Arbor View House B&B.- Review Count: 15, Rating: 9.2

Accommodations in Town-Of-Southold-Town with shuttle or transport services include:

  • Arbor View House Bed and Breakfast.- Review Count: 14, Rating: 9.2
  • Arbor View House B&B.- Review Count: 15, Rating: 9.2
  • North Fork House for Rent.- Review Count: 1, Rating: 10.0

Accommodations in Town-Of-Southold-Town offering spa or wellness facilities include:

  • Arbor View House Bed and Breakfast.- Review Count: 14, Rating: 9.2
  • Arbor View House B&B.- Review Count: 15, Rating: 9.2
  • Walk to Beach Long Island Wine Country Home!.- Review Count: 0, Rating: 0.0

Family-friendly accommodations in Town-Of-Southold-Town include:

  • Cliffside Resort Condominiums.- Review Count: 244, Rating: 9.0
  • Arbor View House B&B.- Review Count: 15, Rating: 9.2
  • Classic Southold Country Charmer.- Review Count: 1, Rating: 10.0

Pet-friendly accommodations in Town-Of-Southold-Town include:

  • Cliffside Resort Condominiums.- Review Count: 244, Rating: 9.0
  • Bright Oasis in Beautiful North Fork Wine Country.- Review Count: 1, Rating: 10.0
  • Minnehaha Marvel.- Review Count: 0, Rating: 0.0

Accommodations in Town-Of-Southold-Town that serve free breakfast include:

  • Arbor View House Bed and Breakfast.- Review Count: 14, Rating: 9.2
  • Stirling House Bed & Breakfast.- Review Count: 24, Rating: 9.8
  • Arbor View House B&B.- Review Count: 15, Rating: 9.2

Accommodations in Town-Of-Southold-Town that offer on-site parking include:

  • The Stirling House Waterfront Inn Greenport.- Review Count: 24, Rating: 9.9
  • Cliffside Resort Condominiums.- Review Count: 244, Rating: 9.0
  • Arbor View House Bed and Breakfast.- Review Count: 14, Rating: 9.2

Some of the best Accommodations in Town-Of-Southold-Town are:

  • The Stirling House Waterfront Inn Greenport.- Review Count: 24, Rating: 9.9
  • Arbor View House Bed and Breakfast.- Review Count: 14, Rating: 9.2
  • Vine & Sand-Southold NY's Newest B&B.- Review Count: 4, Rating: 9.0

Some of the popular Accommodations in Town-Of-Southold-Town are:

  • Cliffside Resort Condominiums.- Review Count: 244, Rating: 9.0
  • The Cliffside Resort Condominiums.- Review Count: 233, Rating: 8.6
  • Private & Spacious Five Room Suite.Steps To Bay Beach and walk to Village. .- Review Count: 150, Rating: 10.0