Best Accommodations in Town-Of-Southold-Town

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.

- "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."

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.

- "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 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.

- "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!!"

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.

- "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 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.

- "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"

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.

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

- "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 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.

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

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.

- "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 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.

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

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.

- "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 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.

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

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.

- "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."

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.

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

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.

- "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!"

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.

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

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

- "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 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.

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

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

- "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 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.

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

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.

- "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."