Explore Top Vacation Rentals in Oyster Bay, NY

East Norwich Inn
Hotel
6321 NORTHERN BLVD, East Norwich, NY, NY 11732

Located in Long Island, East Norwich Inn is 5.2 mi from Sagamore Hill (Theodore Roosevelt’s home). Guests can enjoy complimentary WiFi and parking facilities onsite. Every room is furnished with a flat-screen cable TV. Cribs are available upon request for no additional charge. A photocopier machine is available for free use. In addition, guests can use the computers set up on the first floor and the fitness room. Beekman Beach is 2.7 mi away and Tappen Beach is 7.5 mi from East Norwich Inn. Long Island University is 4.2 mi away.

Guest Reviews:

- "Extremely economical and peaceful at night." - "Very comfortable" - "Good deal" - "Good price compared to other hotels in area." - "It was a room just to sleep"

The Harbor Rose
Bed & Breakfast
253 Harbor Road (25A), Cold Spring Harbor, NY, 11724, USA

Comfortable Victorian bed & breakfast, a quick walk to Cold Spring Harbor Laboratory
This smoke-free bed & breakfast features a snack bar/deli, coffee/tea in a common area, and a refrigerator in a common area. Free on-the-go breakfast is provided, as well as free WiFi in public areas, free self parking, and a free manager's reception. Other amenities include a business center, concierge services, and dry cleaning.
Change of towels is available on request.
The Harbor Rose offers 4 air-conditioned accommodations with iPod docking stations and complimentary bottled water. Rooms open to furnished balconies or patios. Each accommodation is individually furnished and decorated. Pillowtop beds feature Egyptian cotton sheets, down comforters, and premium bedding. Smart televisions come with premium cable channels. Bathrooms include bathrobes, slippers, designer toiletries, and complimentary toiletries.

This Cold Spring Harbor bed & breakfast provides complimentary wireless Internet access. Business-friendly amenities include desks and phones; local and long-distance calls are complimentary (restrictions may apply). Additionally, rooms include hair dryers and irons/ironing boards. Hypo-allergenic bedding, change of towels, and change of bedsheets can be requested. Housekeeping is provided daily.


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

Guest Reviews:

- "I liked everything. Highly recommend." - "Cosy and convenient. " - "The owner house keeper were so kind, informative about the area use of the house. The pre-made breakfast in individual bags where so sweet and yummy to boot. We so loved the beverage set up with multiple options for tea, coffee and drinks. We really felt at home and are looking forward to returning again. " - "Beautiful old house, that's well loved and well maintained. Deirdre was a terrific, and very accommodating when we hit some snags in our travel plans. I would definitely stay here again. "

East Norwich Inn
Hotel
6321 Northern Blvd., East Norwich, NY, 11732, USA

Hotel with free parking, in the vicinity of Cold Spring Harbor Laboratory
Along with a fitness center, this hotel has a sauna and a business center. Free WiFi in public areas and free self parking are also provided. Other amenities include a 24-hour front desk, free newspapers, and a TV in a common area.
East Norwich Inn offers 71 accommodations with coffee/tea makers and hair dryers. Cable television is provided. Bathrooms include showers and complimentary toiletries.

Guests can surf the web using the complimentary wireless Internet access. Business-friendly amenities include desks and phones; free local calls are provided (restrictions may apply). Additionally, rooms include irons/ironing boards and blackout drapes/curtains. Housekeeping is provided daily.


Recreational amenities at the hotel include a sauna and a fitness center.

Guest Reviews:

- "good price" - "good price. " - "Staff was very nice and sociable. The room was great with a comfortable bed. The bathroom was mediocre but other than that it was a lovely experience." - "It was a quiet and quaint little inn I would definitely stay there again " - "Overall very satisfactory" - "Staff at front desk was awesome when me and my wife stayed there to see family really helpful and knowledgeable about the surrounding area will choose this place again when i return to New York "

Secluded, private woodland cottage with two bedrooms and stone patio for summer!
Cottage
Oyster Bay, New York, USA

Secluded 2BR cottage with fully appointed eat-in kitchen on a private property in Laurel Hollow. 5 minute drive to Oyster Bay beach and main street, 8 minutes to the Syosset LIRR, 10 minutes from Huntington main street. Washer, dryer, jet tub, gorgeous scenery, perfect for summer!

Amenities:

Air Conditioner • Security/Safety • Child Friendly • Hot Tub • Bedding/Linens • Other • Laundry • Wellness Facilities

Captain's Cottage - Cold Spring Harbor Water Views
House
Cold Spring Harbor, New York, USA

Located in idyllic, historic Cold Spring Harbor - water views, fabulous sunsets. 5 min drive to private beach. Walk to historic village for top restaurants, shopping and a bit of history. Walk to park, enjoy live music, picnic, fishing or just relaxing. Access CSH Trailhead directly from backyard. Sip a glass wine and enjoy the beautiful sunsets from our expansive deck with fire pit. Master bedroom has fireplace and private deck overlooking the harbor. Life size 2 story playhouse for the kids. No car needed to enjoy this beautiful town.

Convenient to Huntington Village, Paramount Theatre, Whaling Museum, Fish Hatchery, Fire house Museum and much more.

Guest Reviews:

- "Well equipped lovely home in a great location. Highly recommend. Host Kim was super." - "Perfect spot for us to have access to family and boating Everything is very well thought out and when we did have family visit, we had everything we needed. Kim is very responsive and when there was a need, she made sure it was met. We will be back!" - "Everything we needed for a local stay. Great location, great house, incredible host!" - "What you see in the profile and photos is what you'll see and experience in real life -- Captain's Cottage is beautiful, thoughtfully appointed, comfortable, and with a location that can't easily be matched. I was born in Cold Spring Harbor and was back often til my parents retired elsewhere 20 years ago. When it came time to return to the area for a family event we considered staying in a hotel....until I found Captain's Cottage. It was so good to be in Cold Spring Harbor...in this location...in this fabulous house with the idyllic front porch and upstairs balcony, sipping coffee in the morning, watching seabirds and boats coming and going. This place is so nice a stay of only 2 nights felt like a week of vacation."

Pure Luxury living In This 12,000 SF Estate
House
Oyster Bay, New York, USA

Unique & Eminent Brick Colonial In The Village Of Matinecock. This Remarkable 6 Bedroom, 8.5 Bath Home, With Intricate & Charming Detailing Throughout, Features Kitchen With 2 Granite Islands, Bar Area, Sitting Room With Cupola, Library With Built In Cabinetry & Hidden Doors, Elegant & Beautiful Moldings, Coffered & Vaulted High Ceilings Throughout. Featuring In ground Heated Pool With Pool House, Tennis Court, Golf Tee, & Koi Pond, All Situated On Over 5 Private Acres, Movie Room, weight room, play area.

Guest Reviews:

- "GORGEOUS PROPERTY WITH POOL, HOT TUB, TENNIS, playground" - "The place was AMAZING. We stayed here for my daughters wedding with friends and family from out of town. The home and property are gorgeous. Heidi the host was amazing. She met us the first day to show us around and where everything was. She was incredibly friendly and helpful. This home has all the amenities a big gathering needs. The home was spotless when we arrived. There was ample amount of towels, linens, kitchenware … etc. It was close to shopping but far enough that you felt you were on vacation. I highly recommend this property. I only wish we could have stayed longer. We definitely will be back. I wish I could post pictures of how much my family enjoyed our stay. There is enough to do on property that you are never bored. This is the PERFECT vacation home on Long Island."

Read our reviews and book while there's availability
House
Oyster Bay, New York, USA

This modern studio cottage is wonderfully located on Long Island, just a 45-minute train ride to Midtown-Manhattan. You get to do all the "city" things (shows, museums, restaurants, etc) but still enjoy a magnificent respite right in the midst of the North Shore of Long Island. The cottage is romantically designed for a couple and fitted with all the necessitates and a cool kitchen as well as a small private deck with a BBQ. But it's also great for traveling businessmen/women, and the sofa transforms into comfortable extra sleeping for one or two in a pinch. It's around a-mile to the local beaches and about 45-minutes from Fire Island, a bit more to the Hampton's or north-fork wineries.

In short, it's perfectly located for those who want to be able to do a bit of everything or those who need to settle-in to be with family or work.

Guest Reviews:

- "Wonderful little outbuilding/carriage house on beautiful lush green horse property." - "When I first arrived at the cottage, I was really impressed with the beauty of the property! It surpassed my expectations and our stay was quite enjoyable. The cottage was clean and comfortable and the location was perfect for us. We went to the local farmers market and to the waterfront as well as many beautiful walks around the area. I will definitely try to book this property again! We loved it!"

Charming bungalow with AC and WiFi in fantastic Cold Spring Harbor.
House
Cold Spring Harbor, New York, USA

This brilliant bungalow in Cold Spring Harbor is a cozy retreat for guests looking to relax and recharge. With modern amenities like AC, heating, and WiFi, this excellent property offers a comfortable stay. The bedroom is a marvelous space to rest after a day of exploring the area. It's easy to see why you'll be able to unwind at our place. Enjoy a mineral bath or mineral shower directly from the cold spring outside your door. Great attraction with hiking very close by at Cold Spring Harbor State park. Visit the Cold Spring Laboratories, Roosevelt Museum, Sagamore Hills, The Vanderbilt Museum, The Japanese Stroll Garden, The Walt Whitman birthplace, The Heckscher Museum of Art, The Planting Fields Arboretum, Charles T Nature Preserve, The Ripe Art Gallery, The Collectors Car Showcase, The Paramount located very close by. Magnificent restaurants in town only 3 minutes down the road. The town of Huntington is nearby with wonderful dining experiences. Google the town of Huntington & Cold Spring Harbor to see all the wonderful attractions. You have your own cold spring to enjoy and sit by in the property. Very relaxing and private. There is a 2 person maximum with 2 full size beds or 1 universal king. It's your decision and will be done prior to your arrival. Great couples retreat. In house massages available by appointment.

Guest Reviews:

- "Absolutely beautiful, far exceeded our expectations. A nature lovers paradise. The mineral baths are rejuvenating and refreshing. The ambiance is impeccably pleasant. Highly recommend most do on the Gold Coast of Long Island. " - "On a busy road but the place is adorable and worth the money without a doubt quiet because it is in the back , private entrance and deck definitely a nice vibe" - "The grounds were absolutely beautiful. Outdoor gazebo with spring fed tubs were appealing, unfortunately our stay was in early May so we couldn't use them. Good week away a d we were happy with the accommodations "

Luxury Condo Apt. for 4: Persons: w\/ Pvt. Entrance
House
Oyster Bay, New York, USA

Luxury Condo Apt. for 4: Persons: w/ Pvt. Entrance. Relax with the whole family at this peaceful, newly renovated place to stay right near the beautiful Long Island Sound, with the treasures of the hamlet town of Oyster Bay a short walk away.

10-15 min walk to downtown Oyster Bay and Theodore Roosevelt Park.
Close to Sagamore Hill, planting fields arboretum, and other attractions.
20-minute drive to Jones Beach and other beaches.
4 miles from Cold Spring Harbor labs.
* 15 mins drive from Hicksville LIRR Station.
* 8 mins drive from Syosset LIRR Station.

Quaint New England ish town with small businesses, lovely restaurants, and a large park and beach area right by the Long Island Sound.

* Sagamore Hill National Historic Site (8 mins drive/19 mins cycling) -

A bully good historic attraction, not to be missed: the home of Theodore Roosevelt from 1902 to 1906, considered the "Summer White House," a beautiful 23-room Victorian mansion estate that also includes a 37-acre National Environmental Study Area of the forest, tidal salt marsh and bay beach.

* Planting Fields Arboretum State Historic Park (5 min drive/10 mins cycling) -

Located in Oyster Bay, New York and originally landscaped by the Olmsted Brothers, the grounds feature 409 acres of greenhouses, rolling lawns, formal gardens, woodland paths and outstanding plant collections. The original historic estate buildings remain intact including Coe Hall, a 65-room Tudor Revival mansion designed by Walker and Gillette. The interior of the house is a showcase of artistry and craftsmanship and features a distinctly American aesthetic through original ironwork commissions by Samuel Yellin and murals painted by artists Robert Winthrop Chanler and Everett Shinn. Planting Fields is included in the National Register of Historic Places.

* Theodore Roosevelt Memorial Park (4 mins drive/7 mins cycling) -

This Upper West Side park, home to the American Museum of Natural History, honors New York City Police Commissioner, Governor of New York State, Vice-President, and (following William McKinley’s assassination) the youngest man to serve as President of the United States: Theodore Roosevelt (1858-1919).

* Oyster Bay Brewing Company (3 mins drive/17 mins walk) -

Micro-brewery located in the heart of Oyster Bay. All of our beers are brewed in Oyster Bay. We are home to the Barn Rocker, the beer of the NY Islanders. We are open for flights, pints and growler fills. We do not have a menu for food, however we serve hot pretzels. You are welcome to bring in food from outside.

* Raynham Hall Museum (3 mins drive/17 mins walk/5 mins cycling) -

Raynham Hall is in Oyster Bay, New York. Home of the Townsend family, one of the founding families of Oyster Bay, on Long Island, New York, and a member of George Washington's Culper Ring of spies, the house was renamed Raynham Hall (seat of the Marquesses Townshend) after the Townsend seat in Norfolk, England, in 1850 by a grandson of the original owner. The house is now owned by the Town of Oyster Bay and operated as a public museum by the Friends of Raynham Hall Museum, Inc. Raynham Hall is listed on the National Register of Historic Places, a Town of Oyster Bay Landmark, and is a featured site on the Oyster Bay History Walk audio walking tour. It is located at 20 West Main Street, right in the heart of Oyster Bay. The new education center is where guests purchase tour tickets, and is located at 30 West Main Street.

Guest Reviews:

- "It was a very peaceful get away, we loved the apt, we just had no wifi? But other than that it was appreciated alot" - "Very comfortable, spacious one-bedroom apartment in a super convenient location. The space was very clean and there was plenty of light. Was able to use the desk area to work virtually for a few days, no issues with the WiFi. Would stay again!" - "Clean, easy to access, close to village attractions. Was back for a H.S. Reunion. This worked out perfect for me."

Beach house cottage steps to private beach in the heart of Bayville
Cottage
Bayville, New York, USA

Fabulous Cottage beach house in Bayville NY
400 ft. from the Long Island Sound! Boasting 7 rooms with 2 bedrooms and 1.5 baths, completely renovated and updated! Features a stunning kitchen & living room with fireplace, an electric awning, outdoor shower, and beautiful backyard ACCESS TO PRIVATE BEACH! Enjoy the beach just seconds away from your door!
Walk to restaurants, shopping and boat and jet ski rentals.

Guest Reviews:

- "Perfect location with beautiful beach. Very comfortable and host was responsive to all inquiries. " - "Quaint cottage right next to beach access, home was comfortable and accurate listing. Nice property, highly recommended. " - "This property was fantastic! We could walk to the beach and walk to town....amazing location. The house had everything we needed!!" - "We needed a nice clean home for the weekend to be near family for a reunion. This house was perfect for that and was very well outfitted with everything we could need."

Guest Suite in Oyster Bay
House
Oyster Bay, New York, USA

Welcome to your perfect short-term getaway in the heart of Oyster Bay! This cozy and fully furnished rental offers all the comforts of home, whether you're visiting for business or pleasure. Thoughtfully lit and perfectly quiet, it's a cozy haven for focus or rest. Perfect for solo travelers, couples, families, or remote workers seeking calm, comfort, and convenience.
It's a private house with a separate entrance unit for guests.
Ample Street Parking.
Guests are welcome to stay in the suite!

Amenities:

Other • Fireplace/Heating • Security/Safety • Child Friendly • Internet • Wellness Facilities • Air Conditioner • Bedding/Linens • Laundry

5 Bdrm BEACHFRONT 30% off >7days nQuiet Safe Centre Island Sunsets
House
Oyster Bay, New York, USA

It's hard not to open a bottle of wine when the light starts to change. Your decks are only 20 feet above the high water mark and the sound of the water makes you feel its unnecessary to go down the 5 stairs to the beach. But you usually go for a walk anyway to see what the tide brought today.

Every night the sunset dropping into Oyster Bay's west harbor is different but the old draw bridge across the way lights up exactly the same.

Exclusive Centre Island has 200 homes but there are only 12 on the west waterfront. You probably know the names of a few of your 11 neighbors.

Guest Reviews:

- "The photos don't lie.. Sunsets are amazing, beach access is a real treat. Great communication from owner, who was also quick to remedy a few issues."

Breathtaking Waterfront house
House
Bayville, New York, USA

This is a luxury, modern, waterfront house near beach with 3700 square feet houseft. There are 10 large rooms. All rooms have wall to wall glass windows overlooking the bay. Brand new house with all brand new appliances. KItchen, 2 living areas, 2 fire place 2, dining room, family room, recording studio, meditation room, library with hundreds of books, front yard, pool, gym12,000 square ft. land with the garden and few steps access to the beach and water.

Our home is in an incredibly safe area that is in an upscale neighborhood. Gorgeous and serene area. Just a 45 minute drive into the city! Great shops and restaurants nearby. Perfect for honeymooners, celebrities, artists and family vacations!
No additional guests allowed. No parties or events allowed

For reservations less than 14th days owner will stay on a different side of the property that has their own access.

Guest Reviews:

- "Beautiful Home with Breathtaking View... Selina was a joy. Very Thorough and truly cared about our time in her home. Conveniently located to the City and nearby restaurants are Amazing!!! Enjoyable time!!" - "Fun property, kitchen needs a little organizing, And instructions for tv and remotes would be helpful" - "The house was large, comfortable, and well appointed. The views looking out over the Bayville cove and Mill Neck were very pretty, and sitting out by the pool was enjoyable. We had a very nice and friendly greeter meet us when we arrived and she helped us choose from the many fine restaurants in the neighborhood. Overall we had a very pleasant stay."

Gold Coast Estate - Island Centre
House
Oyster Bay, New York, USA

Seacroft is the pearl in what was to be a grand development of homesteads on a picturesque point overlooking the inlet to Oyster Bay on Centre Island. Fortunately those larger development plans never came to fruition and the estate transitioned to a private family residence that has been the focal point of family gatherings for several generations. The house and grounds are expansive, encompassing the entire eastern "beak" of Centre Island. The home is well appointed with 10 bedrooms and 7 bathrooms. There are two tennis courts, a standard pool with views of the bay and sound, a bay boat house with kayak launches, and 1/2 mile of private beach.

This is the perfect place for a large family gathering, weddings, or intimate corporate events. Please inquire about special event pricing charged in addition to our weekly rate of $15,000. Rate will depend on the number of guests attending the event, and will be allowed with an additional fee of $75/per person. We can recommend caterers, valet parkers, etc.

$10,000 security deposit to be paid two weeks before move in date - will be returned within 2 weeks after the lease ends unless there are damages.

Landlord will send the lease after the transaction is confirmed.

Location scouts welcome.

Guest Reviews:

- "Beautiful, historic and wonderful in every way." - "The location is spectacular and the grounds and exterior of the home are as beautiful as depicted. The inside of the home is very classic and original which has its pluses and minuses. The charm is off the hook and very authentic. But because of the age of the house some of the lack of maintenance is very apparent. It took a few days to get the musty smell cleared out. We had to drink bottled water because of the condition of the old water pipes with concerns about rust/lead. Also, some of the items you would expect to work well in a high cost VRBO did not. For example the handles on the heavy patio doors were broken on the outside making opening and closing difficult, burners on the grill did not light, the freezer did not work so there was a stand alone freezer nearby, there were almost no pots/pans, etc. Owner Vesna was very communicative and very helpful. She knows the area well and made great recommendations for cleaning help and catering. Very user friendly. Overall, the pros definitely outweighed the cons. You have to expect a certain amount of limited functionality in older vintage homes. The house worked great for our family reunion with lots of cozy spots to hang out in."

Kokomo Cottage, Cozy Beach Town Bungalow
Cottage
Cold Spring Harbor, New York, USA

Unwind at this cozy beach town cottage. Elegant and simple, Kokomo cottage is tucked away amongst the flowers and trees of a tranquil and private garden. Enjoy coastal tiny living with a bright and eclectic feel! Kokomo cottage tiny house sits nestled on a beautifully landscaped private property, in a very quiet, safe and friendly neighborhood. Although shops and restaurants are only a five-minute drive away, the area feels peaceful and secluded.
The space
The cottage is just a scenic and short walk into Cold Spring Harbor’s historic Main Street. Enjoy shopping, picnicking while overlooking the harbor, restaurants, museums or a hike through the Long Island Green Belt Trail. Alternatively, you can take a five minute drive to downtown Huntington, which is known for its nightlife, live music, boutique shops and restaurant scene. Just an hour by train to Manhattan, this welcoming space makes for a calming retreat away from the city - for a weekend or for the whole week. Fall asleep listening to the crickets chirp while gazing at the stars through the skylight, then wake up drinking your morning coffee on your own private deck.

Guest access
Please enjoy a morning cup of coffee or an evening glass of wine on your private deck. The deck is encompassed with a beautiful ambiance on a summer night, thanks to the private gardens, twinkling fire flies and string lights.

Each stay will also be granted one dedicated parking spot.
Other things to note
The house itself is tucked away on the hillside behind the parent home property and requires a trip up an inclined pathway. Because of these stairs, the listing is NOT handicap accessible. This is great for couples or solo adventurers. Please message me if you have a child you would like to accommodate additionally as we do have an AAP approved pack n play available for use.

Kitchen: There is a microwave, mini fridge/freezer, toaster oven and a sink for washing up. A Keurig (1) cup coffee maker is also supplied with tea and coffee pods to enjoy. Please hand wash dishes after use.

Modern amenities included, such as QR code’s for easy wifi access, a full-sized memory foam mattress with plenty of pillows, 42” HD TV with Chromecast streaming ability and a curated local welcome gift specifically tailored to your party.

Guest Reviews:

- "very quiet" - "Enjoyed our stay. The cottage is behind the main house with a lot of privacy. A delightful private deck. The cottage's decor is lovely. Easy to walk into the town of Cold Spring Harbor." - "This cute cottage was the perfect place to “set up camp” while my husband and I explored Long Island. Nestled in a well-maintained historic whaling community in the back yard of a lovely home, this cottage has all the necessities as a hotel but much quieter! It is within walking distance of the Cold Spring Harbor historic main street area, with great shops and restaurants. The hosts and homeowners are friendly and responsive. My only criticism is the water heater is a bit small but otherwise a fabulous stay and we would definitely return."

3 BD APT central location, free parking, fast wifi
Apartment
Oyster Bay, New York, USA

3bd apt in downtown Historic Oyster Bay Fully furnished with its own separate entrance. Eat-in kitchen fully stocked with all of your basic cooking essentials, high-speed internet, Smart TVs with streaming apps, Netflix, Hulu, etc. Washer&dryer on premises. Large backyard with BBQ grill and outdoor furniture and canopy for outdoor entertainment. free parking for one car. Walk to the Beach, Marina, aquatic center, local eclectic mom&pop shops, restaurants, cafes, parks,museums, hiking-walking trails, the famous Theodore Roosevelt Museum, Planting Fields Arboretum. 45 min ride to NYC, the Hamptons, Montauk by train LIRR or car. Walk to the LIRR, library and schools. Great apartment for families, relocation stay, traveling professionals.

Guest Reviews:

- "Felt like home. Host are amazing and they made our stay very comfortable. Place is very clean and well stocked with essentials. Great area with access to the beach and amazing restaurants." - "Enjoyed the very short walks to restaurants, cafes and nearby beach and of course family living close by"

Beach Home w/Private Beach Access just feet away
House
Bayville, New York, USA

Private Beach Home with large backyard, pergola, hot tub and under a minute walk to your private beach plus mooring rights on the LI Sound. Quick walk to beautiful beach front restaurants/bars, public beaches and dog park. Short ride to Bayville Amusement Park. 5mins to shopping and dining in Historic Oyster Bay. Home has one full bath and an outdoor shower. No parties. If interested in having additional guests/visitors over during your stay, then please contact owner for fee schedule.

Guest Reviews:

- "This is a beautiful decorated, modern beach house in Bayville. It’s perfectly located and features a great backyard. Inside is clean, cozy, inviting and the perfect size for 4 adults. The property is dog friendly and close to the local dog park too. Wonderful communication from the host. Everything was clear and any questions we had were answered. Overall a really great property and I highly recommend it." - "My friends, husband, and I are appalled, as the host made us very uncomfortable staying here. Let’s start with being watched on 2 Ring cameras. Although outside.. 1 camera is located right in the back next to the jacuzzi, where we’re in our bathing suits, and where the fire is and games like corn hole and connect 4. I had a small dinner party for my Birthday here with no more than 9 guests (including my husband and I) at any given time, although only 6 of them were sleeping over, which was told to him in person. Mind you, as much as he’d like to think so, nothing said anything against get-togethers, up-charging for extra people, or having a problem with accommodating 6 guests staying there at our time of booking, which I have screenshot evidence of. We were not rude guests and left the place spotless, despite the horrible circumstance they put us through. Excuse us for having some steak and beers for a birthday. Why have games and amenities such as these if they can not handle a dinner party? We would have stayed on the beach the whole time but the beach is rather rocky and we were honest about having 8-9 guests after all. This was said to his face before he left! He decided to put a whole lot of extra descriptions about no parties and extra fees the night he kicked us out, saying that was always the policy (when it wasn’t) but that’s besides the point… What really gets to us is that he and the woman he was with were extremely rude to us, even though we were not rude to them. I had to stop the woman from yelling in my friends ear as my friend was doing dishes saying, “you weren’t invited here!” I said, “don’t talk to her like that”. They kicked us out half way through our reservation time at no cost to them, no refund, and without providing any reasonable explanation. He will probably have you check-in early to check you out and act like he did you a favor by doing that. He might even tell you that he was a cop, evident by his thin blue line flag and all. Yeah, we get it, respect the police but wow… 4 out of my 9 friends are poc. Made us all us wonder if this is where they drew the line? Hmm. Although we can’t prove if this was an act of discrimination or not…. My advice? Don’t come here unless you like dealing with these very rude individuals who will probably be watching you and listening in on your convos the whole time while you’re outdoors. Better believe I will be following up because they owe us back our money. We do not recommend."

Spectacular Waterfront Retreat
House
Oyster Bay, New York, USA

Idyllic direct waterfront property on Mill Neck harbor offers serenity, space and all the comforts of home.

The space

Fully furnished and newly renovated with floor to ceiling windows that reveal breathtaking water views throughout. Steps to private beach with paddle boards, canoe and kayak available to explore our unspoiled and peaceful harbor. Salt-water gunite pool adorned by natural stone wall, offers outdoor pool-side shower and indoor cabana shower, bath and changing areas. Luxurious newly renovated deck ideal to relax in the shade of established flowering trees and water views beyond. Sweeping statement staircase is adorned with 2-story glass window walls leading to 2nd floor. Large canopied deck with grill, lounge and dining area, is conveniently accessible from kitchen, sunroom and pool, ideal for entertaining and quiet, serene suppers with spectacular sunsets. Large grassy yard below deck includes wooden swing set, adult lawn games and easy access to beach below.

Guest access

Open concept main floor includes sunroom with built-in bar, spacious sun-drenched living room with large screen TV and wood burning fireplace connecting with modern dining area. Main floor also includes quiet 5th bedroom / office space with ensuite bath and large jetted shower, perfect for post-swim/beach walks. Newly renovated kitchen has induction range, new stainless appliances, large pantry, honed granite counters and spacious eat-in dining area overlooking garden and harbor. Sweeping statement staircase adorned with 2-story glass window walls, leads to 2nd floor. Double master-size bedrooms with spa-like glass enclosed steam shower and jacuzzi tub in two full baths. Second floor access to secluded outdoor area overlooking pool.

Other things to note

We welcome you to make our home your own where you can relax and refresh surrounded by natural beauty and comfortable amenities.

Guest Reviews:

- "Great views, super clean and owner extremely friendly and accommodating."

100 Yards from Beach
House
Bayville, New York, USA

House is clean with modern amenities. Backyard is paved with beautiful garden. Walking distance to nice waterfront restaurants. Oyster Bay train station 3 miles away, Beautiful North Shore of Long Island.

Amenities:

Child Friendly • Pet Friendly • Laundry • Bedding/Linens • Air Conditioner

North Shore Cottage
Cottage
Locust Valley, New York, USA

Cottage available for rent. 2bedroom/1 bath, 5 mins to train station and town. Set back on a private road adjacent to a nature preserve. Freshly updated, with a new bathroom, AC and open living space.

Amenities:

Bedding/Linens • Child Friendly • Internet • Barbecue/Outdoor Cooking • Laundry • Air Conditioner • Kitchen • Security/Safety • Fireplace/Heating

North Shore Escape, minutes to NYC train and beaches
House
Locust Valley, New York, USA

Renovated, restored, and ready for the WFH family looking for a local retreat. Nestled next to a nature preserve on the top of a hill sits our lovely home with all the amenities to make it a true retreat. King primary bedroom with spa-like ensuite, cozy den, and large open family room and kitchen space. Spacious basement playroom to let the kids run free. His and hers home offices with blazing fast Fios. A nursery for a little one, and a twin bedroom for more kids or guests, one queen bedroom. A pool table room for family tourney's. Indoor fireplace set next to a huge dining room table, outdoor patio & firepit, and walking trails right outside the front and back door!

Amenities:

Pool • Air Conditioner • Child Friendly • Kitchen • Child Friendly • Balcony/Terrace • Laundry • Internet

120 foot walk to semiprivate beach New central air
House
Bayville, New York, USA

Lovely 2 story house with backyard and lawn, new central air conditioning, short walk to semiprivate beach and 6 restaurant on the beach and a park. This house has an outside beach shower, washer and dryer, Wi-Fi and two televisions (cable). Very clean, parking, fully furnished kitchen, living room and dining room. Once you stay in Bayville you will never want to leave. Two mile drive to many restaurants with water views and Bayville Scream Park

Amenities:

View • Child Friendly • Entertainment • Internet • Laundry • Kitchen • Bedding/Linens • Other • Tv • Air Conditioner • Balcony/Terrace • Smoking

Presidential Victorian Mansion
House
Oyster Bay, New York, USA

1897 mansion in the historical town of Oyster Bay. Classic vintage Victorian house set on 1/2 acre of land. This home has preserved the original character. Blocks away from main street, Roosevelt beach, Theodore Roosevelt park , LIRR train station.

Amenities:

Air Conditioner • Balcony/Terrace • Fireplace/Heating • Internet • Barbecue/Outdoor Cooking • Smoking • Entertainment • Bedding/Linens • Pet Friendly • Ocean View • Sports/Activities • Wellness Facilities

Oyster Bay Vacation-Rentals on the Map

Compare the Best Vacation-Rentals in Oyster Bay – Addresses, Prices, Stars, Rating, and Review Count

Property Name Address Price ($) Star Rating Review Count Book
East Norwich Inn 6321 NORTHERN BLVD, East Norwich, NY, NY 11732 949 3.0 7.2 1195 Click here
The Harbor Rose 253 Harbor Road (25A), Cold Spring Harbor, NY, 11724, USA 429 3.0 8.4 90 Click here
East Norwich Inn 6321 Northern Blvd., East Norwich, NY, 11732, USA 145 2.0 8.0 1780 Click here
Secluded, private woodland cottage with two bedrooms and stone patio for summer! Oyster Bay, New York, USA 190 2.0 1 Click here
Captain's Cottage - Cold Spring Harbor Water Views Cold Spring Harbor, New York, USA 468 10.0 72 Click here
Pure Luxury living In This 12,000 SF Estate Oyster Bay, New York, USA 1025 10.0 64 Click here
Read our reviews and book while there's availability Oyster Bay, New York, USA 251 10.0 54 Click here
Charming bungalow with AC and WiFi in fantastic Cold Spring Harbor. Cold Spring Harbor, New York, USA 173 7.4 13 Click here
Luxury Condo Apt. for 4: Persons: w\/ Pvt. Entrance Oyster Bay, New York, USA 160 7.6 11 Click here
Beach house cottage steps to private beach in the heart of Bayville Bayville, New York, USA 488 10.0 11 Click here
Guest Suite in Oyster Bay Oyster Bay, New York, USA 176 6.6 4 Click here
5 Bdrm BEACHFRONT 30% off >7days nQuiet Safe Centre Island Sunsets Oyster Bay, New York, USA 1465 8.8 3 Click here
Breathtaking Waterfront house Bayville, New York, USA 1554 9.4 3 Click here
Gold Coast Estate - Island Centre Oyster Bay, New York, USA 2929 6.8 3 Click here
Kokomo Cottage, Cozy Beach Town Bungalow Cold Spring Harbor, New York, USA 169 5.0 2 Click here
3 BD APT central location, free parking, fast wifi Oyster Bay, New York, USA 282 9.0 2 Click here
Beach Home w/Private Beach Access just feet away Bayville, New York, USA 600 6.0 2 Click here
Spectacular Waterfront Retreat Oyster Bay, New York, USA 1674 10.0 1 Click here
100 Yards from Beach Bayville, New York, USA 100 1 Click here
North Shore Cottage Locust Valley, New York, USA 177 1 Click here
North Shore Escape, minutes to NYC train and beaches Locust Valley, New York, USA 750 1 Click here
120 foot walk to semiprivate beach New central air Bayville, New York, USA 1000 1 Click here
Presidential Victorian Mansion Oyster Bay, New York, USA 1610 1 Click here

Note: The prices for each Vacation-Rentals in Oyster Bay 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

Vacation rentals in Oyster Bay that include a pool include:

  • Pure Luxury living In This 12,000 SF Estate.- Review Count: 64, Rating: 10.0
  • Breathtaking Waterfront house.- Review Count: 3, Rating: 9.4
  • Gold Coast Estate - Island Centre.- Review Count: 3, Rating: 6.8

Vacation rentals in Oyster Bay offering shuttle or transport options include:

  • The Harbor Rose.- Review Count: 90, Rating: 8.4

These vacation rentals in Oyster Bay provide spa or wellness access:

  • The Harbor Rose.- Review Count: 90, Rating: 8.4
  • East Norwich Inn.- Review Count: 1780, Rating: 8.0
  • Pure Luxury living In This 12,000 SF Estate.- Review Count: 64, Rating: 10.0

Family-friendly vacation rentals in Oyster Bay include:

  • East Norwich Inn.- Review Count: 1195, Rating: 7.2
  • The Harbor Rose.- Review Count: 90, Rating: 8.4
  • East Norwich Inn.- Review Count: 1780, Rating: 8.0

Pet-friendly vacation rentals in Oyster Bay include:

  • Beach Home w/Private Beach Access just feet away.- Review Count: 2, Rating: 6.0
  • Spectacular Waterfront Retreat.- Review Count: 1, Rating: 10.0
  • 100 Yards from Beach.- Review Count: 0, Rating: 0.0

Vacation rentals in Oyster Bay that include breakfast options include:

  • The Harbor Rose.- Review Count: 90, Rating: 8.4

Vacation rentals in Oyster Bay with private or on-site parking include:

  • East Norwich Inn.- Review Count: 1195, Rating: 7.2
  • The Harbor Rose.- Review Count: 90, Rating: 8.4
  • East Norwich Inn.- Review Count: 1780, Rating: 8.0

Some of the best Vacation Rentals in Oyster Bay are:

  • East Norwich Inn.- Review Count: 1195, Rating: 7.2
  • The Harbor Rose.- Review Count: 90, Rating: 8.4
  • East Norwich Inn.- Review Count: 1780, Rating: 8.0

Some of the popular Vacation Rentals in Oyster Bay are:

  • East Norwich Inn.- Review Count: 1780, Rating: 8.0
  • East Norwich Inn.- Review Count: 1195, Rating: 7.2
  • The Harbor Rose.- Review Count: 90, Rating: 8.4