
House vacation rentals in Oyster Bay
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Top-rated house rentals in Oyster Bay
Guests agree: these houses are highly rated for location, cleanliness, and more.

1956 House of the Year Award. Easy commute to NYC.
Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Modern 3 Bd Spacious Apartment in PRIME Location
Incredible home in the heart of Long Island NY! Guests will enjoy staying at this cozy, elegant, open floor plan 2nd floor marvel w/easy access to everything from this prime located home in heart of West Hempstead. Picturesque park/pond across st - 15 mins to Shopping/Malls - 10 mins to Long Island beaches - 15 mins to JFK, 5-10 mins to LIRR stations. Enjoy the comforts of quiet suburban living yet be a short drive/train ride away to the glamorous razzle/dazzle and adventures of New York City.

Northport Charmer Walk to Main St/Harbor
Your family will be close to everything when you stay at this centrally-located home walking distance to Northport/Main St. This home offers a bedroom on the main level and just two steps to entry for those with challenges. Off street parking on the driveway. Discover the fun of Northport and surrounding towns. Nearby destinations include vineyard, breweries, theater, waterfront park, bars/restaurants, and more! Brand new trex deck with outdoor firepit and out door dining when the weather turns.

Captain’s Cottage Water Views -3 Bdrm
Enjoy this this light and airy home with spectacular sunset & water views. 5 minute drive to private beach. Oversized deck and 2 porches all with water views. Located in idyllic, historic Cold Spring Harbor. Explore the green belt with access from rear yard. Walk to shopping, restaurants, live music, fishing or picnic in the local park. Sip a glass wine & enjoy the beautiful sunsets from the expansive deck with firepit. Upstairs loft bedroom has a fireplace & private deck w/ water view.

Cozy Exotic Studio Retreat
Experience the elegance of a Romantic and Exotic home away from home while staying in this luxurious studio apartment. This private and cozy apartment is beautifully decorated and perfect for a quick short stay or a week long staycation. This brand new private and exclusive studio apartment come with a comfy queen size bed, private bathroom, kitchenette and dedicated work space. Within minutes from the UBS Arena, JFK airport, NYC Times Square and Roosevelt Field Mall. Tons of bars/restaurants.

Bright&Comfy 2bed/1ba in quiet duplex
Bright, comfortable & quiet! Just outside downtown White Plains, this home has a relaxing living space with thoughtful touches. It offers easy accessibility to New York City (35 min Via Metro North) and Westchester (via highways and local buses). The house is set up for WFH, with great wifi via Verizon. It's an easy jump off spot for a fun weekend in Westchester. It comes with a dedicated parking spot, never worry about your vehicle! Bars, restaurants, shopping, groceries are all minutes away!

Nautical Farm House on Working Farm with Animals
Completely renovated nautically inspired 3 bedroom home on working farm, complete with wood burning fire place and piano. Lux kitchen features stainless steel appliances, Sub-zero refrigerator, and marble counters Private, fenced backyard with BBQ. Farm has goats, pigs, chickens, bee hives, ducks, and on-site cafe and bakery. Close to Huntington village, bike trails nature walks, restaurants, parks, and the beach. Fast wi-fi, laundry access and pet friendly. New beds and baby grand piano.
THE OASIS @ LONG ISLAND
A true home away from home that sits right in the heart of Huntington NY with shops, cafes and entertainment all within 10 minutes in either direction and Manhattan just a 50 minute drive away. The house is immaculately presented and offers guests all the comforts of home including a stocked fridge filled with complimentary drinks and a fully stocked coffee bar. Watch the world go by out of the two large bay windows or watch the sunset from your own private balcony. Come and enjoy the Oasis.

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!
STAY. SOMEWHERE. DIFFERENT This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

The Harbor House: Beachfront Home 1 hour from NYC
FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Beautiful Long Island Studio-No Cleaning Fee
Whether you want go to the beach,shopping,or head to New York City for a broadway show, this is the perfect place. Our home is conveniently located in Amityville, NY. We are less than 10 mins away by car from Jones Beach, where you can enjoy a concert, or simply soak in the sun and enjoy the waves. We are close to Route 110, where you will find plenty of restaurants, bars and local shops. We are less than 5 mins by car to the mall and/or the train to New York City.

Gem by the water+ firepit and all fenced backyard
Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.
Popular amenities for Oyster Bay house rentals
House rentals with a pool

Bethpage Golf by day 8 min, NYC by night 45 min

Joyful Beach House, viewing The Great South Bay

Winter Retreat: Private Jacuzzi, Game room & more

Great Family Times in this 5 Bedroom House

Gameroom, backyard + pool! 7m to train + downtown

Midcentury Modern ZenHouse Sculptor Studio

Nice getaway with your family.

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC
Weekly house rentals

Cozy&Chic 1Bd in Greenwich | Designer Stay near NY

Cozy retreat with fenced in yard—centrally located

Northport Harbor Boathouse!

Family Home near NY Beach | Private Workspace

Newly renovated modern private guest wing

1BR 1bath Apt, Private 2nd floor

"Spacious Retreat | 1- Night Stays Welcome"

Home away from Home - 42 min to Manhattan
Private house rentals

Luxury Apt In The Heart Of L.I

Home in Deer Park, New York

Private Luxury Suite near JFK

Brand New Spacious Home with Parking for Families

Newly built and renovated

Charming Coastal Centerport Home

Norwalk/Westport Border, Near Calf Pasture Beach

Boutique-Style Stay in charming 1893 Home
Quick stats about house rentals in Oyster Bay

Nightly prices starting at
Oyster Bay vacation rentals start at G$12,553 GYD per night before taxes and fees

Verified guest reviews
Over 70 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oyster Bay rentals

4.8 Average rating
Oyster Bay stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
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- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Yale University
- Central Park Zoo
- MetLife Stadium
- Jones Beach
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Empire State Building
- Grand Central Terminal
- Statue of Liberty
- Rye Beach
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- The Metropolitan Museum of Art
- Gilgo Beach
- Astoria Park
- Robert Moses State Park




