House vacation rentals in Oyster Bay

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Top-rated house rentals in Oyster Bay

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Guest favorite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.91 out of 5 average rating, 137 reviews

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!

Top guest favorite
An open floor plan is showcased, featuring a cozy living area with a gray sofa and a wooden coffee table. A dining area with a round mirror and a six-seat table is visible, along with a kitchen equipped with modern appliances. Natural light fills the space.
Home in West Hempstead
4.99 out of 5 average rating, 185 reviews

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.

Superhost
A welcoming living room features a plush sofa and a comfortable armchair arranged around a sleek coffee table. A fireplace is centrally placed, with warm flames visible. Light hardwood floors extend throughout, complemented by a wall adorned with artwork and a view of an outdoor space.
Home in Northport
4.87 out of 5 average rating, 102 reviews

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.

Top guest favorite
A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.
Home in Highlands
4.92 out of 5 average rating, 145 reviews

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Guest favorite
The studio apartment features a mounted flat-screen television above a modern fireplace. A green potted plant adds a touch of nature beside a wooden shelf. An inviting couch is positioned nearby, with light streaming through sheer curtains and enhancing the warm wood accents of the space.
Home in Elmont
4.83 out of 5 average rating, 384 reviews

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.

Top guest favorite
A bright living area is present, featuring a comfortable white sofa with blue accent pillows and a natural woven rug. A modern coffee table is placed in front, while large windows allow ample natural light. A fireplace adds a cozy focal point, complemented by a TV mounted above.
Home in East Norwalk
4.99 out of 5 average rating, 105 reviews

Family Cottage with 4 King Beds and Fire Pit

Escape to Norwalk Cottage, a beautifully designed 4-bedroom, 2-bath home perfect for 8 guests. This family-friendly getaway features a fully stocked kitchen, cozy fireplace, and a fun basement playroom. Relax in the private backyard with a deck, grill, and fire pit. Located on the quiet Norwalk/Westport border, you're just minutes from Calf Pasture Beach, great restaurants, and the vibrant SoNo district. Enjoy central air, fast WiFi, and a dedicated workspace for the perfect year-round escape.

Guest favorite
The living area features two comfortable gray sofas arranged around a round coffee table with a decorative centerpiece. A large TV is mounted on the wall opposite, while natural light filters in through the window adorned with decorative plants.
Home in Huntington Station
4.92 out of 5 average rating, 254 reviews

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.

Superhost
A spacious bed with crisp white bedding is centered on a textured area rug featuring a wave pattern. A turquoise feature wall provides a calming backdrop, while a sleek ceiling fan and soft lighting enhance the ambiance. A cozy seating area is positioned in the corner.
Home in Bronx
4.86 out of 5 average rating, 210 reviews

Cozy studio Mt Vernon/Bronx NYC kit, bthrm & prkin

Come and be sure to enjoy a cozy and comfy stay at our newly renovated studio apartment. kitchen is well decked out. The space boasts a multipurpose area that can be used for dinning, recreation and work. Your own full bathroom that is clean to the touch. 50 inches smart tv with internet access. Your own private parking and entrance. Self-checking-in. Apartment is cool or warm to perfection by the latest in split unit ac technology. apt. is about 7 minutes' walk to the 2 train to Manhattan.

Superhost
A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.
Home in Huntington
4.85 out of 5 average rating, 303 reviews

Nautical Farm House on Working Farm with Animals

Completely renovated 3 bedroom home on working farm with 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. Bedrooms have black out curtains.

Guest favorite
An inviting waterfront deck is displayed, featuring two lounge chairs with striped fabric and a small table. A fire pit sits nearby, surrounded by a clear view of the bay, where sailboats are gently anchored. Lush greenery lines the horizon, enhancing the serene atmosphere.
Home in Centerport
4.95 out of 5 average rating, 168 reviews

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.

Guest favorite
A well-lit living room features a light-colored sofa adorned with cushions, paired with a wooden coffee table. A television is mounted on the wall, while a glass-fronted cabinet displays decorative items. Light streams through large windows, highlighting the warm wooden floor.
Home in Stamford
4.84 out of 5 average rating, 195 reviews

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.

Guest favorite
A spacious living and dining area features dark hardwood flooring and a modern dining table with black chairs. A sleek black sofa is positioned against the wall, complemented by a ceiling fan that circulates overhead. Natural light enters through the windows, enhancing the open layout.
Home in Farmingdale
4.92 out of 5 average rating, 109 reviews

3 bedroomprivate/Downtown heart/convenience galore

Beautiful newly renovated home in the village of Farmingdale. FULL HOUSE COMPLETELY PRIVATE 1min walk to Restaurants, Bars, LIRR to NYC, STARBUCKS, Free delivery Dry cleaners, SPA, Nail Salon, Barber Shop and Hair Salon, DUNKIN DONUTS, short drive to movies, mall, Long Island Beaches Vineyards and more! 5min from Bethpage Black Golf Course home of the PGA Tour

Popular amenities for Oyster Bay house rentals

Quick stats about house rentals in Oyster Bay

  • Nightly prices starting at

    Oyster Bay vacation rentals start at G$12,532 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!

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