
House vacation rentals in Oyster Bay
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Top-rated house rentals in Oyster Bay
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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.

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!

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.

Bright and Open Private Suite
You will enjoy a private suite in our home with two bedrooms. One bedroom has a queen size bed, closet, dresser, comfortable chair and Samsung 50” TV. A second bedroom has a full size bed. The suite also has a living and dining area, a kitchen and a bathroom with a skylight! The space is open and light filled looking out onto a beautiful tree filled backyard and garden. The front patio has a stunning cherry tree which is full of ripe cherries in late June!! At this time, no pets permitted.

Hamptons Style Living | Walk to Cafe | Deck
Nestled along a quiet street in a leafy neighbourhood is this picture-perfect home with chic Hamptons style and modern contemporary design. Inside you’ll have space to entertain with open living, a gourmet kitchen, 3 beautiful bedrooms, 2 sparkling bathrooms, a charming wrap-around patio, and a decked balcony. Stay just steps from a café, many restaurants, a mall, and Walgreens, or take a 5 min drive into the city giving you the ideal base to experience everything the area has to offer.

Cottage in the heart of Stony Brook Village
Totally renovated 100 year old charming but modern cottage steps from the Three Village Inn, Country House Restaurant, Stony Brook Village, Jazz Club, Sand St. Beach, Avalon Park, Carriage museum and the Long Island Music & Entertainment Hall of Fame. You will have the private upper floor of the cottage with a private entrance. There is a spacious porch and front yard with lounge chairs where you can watch the deer, chipmunks, birds, & rabbits. Short ride to Stony Brook University.

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.

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.

Modern home near JFK/UBS Arena/ Casino
Welcome to this modern luxurious and coziness feel, as soon as you step foot in this stylish home, you’ll welcome by a very modern yet comfortable living space with a fully equipped kitchen with stainless steel appliances (stove, refrigerator µwave) Other Things To Note 10 mins drive JFK ✈️ 8 mins drive UBS Arena 5 mins drive Green Acres Common/Mall 12 mins 🚕 Resort World Casino 30 mins on LIRR to Penn Station 🚆 5 mins drive for major highways
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

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC

Port Jefferson Convenient, Cozy and Chic!

Private 1br apt/private entrance/inground pool
Weekly house rentals

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

Northport Harbor Boathouse!

Family Home near NY Beach | Private Workspace

Newly renovated modern private guest wing

Cozy & Comfortable Studio in Charming Brooklyn

Newly Renovated Modern 4b3b Home

Home away from Home - 42 min to Manhattan

Cheerful 3 bedroom home in historical district
Private house rentals

Cozy retreat with fenced in yard—centrally located

Luxury Apt In The Heart Of L.I

Home in Deer Park, New York

Newly built and renovated

Charming Coastal Centerport Home

Convenient and Cozy Antique Cape

Wonderful House on the 2nd floor.

Commack Getaway Home 3 Bd Room :Modern w/King Bed
Quick stats about house rentals in Oyster Bay

Nightly prices starting at
Oyster Bay vacation rentals start at $83 CAD 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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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- New York Public Library - Bloomingdale Library
- Grand Central Terminal
- Columbia University
- Central Park Zoo
- Yale University
- MetLife Stadium
- Jones Beach
- Yankee Stadium
- United Nations Headquarters
- Citi Field
- Fairfield Beach
- Empire State Building
- Statue of Liberty
- Radio City Music Hall
- Canarsie Beach
- USTA Billie Jean King National Tennis Center
- Rye Beach
- The Metropolitan Museum of Art
- Astoria Park
- Gilgo Beach




