
House holiday 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!

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!
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.

The Serenity Suite, near UBS Arena
The Serenity Suite is a functionally designed, open concept, lower level space with its own PRIVATE entrance, kitchen, bedroom, bathroom and seating areas. With a clean contemporary design and furnishings, The Serenity Suite provides a cozy, serene and safe environment. Unwind and relax, in this newly renovated suburban Suite located 10 mins. from the UBS Arena and Belmont Park, 5 mins from the Belt and Southern State Parkways, 15 mins from JFK, 10 mins to LIRR and 25 mins to LGA.

Stylish Luxe Apartment!
Kick back and relax in this modern, stylish and chic apartment; Ideal for families, couples or business trip. This apartment is conveniently located minutes away from Belmont Racetrack and UBS Hockey Arena. Endless restaurants, bars and shops. Close proximity to JFK airport, Green Acres and Roosevelt Field Mall. This modern fully equipped apartment includes an amazingly spacious living room, together with a cozy dining area, a romantic bedroom, a brand new kitchen and modern bathroom

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.

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.

57 Commerce
Only one hour ride to Manhattan. This comfortable new house is equipped with all the amenities to ensure your stay away from home is just as cozy. It's conveniently located, just a 5-minute drive to the LIRR at Copiague station, offering a one-hour train journey to New York City. Plus, there are numerous restaurants, bars, and stores in close proximity for your convenience and enjoyment.

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
Welcome, to newly renovaded small studio for one guest with private entrance, bathroom, small kitchen with microwave, coffee maker and refrigerator. Off the street parking, you have your spot reserved during your stay. One mile from I-95, walk to shopping and restaurants, five minutes drive to Stamford downtown.
Popular amenities for house rentals in Oyster Bay
House rentals with a pool

Joyful Beach House, viewing The Great South Bay

Great Family Times in this 5 Bedroom House

Midcentury Modern ZenHouse Sculptor Studio

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

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

Port Jefferson Convenient, Cozy and Chic!

Modern 3 Bedroom Apartment Oasis PRIME Location

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

Cozy retreat with fenced in yard—centrally located

Discover a serene gem nestled in Baldwin Harbour

Luxury Home 4BR | 2BATH | Sleeps 10

Porch overlooking the park.

Spacious Retreat with Game Room and Fire Pit

Newly Renovated Modern 4b3b Home

Four levels of stylish living

Cheerful 3 bedroom home in historical district
Private house rentals

Port Jeff Home near Stony Brook University SBU

Charming Coastal Hideaway Near the Shore

❤️ Your Silvermine Hideaway, nestled in nature.

Luxury Apt In The Heart Of L.I

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

Cozy Cottage

Cozy & Comfortable Studio in Charming Brooklyn

Mimi’s House
Quick stats about house rentals in Oyster Bay

Nightly prices starting at
Oyster Bay holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 80 verified reviews to help you choose

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

4.5 Average rating
Oyster Bay stays receive an average rating of 4.5 out of 5 from guests
Destinations to explore
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Grand Central Terminal
- New York Public Library Main Branch
- Brooklyn Bridge
- New York University
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Old Glory Park
- Ohel Chabad-Lubavitch
- Bronx Zoo
- Yankee Stadium
- Manhattan Bridge
- Jones Beach
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall




