
Holiday houses in Oyster Bay
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Top-rated holiday rentals in Oyster Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

ZenOasis | 1.2mi to NUMC • Private Entry • 70” TV
🪷 EXPERIENCE TRANQUILITY 🪷 ✨ Why Guests Love ZenOasis ✨ ⭐ 125+ 5-Star Reviews & counting!! Peaceful garden patio | Easy check-in 🔑 Private entrance + bath 🖥️ 70” Smart TV | Fast WiFi 🛋 Queen Studio with all essentials 💻 Quiet work-friendly space • Steam sanitized cleaning • Spacious dual head shower • Fridge/Microwave/Coffee bar • FREE Reserved Parking Spot • Walkable to deli, dining & more… Click the ❤ to add us to your wishlist.

Historic Huntington Village Private Retreat
50 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in an historic, vibrant, relaxed and unique neighborhood. Plenty to do in the area with many parks and beaches and a great place to enjoy nature. It is a short walk (a half mile) to Huntington village where there are many great restaurants, bars, and shops, plus the Paramount Theater. This stylish comfortable place is clean, cozy and quiet. Sorry, no pets allowed, dander-free!

Romantic, Cozy and Private, 1 Block from Beach
Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...
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.

Comfy studio in Bethpage
This upstairs studio is in the heart of Long Island. You will find towels, sheets, a full kitchen with dishes and cutlery. The refrigerator unit has a full sized freezer and fridge. The oven is electric and full sized as well. There is a desk area with Wi-Fi. I have Verizon service. It also has a Vizio smart TV. There is free street parking. Quiet hours are from 10pm until 7am. Loud footsteps and television, running, jumping and conversations disturb my guests below.

Harbor Studio - Across from historic Northport doc
Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Comfy and very spacious apartment!
Very quiet and relaxing one bedroom apartment on cul-de-sac. This is a basement apartment, it has a flat screen TV with cable and with fully equipped kitchen, updated bathroom with extra large shower, bed linens and towels are supplied. It is located 4 miles from LIU CW post campus for those parents visiting their children. We are located 35-40 minutes from Manhattan. No public transportation near by.

Spacious Apartment Rental in Heart of Oyster Bay
Full 2nd-floor apartment rental in a legal 2-family home in the heart of Oyster Bay. 3 bedrooms, large living room & nice fully equipped kitchen. Wifi & cable A brief walk down into town. Walk to LIRR to NYC and JFK air-train. Short drive to Sagamore Hill, Planting Fields, Cold Spring Harbor & Huntington Village Good proximity to NYC or points east. Having a vehicle is highly recommended.

The Cottage in Greenwich
Brand new, light-filled private cottage guesthouse overlooking the woods in the heart of Greenwich, CT. Floor to ceiling windows, radiant heat bathroom floors, queen Casper mattress, a dedicated parking spot, Wi-Fi, TV, kitchenette with full fridge, Keurig coffee maker, microwave, toaster and induction stovetop and all utensils. Perfect for a weekend getaway or a quiet place to work.

Clean Cozy Studio with Private Entrance.
Comfortable Safe Studio With Private Keypad Entrance in Huntington Area. Premium CABLE TV and All Amenities described are Included. There is Keurig coffee maker with cream and sugar so you can enjoy it. Cozy studio also has a toaster, microwave, refrigerator, own bathroom and small kitchenette that you can enjoy your own meals. You have a comfy King size Bed.

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 Oyster Bay holiday rentals
Other great holiday rentals in Oyster Bay

Artist Den!

Beautiful Waterfront Cottage

Locust Valley Luxury Guest House

Tranquil Hilltop Retreat

3BR APT #1 Central location Free parking Fast WiFi

Cozy Corner Loft near NYC w/Reserved Free Parking

Curated 1-Bdrm Suite in Jericho Equestrian Country

White House-cozy and private
Quick stats about holiday rentals in Oyster Bay

Total holiday rentals
Explore 10 holiday rentals in Oyster Bay

Nightly prices starting at
Oyster Bay holiday rentals start at $90 AUD per night before taxes and fees

Verified guest reviews
Over 1,730 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
10 of Oyster Bay holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Oyster Bay rentals

4.7 Average rating
Oyster Bay stays receive an average rating of 4.7 out of 5 from guests
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Grand Central Terminal
- New York Public Library Main Branch
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Jones Beach
- Yankee Stadium
- United Nations Headquarters
- Citi Field
- Empire State Building
- Fairfield Beach
- Radio City Music Hall
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art
- Thunder Ridge Ski Area
- Astoria Park
- Sandy Hook Beach
- Long Branch Beach




