
Holiday rentals in Oyster Bay
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Top-rated holiday rentals in Oyster Bay
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Ultra-Modern Studio | Near Hospital & NYCIM | WiFi
Located within a friendly, leafy neighborhood is this contemporary-styled studio with everything you could need for a relaxing stay just minutes from all the action. The studio features bright, open-plan living with a fully equipped kitchen, an inviting bedroom space with a comfortable beanbag chair and Smart TV, a modern bathroom and a dedicated workspace with free WiFi. Stay only minutes to hospitals, shopping malls, restaurants and Huntington Village with its chic bars and boutique shops.

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!

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.

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!

Waterfront Home, Heated Pool, 1 Hour from NYC
Escape to your private waterfront oasis! This serene 3-bedroom, 2.5-bath waterfront retreat offers a heated pool (May-Sept), private dock, kayaks, fire pit, pickleball and BBQ lounge. Set 200 feet off the road on a private driveway, it’s perfect for families or quiet getaways. Just 8 minutes west to Huntington’s vibrant shops and restaurants, 6 minutes east to charming Northport Village, and 1 hour by train to NYC. Relax, recharge, and create lasting memories in this peaceful Long Island haven.

Bethpage New York Small Romantic Mini-Barn Room #3
Mini-Barn Room # 3 Small room 1–2 guests only Send guest names to host Shed converted to 1-bed house KING bed 2 windows closet,hangers,desk,mirror,smartTV,WiFi,2 towels 3 rooms share 1 bath/1 kitchen outside barn Strict Rule:10 Minutes Bathroom Use Street parking No Pets No Visitors No Wheelchair No Washer/Dryer Bring own bodywash/shampoo/conditioner $1000 penalty if smoke/vape/drugs are detected in the room Airbnb Strict/Firm Cancellation Policy You agree to FULL DISCLOSURE below if you book

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.

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...

3BR APT #1 Central location Free parking Fast WiFi
3 bdrm apt. Everything you need at your fingertips. We have made every effort to make this apartment feel like a cozy and comfort retreat. Smart TVs with streaming apps, high speed wifi, separate entrance, large backyard with BBQ. washer&dryer on site. Free parking. Walk to the Beach, Marina, enjoy kayaking paddle board, sailing, fishing. Walk to nearby downtown area restaurants; 2 Springs, Wild Honey. Near parks, museums, shops., 45 mins to the Hamptons, Montauk, NYC by car or LIRR.

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 Gold Coast! Enjoy stunning beachfront views from this charming home. You may spot the bald eagle family that lives around the corner! Local spots to visit include the Vanderbilt Mansion and Planetarium, Caumsett State Park Preserve, Del Vino Vineyards, Paramount Theatre, Downtown Huntington, Northport Main Street shops and restaurants, and more!

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.
Popular amenities for Oyster Bay holiday rentals
Other great holiday rentals in Oyster Bay

Sun Room

Quiet room in a house. Close to all.

Terrific Suite in Long Island NY

Nemos Room

Cozy bed room with queen size bed.

Small room in Garden City Park

Small place to sleep

Private Studio with Kitchenette/Spa Bathroom
Quick stats about holiday rentals in Oyster Bay
Total rentals
10 properties
Nightly prices starting at
₹5,279 before taxes and fees
Total number of reviews
1.7K reviews
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
Popular amenities
Gym, BBQ grill and Laptop-friendly workspace
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- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Empire State Building
- Columbia University
- MetLife Stadium
- Yale University
- Jones Beach
- Central Park Zoo
- Yankee Stadium
- Citi Field
- Fairfield Beach
- United Nations Headquarters
- Rye Beach
- Grand Central Terminal
- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Radio City Music Hall
- Canarsie Beach
- Gilgo Beach
- The Metropolitan Museum of Art
- Robert Moses State Park
- Astoria Park