
Holiday rentals in Oyster Bay
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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 €70 per night before taxes and fees

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Over 1,790 verified reviews to help you choose

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Oyster Bay holiday rentals include wifi access

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

4.8 Average rating
Oyster Bay stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated holiday rentals in Oyster Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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.

Cheerful 3 bedroom home in historical district
You will be close to everything when you stay at this centrally-located home in the heart of Historical Huntington Village with over 40 restaurants to dine from, approx 10 minute walk into the village, an AMC movie theater, a 2 minute walk to the Cinema Arts Centre and the Northwell Huntington Hospital. Across the street from the Hecksher Park where concerts and festivals go on through the summer and fall . Also a 5 minute drive to the LIRR Huntington Station. Cold spring Harbor lab 5 mins away.

Historic Huntington Village Private Retreat
65 min from NYC on LIRR to Huntington. Less than one mile from the train station and an easy walk to Huntington village in a 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...

Cool pad, Private Rms, Walk to village, Wtr view
Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Modern Family Retreat!
Enjoy exclusive use of this private upper-level accommodation, perfect for families, business travelers, and Long Island getaways. Wonderful getaway for solo travelers, friends, couples, or families. Bedrooms feature queen-sized beds and a full bathroom with tub and shower. Fast WiFi. Also a perfect location for guests attending events at Oheka Castle, Crest Hollow Country Club, Cold Spring Country Club, and The Mansion at Oyster Bay. Permit # P233646 We are 20 minutes from Jones Beach…

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.

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC
Once home to actress Misty Rowe (Hee Haw, Brady Bunch, Love Boat), this historic riverside cottage blends rustic charm with modern luxury. Cozy up by the stone fireplace, cook in the chef's kitchen, or unwind on the river-facing deck. Splash in the heated pool, soak in the year-round hot tub, gather by the gazebo, or spot wildlife along the water. Two fire pits, river views, and pure tranquility — just 5 min to downtown Greenwich and 35 min to NYC. Your riverside escape awaits.

Bright & Private 2BR Home Near LIRR w/ parking
Private home in Hicksville with private entrance and driveway parking. Just a 10-mins walk to Hicksville LIRR, Broadway Mall and 5 minutes from Dunkin', 7-Eleven, and a local deli. Enjoy a bright living room with natural light and a mirrored accent wall, full kitchen, and separate dining room. Primary bedroom features a large built-in mirrored closet. Bathroom includes a walk-in shower, infrared heat, bluetooth speakers, and LED mirror. Enjoy access to a shared backyard.

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

Spacious Apartment Rental in Heart of Oyster Bay

Primary Beachfront house

Adorable 1 bedroom beachside cottage

Locust Valley Cottage - Independent house

Locust Valley Luxury Guest House

1 bedroom apartment

3BR Coastal Retreat-Walk to Beach &Town Apt #2

The bury guest suite - 2 beautiful bedroom
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- Times Square
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yale University
- Yankee Stadium
- Columbia University
- Jones Beach
- American Dream
- Rockefeller Center
- United Nations Headquarters
- MetLife Stadium
- Long Branch Beach
- Empire State Building
- Bryant Park
- Citi Field
- Barclays Center
- Statue of Liberty
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall
- Astoria Park
- Thunder Ridge Ski Area
- Fairfield Beach





