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

  • Verified guest reviews

    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.

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Guest favourite
An open-plan studio space features a spacious bed covered with a striped blanket, laundry appliances prominently located, and a modern kitchen equipped with high-end appliances. Bright lighting and decorative wall art add to the contemporary feel.
Guest suite in Cold Spring Harbor
4.93 out of 5 average rating, 115 reviews

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.

Guest favourite
A serene waterfront scene captures several boats anchored in calm waters, with a backdrop of trees showcasing autumn foliage. Vintage and modern homes are visible along the shore, creating a picturesque town ambiance along the shoreline.
Home in Cold Spring Harbor
4.98 out of 5 average rating, 144 reviews

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.

Guest favourite
A spacious family room is showcased, featuring a fireplace and two seating areas with elegantly upholstered sofas and armchairs. A large area rug lies on wooden flooring beneath a coffee table. Natural light filters through window treatments, illuminating decorative elements and art pieces throughout the room.
Home in Huntington
4.9 out of 5 average rating, 82 reviews

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.

Top guest favourite
A studio space features a spacious bed dressed in neutral linens, complemented by contemporary furniture. A kitchenette with sleek dark cabinets is visible, along with a dining table and chairs. Soft lighting creates a warm ambiance, with modern decor enhancing the cozy layout.
Flat in Huntington
4.97 out of 5 average rating, 343 reviews

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!

Guest favourite
A bright and airy studio space features a canopy-covered bed draped with sheer fabric. An ornate mirror and a small table with decorative items enhance the room's charm. Natural light fills the area through large windows, complemented by a cozy seating option.
Guest suite in Bayville
4.93 out of 5 average rating, 626 reviews

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...

Top guest favourite
A spacious outdoor yard is featured, surrounded by trees and greenery. White lounge chairs and a small table are positioned on the grassy area, inviting relaxation. A hammock is visible in the background, adding to the tranquil outdoor setting.
Home in Northport
4.94 out of 5 average rating, 128 reviews

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.

Superhost
Home in Huntington
4.87 out of 5 average rating, 23 reviews

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…

Superhost
A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.
Home in Cold Spring Harbor
4.86 out of 5 average rating, 311 reviews

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.

Guest favourite
Home in Centerport
4.95 out of 5 average rating, 175 reviews

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.

Top guest favourite
Home in Greenwich
4.97 out of 5 average rating, 68 reviews

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.

Superhost
Home in Hicksville
5.0 out of 5 average rating, 4 reviews

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.

Guest favourite
A wooden dock extends into the water, lined with boats gently bobbing on the surface. Lush green hills rise in the background, while a clear blue sky with scattered clouds frames the scene. People are gathered along the dock, enjoying the views.
Flat in Northport
4.83 out of 5 average rating, 240 reviews

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

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  4. Nassau County
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