Vacation rentals in Oyster Bay

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Top-rated vacation rentals in Oyster Bay

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
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.
Apartment in Huntington
4.96 out of 5 average rating, 334 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 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!

Top guest favorite
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, 615 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 favorite
A well-maintained lawn leads to a charming house with a gray roof and multiple windows. Surrounding greenery, including bushes and trees, frames the property. Soft lighting from the setting sun enhances the serene atmosphere, while a distant structure adds depth to the scene.
Home in Huntington
5 out of 5 average rating, 18 reviews

Charming House Near Village and Park in Huntington

This charming restored historic house in Huntington Village offers 3 bedrooms with 2 queen, 1 full sized beds, a fully equipped kitchen, comfortable living areas, including a home office. Fresh linens, towels, and toiletries are provided. There are bathrooms both upstairs and downstairs, and guests can enjoy a beautifully landscaped grounds including a private backyard, stone fireplace, multiple patios, outdoor dining table and chairs, loungers, lawn games, golf green with clubs and balls .

Top guest favorite
A modest wooden house features large glass doors that lead to a spacious deck. The surrounding green lawn is complemented by well-kept shrubs and trees. Sunlight casts a warm glow on the exterior, highlighting the structure's simple charm.
Guesthouse in Rowayton
4.99 out of 5 average rating, 160 reviews

1BR full cottage, 1 min walk to private beach

Enjoy time at this lovely studio located in the heart of Rowayton, a charming New England seaside village bounded on one side by Long Island sound and the other by a tidal inlet. Based in the southwest corner of CT, we are just a 1 minute walk to 2 separate and secluded beaches as well as 2 private, well manicured parks. Great amenities in town including tennis, sailing, outdoor yoga, sunbathing, plus nice restaurants. Pedestrian and dog friendly town; you don't even need a car while here.

Top guest favorite
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, 126 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
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, 307 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 favorite
Home in Centerport
4.95 out of 5 average rating, 170 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.

Superhost
A spacious bedroom features a large bed dressed in soft green linens, complemented by decorative pillows. A bedside table with a lamp is placed on either side of the bed. An air conditioning unit is mounted above, and a woven basket sits nearby, adding a touch of texture.
Apartment in Huntington Station
4.83 out of 5 average rating, 63 reviews

Huntington Haven – King Bed – Prime Village Loc

Experience the Perfect Stay in Huntington! Stay in our stylish 1-bedroom apartment, ideally situated in the heart of Huntington Village. Located in a safe neighborhood, you'll have quick access to the area's best restaurants, shops, bars, and the Paramount Theater—perfect for vacations, business trips, sports events, or a weekend getaway. ** Free coffee provided w/ Keurig machine ** We have another listing nearby as well if the availability does not meet your request.

Top guest favorite
A detached studio with a charming exterior is surrounded by lush greenery and landscaped gardens. The structure features large windows framed in dark trim, allowing natural light to fill the interior. A stone pathway leads up to the entrance, enhancing the inviting appearance of the property.
Guesthouse in Larchmont
4.99 out of 5 average rating, 68 reviews

Beautiful guesthouse - Larchmont

Newly furnished 2nd floor detached studio with private entrance.  One large bedroom with queen-size bed, full bath with spacious shower, kitchenette, and armoire.  Lots of light and beautiful views overlooking luscious landscaping and the surrounding quiet Rouken Glen neighborhood.  Studio sits over garage.  Access to spare washer/dryer in our basement is also available.  4 min drive to Larchmont station (35 min train to Grand Central).

Top guest favorite
An open living space features a comfortable futon and twin bed, with light-colored walls creating a bright atmosphere. A television is mounted on the wall, and a stylish coffee table sits on a patterned rug. A kitchenette and dining area are visible in the background.
Guest suite in Levittown
4.94 out of 5 average rating, 218 reviews

Beautiful Private Studio on LI, easy access to NYC

Close to everything yet very peaceful and relaxing, surrounded by nature. Ideally located in central Nassau with easy access to NYC, the Hamptons and famous Long Island beaches – it’s a perfect base from which to explore the best NY has to offer. For business travelers and medical residents, the apartment is close to all major airports, hospitals (NUMC, Winthrop, Northwell), universities and corporate offices throughout Nassau County.

Superhost
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.
Apartment in Northport
4.82 out of 5 average rating, 233 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.

Top guest favorite
A cozy living area is showcased with a burgundy sofa adorned with patterned cushions. A wooden coffee table sits in the center, complemented by a photo of a pier on the wall. Natural light filters through a window with louvered shutters.
Apartment in Glen Cove
4.96 out of 5 average rating, 189 reviews

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 vacation rentals

Quick stats about vacation rentals in Oyster Bay

  • Total vacation rentals

    Explore 10 vacation rentals in Oyster Bay

  • Nightly prices starting at

    Oyster Bay vacation rentals start at G$12,532 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,760 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    10 of Oyster Bay vacation rentals include wi-fi 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!

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