House vacation rentals in Oyster Bay

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Top-rated house rentals in Oyster Bay

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Guest favorite

The spacious living area features large glass walls that provide serene views of the surrounding forest. A modern white sofa complements a wooden ceiling, while a quirky red chair adds a pop of color. Natural light floods the room, enhancing the warm wood tones throughout.

Home in Rye

4.91 out of 5 average rating, 124 reviews

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!

Top guest favorite

An open floor plan is showcased, featuring a cozy living area with a gray sofa and a wooden coffee table. A dining area with a round mirror and a six-seat table is visible, along with a kitchen equipped with modern appliances. Natural light fills the space.

Home in West Hempstead

4.99 out of 5 average rating, 169 reviews

Modern 3 Bd Spacious Apartment in PRIME Location

Incredible home in the heart of Long Island NY! Guests will enjoy staying at this cozy, elegant, open floor plan 2nd floor marvel w/easy access to everything from this prime located home in heart of West Hempstead. Picturesque park/pond across st - 15 mins to Shopping/Malls - 10 mins to Long Island beaches - 15 mins to JFK, 5-10 mins to LIRR stations. Enjoy the comforts of quiet suburban living yet be a short drive/train ride away to the glamorous razzle/dazzle and adventures of New York City.

Guest favorite

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

4.97 out of 5 average rating, 113 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.

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 Huntington

4.86 out of 5 average rating, 298 reviews

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.

Guest favorite

The living area features two comfortable gray sofas arranged around a round coffee table with a decorative centerpiece. A large TV is mounted on the wall opposite, while natural light filters in through the window adorned with decorative plants.

Home in Huntington Station

4.92 out of 5 average rating, 239 reviews

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.

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

4.93 out of 5 average rating, 121 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.

Guest favorite

An aerial view showcases a coastal neighborhood with homes situated along a sandy beach. Vibrant blue waters and marshlands surround the area, emphasizing its seaside location. The arrow points to the property's location within the community, illustrating proximity to the beach.

Home in Milford

4.96 out of 5 average rating, 233 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Top guest favorite

The open concept room features a spacious bed adorned with decorative pillows and a light duvet. A sleek dresser sits adjacent to a small dining area with bar stools. Bright curtains frame the windows, complemented by contemporary lighting fixtures.

Home in Elmont

4.94 out of 5 average rating, 119 reviews

The Serenity Suite, near UBS Arena

The Serenity Suite is a functionally designed, open concept, lower level space with its own PRIVATE entrance, kitchen, bedroom, bathroom and seating areas. With a clean contemporary design and furnishings, The Serenity Suite provides a cozy, serene and safe environment. Unwind and relax, in this newly renovated suburban Suite located 10 mins. from the UBS Arena and Belmont Park, 5 mins from the Belt and Southern State Parkways, 15 mins from JFK, 10 mins to LIRR and 25 mins to LGA.

Guest favorite

A charming outdoor area is presented, featuring a comfortable circular chair and several bright green seating options arranged on a patio. Lush greenery surrounds the space, with flowering plants adding a touch of color and string lights overhead, creating a cozy atmosphere.

Home in Stamford

4.84 out of 5 average rating, 172 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest favorite

An inviting open living space features large glass sliding doors that provide a view of the water. Natural wood accents complement the light-colored furniture, including a spacious sofa and a comfortable armchair, while a wooden coffee table sits centered on a soft area rug.

Home in Centerport

4.94 out of 5 average rating, 162 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 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!

Guest favorite

A spacious living area is highlighted by two large sofas, arranged around a colorful area rug. Natural light fills the room from a nearby window, illuminating the modern dining area and kitchen in the background, featuring sleek appliances and a neutral color palette.

Home in Amityville

4.97 out of 5 average rating, 176 reviews

Brand New Three Bedroom House with Parking

Only one hour ride to Manhattan. This comfortable new house is equipped with all the amenities to ensure your stay away from home is just as cozy. It's conveniently located, just a 5-minute drive to the LIRR at Copiague station, offering a one-hour train journey to New York City. Plus, there are numerous restaurants, bars, and stores in close proximity for your convenience and enjoyment.

Top guest favorite

A compact kitchenette area features modern appliances including a microwave, coffee maker, and refrigerator. A small bar counter with two stools is positioned near the entrance. Light gray walls and natural wood flooring create a welcoming ambiance.

Home in Stamford

4.99 out of 5 average rating, 170 reviews

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.