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House vacation rentals in Oyster Bay

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Top-rated house rentals in Oyster Bay

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A well-maintained exterior of a charming house features a symmetrical layout with multiple windows and a welcoming front door. Lush green grass surrounds the entrance, complemented by colorful flowering shrubs on either side, providing a neat and inviting appearance.

Home in Westbury

4.76 out of 5 average rating, 123 reviews

Newly Renovated Personal Apartment in Long Island

Extremely quiet and private full apartment in Westbury, Long Island. Close to hundreds of restaurants and shops. 5 min drive to Roosevelt Field mall (biggest mall in Long Island)! 10-15 minutes from Jericho Terrace and Floral Terrace wedding venues locally! Near 6 hospitals and colleges! We live on property as well and are available for any questions. Feel free to chat as much, or as little, with us. We respect your privacy but are here to help in anyway! **No use of deck unfortunately**

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.

4.9 out of 5 average rating, 112 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

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

4.99 out of 5 average rating, 103 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.

A formal dining area is highlighted by a large table surrounded by light grey upholstered chairs. A rustic stone fireplace adds warmth to the space, while a large mirror reflects natural light. Soft curtains frame the window, creating an inviting ambiance.

Home in White Plains

4.92 out of 5 average rating, 120 reviews

Spacious 3b/3b Mediterranean in White Plains

Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

A spacious outdoor pool is surrounded by natural greenery, featuring a stone patio and a diving board. A covered lounge area with large windows overlooks the pool, providing a serene setting for relaxation and leisure.

Home in Stamford

4.96 out of 5 average rating, 251 reviews

Midcentury Modern ZenHouse Sculptor Studio

Mid-century modern historic private estate surrounded by river @Zenhouse_satori and main house. Great for memorable romantic getaway, photoshoots and film locations! ZENHOUSE mission is rooted in the values of respect, creativity, and excellence. Inspired by the timeless principles of Zen, we offer a luxurious and exclusive experience where tranquility blends with art, spirituality, and nature. We provide a serene environment and personalized service to awaken your true nature and find Zen

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

4.85 out of 5 average rating, 295 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.

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, 227 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.

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, 115 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.

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, 225 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!

A private heated pool is surrounded by a wooden deck, featuring two red lounge chairs. Volleyball nets are set up across the pool, which is framed by lush greenery and a large umbrella providing shade. Clear blue water reflects the bright sky.

Home in Commack

4.99 out of 5 average rating, 140 reviews

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

STAY. SOMEWHERE. DIFFERENT. This isn’t just a stay—it’s an experience. Welcome to THE GOOD VIBEZ HOUSE! Your private escape in the heart of Long Island. This smart home is located in a safe, quiet neighborhood, this unique retreat is the perfect getaway from the hustle and bustle of the city or everyday life. From the moment you arrive, it feels like vacation. As Superhosts, we go beyond hosting—with warm hospitality, thoughtful touches, and a five-star atmosphere you won’t forget.

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, 161 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.

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, 153 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!

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Oyster Bay house rentals

Free parking on premises

Air conditioning

House rentals with a pool

The living area features two comfortable, light-colored chairs positioned beside a small table. A large bay window allows ample natural light to fill the space, offering views of colorful foliage outside. Soft curtains frame the window, enhancing a welcoming environment.

Home in Fairfield

4.96 out of 5 average rating, 26 reviews

Once a Pond - time and stress slow down.

A patio is shown with a wooden table and a dark wicker chair overlooking a scenic view. A clear sky with scattered clouds is visible in the background, along with open fields and distant structures. Utility poles line the road, adding context to the setting.

Home in Patchogue

4.93 out of 5 average rating, 126 reviews

Joyful Beach House, viewing The Great South Bay

A spacious backyard features a rectangular pool surrounded by a wooden deck. Several lounge chairs are positioned along the deck, complemented by an umbrella for shade. Lush greenery lines the perimeter, creating a serene outdoor atmosphere.

Home in Massapequa

4.92 out of 5 average rating, 125 reviews

Great Family Times in this 5 Bedroom House

A private, fenced-in above-ground pool is surrounded by a wooden deck. Clear blue water invites relaxation, while a small pool house with a window and light-colored exterior is visible in the background. The pool area is well-maintained, providing a serene outdoor space.

Home in Stamford

4.98 out of 5 average rating, 62 reviews

Gameroom, backyard + pool! 7m to train + downtown

A rectangular salt-water pool features a diving board, with sunlit waters reflecting the clear sky. Surrounding the pool are paved areas and landscaping, including tall green trees and planters. A white lounge chair is positioned for relaxation near the water's edge.

Home in Syosset

4.9 out of 5 average rating, 52 reviews

Elegant, resort style, clean, north shore home

An aerial view showcases a spacious outdoor area featuring a heated pool, hot tub, and multiple seating arrangements. A patio dining table accommodates ten, while lounge chairs surround a fire pit. String lights illuminate the space, enhancing the inviting atmosphere for relaxation and entertainment.

Home in Shirley

4.93 out of 5 average rating, 60 reviews

Beach Getaway w/ Heated Pool & Hot tub

Home in Manorville

4.98 out of 5 average rating, 255 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

Home in Greenwich

4.96 out of 5 average rating, 45 reviews

Riverfront Cottage Retreat & Pool 35 mins from NYC

Weekly house rentals

A bright living room features a mix of modern and vintage decor. A plush, orange sofa and a light beige armchair provide comfortable seating around a glass coffee table. The space is adorned with artwork and houseplants, and large windows invite natural light.

Home in Huntington Station

4.96 out of 5 average rating, 24 reviews

Cozy retreat with fenced in yard—centrally located

A modern kitchen is highlighted with sleek white cabinetry and a large island. Stainless steel appliances, including an oven and microwave, offer convenience. Natural light streams in through a window, illuminating the clean and spacious layout, suitable for cooking and entertaining.

Home in Glen Cove

4.95 out of 5 average rating, 44 reviews

Beautiful 3bedrooms Home@Glen Cove

Top guest favorite

A dining area features a sleek table set for an evening meal, surrounded by elegant chairs. A modern ceiling fan hangs above, while a sideboard stands against the wall, complementing the polished wooden floor and bright wall colors.

Home in Deer Park

5 out of 5 average rating, 23 reviews

Home in Deer Park, New York

Top guest favorite

A two-story oceanfront home features a light gray exterior with large windows and a turquoise front door. A spacious ground level is accessible via white railings, leading to an outdoor sitting area. The serene beach and water views are visible in the background.

Home in Woodmont

5 out of 5 average rating, 97 reviews

Oceanfront Retreat: Modern Beach House

A small seating area features a patterned bench with decorative pillows, situated against a light grey wall. Above the bench, a framed floral print adds a touch of color. A potted plant stands beside the bench on a slender black stand.

Home in Southeastern Queens

4.87 out of 5 average rating, 76 reviews

The Royal Oasis 1bedroom deluxe

A modern kitchen is highlighted by a central island with seating for four. Quartz countertops and sleek cabinetry create a clean aesthetic. Pendant lights hang above, and a window allows natural light to illuminate the space. Stainless steel appliances are neatly integrated.

Home in Glen Cove

4.92 out of 5 average rating, 26 reviews

Four levels of stylish living

The exterior of the home features a charming brick facade with a slate blue roof. Two dormer windows provide natural light on the upper level. A welcoming pathway made of patterned bricks leads to the entrance, surrounded by a grassy area and a clean, private yard.

Home in Westbury

4.93 out of 5 average rating, 15 reviews

Welcome to your Home Haven

Home in Huntington

4.9 out of 5 average rating, 70 reviews

Cheerful 3 bedroom home in historical district

Private house rentals

A welcoming living room features a plush sofa and a comfortable armchair arranged around a sleek coffee table. A fireplace is centrally placed, with warm flames visible. Light hardwood floors extend throughout, complemented by a wall adorned with artwork and a view of an outdoor space.

Home in Northport

4.88 out of 5 average rating, 91 reviews

Northport Charmer Walk to Main St/Harbor

A unique house features an interesting stone exterior and a classic roof design. Lush green landscaping surrounds the property, highlighting the well-maintained lawn. The structure is positioned along a gentle slope, capturing a blend of natural elements and architectural character.

Home in New Rochelle

5 out of 5 average rating, 4 reviews

Hudson Luxe 79

A landscaped yard features a swimming pool surrounded by red lounge chairs and a shaded seating area. Lush greenery provides privacy, while colorful plants offer visual interest. The adjacent house is visible, providing a spacious setting for outdoor activities.

Home in Dix Hills

4.96 out of 5 average rating, 26 reviews

Nice getaway with your family.

A light-filled living area features a comfortable blue sofa paired with an armchair. A decorative table is topped with a vase of sunflowers and various objects. Wooden beams highlight the ceiling, while a staircase is visible in the background.

Home in Rowayton

4.78 out of 5 average rating, 9 reviews

Coastal Comfort in Rowayton, CT

An open living area features a blue sofa and two neutral armchairs, arranged around a small table. A plant adds a touch of greenery, while light-filled windows enhance the welcoming atmosphere. The kitchen area is visible, showcasing modern appliances and a dining table.

Home in Hicksville

4.86 out of 5 average rating, 21 reviews

Home away from Home - 42 min to Manhattan

A bright living room showcases a light-toned leather sofa set arranged around a marble coffee table. Large windows allow natural light to fill the space, framed by soft curtains. A television is mounted on the wall, and a decorative wreath adds a seasonal touch.

Home in Port Washington

4.91 out of 5 average rating, 64 reviews

Comfortable Entire House for rent. 4 bed, 3 baths

A light-filled living space features high ceilings and large windows that frame views of the waterfront. A comfortable sofa and an armchair are positioned around a rustic coffee table, while a dining area with dark wood seating overlooks the serene outdoor space.

Home in Piermont

5 out of 5 average rating, 54 reviews

Waterfront Luxury in Town

Top guest favorite

A modern kitchen is highlighted by a spacious white island with seating, sleek cabinetry, and stainless steel appliances. Natural light floods the area through multiple windows, and a cozy seating arrangement invites relaxation. The hardwood floor adds warmth to the open layout.

5 out of 5 average rating, 21 reviews

BEST Location-Rye-5 min walk to town & Metro North

Destinations to explore