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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, 113 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!

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, 121 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.

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!

A white anchor, inscribed with 'BYRAM SHORE BOAT CLUB,' is positioned prominently in a landscaped area. It is surrounded by greenery and colorful blooming flowers, set against a backdrop of finely textured gravel.

Home in Greenwich

4.81 out of 5 average rating, 104 reviews

Greenwich abode Close to Just about Everything

2 - Bedroom apartment in a duplex. 4 - Minutes to Greenwich Avenue Shopping 6 - Minutes to Port Chester restaurants 8 - Minutes to Rye town and restaurants. 36 - minutes to NYC 1 - Twin Air Mattress, SERTA auto inflate, 15 inch raised { UPON REQUEST } 4 - Minutes Uber/Lyft drive to Greenwich and Port Chester Metro North Station Private and cozy retreat, steps away from one of Greenwich's Top Beaches - Byram Shore Beach Club.

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, 168 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.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

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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

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

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

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.

Home in Manorville

4.97 out of 5 average rating, 257 reviews

Ultimate House with Heated Pool, Hot Tub and Sauna

A private swimming pool is surrounded by lush greenery, featuring landscaped areas with various plants. The pool's clear blue water reflects the sunlight, while the patio area is paved with bricks. A safety fence encloses the pool for added security.

Home in Port Jefferson

4.92 out of 5 average rating, 125 reviews

Port Jefferson Convenient, Cozy and Chic!

Top guest favorite

A serene outdoor space features a heated saltwater pool surrounded by well-maintained grass. Lounge chairs are positioned along the pool's edge under the shade of a large tree, creating a peaceful area for relaxation. The property is bordered by a wooden fence and offers expansive views of the surrounding landscape.

Home in Pound Ridge

5 out of 5 average rating, 165 reviews

Peaceful Light-Filled Guesthouse 1 Hour 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 presented with stainless steel appliances, including a sleek stove and hood. Grey cabinetry complements the white countertop. A dish rack rests next to the sink, with a potted plant adding a touch of greenery to the space. Natural light enters through a small window.

Home in Hempstead

4.87 out of 5 average rating, 54 reviews

Cozy Cottage

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 comfortable living area features a pair of brown leather sofas facing a flat-screen television. A round glass-top coffee table sits in the center, while natural light is filtered through two horizontal blinds on the windows.

Home in Westbury

4.8 out of 5 average rating, 10 reviews

Luxury stay at Westbury

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, 75 reviews

The Royal Oasis 1bedroom deluxe

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 modern kitchen is presented with white cabinetry and a sleek countertop island. Four black and white stools are positioned around the island. Pendant lights hang above, creating soft illumination. A large window allows natural light to fill the space, highlighting the stylish tile backsplash.

Home in Valley Stream

4.96 out of 5 average rating, 68 reviews

Wonderful House on the 2nd floor.

A bedroom with a spacious bed is highlighted by a decorative rug and a bright ceiling light. A small writing desk and a chair are positioned near a window, allowing natural light to enter. Soft neutral tones create a calming environment.

Home in Port Washington

4.91 out of 5 average rating, 23 reviews

Quiet & Elegant suite, semi-base

Private house rentals

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, 28 reviews

Once a Pond - time and stress slow down.

A spacious beachfront property is showcased, featuring a well-maintained lawn and a patio area with outdoor seating. The ocean is visible in the background, providing serene water views. The home is characterized by its coastal architecture and nearby neighboring structures.

Home in Branford

4.97 out of 5 average rating, 37 reviews

Adorable Beach House on LI Sound

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, 24 reviews

Home in Deer Park, New York

Top guest favorite

A modern studio space is depicted, featuring a spacious bed dressed in crisp white linens with green accent pillows. A contemporary artwork hangs above the bed, with a sleek side table beside it. A light-colored sofa sits across from the bed on a textured rug.

Home in New Rochelle

4.97 out of 5 average rating, 64 reviews

NOMAH ( North of Manhattan Home)

A modern two-story house features a light blue exterior and a welcoming front porch. The well-maintained yard is enclosed by a white picket fence, with simple outdoor seating visible on the porch. The surrounding area includes grass, decorative plants, and neighboring homes.

Home in Greenwich

5 out of 5 average rating, 3 reviews

NEW! - Byram Bungalow with Fire Pit

Top guest favorite

A bright living area is showcased with a white brick fireplace and a wooden mantel. A dining table with chairs is visible, complemented by a large artwork on the wall. Natural light enters through the windows, highlighting the warm wooden flooring.

Home in Northport

5 out of 5 average rating, 22 reviews

Entire Home | 2 Bedroom 1 Bath Ranch in Northport

A spacious living area features a light-colored couch with accent pillows, complemented by a coffee table and a modern TV stand. Natural light enters through the window, while a wall art piece and decorative lamp enhance the inviting ambiance.

Home in East Meadow

4.85 out of 5 average rating, 85 reviews

Affordable 1 bedrm;King Bed;Big Closet;DownFeather

A bright living area showcases a modern design with a comfortable white sofa adorned with a colorful throw pillow. A large flat-screen TV is mounted on a light-colored wall, surrounded by windows that offer natural light. A stylish glass coffee table sits on an elegant wood floor.

Home in Freeport

4.85 out of 5 average rating, 55 reviews

Cozy & Luxurious Retreat, Steps to Train Station

Destinations to explore