House vacation rentals in Oyster Bay

4.92 out of 5 average rating, 134 reviews

A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.

Home in Rye

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!

4.87 out of 5 average rating, 101 reviews

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

Northport Charmer Walk to Main St/Harbor

Your family will be close to everything when you stay at this centrally-located home walking distance to Northport/Main St. This home offers a bedroom on the main level and just two steps to entry for those with challenges. Off street parking on the driveway. Discover the fun of Northport and surrounding towns. Nearby destinations include vineyard, breweries, theater, waterfront park, bars/restaurants, and more! Brand new trex deck with outdoor firepit and out door dining when the weather turns.

Home in Cold Spring Harbor

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.

4.98 out of 5 average rating, 124 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.

4.84 out of 5 average rating, 378 reviews

The studio apartment features a mounted flat-screen television above a modern fireplace. A green potted plant adds a touch of nature beside a wooden shelf. An inviting couch is positioned nearby, with light streaming through sheer curtains and enhancing the warm wood accents of the space.

Home in Elmont

Cozy Exotic Studio Retreat

Experience the elegance of a Romantic and Exotic home away from home while staying in this luxurious studio apartment. This private and cozy apartment is beautifully decorated and perfect for a quick short stay or a week long staycation. This brand new private and exclusive studio apartment come with a comfy queen size bed, private bathroom, kitchenette and dedicated work space. Within minutes from the UBS Arena, JFK airport, NYC Times Square and Roosevelt Field Mall. Tons of bars/restaurants.

4.92 out of 5 average rating, 142 reviews

A spacious living room featuring a comfortable sectional sofa adorned with decorative pillows. A large area rug anchors the seating arrangement, which includes two lounge chairs. Natural light filters through multiple windows, highlighting the neutral color palette and decorative wall art.

Home in Highlands

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!

4.85 out of 5 average rating, 303 reviews

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

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.

4.94 out of 5 average rating, 124 reviews

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

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.

Home in Huntington Station

A well-lit living area features a modular gray sofa arranged around a wooden coffee table. A large wall-mounted smart TV is positioned over smooth hardwood flooring. Double doors lead to an outdoor space, while natural light streams through a window adorned with crisp white blinds.

4.95 out of 5 average rating, 144 reviews

Hamptons Style Living | Walk to Cafe | Deck

Nestled along a quiet street in a leafy neighbourhood is this picture-perfect home with chic Hamptons style and modern contemporary design. Inside you’ll have space to entertain with open living, a gourmet kitchen, 3 beautiful bedrooms, 2 sparkling bathrooms, a charming wrap-around patio, and a decked balcony. Stay just steps from a café, many restaurants, a mall, and Walgreens, or take a 5 min drive into the city giving you the ideal base to experience everything the area has to offer.

4.99 out of 5 average rating, 146 reviews

A serene bedroom features a spacious bed with white linens, positioned against a wooden floor. Two shutters on adjacent windows allow soft light. A full-length mirror stands beside a dressing table, while a gentle light fixture hangs overhead. A calm art piece is displayed on the wall.

Home in Stony Brook

Cottage in the heart of Stony Brook Village

Totally renovated 100 year old charming but modern cottage steps from the Three Village Inn, Country House Restaurant, Stony Brook Village, Jazz Club, Sand St. Beach, Avalon Park, Carriage museum and the Long Island Music & Entertainment Hall of Fame. You will have the private upper floor of the cottage with a private entrance. There is a spacious porch and front yard with lounge chairs where you can watch the deer, chipmunks, birds, & rabbits. Short ride to Stony Brook University.

4.95 out of 5 average rating, 167 reviews

An inviting waterfront deck is displayed, featuring two lounge chairs with striped fabric and a small table. A fire pit sits nearby, surrounded by a clear view of the bay, where sailboats are gently anchored. Lush greenery lines the horizon, enhancing the serene atmosphere.

Home in Centerport

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.

4.83 out of 5 average rating, 193 reviews

A well-lit living room features a light-colored sofa adorned with cushions, paired with a wooden coffee table. A television is mounted on the wall, while a glass-fronted cabinet displays decorative items. Light streams through large windows, highlighting the warm wooden floor.

Home in Stamford

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.

4.94 out of 5 average rating, 172 reviews

A spacious living area features a modern sectional sofa with tufted detailing and a glass coffee table. A vibrant yellow accent chair adds a pop of color. Decorative wall art and a sleek console table enhance the ambiance, while soft lighting casts a warm glow throughout the space.

Home in Rosedale

Modern home near JFK/UBS Arena/ Casino

Welcome to this modern luxurious and coziness feel, as soon as you step foot in this stylish home, you’ll welcome by a very modern yet comfortable living space with a fully equipped kitchen with stainless steel appliances (stove, refrigerator &microwave) Other Things To Note 10 mins drive JFK ✈️ 8 mins drive UBS Arena 5 mins drive Green Acres Common/Mall 12 mins 🚕 Resort World Casino 30 mins on LIRR to Penn Station 🚆 5 mins drive for major highways

Popular amenities for Oyster Bay house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 15 reviews

A dining area features a round glass table surrounded by six white chairs with gold accents. Soft lighting is provided by a chandelier above. The space connects to a kitchen and a living area through open doorways, enhancing the flow between rooms.

Home in Hicksville

Bethpage Golf by day 8 min, NYC by night 45 min

5 out of 5 average rating, 12 reviews

Home in Centereach

Winter Retreat: Private Jacuzzi, Game room & more

4.91 out of 5 average rating, 129 reviews

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

Great Family Times in this 5 Bedroom House

4.99 out of 5 average rating, 78 reviews

A spacious fenced backyard is showcased, featuring a grassy area and a wooden picnic table. The house stands in the background with a stone accent wall. An above-ground pool is visible, surrounded by a paved area, offering a tranquil outdoor setting.

Home in Stamford

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

5 out of 5 average rating, 31 reviews

An outdoor hot tub is surrounded by lush greenery and decorative lights, creating a serene atmosphere. A large screen displays a tropical scene, enhancing the retreat's relaxing vibe. The space is illuminated, emphasizing the tranquil setting ideal for unwinding.

Home in Commack

GoodVibezHouse1.0~HotTub~FirePit~MiniGolf~Pool

4.97 out of 5 average rating, 60 reviews

A cozy living room features a prominent stone fireplace, surrounded by soft, neutral furnishings. Natural light floods in through large windows, while wooden beams add rustic charm. A guitar rests next to a plush sectional sofa, inviting relaxation and comfort in a tranquil setting.

Home in Greenwich

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC

4.93 out of 5 average rating, 140 reviews

A dining area is presented featuring a dark wooden table surrounded by four white chairs. A decorative potted plant is centered on the table, complementing the modern decor. A doorway leads to a softly lit bedroom in the background.

Home in Port Jefferson

Port Jefferson Convenient, Cozy and Chic!

4.88 out of 5 average rating, 8 reviews

A serene outdoor space features a crystal-clear pool surrounded by lush greenery and vibrant plants. Comfortably arranged lounge chairs and umbrellas provide shade and relaxation. Various trees and colorful shrubs enhance the tranquil atmosphere, inviting guests to unwind in a beautiful, natural setting.

Home in Dix Hills

Dix Hills Hideaway Suite: 2 Kings, Pool, Koi Pond

Weekly house rentals

Home in Huntington Station

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.

4.96 out of 5 average rating, 28 reviews

Cozy retreat with fenced in yard—centrally located

4.92 out of 5 average rating, 26 reviews

A modern living space features a stylish kitchen with white cabinetry and stainless steel appliances. An inviting seating area includes a light-colored sofa and a round coffee table. Natural light streams in, accentuating the neutral color palette and decorative accents, including a floral artwork.

Home in Byram

Cozy&Chic 1Bd in Greenwich | Designer Stay near NY

5 out of 5 average rating, 22 reviews

A scenic view showcases the tranquil waterfront at sunset, with vibrant hues of orange and pink reflected in the water. A putting green occupies the foreground, while a dock and boats are visible in the background, creating a serene coastal atmosphere.

Home in Northport

Northport Harbor Boathouse!

4.68 out of 5 average rating, 44 reviews

An outdoor deck is visible, featuring a spacious arrangement of gray wicker furniture and a glass-topped coffee table. The area is surrounded by a white fence, providing a sense of privacy. Sunlight brightens the deck, highlighting the wooden flooring.

Home in Glen Head

Family Home near NY Beach | Private Workspace

4.96 out of 5 average rating, 46 reviews

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

Home in Deer Park, New York

Home in East Atlantic Beach

The welcoming living room features a cozy seating area with a grey sofa, two brown armchairs, and an ottoman. A fireplace is centered on the wall, accompanied by a flat-screen TV above. Natural light is provided by multiple windows, enhancing the airy ambiance.

5 out of 5 average rating, 15 reviews

Captains Quarters

5 out of 5 average rating, 47 reviews

A modern kitchen features sleek white cabinetry and stainless steel appliances, including an oven, microwave, and refrigerator. A double laundry unit is positioned beside the cooking area. Light reflects off the geometric backsplash, and natural light enters through a nearby window.

Home in Mamaroneck

Newly renovated modern private guest wing

4.85 out of 5 average rating, 26 reviews

A spacious living area features a large sectional sofa with soft cushions and decorative pillows. Natural light filters through a large window, illuminating the light-colored walls and a stylish area rug. A flat-screen television is positioned on a media console, adding to the inviting atmosphere.

Home in Glen Cove

Newly Renovated Modern 4b3b Home

Private house rentals

4.92 out of 5 average rating, 13 reviews

The exterior of a spacious two-story home is depicted, surrounded by a well-kept lawn. A large conifer tree cascades toward the ground, adding greenery to the scene. The driveway is visible, leading to a garage, and a vehicle is parked in front.

Home in East Meadow

Oxford Pines Luxury Home

4.94 out of 5 average rating, 33 reviews

An elegant bar area features two vibrant abstract paintings on the wall. A long, curved countertop is equipped with modern lighting beneath, creating a soft glow. Four cushioned stools are arranged neatly in front, providing a comfortable seating option.

Home in East Meadow

Luxury Apt In The Heart Of L.I

4.99 out of 5 average rating, 67 reviews

A spacious wooden deck overlooks a lush pond surrounded by greenery. Potted plants add color, while a fire pit invites relaxation. A wooden walkway leads towards the water, enhancing the natural setting of the retreat.

Home in Huntington

Huntington Home w/ Pond View - 1 block to beach

4.87 out of 5 average rating, 67 reviews

A spacious living area is highlighted by a striped sofa and a white bed with dark bedding. A dining table and chairs are positioned near the kitchen, which features modern appliances. Soft lighting enhances the bright, neutral-colored space.

Home in Copiague

Newly built and renovated

4.87 out of 5 average rating, 15 reviews

A charming white house is nestled among lush greenery, with a white picket fence framing the front yard. A neatly arranged bed of vibrant red flowers is visible in the foreground, alongside a parked white vehicle.

Home in Centerport

Charming Coastal Centerport Home

4.99 out of 5 average rating, 81 reviews

A modern living area is highlighted by a dark blue sofa, positioned across from a glass coffee table. Light-colored tile flooring complements the sleek kitchen area visible in the background, featuring white cabinetry and a refrigerator.

Home in Roosevelt

Modern cozy studio apartment w/private entrance

4.89 out of 5 average rating, 85 reviews

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

Wonderful House on the 2nd floor.