House vacation rentals in Oyster Bay

4.91 out of 5 average rating, 137 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!

4.99 out of 5 average rating, 185 reviews

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

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.

4.87 out of 5 average rating, 102 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, 129 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.

4.83 out of 5 average rating, 384 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, 145 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!

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, 145 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.

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.

4.85 out of 5 average rating, 303 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.

4.95 out of 5 average rating, 168 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.

4.84 out of 5 average rating, 195 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.

4.95 out of 5 average rating, 188 reviews

Home in Fairfield

Cozy Cottage with Fire Pit, near Beach

Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities for an unforgettable stay.

4.92 out of 5 average rating, 109 reviews

A spacious living and dining area features dark hardwood flooring and a modern dining table with black chairs. A sleek black sofa is positioned against the wall, complemented by a ceiling fan that circulates overhead. Natural light enters through the windows, enhancing the open layout.

Home in Farmingdale

3 bedroomprivate/Downtown heart/convenience galore

Beautiful newly renovated home in the village of Farmingdale. FULL HOUSE COMPLETELY PRIVATE 1min walk to Restaurants, Bars, LIRR to NYC, STARBUCKS, Free delivery Dry cleaners, SPA, Nail Salon, Barber Shop and Hair Salon, DUNKIN DONUTS, short drive to movies, mall, Long Island Beaches Vineyards and more! 5min from Bethpage Black Golf Course home of the PGA Tour

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

4.93 out of 5 average rating, 139 reviews

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

Joyful Beach House, viewing The Great South Bay

4.92 out of 5 average rating, 131 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, 79 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

4.95 out of 5 average rating, 262 reviews

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

Midcentury Modern ZenHouse Sculptor Studio

4.99 out of 5 average rating, 162 reviews

Home in Commack

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

4.97 out of 5 average rating, 61 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, 141 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!

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.

4.97 out of 5 average rating, 30 reviews

Cozy retreat with fenced in yard—centrally located

4.93 out of 5 average rating, 28 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

4.99 out of 5 average rating, 70 reviews

A bright kitchen area is featured, equipped with modern appliances and a white countertop. A cozy seating area includes a navy sofa adorned with pink cushions against a wood-paneled accent wall. Decorative plants and a vase with blue flowers add a fresh touch to the space.

Home in Fairfield Beach

5 Minute Walk to Beach & Downtown Fairfield

5 out of 5 average rating, 74 reviews

The exterior of the home is showcased during sunset, with buildings featuring modern architectural lines. A landscaped yard with gravel pathways and trees creates a serene environment. Warm sunlight casts a golden hue, enhancing the inviting ambiance of the property.

Home in Westport

Westport: Deco HAUS 5 min to Town /10 min to Beach

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.

4.99 out of 5 average rating, 67 reviews

Huntington Home w/ Pond View - 1 block to beach

5 out of 5 average rating, 51 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

4.89 out of 5 average rating, 55 reviews

The entrance features a covered porch with decorative railings, leading up to a set of stairs. Lush evergreen shrubs frame the steps, and large windows are visible on either side of the door, creating an inviting transition into the home.

Home in Northport

Porch overlooking the park.

4.82 out of 5 average rating, 17 reviews

A cozy living area features a gray sofa facing a small wooden table, both set against a backdrop of warm, wooden paneling. A ceiling fan hangs above, and natural light pours in through a window with a view of the exterior. Decorative items are displayed on the sideboard.

Home in Levittown

1BR 1bath Apt, Private 2nd floor

Private house rentals

4.94 out of 5 average rating, 36 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

4.96 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

4.86 out of 5 average rating, 78 reviews

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

Cozy Cottage

4.96 out of 5 average rating, 25 reviews

A spacious bedroom features a plush bed adorned with neutral-toned pillows and a soft throw. Nightstands with lamps frame the bed, while stylized wall art enhances the room's ambiance. A cozy seating area and a folding screen are visible, contributing to the thoughtful design.

Home in Midwood

Cozy & Comfortable Studio in Charming Brooklyn

A spacious kitchen features sleek white cabinetry and modern appliances. A large island made of marble holds a decorative tray with snacks and a small vase of greenery. Glass doors lead to an outdoor area, complemented by soft overhead lighting.

4.86 out of 5 average rating, 28 reviews

"Spacious Retreat | 1- Night Stays Welcome"

5 out of 5 average rating, 7 reviews

Home in Mamaroneck

Boutique-Style Stay in charming 1893 Home

4.98 out of 5 average rating, 85 reviews

The exterior of a two-story beach house is displayed, featuring a light-colored facade with a welcoming front porch and a gravel driveway. Inside, bright, open living spaces include a modern kitchen with sleek black appliances, a comfortable living area with a sofa, and a serene bedroom filled with natural light.

Home in Milford

Luxe Beach House / 3 Bd-King / Chef Kitchen /4 TV

A spacious family room is showcased, featuring a fireplace and two seating areas with elegantly upholstered sofas and armchairs. A large area rug lies on wooden flooring beneath a coffee table. Natural light filters through window treatments, illuminating decorative elements and art pieces throughout the room.