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House vacation rentals in Orient

Find and book unique houses on Airbnb

Top-rated house rentals in Orient

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming single-story house features a classic shingle exterior with a brick chimney. A spacious front deck is bordered by white railings and overlooks a manicured lawn surrounded by trees. Soft sunlight filters through the leaves, enhancing the serene setting.

Home in East Hampton

4.95 out of 5 average rating, 230 reviews

Private beach, fully updated house, on 2 acres.

Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Top guest favorite

A stylish dining area is highlighted by a round table paired with modern chairs beneath a vibrant artwork. Natural light filters through large windows, providing a view of the outdoors. A cabinet with decorative items adds character to the inviting space.

Home in North Fork

5 out of 5 average rating, 9 reviews

Stylish Beach Getaway: pool & walking location

Perfectly located within walking distance to shops, beaches, and restaurants, our designer home offers comfort, luxury amenities, and privacy. Interested in a long term rental? Message us! Enjoy a beautifully landscaped backyard with pool, chefs kitchen for hosting, and nearby beach farms & wineries. Bedrooms boast organic linens and bathrooms offer Bathing Culture products. Kitchen is stocked with local organic pantry staples and stainless steel appliances to cook or grill on the patio.

Top guest favorite

The entrance of the home is framed by white, picket fencing and vibrant floral landscaping. A covered porch with classic columns supports a welcoming entrance. The door features decorative glass elements, providing an inviting touch to the exterior.

Home in North Fork

4.98 out of 5 average rating, 101 reviews

Designer's Dream - Charming Boathouse

An architect's and interior decorator's dream home! This home is a historic boathouse built in the late 1890's, and recently & lovingly fully renovated and restored. In the middle of Greenport Village - walking distance to train station, Jitney stop, and Shelter Island Ferry as well as the best North Fork restaurants, vineyards, bars, and beaches. Two bedroom home with ground floor fireplace, outdoor shower (not enclosed), and beautifully landscaped outside patio w/grilling & dining areas.

A spacious living room features cathedral ceilings and a fireplace, surrounded by large windows that allow natural light to fill the space. Comfortable seating is arranged around a circular coffee table, complemented by decorative nautical elements on a cabinet.

Home in Hampton Bays

4.89 out of 5 average rating, 100 reviews

Hamptons Escape minutes from Beaches and Nightlife

This spacious traditional home features an inviting entryway that flows into a light-filled living room, leading to a lovely outdoor area. The ground floor includes a large master suite, a living room with cathedral ceilings and a fireplace, a dining room, and a fully equipped kitchen. Upstairs are two additional bedrooms and a bath, all with a bright feel. The property offers various outdoor spaces and is a short walk to the bay and ocean beaches. Pool available Memorial Day to Labor Day!

Top guest favorite

The exterior of a two-story house is featured, showcasing a light tan façade with white trim. A covered front porch is adorned with multiple seating areas, surrounded by well-kept landscaping and tall trees. The clear blue sky adds a serene backdrop, enhancing the home's welcoming appearance.

Home in Stonington

4.97 out of 5 average rating, 188 reviews

Relax or roam from our private spacious home

Bright and sunny newly renovated second and third floor of house built in late 1800s. Three blocks from Mystic Seaport, a short walk to downtown Mystic. Off street parking on the side of the house. House has plenty of space with two bedrooms plus a bonus room with a queen size futon. I Homey and comfortable to make you feel you can put your feet up and relax. User friendly. First floor is used as an office only on weekdays. Only 1/2 mile from Mystic Amtrak station, an easy walk.

An open floor plan showcases a stylish living area with a comfortable seating arrangement and a large area rug featuring subtle blue tones. Natural light fills the space, highlighting the decorative elements and providing a cozy yet modern atmosphere. A smart TV is mounted on the wall.

Home in Hampton Bays

4.92 out of 5 average rating, 119 reviews

Hamptons "Get Away" Near Beach/Wineries/Golf

Located in Hampton Bays-the heart of The Hamptons surrounded by water! Close to beaches, waterfront restaurants, wineries, golf & wedding venues. Open floor plan w/ modern flair. 4 bedrooms, 2 full baths, eat-in kitchen, spacious living room and lower level recreation area/ foosball. Enjoy amenities including smart TVs/appliances, EV Charger, 2 fireplaces, 1Gb WiFi, large deck w/ string lites, BBQ, firepit, & outdoor shower. Great for families, couples, coworkers and friends!

An inviting entryway features a decorative bench with the word 'HOME' displayed. A wooden staircase leads to the upper level, and a stained glass window adds color to the otherwise neutral space. Bright light enters through the front door, illuminating the hardwood floor.

Home in Stonington

4.98 out of 5 average rating, 171 reviews

Historic charm & modern luxury in downtown Mystic

We are long-time AirBNB guests who have tried to create the home we are always looking to book -- family friendly with modern amenities. Open floor plan on the main level, new heat and air con throughout the house, three bedrooms and family bathroom on the second floor. Art supplies, toys and children's books all ready for you as well as a pack n play and booster seat. Backyard oasis with pergola, walking distance to drawbridge. Pets considered on a case by case basis.

The front exterior of the home is framed by lush greenery and a flower-lined pathway made of stone. Two trees add natural shade, while a charming yellow door welcomes guests. A fenced yard and gravel accents enhance the inviting entrance.

Home in North Fork

4.94 out of 5 average rating, 109 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

A spacious living room features a large sectional sofa adorned with colorful cushions, offering comfort and relaxation. A sleek television is mounted on the wall, while natural light streams through wide windows, illuminating a wooden coffee table and a decorative fireplace in the corner.

4.89 out of 5 average rating, 105 reviews

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

A bright living area is illuminated by natural light through large windows. A decorative black wall with a welcome message adds character. A comfortable seating arrangement and dining space is featured. Art pieces are displayed, enhancing the creative ambiance of the space.

Home in Montauk

4.99 out of 5 average rating, 101 reviews

6 minute walk to Ditch Plains Beach

IMPORTANT: From Memorial Day 2024 - Labor Day 2024: weekly (1 week/2 week/3 week rentals must start and end on Saturdays. Monthly rentals can start on the first of the month regardless of the day of the week. Great beach house close to Ditch Plains beach with 3 bedrooms and 2 bathrooms. 2 queen beds and 2 bunk beds, deck, barbecue, outside shower, huge yard, recreation room. Spend your days at the beach and grill at night. Wifi, tv, and outdoor fire pit.

A dining room table with eight chairs is set beneath ambient lighting. The room opens to a cozy living area featuring a comfortable sofa and blue curtains. A doorway leads to a well-lit kitchen, enhancing the home's spacious layout.

Home in New London

4.94 out of 5 average rating, 134 reviews

House in NL near CGA, Sub Base, Mohegan Casino

House is located in New London CT. Off I95 near Coast Guard Academy 3 mins, Connecticut College 4 mins, Mitchell 11 mins, Navy Base 9 mins,Yale L&M Hospital 10 mins, Branford House Avery Point 15 mins, Ocean Beach 16 mins, Millstone 19 mins, Mohegan 16 mins, Foxwoods 24 mins, Electric Boat 9 mins. Enjoy private house with full kitchen, and dining room for family get together. 20% Discount weekly stay. 35% on monthly stay

A rocky shoreline is framed by a silhouetted tree against a colorful sunset. Clouds display shades of pink and orange as the sun sets over the water, creating a serene atmosphere. The beach area offers a peaceful view of nature.

Home in Shelter Island

4.9 out of 5 average rating, 115 reviews

There's a Beach Getaway!

Welcome to our family-friendly oasis just two blocks from beautiful beaches! Our house offers an open space living area, an expansive yard, fire pits, and a basement with a playroom and workout area. Enjoy our quiet neighborhood. We provide kid-friendly toys, beach gear, bicycles, and more. Sleeps six, with additional options available for larger parties. Cleaning fees for winter stays are 0$.

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Popular amenities for Orient house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Hampton Bays

4.79 out of 5 average rating, 107 reviews

Private completely fenced in property. Near beach.

A light-filled dining area features a round wooden table surrounded by four white chairs. French doors open to a lush outdoor space, and the wood-beamed ceiling adds a rustic touch. The adjacent kitchen with white cabinetry is partially visible, enhancing the open feel.

Home in East Hampton

4.88 out of 5 average rating, 107 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Top guest favorite

A welcoming living area showcases a light grey sofa and two upholstered chairs flanking a coffee table. Natural light floods the space through large windows, highlighting a collection of framed artwork on the wall. A modern chandelier adds a stylish touch overhead.

Home in East Hampton

5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

Top guest favorite

A modern ranch house is set against a backdrop of lush greenery. A large luxury mineral spring pool draws attention, surrounded by a spacious patio with lounge chairs. An outdoor seating area features a covered porch, providing a relaxing space for gatherings.

Home in North Fork

5 out of 5 average rating, 12 reviews

Long Island home w/ large pool

An inviting in-ground pool is framed by a patio of grey stone tiles. Lush greenery surrounds the pool area, providing a private and serene environment. A wooden fence creates an additional sense of seclusion, enhancing the feeling of relaxation and tranquility.

Home in Westhampton

5 out of 5 average rating, 13 reviews

1940’s Westhampton renovated bungalow

Home in East Hampton

4.94 out of 5 average rating, 16 reviews

Walk to Water. Stunning Home with Gorgeous Pool & Grounds.

A two-story home is set back from the road, framed by lush greenery and gravel landscaping. A red umbrella provides shade on the upper deck, and large windows offer glimpses of the interior. The house is light-colored, blending well with the coastal surroundings.

Home in Southampton

4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

A spacious pool area features a crystal-clear swimming pool surrounded by a wooden deck. Colorful sun loungers are arranged neatly, accompanied by large umbrellas offering shade. Lush greenery is visible in the background, enhancing the tranquil outdoor setting.

Home in East Hampton

4.93 out of 5 average rating, 148 reviews

Large heated pool, games room, near private beach

Weekly house rentals

A black lounge chair is positioned beside large glass doors, offering views of Napeague Harbor. Natural light fills the space, highlighting the warm wooden floors and nearby outdoor seating. A shading sail is visible outside, along with a pop of red from an umbrella.

Home in Amagansett

4.93 out of 5 average rating, 14 reviews

Amagansett, Waterfront retreat

A charming historic bungalow is presented with a shingle exterior and turquoise accents. The entrance is framed by flower boxes, and brick paving extends to the driveway. Lush greenery surrounds the property, while clear blue skies complement the inviting facade.

Home in North Fork

4.98 out of 5 average rating, 187 reviews

Nofo Bungalow-In The Heart of Greenport Village

Home in North Fork

4.97 out of 5 average rating, 255 reviews

The Greenport Bungalow

Top guest favorite

A blue bungalow exterior is shown, featuring a spacious deck with black railings and multiple glass doors. A picnic table is situated on the lawn, alongside a children's toy. Lush greenery surrounds the property, enhancing the setting.

Home in Montauk

5 out of 5 average rating, 20 reviews

Montauk beach house!

A balcony view captures a serene beachfront scene at sunset, with gentle waves lapping at the sandy shore. A detailed metal chair is positioned on the deck, providing a quiet spot to enjoy the tranquil waters and cloudy sky.

Home in East Lyme

4.96 out of 5 average rating, 186 reviews

Beachfront Paradise

Home in Madison

4.87 out of 5 average rating, 23 reviews

Historic Beachside Glamour

A coastal view is presented with sandy access leading to the water. Flanking the path, vibrant pink flowers in large planters add color. The house features a light exterior and is set against a backdrop of blue skies dotted with white clouds.

Home in Clinton

4.71 out of 5 average rating, 91 reviews

Year-Round Waterview 4 Bds/2Bths, Sleeps 13 Linens

A bright living area features a comfortable white sofa, accentuated by dark blue chairs. A modern television is mounted above a cozy fireplace. The double-height ceiling adds an airy feel, while large windows invite natural light from the outdoors, enhancing the spacious environment.

Home in Bridgehampton

4.77 out of 5 average rating, 39 reviews

Cheerful 3 bed-3bath beach cottage home with pool

Private house rentals

Top guest favorite

A light-filled living area features a neutral-colored sofa alongside a blue couch, with decorative pillows adding subtle color. A wooden coffee table rests in front, and large windows with bamboo shades allow natural light to brighten the space.

Home in North Fork

4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

Top guest favorite

A newly renovated house is surrounded by lush greenery, showcasing a spacious porch supported by white columns. Dappled sunlight filters through tall trees, highlighting the natural setting of the front yard, which features a manicured lawn.

Home in Sag Harbor

4.95 out of 5 average rating, 97 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

The exterior of a two-story single-family home is depicted, featuring beige siding and a centered front door. Lush green grass surrounds the walkway leading to the entrance, with a mailbox positioned at the pathway. A nearby tree and hedges provide additional greenery.

Home in East Haven

4.89 out of 5 average rating, 102 reviews

Welcome To Piper's Rest

A two-story home features a welcoming front porch with steps leading up to it. A gravel driveway is visible, bordered by lush greenery and flowering bushes. Bicycles can be seen propped against the house, surrounded by a peaceful, natural setting.

Home in East Hampton

4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

Top guest favorite

The exterior of a charming two-story house is presented, featuring light siding and dark shutters. Window boxes adorned with blue flowers are visible. A small porch with a door leads into the home, accompanied by a stone pathway and neatly landscaped shrubs.

Home in Old Saybrook

4.97 out of 5 average rating, 121 reviews

Year Round Beach House in Old Saybrook, CT.- Pets

A wooden walkway leads down to a calm beach, with gentle waves lapping at the shore. The water reflects a clear sky and distant land. A floating object is seen in the water, enhancing the serene coastal scene.

Home in North Fork

4.92 out of 5 average rating, 12 reviews

Private Beach access along the Wine Trail

A modern kitchen features sleek black cabinetry and stainless steel appliances. A large island with bar seating is centered, adorned with a vase of fresh flowers. Natural light floods in through the windows, and a sliding glass door leads to the outdoor deck.

4.92 out of 5 average rating, 330 reviews

Stunning, peaceful and private home

Two wooden chairs are positioned on a well-manicured lawn, facing a stylish beach house with large windows. Lush greenery surrounds the area, providing a sense of privacy. The sky is partly cloudy, enhancing the tranquil ambiance of the outdoor space.

Home in Montauk

4.71 out of 5 average rating, 21 reviews

The Raffle Beach House

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