We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Condo vacation rentals in Greenport

Find and book unique condos on Airbnb

Top-rated condo rentals in Greenport

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

0 of 0 items showing

1 of 3 pages

An open concept living area features a modern kitchen with a dark granite countertop and stainless steel appliances. A spacious living room showcases a large blue sofa and built-in bookshelves, with a decorative clock and artwork adorning the walls. Natural light fills the space.

Condo in The Hamptons

Sun Drenched Loft-City Living in the Country

Guests will enjoy a well appointed, spacious sunlit loft with easy access to everything from this centrally located gem. Situated in the heart of WHB's newly renovated Main Street, this 4 bedroom loft is walking distance to excellent restaurants, quaint boutiques, places of worship, and the Westhampton Beach Performing Arts Center. And our world class beaches are a mile away! The Loft on Main is a one of a kind place that is sure to impress and provide a wonderful vacation experience for all

A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.

Condo in North Fork

4.85 out of 5 average rating, 148 reviews

2 BR Waterfront Autumn Escape in Wine Country

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on a private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

The inviting living room features a light-colored sofa adorned with patterned cushions. A modern coffee table sits on a natural fiber rug, while a gas fireplace adds warmth to the space. Large glass doors open to a private patio with greenery beyond.

Condo in The Hamptons

4.89 out of 5 average rating, 18 reviews

Bridgehampton w/ Pool steps to town 3 bd 2.5 Bath

Beautiful duplex corner townhouse unit completely renovated in 2021 & in the heart of Bridgehampton Village. 2 min walk to shops, restaurants, main street and a bicycle ride to the beach. Situated all the way at the end of the building it provides ample privacy with Pool open July 4 - Labor Day only. Free parking (2 spots) w/ extra guest parking. Central air conditioning, private patio, ring doorbell/cam, self check in, curated kitchen w/ all supplies. Linens, towels, soap & shamp included

Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.

Condo in North Fork

4.91 out of 5 average rating, 148 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

Condo in North Fork

4.89 out of 5 average rating, 167 reviews

Beautiful Waterview Condo on the North Fork of LI

Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. This location is minutes from town as well as wineries and centrally located to the ferry which can take you to Shelter Island and the South Fork. The resort is well maintained with a pool , BBQ grills and private beach access as well as ample parking for guests.

A living area features shiplap walls and ample natural light from large windows. A dark sectional sofa is positioned next to a glass coffee table with a small plant. An open kitchen area is visible, along with access to a screened porch through sliding doors.

Condo in North Fork

4.86 out of 5 average rating, 120 reviews

Beautiful condo on Long Islands Northfork

This condo is beautifully decorated and has a wonderful stone fire place. Gorgeous shiplap walls with Navy accents. There is also a new deck and wonderful dinning set outside. This unit has capabilities to be handicap accessible. Both bedroom have private bathrooms. The living room sectional opens up to a full sleeper making this condo able to sleep six people. All rooms have flat screen smart tv's.

A welcoming living room is featured, with two white sofas facing a wooden coffee table. A decorative brick fireplace serves as the focal point, complemented by light-colored walls and soft natural light filtering through a nearby window. A cozy area rug enhances the space.

Condo in The Hamptons

5 out of 5 average rating, 13 reviews

Newly Renovated Modern Townhouse w/Pool & Tennis

Newly renovated townhouse minutes from main street & the beach. 2 bedroom, brand new kitchen & appliances, living room w/fireplace in beachy grey & cream tones will make you feel right at home. Includes a pool & tennis court steps out the front door. Less than a 10 min drive to Shinnecock Hills Golf Club, you can easily enjoy the upcoming US Open Championship. July:$23,000 August: $25,000

A well-maintained garden area is visible, featuring a circular pathway adorned with colorful flower beds. Various blooming flowers such as lavender and pink blossoms are admired among lush greenery. Benches are placed strategically for relaxation, surrounded by neatly trimmed hedges.

Condo in The Hamptons

4.95 out of 5 average rating, 43 reviews

A Unique Piece of Paradise, Water Front pool

One bedroom Townhouse, sleeps four King Size Bedroom with views of Shinnecock Bay Living room with pull out queen sofa bed Newly renovated tile bathroom and kitchen In unit Washer/Dryer Fully equipped kitchen with new appliances and granite counter tops Flat screen TV's in both L/R and bedroom WIFI Linens and towels included Patio with grill Pool with deck overlooking Shinnecock Bay

The private room features a queen bed with neatly arranged linens and towels. A wall-mounted TV is positioned above a microwave and refrigerator, enhancing functionality. Natural light filters through a small window, complementing the simple, clean design of the space.

Condo in Old Lyme

4.89 out of 5 average rating, 55 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

Welcome to The Anchor private room at Soundview, Old Colony Beach in Old Lyme, Connecticut. Located just 1 block from Old Colony Beach! The ultimate getaway for a couple seeking relaxation and outdoor beach adventures. This 2nd floor location is ideally situated with a queen memory foam bed, w/ 50" TV, and AC. Walk 1 block south and you are at the beach!

A bright and airy living space is highlighted by skylights and white wooden beams. A spacious kitchenette is situated behind a dining table surrounded by light chairs. Large windows invite natural light, and a television sits on a white console between soothing tones of gray and cream.

Condo in The Hamptons

4.79 out of 5 average rating, 24 reviews

Waterfront Elevated Bungalow - Spectacular Views

Bright, skylit, sunny, and clean bay-front apartment with gorgeous water and sunset views. Large private wraparound deck, spacious living room, kitchenette, two full bathrooms, and a California-king size bed. Less than 250 feet from bay and 3.5 miles from ocean beaches! Two week minimum. Large discount for full summer stay.

Lounge chairs are arranged around a patio area, each shaded by a large umbrella. A potted plant adds a touch of greenery, and a serene body of water is visible in the background, bordered by lush vegetation and a wooden fence.

Condo in The Hamptons

4.67 out of 5 average rating, 3 reviews

One Bedroom Apartment Nestled in the Dunes

Beautiful First-Floor Unit This beautiful first-floor unit is just a 1-minute walk to the heated pool and features a kitchen, air conditioning, and comfortably accommodates up to 2 guests (including kids or infants). It’s the perfect space for a peaceful and relaxing stay. Minimum 5-night stay.

Top guest favorite

The living area showcases a comfortable sofa adorned with decorative cushions, complemented by a coffee table. A kitchen area with modern appliances is visible, alongside a dining cart. Art pieces frame the walls, and natural light enters through sliding glass doors.

Condo in North Fork

4.88 out of 5 average rating, 103 reviews

Waterfront Condo C-204 at The Cliffside Resort

Water's Edge luxury suite with amazing waterfront views, Suite C-204, accommodates up to 6 guests (See The Space below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Greenport condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

The private room features a queen bed with neatly arranged linens and towels. A wall-mounted TV is positioned above a microwave and refrigerator, enhancing functionality. Natural light filters through a small window, complementing the simple, clean design of the space.

Condo in Old Lyme

4.89 out of 5 average rating, 55 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.

Condo in North Fork

4.85 out of 5 average rating, 148 reviews

2 BR Waterfront Autumn Escape in Wine Country

A bright and airy living space is highlighted by skylights and white wooden beams. A spacious kitchenette is situated behind a dining table surrounded by light chairs. Large windows invite natural light, and a television sits on a white console between soothing tones of gray and cream.

Condo in The Hamptons

4.79 out of 5 average rating, 24 reviews

Waterfront Elevated Bungalow - Spectacular Views

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

Condo in North Fork

4.89 out of 5 average rating, 167 reviews

Beautiful Waterview Condo on the North Fork of LI

A living room features a light-colored sofa against a neutral wall, complemented by a striped area rug. A wall-mounted TV and decorative elements, including a mirror and wall hooks, enhance the space. Soft lighting is provided by two standing lamps, creating a welcoming environment.

Condo in North Fork

4.88 out of 5 average rating, 148 reviews

Waterfront Autumn Escape in Wine Country: 2BR

A spacious living area features a modern sectional sofa with decorative pillows and a cozy rug. A wall-mounted television is positioned opposite the seating, and natural light filters in from a window, highlighting the room's neutral color palette.

Condo in The Hamptons

4.86 out of 5 average rating, 92 reviews

Cute cottage apartment upstairs in Sag

Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.

Condo in North Fork

4.91 out of 5 average rating, 148 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

A bright studio space features a queen bed with white linens, flanked by large windows allowing natural light. A kitchenette is visible in the background, equipped with cabinetry and essential appliances. The bathroom area is adjacent, providing easy access from the sleeping area.

Condo in Old Lyme

4.67 out of 5 average rating, 33 reviews

Freeboard at Soundview · Beach+Ocean+Sunrise

Condo rentals with a pool

A heated swimming pool is surrounded by lounge chairs and umbrellas, with multiple access steps leading into the inviting, clear blue water. In the background, a two-story building features private balconies overlooking the pool area.

Condo in North Fork

4.94 out of 5 average rating, 17 reviews

Cliffside Resort Poolside Condo A204

A modern living space is shown, featuring a charcoal gray sofa adorned with a yellow pillow. A foldable drying rack is visible alongside a small wooden side table. The dining area is equipped with gray chairs and a vibrant green serving tray on a textured area rug.

Condo in The Hamptons

Modern Two Bedroom Apartment. Beach Ready!

A bright bedroom features a spacious bed with a light-colored plaid duvet cover. Two bedside tables with lamps are positioned on either side. A wall art piece of a tree adds a touch of nature, while natural light streams through a door leading to another room.

Condo in The Hamptons

Bright and Airy One Bedroom Apartment in the Dunes

A bright and colorful room features bold stripes in green, orange, and purple on the walls. A spacious bed with white linens and pink accent pillows is positioned near a window. A spiral staircase leads to an upper level, complementing the room's playful design.

Condo in The Hamptons

Charming 2 Bedroom Apartment with Beach Amenities!

A spacious heated pool is framed by lounge chairs, providing ample seating for relaxation. The pool reflects clear blue waters under a bright sky, with shaded areas offered by nearby umbrellas. The resort's balconies overlook the pool area, enhancing the inviting atmosphere.

Condo in North Fork

Cliffside Resort Poolside Condo A106

A modern bathroom features a walk-in shower enclosed by clear glass. Natural stone elements create a warm ambiance, complemented by a wooden vanity with a polished countertop. Bath towels are neatly arranged on a rack, with toiletries displayed on the vanity for convenience.

Condo in North Fork

Luxurious Sunset View 2 Bed Condo

A heated pool is surrounded by a paved deck with multiple lounge chairs and umbrellas available for shade. The pool's clear blue water reflects the sunny sky, while a row of balconies from nearby condominiums overlooks the area.

Condo in North Fork

Cliffside Resort Poolside Condo A205

A refreshing swimming pool is surrounded by lounge chairs and shaded by large white umbrellas. Lush greenery and a tranquil body of water are visible in the background under a partly cloudy sky.

Private room in The Hamptons

One Bedroom with Loft, Balcony with Ocean Views

Private condo rentals

A bright living area is furnished with a comfortable gray sofa and a wooden coffee table. Large windows allow for natural light and views of the ocean. A dining set for four is positioned nearby, and a flat-screen television is mounted on the wall.

Condo in North Fork

Two Bed Corner Condo I Incredible Sea views!

A well-lit bedroom features a spacious bed adorned with a patterned duvet. Two bedside lamps provide soft lighting, and large windows offer views of the outdoors. Light-colored walls complement the coastal art piece hanging above the bed.

Condo in North Fork

Cliffside Resort I Water View 2 Bed Condo

A spacious outdoor pool is surrounded by lounge chairs and umbrellas, providing a relaxing atmosphere. The water is clear and inviting under bright blue skies, with the condominium units visible in the background.

Condo in North Fork

4.33 out of 5 average rating, 3 reviews

Cliffside Resort Poolside Condo A101

A bright bedroom features two twin beds with light bedding. A small nightstand with a lamp sits between the beds. Large windows allow natural light to fill the room, while blinds provide privacy and control over light exposure.

Condo in North Fork

Seaside Escape I The Cliffside Resort Exclusive

Destinations to explore