Condo vacation rentals in Greenport

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Top-rated condo rentals in Greenport

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Superhost

Four white Adirondack chairs are positioned on a vibrant green lawn, facing the calm waters of Long Island Sound. The clear blue sky provides a serene backdrop, with a few clouds gently scattered on the horizon.

Condo in North Fork

4.84 out of 5 average rating, 128 reviews

Oceanfront Condo – Incredible Spring Rates!

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

Superhost

A shared outdoor space features a sectional couch with soft cushions arranged around a square fire pit. Two lounge chairs are positioned nearby on a grassy area, framed by greenery in the background, creating a peaceful atmosphere for relaxation and socializing.

Condo in East Hampton

4.83 out of 5 average rating, 75 reviews

Private Newly built Modern East Hampton Apartment!

Our newly built, gorgeous chic units are located in the beautiful, iconic Village of East Hampton. Just 4 minutes from the shop & restaurant lined Village. Close to the beach, & just a short drive to Montauk! Dine at one of the fabulous restaurants in town, or indulge in one of the many boutiques. Come stay with us in our recently built and expertly curated units. All units feature a brand new memory form mattress, new kitchen, wifi, smart TV and all essentials. We look forward to hosting you!

Superhost

An open-concept kitchen and living area features a central island with bar seating, surrounded by modern appliances and white cabinetry. Natural light pours in through large windows, illuminating a cozy seating area with a sofa and dining space, creating a welcoming environment.

Condo in Bridgehampton

4.88 out of 5 average rating, 17 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

Guest favorite

Condo in North Fork

4.92 out of 5 average rating, 138 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

Superhost

A sandy beach stretches along the shoreline, meeting the calm waters of the Long Island Sound. The clear blue sky creates a serene backdrop, while gentle waves lap at the shore. Footprints in the sand suggest a recent stroll along the beach.

Condo in Old Lyme

4.9 out of 5 average rating, 29 reviews

Forecastle at Soundview · Beach+OceanView+Sunrise

Welcome to Forecastle at Soundview 1 bedroom at 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 corner location is ideally situated with a panoramic water view, queen memory foam bed, full kitchen with 4-person dining area, separate living room w/ 55" TV, reading lamp and AC. Walk 1 block south and you are at the beach!

A patio area features two gray armchairs positioned beside a small table. An American flag waves gently above the space, framed by green grass and a waterfront view showcasing boats at a dock beyond. The scene reflects a calm and relaxing outdoor atmosphere.

Condo in North Fork

5 out of 5 average rating, 6 reviews

Water front, sunsets, sail boats, Wi-fi, birds

Freshly renovated, this sunny 2 bed 2 bath condo features cozy wood burning fireplace, central air, amazing waterfront view with patio, tennis, pool, parking, BBQ and beach launch for water sports. Kitchen is outfitted with all cooking, baking needs. Wine fridge, Kuerig, French press. Includes wide screen TV, Sonos, 1 gig WIFI, HP all-in-one printer. Peaceful tree lined neighborhood 2 blocks from all that Greenport has to offer. Includes boat dock!

Guest favorite

Several white lounge chairs are arranged on a sandy beach, facing a calm body of water. The sky above is partly cloudy, allowing for diffused sunlight to reflect off the water's surface, enhancing the serene coastal environment.

Condo in North Fork

4.89 out of 5 average rating, 149 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.

Guest favorite

A comfortable living area features a blue sectional sofa facing a modern glass coffee table. An electric fireplace is positioned beneath a wall-mounted flat-screen TV. Large windows invite natural light, offering views of the greenery outside, while shiplap walls create a serene backdrop.

Condo in North Fork

4.84 out of 5 average rating, 105 reviews

Beautiful condo on Long Islands Northfolk

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.

Superhost

A modern kitchen features a gas stove, oven, and stainless-steel dishwasher. Light gray cabinetry with open shelves displays dishware and kitchen essentials. A marble countertop provides space for meal preparation, and a window allows natural light to brighten the area.

Condo in East Rock

4.89 out of 5 average rating, 9 reviews

Cozy & Quiet 2BR East Rock | Walk to Yale & Cafés

This updated 2-bedroom, 1-bath apartment is located in New Haven’s desirable East Rock neighborhood, just 0.8 miles from the Yale Science Building. Designed for comfort and convenience, it’s ideal for Yale graduate students, visiting professors, researchers, and professionals. Enjoy a quiet, private space with easy access to campus, downtown, and local cafés.

Superhost

A bright and airy living area features vaulted ceilings with skylights, providing natural light. Comfortable seating is arranged around a television, with a dining table positioned near large windows. Light curtains complement the neutral decor, enhancing the open atmosphere of the space.

Condo in Hampton Bays

4.78 out of 5 average rating, 23 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.

Superhost

A fully equipped kitchen features stainless steel appliances, including a refrigerator and range. Granite countertops provide ample workspace, and a window allows natural light to illuminate the area. A small dining space is visible near the sink, enhancing functionality.

Condo in Downtown New Haven

4.83 out of 5 average rating, 279 reviews

Stunning, Spacious, Spotless. Close to Yale.

This is a gorgeous two bedroom apartment. The main bedroom has two twin beds, a walk-in closet, and its own private bathroom. The second bedroom has a queen size bed and its own private bathroom and closet. Fully equipped open kitchen. Living dining space. In unit washer/dryer.