Condo vacation rentals in Greenport

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Popular amenities for Greenport condo rentals

Weekly condo rentals

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.

OliverRating, 5 stars5 months ago
Camila was a great host, very responsive and always helpful. The apartment was clean, tidy and cosy and made us feel at home very quickly. Location was good, walkable distance to New Haven Green and its surroundings. All in all, we enjoyed our stay very much and would recommend Camila’s place to anyone planing to spend some time in New Haven.
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, 129 reviews

Seaside Summer Escape: 2BR Waterfront Condo w/Pool

DanielleRating, 5 stars3 weeks ago
We had an amazing stay! We stayed off peak season, although alot was closed we felt right at home and were more than happy to spend family time at this condo! The views were stunning, and the condo was immaculate. We were close to everything and was still within very reasonable driving distance to the surrounding towns. Julie was a pleasure to work with and was always very responsive and accomadating throughout the process. Hoping to stay again next year!
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

SteveRating, 5 stars55 months ago
If we don't give a good review, can we keep this to ourselves?! Patti was a perfect host; the views were fantastic, whether from the outdoor porch or inside through the French doors looking out on the water. Access to the small beach and pool were excellent and we were close to several good restaurants (many of which Patti suggested, including some on the water) for take-out during the pandemic. Wifi was great and everything was very clean and as advertised. We generally fly for vacations and long weekends but had to stay closer to home this year and this was a perfect choice.
Superhost
A clean bathroom countertop features a round sink with a polished faucet. Soft lighting from several candles enhances the space, complemented by a framed artwork on the wall. A plush white rug rests below, adding comfort to the area.
Condo in Old Saybrook Center
4.89 out of 5 average rating, 72 reviews

Seashore getaway - CT shoreline

JulieRating, 5 stars3 months ago
Thanks Lauren! We enjoyed your lovely place!
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

StaceyRating, 5 stars7 months ago
Had a wonderful stay with my family. Clean, comfortable, great location. Good communication. Had a little trouble with the front door first day but someone was available quickly to help. A+
Guest favorite
Two people are seen swimming in a calm body of water, surrounded by gentle ripples reflecting sunlight. Lush greenery lines the distant shoreline, creating a serene backdrop against the shimmering surface.
Condo in Mount Sinai
5 out of 5 average rating, 33 reviews

1856 Trading House close to water

JulieRating, 5 stars4 months ago
The space is adorable, and we loved the history of the rental and the community. The location was perfect for us—close to everything and secluded all at the same time. Also Jeff is an amazing host and made us feel welcome/at home. The next time we have to head to NY for a family visit we will definitely try to stay here again.
Superhost
Four white Adirondack chairs are arranged on a manicured green lawn, facing the calm waters of Long Island Sound. The sky above is clear with scattered clouds, creating a peaceful coastal atmosphere.
Condo in North Fork
4.9 out of 5 average rating, 119 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

CynthiaRating, 5 stars3 weeks ago
My stay at Julie’s was wonderful, I was always able to message and get a quick response she was very accommodating. The view was beautiful and felt comfy like home. I will definitely be returning in the summer once it’s warmer !
Guest favorite
Condo in North Fork
4.92 out of 5 average rating, 138 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

RoxanaRating, 5 stars6 months ago
The place was perfect nice and clean what I like the best is the it was close to the beach to go for a walk.

Condo rentals with a pool

A shared heated pool is framed by a wooden deck, with two stories of accommodations visible in the background. Flower pots hang from the balcony, and several chairs are positioned around the pool area, creating a welcoming outdoor space.
Condo in Cherry Grove
5 out of 5 average rating, 3 reviews

Cherry Grove 1 bedroom condo w/heated pool!

RobertRating, 5 stars8 months ago
Great place, exactly as advertised. Terrific location near ferry dock (making arrival/check-in extremely easy and fast, which was a relief after a long trip to get to Fire Island), near the little main hub of Cherry Grove… minutes or less to the general store, restaurants, bars. 5 minute walk to the beach. Although there is some bar noise at night, the unit is well sound-insulated. Hosts extremely friendly and communicative, full of info and recommendations. They take pride in their place and in being great hosts. Cozy place with very good value for Fire Island. The pool was a nice plus - salt water pool, lit at night. Met some of the other residents in the building who were extremely friendly and fun. Bed was very comfy. We slept in a lot. Wi-Fi worked perfectly. Nice desk in the bedroom for the few times work called. Roku TV. Lots of board games Bedroom has AC which worked great. Beach chairs and towels included. Coin laundry on site worked well. Great value. Would definitely return!
A spacious swimming pool is surrounded by lounge chairs and umbrellas, situated on a paved area. Lush greenery can be seen in the background, providing a serene environment for relaxation.
Condo in Southampton
5 out of 5 average rating, 12 reviews

Newly Renovated Modern Townhouse w/Pool & Tennis

BlairRating, 5 stars8 months ago
Ildiko was very friendly and proactive. Her place was very clean and in a great location just a few minutes away from downtown Southhampton. She had plenty of linens and towels. The best part were the toys she had which my kids couldn't get enough of! Thank you Ildiko!
Superhost
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
4.9 out of 5 average rating, 119 reviews

Seaside Summer Escape –2BR Waterfront Condo w/Pool

CynthiaRating, 5 stars3 weeks ago
My stay at Julie’s was wonderful, I was always able to message and get a quick response she was very accommodating. The view was beautiful and felt comfy like home. I will definitely be returning in the summer once it’s warmer !
A clear swimming pool is seen with a shimmering blue surface, reflecting the sky above. Loungers are arranged around the pool area, offering views of Shinnecock Bay beyond the pool, framed by a protective fence and grassy landscaping.
Condo in Hampton Bays
4.95 out of 5 average rating, 42 reviews

A Unique Piece of Paradise, Water Front pool

ElysiaRating, 5 stars8 months ago
We really enjoyed our stay. The unit was just enough space for my husband and I and our two daughters. Having a kitchen to prepare quick breakfasts in the morning before heading out for the day and having the pool and beach in the late afternoons gave us everything we needed to start and end busy days at the Hamptons Classic or visiting family. We are hopeful to visit again!

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