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Compare 1437 Vacation Homes in Greenport with updated reviews, rates, and availability.

Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

10.0 out of 10, Exceptional, (85)
"WG farm was just lovely, and met our needs in every way possible. We wanted a NE farm experience for T-giving and we got it. Everything was beyond expected. Lovely time was had by all!"
Historic Inn on a 100 Acre Organic Farm with Lake, Private Pool & Gourmet Food

Gorgeous private Hamptons house with pool and volleyball court

8.4 out of 10, Very Good, (17)
"Enjoyed this house in a great location. It was perfect for attending a family wedding!"
Gorgeous private Hamptons house with pool and volleyball court

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

10.0 out of 10, Exceptional, (33)
"The house was perfect, a home away from home located in a nice quiet area, with stores and restaurants close by. House was clean, spacious and stocked with the essentials. The kids loved the pool and the ping pong table. Thank you Val for the perfect weekend, hope to see you next Summer!!"
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

Charming beach home, complete with pool & cozy guest house!

9.6 out of 10, Exceptional, (23)
"Wonderful property. Plenty of room for 7 adults. Would definitely stay there again. "
Charming beach home, complete with pool & cozy guest house!

Exquisite New Hampton Home in a Perfect Location

Exquisite New Hampton Home in a Perfect Location

COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

10.0 out of 10, Exceptional, (13)
"Steps to probably the most beautiful beach in the Hamptons. Thoroughly enjoyed our stay, as did the dogs. We will definitely be back."
COZY COTTAGE WITH PRIVATE BEACH ACCESS IN THE DUNES - Half a block to the beach

Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>

10.0 out of 10, Exceptional, (21)
"We celebrated an early Christmas in New London. The house was decorated with a Christmas Tree next to the fire place which added such a beautiful cozy touch. I usually bring a tree and didn’t have to. The house was packed with amenities including towels, sheets, toiletries, some coffee and plenty of games. The house was decorated beautifully and the entire family felt right at home. We planned to go to the Connecticut River Museum but didn’t want to leave the house and instead went to the...
Ocean Beach Fun! 3 bedroomsDog ok with fee and signing of pet agreement!<br>

Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

9.0 out of 10, Wonderful, (86)
"Very cute ranch in a lovely neighborhood. Good location for access to area sites like Hammonasset Beach, Chamard Vineyard, and the Water's Edge. Not truly a "water's view", but the house had all the amenities needed for a fun stay! "
The price is AED 360
AED 1,346 total
includes taxes & fees
26 Dec - 27 Dec
Year-Round Waterview 4 Beds, 2 Baths, Sleeps 13 with Linens & Towels Included

Fall in the🌅beautiful sunsets

10.0 out of 10, Exceptional, (24)
"Margaret is just wonderful. We felt like we were staying at a dear family member’s home. Stayed in her very private upstairs suite and it was perfect for me, my wife and our pup. He had a blast running around the yard, meeting the chickens going to the bay beach etc. We had the best time! Thank you Margaret!!"
Fall in the🌅beautiful sunsets

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

10.0 out of 10, Exceptional, (17)
"Had the best girls weekend with old college roommates! The house is stunning and incredibly clean. Was well stocked with everything we needed for our stay. Great location as well for checking out downtown, the beach, wineries, etc. "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

A Quiet Place in the Hamptons

9.8 out of 10, Exceptional, (34)
"We had a very nice time. The house was exactly what we needed and was close to everything. "
A Quiet Place in the Hamptons

Cozy Seaside Cottage

10.0 out of 10, Exceptional, (34)
"Really enjoyed our short weekend at this cottage. Owners were very helpful in providing recommendations for wineries in the area. Home was clean and tidy. Be aware if you're tall as the second floor ceilings are rather short, and the light fixture in the primary bedroom is easy to bang your head on in the bed."
Cozy Seaside Cottage

Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College

9.6 out of 10, Exceptional, (44)
"We loved being next door to Ocean Beach."
Ocean Beach Park Lawrence M.Hosp MitchellCollege Coast Guard Academy CT College

East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms

10.0 out of 10, Exceptional, (39)
"We had the best time at the property. It was perfect for 7 of us! Great pool and very helpful. "
East Hampton Luxury: Heated Pool, Hot Tub & Expansive Yard with 6 Bedrooms

Beautiful Private 4 BR, Heated Pool. Close to Everything.

9.6 out of 10, Exceptional, (42)
"We were in the Hamptons to celebrate my sisters upcoming wedding and had a fantastic time in our rental the only complaint we had was that wish we were there longer!"
Beautiful Private 4 BR, Heated Pool. Close to Everything.

Aqua Vista

10.0 out of 10, Exceptional, (11)
"My sister and I stayed at Aqua Vista the last weekend in October. The weather was amazing. The house is located just a block form the ferry to Shelter Island and a couple of blocks to all the shops in Greenport.The apartment was clean well equipped and well maintained. Located in a lovely area close to all the shops. We would definitely stay there again . The"
Aqua Vista

The beach is waiting.

10.0 out of 10, Exceptional, (24)
"Susan's place was perfect for my family to visit the neighborhood where I grew up! It was clean, comfortable and had everything we needed. It's also a few steps from the beach and the amenities GNB has to offer."
The beach is waiting.

North Fork seaside retreat for design lovers

10.0 out of 10, Exceptional, (2)
"Awesome property with everything you need for a great getaway. European chic touches throughout and a location that is just fantastic!! Spectacular Sunrises on the deck with breakfast overlooking Orient Harbor, Bug Light, and Shelter Island are mesmerizing. The view and the setting just never gets old-a real gem!! Nicole was terrific to deal with - we’ll be back!!"
North Fork seaside retreat for design lovers

Exclusive location with spacious interior offering many amenities.

7.8 out of 10, Good, (7)
"Everything was exactly as advertised! We appreciated the space as it made our weekend extra special, location was especially convenient. Overall a great experience! Thank you."
Exclusive location with spacious interior offering many amenities.

Waterford Manitock Spring Water Residence with handicap accessible home

10.0 out of 10, Exceptional, (4)
"I recently had the pleasure of staying at the Manitock Spring Water Residence in Waterford, Connecticut, and it was a delightful experience. The home is thoughtfully designed with handicap accessibility, ensuring comfort for all guests. Its location is ideal, with Lawrence + Memorial Hospital, Flanders Plaza Shopping Center, Hempstead Houses and Mystic all within a short drive. The open-concept design of the dining room and kitchen creates an airy and inviting atmosphere. The host was attentive...
Waterford Manitock Spring Water Residence with handicap accessible home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Greenport

Cliffside Resort Condominiums

3.0 star property
9.0 out of 10, Wonderful, (207)
"Stove it’s not efficient and refrigerator blocked with the corner of wall"
Cliffside Resort Condominiums

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (264)
"Stayed for the second time at Windward and have no complaints. will book again next time I'm in Montauk!"
The price is AED 464
AED 609 total
includes taxes & fees
5 Jan - 6 January 2025
Windward Shores Ocean Resort

Driftwood Resort

3.5 star property
9.0 out of 10, Wonderful, (212)
"Well kept. Everything in good working order. Easy check in/out. Very good communication. Enjoyed our second time here. "
Driftwood Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.