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Compare 1533 Vacation Homes in Shelter Island Heights with updated reviews, rates, and availability.

20x40' pool has two shallow ends and stadium steps on both sides

"Nothing negative to say. The owner came to greet us on our arrival, and showed us around the property. The house and grounds are family friendly with safety features for toddlers. Plenty of room for a large group. Parking for one car at the beach, and a short walk if all cannot fit in the car. The two outdoor showers are great when returning from the beach."

"Enjoyed this house in a great location. It was perfect for attending a family wedding!"

"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!!"

"We thoroughly enjoyed staying here, short walk to town, beautiful scenery, quiet and clean. "

"Wonderful property. Plenty of room for 7 adults. Would definitely stay there again. "

"Steps to probably the most beautiful beach in the Hamptons. Thoroughly enjoyed our stay, as did the dogs. We will definitely be back."

"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...

"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! "

AED 1,346 total

includes taxes & fees

26 Dec - 27 Dec

"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!!"

"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. "

"We had a very nice time. The house was exactly what we needed and was close to everything. "

"Had a Wonderful Time !! Ryan is great , was available to help at any time .. House is beautiful Very comfortable. Great location .. just as nice as the photos .. Very Clean , Modern and super convenient to town. Ditch Plains and of course Montauk Downs Loved It !!!"

"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."

"We loved being next door to Ocean Beach."

Heated custom gunite Pool & Hot Tub w/ marble dust finish overlooks massive lawn

"We had the best time at the property. It was perfect for 7 of us! Great pool and very helpful. "

New Teak Lounge Chairs, Decking and Pool Liner

"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!"

"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"

"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."

Living room with unobstructed water views on three sides

"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!!"