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Compare 110 Cottages in Wainscott with updated reviews, rates, and availability.

Fairy Tale Guest Cottage in Magic Garden by Pool
10.0 out of 10, Exceptional, (48)
"We really enjoyed our stay at your fairy tale cottage. It is truly a zen experience with a creative flow of mixed culture. Mark and Eunyoung are very pleasant hosts and contribute to the peaceful vibes. They are both very accommodating, and you're welcome immediately. The location is central and convenient to various points in the Hamptons."
Fairy Tale Guest Cottage in Magic Garden by Pool
Location and views! Located directly on Shinnecock Bay!
9.0 out of 10, Wonderful, (13)
"You have the opportunity to attend a graduation party at the Hamptons, where everyone had to find their own accommodations. The location is essentially located to town to the water and beautiful scenic paths. The host insured that the home was exceptionally clean and amenities provided. Not to mention accommodating due to last-minute change in schedule."
Location and views! Located directly on Shinnecock Bay!
Renovated 2 BR Guest House-Perfect for Apple, Pumpkin Picking & Vineyard Trips!
10.0 out of 10, Exceptional, (4)
"My family of 4 just spent 2 nights at Kara’s cottage to enjoy a weekend on the north fork. It was cozy and had everything we needed to make the mini getaway perfect. Kara was a wonderful host who was eager to help and answer any questions we had. Would definitely recommend!"
Renovated 2 BR Guest House-Perfect for Apple, Pumpkin Picking & Vineyard Trips!
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Fabulous Waterfront Property in the Heart of Wine Country
10.0 out of 10, Exceptional, (155)
"We loved our stay. The house was clean and had everything we needed. It is located a few minutes from the sound. We wished we have driven there sometimes but the parking lot is only for residents with permits, so we walked. The property overlooks Goldsmith inlet. We saw a lot of wildlife including swans and a deer which walked right through the back yard. The owner left a bottle of wine which was very nice and allowed for early check in and late check out. We would love to come back."
Fabulous Waterfront Property in the Heart of Wine Country
Peconic Sound Beach Home: Backyard & Vineyards
9.8 out of 10, Exceptional, (6)
"Tucked away near the sound….a piece of paradise ! Truly a beautiful place to unwind and enjoy all the North Fork has to offer . Centrally located on the North Fork, but easy access to a spectacular beach . You will leave refreshed & trying to figure out how soon you can return ."
Peconic Sound Beach Home: Backyard & Vineyards
Walk to Love Lane! Immaculately renovated private cottage.
10.0 out of 10, Exceptional, (10)
"Lovely little cottage, very responsive host, we had a relaxing and enjoyable stay."
Walk to Love Lane! Immaculately renovated private cottage.
Lovely Waterview Cottage in the Heart of Long Island Wine country
10.0 out of 10, Exceptional, (15)
"We very much enjoyed our stay here. Well cleaned, very neat and comfortable. Eileen, the owner, was very nice, gave me answers to my questions right away and pleasantly and very amiable. Definitely will stay again!! 10 out of 10!!"
Lovely Waterview Cottage in the Heart of Long Island Wine country
Charming & Rustic Artists Mid Century Modern Hamptons Escape
Charming & Rustic Artists Mid Century Modern Hamptons Escape
Cozy cottage on Fort Pond Lake.
10.0 out of 10, Exceptional, (6)
"We had a wonderful weekend in Montauk. The cabin was perfectly situated on the lake. Coffee outside each morning while sitting on the outdoor chairs on the grassy bank in the brilliant sunshine was just what we needed. A trip to the beach for a day on Saturday was easy and accessible. Restaurants were enjoyable on the bay. The cabin itself is clean, bright, airy, and cozy. Danny was extremely accommodating and accessible!"
Cozy cottage on Fort Pond Lake.
Southold Cottage w/ Patio & Grill - Walk to Beach!
Southold Cottage w/ Patio & Grill - Walk to Beach!
Newly Renovated Beach Cottage in Jamesport, NY with a private beach.
Newly Renovated Beach Cottage in Jamesport, NY with a private beach.
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
10.0 out of 10, Exceptional, (17)
"My family of four went out for a four-day weekend and we had a fantastic time in this house! It’s the perfect size, super clean and beautifully renovated. It has everything you might need. It even had a beach bag with a speaker and a blanket/towels ready to go! It’s a great house for a family. This was our second year staying there and we absolutely loved our experience! Bill is a great host and checks in regularly. It’s close to all of the wineries on the main road and the beach is only a few...
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Cozy Cottage on the North Fork Close to Vineyards & Beaches
9.8 out of 10, Exceptional, (34)
"My finance and I had our engagement party at Borghese Vineyard which is 5 minutes from the Cozy Cottage. When I found this property, I knew it would be perfect! I didn’t get to checkin myself until after the party but my finance was able to checkin before to shower and change. This was a perfect location for the two of us to unwind together after hosting a party for almost 100 guest. It was the perfect chance for the two of us to spend some time together and enjoy our engagement. The cottage is...
Cozy Cottage on the North Fork Close to Vineyards & Beaches
Pace's Place Close to North Fork Vineyards
10.0 out of 10, Exceptional, (34)
"House was clean and worked perfectly for staying over for 2 nights."
Pace's Place Close to North Fork Vineyards
Hamptons Vacation Rental w/ Seasonal Pool!
10.0 out of 10, Exceptional, (2)
"We went to Long Island for an event and this house provided us with a very comfortable place to stay! The house was clean and well supplied; the deck and yard lovely and provided nice privacy. There is a pool which is quite nice but we did not use it. We highly recommend this rental!"
Hamptons Vacation Rental w/ Seasonal Pool!
Ritz - East Hampton Cottage On The Water
10.0 out of 10, Exceptional, (3)
"We stayed in the Ritz, a comfy little cottage in a ~5 acre property. The place has a well-equipped kitchen and home-comforts. The super friendly host lives very close by and is genuinely interested in guest experience. Great walking access to a park nearby. Would absolutely return again."
Ritz - East Hampton Cottage On The Water
1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum.
1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum.
Beach House with a View...Walk to Ocean!!
9.6 out of 10, Exceptional, (42)
"We had a great time pulling our 4 year old over to the ocean beach in the red wagon, grilling and watching the beautiful sunsets and watching the birds fly overhead. wonderful spot!"
Beach House with a View...Walk to Ocean!!
Cute East Hampton Cottage w/ Patio - Walk to Beach
10.0 out of 10, Exceptional, (21)
"This cottage was charming and perfect for the three of us. The neighbors were wonderful too. Very updated and comfortable. The only thing I would recommend keeping in mind is it’s a very small and narrow driveway. A compact car would work better than the small SUV I was driving. Other than that, it was close to perfection all the way around. Thank you again. "
Cute East Hampton Cottage w/ Patio - Walk to Beach
Southampton Beach & Town Cottage
10.0 out of 10, Exceptional, (2)
"This house is very well located within walking distance to everything. The house itself is very cute and we loved the outdoor space and large pool. Perfect for sporty kids!"
Southampton Beach & Town Cottage
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See all available properties in Wainscott
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.

Other property types in Wainscott

Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1028)
"Montauk Manor is a beautiful property and very well maintained. The views are spectacular. Monty's restaurant had delicious breakfasts and dinners. The pool was very nice. The accommodations were very clean. The outdoor patio was an added bonus. The staff were very pleasant and helpful."
The price is AED 1,371
AED 1,636 total
includes taxes & fees
20 Jun - 21 Jun
Montauk Manor
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (240)
"Access to the beach. "
The price is AED 1,250
AED 1,507 total
includes taxes & fees
23 Jun - 24 Jun
Windward Shores Ocean Resort
The Surf Club
3.5 star property
8.6 out of 10, Excellent, (224)
"Very nice location and nice condo"
The price is AED 1,051
AED 1,399 total
includes taxes & fees
24 Jun - 25 Jun
The Surf Club
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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