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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Cottages in Wainscott

Fabulous Waterfront Property in the Heart of Wine Country
Exterior

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (182)
"Beautiful view, clean house, great location "
Fabulous Waterfront Property in the Heart of Wine Country
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Property grounds

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

9.8 out of 10, Exceptional, (99)
"My husband and I brought our puppy. He had a great time running around the yard and beach. We enjoyed our stay and hope to return. The property is beautiful and we were very happy to find a pet friendly place on the water and close to town."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Southampton cozy cottage by the beach
Exterior

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach
Cottage on Beach front Estate with Dockage .Walk to Village
Terrace/patio

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (71)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Exterior

Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.

10.0 out of 10, Exceptional, (2)
"The little cottage in quaint Jamesport was perfect! Felt like you were back in simpler times and able to walk to near restaurants/ beach. Joe was always responsive with all questions. Hope to visit again soon! "
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Lovely Cottage in the Heart of Long Island Wine country
Exterior

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (29)
"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"
Lovely Cottage in the Heart of Long Island Wine country
Hidden gem! Southampton beach cottage
Smart TV

Hidden gem! Southampton beach cottage

10.0 out of 10, Exceptional, (1)
Hidden gem! Southampton beach cottage
Hamptons Vacation Rental w/ Seasonal Pool!
Cottage (3 Bedrooms) | Interior

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!
Ritz - East Hampton Cottage On The Water
Exterior

Ritz - East Hampton Cottage On The Water

9.6 out of 10, Exceptional, (9)
"Very nice place to stay and close to everything. The available tennis court and kayaks were a great amenity, and it was a treat to walk to S&S in the mornings for coffee."
Ritz - East Hampton Cottage On The Water
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
Outdoor dining

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

8.8 out of 10, Excellent, (28)
"This adorable, cozy cottage was perfect for our family getaway to Montauk. We have tried various rentals and hotels each summer and Robert’s cottage was by far our favorite. It fit our family of 5 perfectly, with enough room that we didn’t feel on top of each other. The decor was light and airy and just what we were hoping to find. From the awesome location, just a walk to the ocean, to the indoor pool and back up to a comfortable stay, our entire family agree that we can’t wait to return!...
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill
Fairy Tale Guest Cottage in Magic Garden by Pool
Exterior

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (74)
"We had an AMAZING stay at Eunyoung and Mark's magical cottage. The property was exactly as described. Eunyoung and Mark are delightful people. Tranquil, quiet, peaceful. "
Fairy Tale Guest Cottage in Magic Garden by Pool
Luxurious 3 BR Cottage w/ Ocean View Balcony
Exterior

Luxurious 3 BR Cottage w/ Ocean View Balcony

10.0 out of 10, Exceptional, (2)
"Had a great weekend. Right on beach. Beautiful."
The price is AED 2,200
AED 3,951 total
includes taxes & fees
3 Oct - 4 Oct
Luxurious 3 BR Cottage w/ Ocean View Balcony
My Humble Abode 2BR Beachside Home | TennisPoolPKG
Exterior

My Humble Abode 2BR Beachside Home | TennisPoolPKG

10.0 out of 10, Exceptional, (1)
The price is AED 2,016
AED 3,679 total
includes taxes & fees
15 Oct - 16 Oct
My Humble Abode 2BR Beachside Home | TennisPoolPKG
Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday
Terrace/patio

Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday

9.6 out of 10, Exceptional, (44)
"A lovely beach cottage with bay views and easy walking access to the Atlantic beaches.The place was cozy and clean with expansive open views across reserve land to the bay.A bit tricky to find off the highway at night but we eventually got our bearings!"
Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Exterior

Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!

10.0 out of 10, Exceptional, (13)
"What a great little get away weekend in a beautiful cottage in the middle of wine country. Great host a lovely accommodations"
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Town walking distance-Bridgehampton Cottage
Exterior

Town walking distance-Bridgehampton Cottage

9.4 out of 10, Exceptional, (10)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
Town walking distance-Bridgehampton Cottage
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Exterior

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

10.0 out of 10, Exceptional, (27)
"The property was clean, exactly as advertised and extremely cozy and convenient. The host was super helpful and quick to respond!"
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Cozy cottage on Fort Pond Lake.
Exterior

Cozy cottage on Fort Pond Lake.

10.0 out of 10, Exceptional, (18)
"This is a really nice option for Montauk. Danny, the host, is easily one of the nicest and most communicative hosts we've encountered. We would recommend it for an out of the way stay that is still very close to all Montauk has to offer."
Cozy cottage on Fort Pond Lake.
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Terrace/patio

Lovely North Fork Beach Cottage (2 BR/2 bath)!

10.0 out of 10, Exceptional, (120)
"Lovely cottage on the Peconic Bay. We enjoyed our stay; found more than everything we needed. "
Lovely North Fork Beach Cottage (2 BR/2 bath)!
Orient Village — Historic Bayfront Cottage — 2025 Season
Terrace/patio

Orient Village — Historic Bayfront Cottage — 2025 Season

10.0 out of 10, Exceptional, (23)
"Beautiful place with great views and a private beach! Great food and nature nearby, and very accommodating host!"
Orient Village — Historic Bayfront Cottage — 2025 Season
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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Top Wainscott Hotel Reviews

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"The ocean view from the 2nd floor was beautiful. The area was very walkable, but it was still nice to have a car to explore other areas such as the light house. Room was clean and staff was helpful. "
Brock 4-night trip
Posted 2 days ago
Montauk Blue Hotel

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