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Cottages in Amagansett

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (68)
"We had a wonderful vacation at the Fairy Tale Guest Cottage. The location was awesome and we loved the accommodations, especially the fancy bathroom. Mark and Eunyoung are impeccable hosts. Would absolutely stay again!"
Fairy Tale Guest Cottage in Magic Garden by Pool

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

9.8 out of 10, Exceptional, (92)
"This is a great place to stay in Greenport. It has a private beach and is quiet and friendly. It's a 2-minute drive to town and shops, but you will want to spend your time enjoying the beautiful waterfront views."
'The Gate House'on Beach front Estate with Dockage. Walk to Village .

Cozy cottage on Fort Pond Lake.

10.0 out of 10, Exceptional, (16)
"The lake house was a perfect retreat, perfectly located to town, train, trails and beach. We can’t wait to visit again !"
Cozy cottage on Fort Pond Lake.

Luxurious 3 BR Cottage w/ Ocean View Balcony

10.0 out of 10, Exceptional, (1)
Luxurious 3 BR Cottage w/ Ocean View Balcony

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (25)
"we had such a fun weekend out in southold! Cottage was perfect for us for a cold rainy weekend. Everything was so close to the house. Will definitely be back in the summer!"
Lovely Cottage in the Heart of Long Island Wine country

Charming secluded island cottage

Charming secluded island cottage

Southampton cozy cottage by the beach

The price is AED 1,759
AED 3,496 total
includes taxes & fees
27 Jul - 28 Jul
Southampton cozy cottage by the beach

Ritz - East Hampton Cottage On The Water

10.0 out of 10, Exceptional, (7)
"We enjoyed our time in the Ritz. It’s a great cottage surrounded by waterfront activities. The host was accommodating and welcoming."
Ritz - East Hampton Cottage On The Water

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

8.6 out of 10, Excellent, (25)
"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

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

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (26)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
The price is AED 1,306
AED 2,642 total
includes taxes & fees
15 Jul - 16 Jul
Location and views! Located directly on Shinnecock Bay!

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."
The price is AED 3,192
AED 4,784 total
includes taxes & fees
14 Aug - 15 Aug
Town walking distance-Bridgehampton Cottage

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

10.0 out of 10, Exceptional, (27)
"This is great property - perfectly renovated and close to everything including a nice North Fork beach in walking distance. Our host Bill communicates well and has thought of everything - house is well appointed and tastefully renovated with AirCon and washer/dryer. Sheets and Towels are clean and high quality! A beautiful, lush and grassy yard awaits your kids and the fire pit is perfect. Bill, our host was very nice in providing suggestions on where to go and what to do - some very nice...
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

Hidden gem! Southampton beach cottage

The price is AED 1,098
AED 2,631 total
includes taxes & fees
27 Jul - 28 Jul
Hidden gem! Southampton beach cottage

Orient Village — Historic Bayfront Cottage — 2025 Season

10.0 out of 10, Exceptional, (22)
"We had an amazing time enjoying the house and exploring the area. Fishing wasn’t fantastic, but that’s nobody’s fault. Would definitely go back!"
Orient Village — Historic Bayfront Cottage — 2025 Season

East Hampton/Springs Cottage- minutes walk to sea

10.0 out of 10, Exceptional, (5)
"The cottage was exactly as described. Clean, well equipped and right by the beach. This place has everything you need. AC, cable tv, wifi and a fabulous location. While this is someone's well loved and maintained home, it is ready for guests with clean linens, comfy beds and a stocked kitchen. The outdoor space is great too. Great communication with the hosts. Close to beach, market and restaurants."
East Hampton/Springs Cottage- minutes walk to sea

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (176)
"Excellent"
Fabulous Waterfront Property in the Heart of Wine Country

Southampton Beach & Town Cottage

10.0 out of 10, Exceptional, (3)
"Close to everything we wanted to do."
Southampton Beach & Town Cottage

Kayak, Swim, Nature, Water. Privacy. One of best sites in Hamptons.

10.0 out of 10, Exceptional, (29)
"We had a beautiful, quiet stay in this little cottage on the water. Gorgeous views, nice hikes nearby, and comfortable accommodations. Richard was a helpful and responsive host. "
Kayak, Swim, Nature, Water. Privacy. One of best sites in Hamptons.

Sabbatical a Private guest cottage in Sag Harbor

9.6 out of 10, Exceptional, (9)
"I can’t thank enough our hostess Susan for her amazing hospitality and kindness! I strongly recommend her place to stay for vacation!"
Sabbatical a Private guest cottage in Sag Harbor
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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