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Compare 76 Cottages in Amagansett with updated reviews, rates, and availability.

Fabulous Waterfront Property in the Heart of Wine Country
Waterfront Views overlooking Gold smith inlet. Great for fishing and kayaking.

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (171)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country
Pace's Place Close to North Fork Vineyards
Exterior

Pace's Place Close to North Fork Vineyards

10.0 out of 10, Exceptional, (36)
"If you’re looking for a quick visit to the winery’s this is the perfect place. Beautifully decorated, very responsive host and location is ideal!"
Pace's Place Close to North Fork Vineyards
Southold Cottage w/ Patio & Grill - Walk to Beach!
Southold Vacation Rental | 2BR | 1BA | 2 Steps Required | 440 Sq Ft

Southold Cottage w/ Patio & Grill - Walk to Beach!

Southold Cottage w/ Patio & Grill - Walk to Beach!
Town walking distance-Bridgehampton Cottage
Living area

Town walking distance-Bridgehampton Cottage

9.4 out of 10, Exceptional, (10)
"Great last minute stay with our pup. House offered ability to have our dog and a back yard for him to play."
Town walking distance-Bridgehampton Cottage
Location and views! Located directly on Shinnecock Bay!
Property grounds

Location and views! Located directly on Shinnecock Bay!

9.2 out of 10, Wonderful, (23)
"We enjoyed our stay. The location was great and the owner was available for questions. "
Location and views! Located directly on Shinnecock Bay!
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Private kitchen

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

10.0 out of 10, Exceptional, (24)
"A five star review is not enough for this beautiful property! It is so well appointed, with everything you can possibly imagine to make your stay nothing less than perfect! It is an immaculate place that is decorated beautifully and the moment you open the door here you know you’ve chosen a charming and beautiful place to stay. The owner, Bill, was readily available prior to arriving to answer any questions we had. Even after we were here, he was in communication with us, which is always a...
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Cozy Cottage on the North Fork Close to Vineyards & Beaches
Terrace/patio

Cozy Cottage on the North Fork Close to Vineyards & Beaches

9.8 out of 10, Exceptional, (36)
"Such a cute cottage and perfect location. We loved the cottage decor and cleanliness. (I’m picky) Wineries and towns were close by and easily accessible. All communication was timely and helpful. Would stay again. "
Cozy Cottage on the North Fork Close to Vineyards & Beaches
Peconic Sound Beach Home: Backyard & Vineyards
Birds eye view of the area

Peconic Sound Beach Home: Backyard & Vineyards

9.6 out of 10, Exceptional, (9)
"My family had a lovely stay at the peconic sound beach home. The location was amazing, close to a beautiful beach down the block, the home was clean and well appointed-the perfect beach house. Communication was excellent and we will definitely stay again!"
Peconic Sound Beach Home: Backyard & Vineyards
Ritz - East Hampton Cottage On The Water
Living area

Ritz - East Hampton Cottage On The Water

10.0 out of 10, Exceptional, (6)
"this lovely cottage was very comfortable and accommodating to our group (4 adults) Clean,quiet,and equipped!! Backyard view was perfect to your serenity and 10 minute walk to the beautiful beach! Area is friendly, easy walking neighborhood, litter free, away from highways. The owner is very amicable and helpful with anything! We had other friends staying in other accommodations~ because we were all here for a wedding~ they all paid more and did not have all the benefits that we did! This place...
Ritz - East Hampton Cottage On The Water
Fairy Tale Guest Cottage in Magic Garden by Pool
Pool

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (65)
"Me and my fiancée had a great time while staying at Mark and Eunyoung’a place. Location and property are great. However, what made the place special were hospitality and positivity of Mark. Thank you! "
Fairy Tale Guest Cottage in Magic Garden by Pool
1940s Fisherman’s Cottage close to beach. Right next to the Water Mill museum.
Miscellaneous

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.
White Beach House ope September!
Dining

White Beach House ope September!

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!"
White Beach House ope September!
Cute East Hampton Cottage w/ Patio - Walk to Beach
East Hampton Vacation Rental | 2BR | 1BA | 850 Sq Ft | Steps to Access

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
Exterior

Southampton Beach & Town Cottage

10.0 out of 10, Exceptional, (3)
"Great house, great location, great hosts. Highly recommend."
Southampton Beach & Town Cottage
East Hampton/Springs Cottage- minutes walk to sea
cozy cottage

East Hampton/Springs Cottage- minutes walk to sea

10.0 out of 10, Exceptional, (4)
"The home is very quaint and well appointed. There were many things that we could avail ourselves with. A kayak, a bike, beach chairs, greens in the garden, BBQ grill, a very nice pair of binoculars, a boogie board etc. Lots of interesting wall decorations of drawings and paintings. Close to the very nice towns of Montauk and Sag Harbor. The beach is nearby. For the ocean side we really enjoyed Hither Hills State Park."
East Hampton/Springs Cottage- minutes walk to sea
Lovely Cottage in the Heart of Long Island Wine country
Beautiful and peaceful in all seasons.

Lovely Cottage in the Heart of Long Island Wine country

10.0 out of 10, Exceptional, (21)
"We love coming here-Eileen makes it so easy and we can’t get enough of the overall coziness and warmth of the place. Perfect for a quiet getaway!"
Lovely Cottage in the Heart of Long Island Wine country
Sabbatical a Private guest cottage in Sag Harbor
Entrance

Sabbatical a Private guest cottage in Sag Harbor

9.6 out of 10, Exceptional, (8)
"Clean, comfortable and exactly as advertised. Lovely little guest cottage on a very quiet street. Easy from start to finish"
Sabbatical a Private guest cottage in Sag Harbor
Luxurious 3 BR Cottage w/ Ocean View Balcony
Living area

Luxurious 3 BR Cottage w/ Ocean View Balcony

Luxurious 3 BR Cottage w/ Ocean View Balcony
Charming Hamptons cottage with private deck & full kitchen - walk to beach

Charming Hamptons cottage with private deck & full kitchen - walk to beach

Charming Hamptons cottage with private deck & full kitchen - walk to beach
Cozy cottage on Fort Pond Lake.
Imagine ending your day at our beautiful cottage on the lake!

Cozy cottage on Fort Pond Lake.

10.0 out of 10, Exceptional, (12)
"Cottage met and exceeded our needs! Loved being right on the water. Danny was an excellent host!"
Cozy cottage on Fort Pond Lake.
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 Amagansett

Windward Shores Ocean Resort
Property grounds

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
Montauk Manor
Exterior

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1087)
"We have stayed at the Montauk Manor for the holidays many times and find it friendly, peaceful and comfortable."
The price is AED 481
AED 621 total
includes taxes & fees
7 Jan - 8 January 2025
Montauk Manor
Montauk Oceanside Suites
Front of property

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (349)
"Needs to have someone man the phones…"
The price is AED 500
AED 607 total
includes taxes & fees
2 Jan - 3 January 2025
Montauk Oceanside Suites
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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