Search Cottages in Amagansett

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Southampton cozy cottage by the beach
Beach

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
The price is HK$5,487
HK$9,722 total
includes taxes & fees
14 Aug - 15 Aug
Southampton cozy cottage by the beach
'The Gate House'on Beach front Estate with Dockage. Walk to Village .
Enjoy a serene beachside escape with access to the ocean.

'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 .
Location and views! Located directly on Shinnecock Bay!
Relax in a comfortable living area with a flat-screen TV, sofa, and dining table.

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (27)
"Cute beach bungalow vibe. The outdoor space, grill, and firepit made this property worthwhile! Lori's a wonderful, accomodating host."
Location and views! Located directly on Shinnecock Bay!
Cozy cottage on Fort Pond Lake.
Situated lakeside, this charming building features a large American flag on its roof and a garage door.

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.
Fairy Tale Guest Cottage in Magic Garden by Pool
Stroll through the serene garden, surrounded by lush greenery and a tranquil water feature.

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (71)
"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
Lovely Cottage in the Heart of Long Island Wine country
Enjoy a serene beach experience with calm seas and sandy shores.

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (26)
"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
Town walking distance-Bridgehampton Cottage
Walk along the serene beach pathway to the ocean's edge.

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
Hidden gem! Southampton beach cottage
Relax in a spacious living area with a leather sofa, dining table, and kitchenette.

Hidden gem! Southampton beach cottage

The price is HK$2,551
HK$5,893 total
includes taxes & fees
11 Aug - 12 Aug
Hidden gem! Southampton beach cottage
Ritz - East Hampton Cottage On The Water
Relax in this spacious living room with a large window offering a view of the outdoors, a glass coffee table, and a comfortable white sectional sofa.

Ritz - East Hampton Cottage On The Water

10.0 out of 10, Exceptional, (8)
"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
Relax in this stylish living space with a sofa, two chairs, and a small table, leading to an outdoor area through a large sliding door.

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
Luxurious 3 BR Cottage w/ Ocean View Balcony
Relax by the clear pool surrounded by lush greenery and comfortable lounge chairs.

Luxurious 3 BR Cottage w/ Ocean View Balcony

10.0 out of 10, Exceptional, (1)
Luxurious 3 BR Cottage w/ Ocean View Balcony
My Humble Abode 2BR Beachside Home | TennisPoolPKG
Relax in a stylish space with a sofa, bench, and armchair, surrounded by large windows and a small table.

My Humble Abode 2BR Beachside Home | TennisPoolPKG

My Humble Abode 2BR Beachside Home | TennisPoolPKG
Bright White Beach House, Just a Short Stroll to Ocean- A Sunset to End Everyday
Enjoy a serene beach experience with access to the calm sea.

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
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Enjoy a serene beach experience with expansive sand and a tranquil natural landscape.

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
Orient Village — Historic Bayfront Cottage — 2025 Season
Enjoy stunning views of the shoreline from this elevated deck, perfect for a relaxing day by the sea.

Orient Village — Historic Bayfront Cottage — 2025 Season

10.0 out of 10, Exceptional, (22)
"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
East Hampton/Springs Cottage- minutes walk to sea
Stroll through this beautifully maintained garden, surrounded by vibrant flowers and a classic white picket fence.

East Hampton/Springs Cottage- minutes walk to sea

10.0 out of 10, Exceptional, (6)
"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
Enjoy a serene beach experience with gentle waves breaking on the shore.

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (178)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country
Cottage on Beach front Estate with Dockage .Walk to Village
Enjoy a serene lake view from the comfort of this room, featuring a bench, table, and chair.

Cottage on Beach front Estate with Dockage .Walk to Village

10.0 out of 10, Exceptional, (70)
"Myself my BF and my dog had a wonderful time."
Cottage on Beach front Estate with Dockage .Walk to Village
Hither House Cottage, a retreat near the beaches of Montauk NY and Pet Friendly!
Relax in a secluded outdoor space surrounded by lush greenery and a fire feature.

Hither House Cottage, a retreat near the beaches of Montauk NY and Pet Friendly!

10.0 out of 10, Exceptional, (1)
"We have spent a very nice time in the Hither House. Very quiet and Montauk and the beach can be accessed within a few minutes. "
Hither House Cottage, a retreat near the beaches of Montauk NY and Pet Friendly!
Southampton Beach & Town Cottage
Surrounded by lush greenery, this pool offers a serene ambiance.

Southampton Beach & Town Cottage

10.0 out of 10, Exceptional, (3)
"Close to everything we wanted to do."
Southampton Beach & Town Cottage
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Amagansett Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Thank you Adrian. She was wonderful and made my mother’s birthday special. Every interaction we had with the staff was positive. The halyard served a delicious lobster roll in a beautiful setting. We will be back. "
Joseph 1-night trip
Posted 2 days ago
Sound View Greenport

Frequently asked questions

Why book your cottage in Amagansett with Expedia?
Expedia has some great cottages in Amagansett, so get ready for a memorable holiday close to nature. If you're sticking to a budget, click on how much you want to spend and the preferred star rating of your property. Or, make use of our filters to search for cottages with free WiFi or a pool. We'll help you find the right place whatever your bank balance or plans.
How can I find cheap cottages in Amagansett?
With Expedia's handy filter tool, scoring cheap cottages in Amagansett couldn't be easier. To find stays that'll make your hip pocket happy, fine-tune your search results by star rating, budget and amenities.