Search Hamptons Cottage Rentals from CA $286

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Check prices for these dates

In two weeks
May 29 - May 31
In two months
Jul 10 - Jul 12
In three months
Aug 7 - Aug 9
In four months
Sep 4 - Sep 6

Our top choices for Hamptons cottages

Exterior

Seabreeze 4 Charming Cottage walk to US Open

Seabreeze 4 Charming Cottage walk to US Open
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $142
CA $663 total
includes taxes & fees
May 14 - May 15
Seabreeze 4 Charming Cottage walk to US Open
Smart TV, offices

Seabreeze #3 Cozy Cottage walk to US Open

Seabreeze #3 Cozy Cottage walk to US Open
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is CA $142
CA $663 total
includes taxes & fees
May 17 - May 18
Seabreeze #3 Cozy Cottage walk to US Open
Balcony

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (13 reviews)
"Great stay & great staff!"
United States
James
The price is CA $255
CA $291 total
includes taxes & fees
May 13 - May 14
North Fork Cottages & RV Resort
Smart TV, foosball, table tennis

Private One-Bedroom Cottage

Private One-Bedroom Cottage
Waterford
The price is CA $405
CA $461 total
includes taxes & fees
May 15 - May 16
Private One-Bedroom Cottage
Exterior

1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (41 reviews)
"We had such a wonderful one night stay at Shalom Cottage! The place was absolutely beautiful—so cozy, clean, and thoughtfully decorated. Raj, the host was truly amazing! He was kind, responsive, and made sure we had everything we needed from start to finish. We felt so welcomed and comfortable the entire time. We would definitely love to stay here again and highly recommend it to anyone! "
United States
Alexis F.
The price is CA $142
CA $286 total
includes taxes & fees
May 19 - May 20
1-bedroom cottage with Grove Beach 🏖️ access.
Exterior

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage

Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
West Mystic
9.8 out of 10, Exceptional, (18 reviews)
"We had a wonderful time, great place which was like a small resort. Beautiful views and it was quiet and so peaceful there. We’re looking forward to staying again."
United States
Michael V.
The price is CA $272
CA $350 total
includes taxes & fees
May 12 - May 13
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
Exterior

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Waterford
10.0 out of 10, Exceptional, (22 reviews)
"The home was exactly as described and well appointed, yet charming and cozy. Great location near Niantic, Stonington and Mystic. Perfect for a sister’s birthday getaway. "
United States
Dianne B.
The price is CA $234
CA $478 total
includes taxes & fees
May 14 - May 15
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
Exterior

Beach Cottage, private beach and pass

Beach Cottage, private beach and pass
East Lyme
10.0 out of 10, Exceptional, (11 reviews)
"It was PERFECT way to spend USCGA Parent’s Weekend!!"
United States
Kerri G.
The price is CA $491
CA $889 total
includes taxes & fees
May 14 - May 15
Beach Cottage, private beach and pass
Exterior

Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
8.8 out of 10, Excellent, (6 reviews)
"Great host and property"
United States
Kevin K.
The price is CA $420
CA $805 total
includes taxes & fees
May 16 - May 17
Adorable Cottage with Cottage porch, walk to water & town
Outdoor dining

Fully-renovated beach cottage next to golf and bike to beach and Watch Hill

Fully-renovated beach cottage next to golf and bike to beach and Watch Hill
Westerly
The price is CA $479
CA $801 total
includes taxes & fees
Jun 1 - Jun 2
Fully-renovated beach cottage next to golf and bike to beach and Watch Hill
Terrace/patio

Cottage on Beach front Estate with Dockage .Walk to Village

Cottage on Beach front Estate with Dockage .Walk to Village
Pipes Cove
9.8 out of 10, Exceptional, (84 reviews)
"We had a wonderful stay at this cottage. It was 2 of us and 2 dogs. The property was perfect for the pups, had beautiful views of the water and walking distance to town. Very relaxing and had everything we needed for our stay. Pat was a great host and we will be back in the future!"
United States
LAURA
The price is CA $821
CA $1,072 total
includes taxes & fees
May 30 - May 31
Cottage on Beach front Estate with Dockage .Walk to Village
House (3 Bedrooms) | Front of property

Charming Rocky Point Home ~ 1 Mi to Beach!

Charming Rocky Point Home ~ 1 Mi to Beach!
3.0 star property
Rocky Point
The price is CA $449
CA $842 total
includes taxes & fees
May 24 - May 25
Charming Rocky Point Home ~ 1 Mi to Beach!
Terrace/patio

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is CA $818
CA $1,425 total
includes taxes & fees
May 18 - May 19
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Exterior

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds

Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Old Saybrook Center
9.6 out of 10, Exceptional, (44 reviews)
"Lovely cottage! Enjoyed our stay! "
United States
Joyce S.
The price is CA $666
CA $1,112 total
includes taxes & fees
May 16 - May 17
Driftwood Cottage @ Saybrook Point Marina, 2 King Beds
Exterior

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage

Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (5 reviews)
"The cottage was beautifully decorated, cozy and made our stay very comfortable. The scenery was spectacular. We will definitely be going back!"
United States
Janet R.
The price is CA $903
CA $1,167 total
includes taxes & fees
May 24 - May 25
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
Terrace/patio

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage

Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (22 reviews)
"Cute, clean, and perfect little place for an overnight visit :)"
United States
Anonymous traveller
The price is CA $800
CA $1,035 total
includes taxes & fees
May 25 - May 26
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
Exterior

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage

Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
West Mystic
10.0 out of 10, Exceptional, (7 reviews)
"We truly enjoyed the gorgeous water view of the cottage. Even on a rainy/cloudy day, it was stunning. The amenities/decorations are so stylish! The property owners/manager were very quick and responsive. The location is perfect. It is close to the downtown, Mystic Seaport and Aquarium. We loved welcoming music when we unlocked the door! We will definitely go back. Would love to try kayaking, boat ride and beaches in summer. Y. Campbell"
United States
youngmin c.
The price is CA $376
CA $485 total
includes taxes & fees
May 12 - May 13
Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront Cottage
Exterior detail

Private Two-Bedroom Cottage

Private Two-Bedroom Cottage
Waterford
6.0 out of 10, (1 review)
The price is CA $520
CA $592 total
includes taxes & fees
May 15 - May 16
Private Two-Bedroom 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.
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Top Hamptons Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"My stay was excellent from start to finish. Everything exceeded expectations — the staff was professional and welcoming, the room was clean and comfortable, and the overall atmosphere made the experience even better. Great service, smooth check-in, and attention to detail throughout. I would definitely stay here again and highly recommend this hotel. "
David Mescelles 1-night trip
Posted 20 hours ago
The Bentley Hotel Southampton

Find out more about Hamptons

Hamptons Cottages information

Number of reviews
274
Accommodation
49 Cottages
Lowest Price
CA $286
Highest Price
CA $1,425

Frequently asked questions

Are there any family-friendly cottages in Hamptons?
If you want to slow the pace down in Hamptons, check the crew in to Villa Gavin. With a 3.5-star rating and handy amenities like laundry facilities and a barbecue grill, you'll have no trouble settling in at this family-friendly cottage. Once you've checked in and unpacked your suitcase, there are loads of family-friendly attractions to visit in and around Hamptons. The Hamptons Beaches and Meschutt Beach are two of our top suggestions.
Why book your cottage in Hamptons with Expedia?
Expedia has some wonderful cottages in Hamptons, so start planning for a memorable vacation close to nature. If you have a fixed budget, click on how much you're willing to spend and the star rating of your property. Or take advantage of our filters to search for cottages with a pool or a kitchen. We'll help you find the right place whatever your plans or bank balance.
How can I find cheap cottages in Hamptons?
With Expedia's user-friendly filter tool, scoring cheap cottages in Hamptons has never been simpler. To find accommodations that are friendly on the wallet, narrow your search by star rating, amenities and budget.

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