A wooden church with a steeple, surrounded by trees and a clear blue sky.

Search Hamptons Cottage Rentals from CA $320

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Hamptons cottages

A single-story house with a gabled roof, a front porch, and a well-maintained garden.

1. Walk to Beach | Seabreeze Cottage #4

Walk to Beach | Seabreeze Cottage #4
Hampton Bays
8.6 out of 10, Excellent, (8 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is CA $92
CA $620 total
includes taxes & fees
Sep 28 - Sep 29
Walk to Beach | Seabreeze Cottage #4
A residential area with houses, a driveway, and a body of water in the background.

2. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
8.0 out of 10, Very good, (2 reviews)
"Camila was very communicative and helpful. The cottage clearly has a history of high traffic, and while it holds a certain rustic charm, it's undeniably showing its age. The property feels quite worn and tired, with fixtures and furnishings having seen better days. On the surface, the cottage was tidy upon arrival, but closer inspection revealed that it lacked a deep, thorough cleaning. While the main living areas were presentable, the corners, baseboards, and other area's not immediately...
United States
Anonymous traveller
The price is CA $157
CA $701 total
includes taxes & fees
Oct 4 - Oct 5
Steps to the beach | Seabreeze Cottage #3
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

3. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (58 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is CA $369
CA $421 total
includes taxes & fees
Oct 27 - Oct 28
North Fork Resort
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

4. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (60 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $169
CA $320 total
includes taxes & fees
Oct 26 - Oct 27
1-bedroom cottage with Grove Beach 🏖️ access.
A two-story house with a porch, multiple windows, and a front door.

5. Adorable Cottage with Cottage porch, walk to water & town

Adorable Cottage with Cottage porch, walk to water & town
Westbrook Center
9.0 out of 10, Wonderful, (8 reviews)
"Great host and property"
United States
Kevin K.
The price is CA $293
CA $746 total
includes taxes & fees
Sep 28 - Sep 29
Adorable Cottage with Cottage porch, walk to water & town
A deck with a gray sofa, a wooden chair, and a metal fire pit.

6. 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 $669
CA $1,238 total
includes taxes & fees
Oct 6 - Oct 7
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
A small, single-story house with a white porch and a wooden front door.

7. 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, (33 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is CA $290
CA $558 total
includes taxes & fees
Oct 5 - Oct 6
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A small, single-story building with a dark roof and light gray siding, labeled "THE COVE".

8. 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, (19 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 $318
CA $408 total
includes taxes & fees
Sep 28 - Sep 29
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
A single-story house with a sloped roof, a front porch, and a small garden with various plants and flowers.

9. Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!

Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!
Westerly
10.0 out of 10, Exceptional, (7 reviews)
"Great place and super quiet and cozy."
United States
Melissa S.
The price is CA $351
CA $632 total
includes taxes & fees
Sep 28 - Sep 29
Ocean Shire ☆ Beach Pass - Flex Check-in & out ꕀ Kids & Pet Welcome!
A covered outdoor deck with wicker furniture, a ceiling fan, and a view of a park.

10. Groton Home < 1 Mi to Beach on Long Island Sound!

Groton Home < 1 Mi to Beach on Long Island Sound!
3.0 star property
Groton
The price is CA $559
CA $1,140 total
includes taxes & fees
Oct 5 - Oct 6
Groton Home < 1 Mi to Beach on Long Island Sound!
A covered outdoor seating area with a view of a lake and dock.

11. 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, (24 reviews)
"Fantastic place to stay. "
United States
Cathy M.
The price is CA $460
CA $595 total
includes taxes & fees
Oct 12 - Oct 13
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
A house with a stone foundation, a sloped roof, and a view of a lake.

12. 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
Anonymous traveller
The price is CA $423
CA $547 total
includes taxes & fees
Sep 29 - Sep 30
Harbor View Landing Mystic, CT - The Nantucket Waterfront Cottage
A deck with two Adirondack chairs and a small table, overlooking a marina with boats and a clear sky.

13. 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 loved the place. Will definitely stay there again! "
United States
Kristen C.
The price is CA $423
CA $541 total
includes taxes & fees
Sep 28 - Sep 29
Harbor View Landing Mystic, CT - The Martha's Vineyard Waterfront 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

Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"We asked for a second floor room. The room was large and mostly very quiet. Pillows and bedding were very good. Breakfast included yogurt, oatmeal (from packets), hard boiled eggs. Sugar free yogurt would have been good. Only about a five minute walk from the center of town. Convenient location for exploring the area."
Philip 4-night trip
Posted 1 day ago
Sag Harbor Inn

Find out more about Hamptons

Hamptons Cottages information

Number of reviews
150
Accommodation
53 Cottages
Lowest Price
CA $320
Highest Price
CA $1,238

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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