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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

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 $48
CA $564 total
includes taxes & fees
Oct 18 - Oct 19
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
6.0 out of 10, (3 reviews)
"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...
United States
Lydia
The price is CA $107
CA $639 total
includes taxes & fees
Oct 25 - Oct 26
Steps to the beach | Seabreeze Cottage #3
Property grounds

3. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
Hampton Bays
The price is CA $395
CA $516 total
includes taxes & fees
Oct 18 - Oct 19
Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (66 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
The price is CA $414
CA $473 total
includes taxes & fees
Oct 19 - Oct 20
North Fork Resort
A small single-story house with a front porch, a potted plant, and two Adirondack chairs.

5. 1-bedroom cottage with Grove Beach 🏖️ access.

1-bedroom cottage with Grove Beach 🏖️ access.
Clinton
9.6 out of 10, Exceptional, (63 reviews)
"We enjoyed our stay"
United States
JM B.
The price is CA $146
CA $295 total
includes taxes & fees
Oct 21 - Oct 22
1-bedroom cottage with Grove Beach 🏖️ access.
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 $694
CA $1,259 total
includes taxes & fees
Nov 2 - Nov 3
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Terrace/patio

7. 5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic experience. Cabin was clean and quiet. Beautiful mornings on the water."
United States
Leah O.
The price is CA $928
CA $1,285 total
includes taxes & fees
Oct 19 - Oct 20
5th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A single-story house with a sloped roof, a front porch, and a small garden with various plants and flowers.

8. Ocean Shire ☆ Holiday Escape - Flex Check-in ꕀ Quiet Woods Fall Color - 500Mbps

Ocean Shire ☆ Holiday Escape - Flex Check-in ꕀ Quiet Woods Fall Color - 500Mbps
Westerly
10.0 out of 10, Exceptional, (8 reviews)
"Great place and super quiet and cozy."
United States
Melissa S.
The price is CA $338
CA $616 total
includes taxes & fees
Nov 1 - Nov 2
Ocean Shire ☆ Holiday Escape - Flex Check-in ꕀ Quiet Woods Fall Color - 500Mbps
A small, single-story house with a white porch and a wooden front door.

9. 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, (35 reviews)
"The stay was great and the host was more than kind and very helpful! "
United States
Jenna K.
The price is CA $267
CA $529 total
includes taxes & fees
Oct 19 - Oct 20
Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
A living room with a sofa, armchair, coffee table, and a television.

10. Westbrook Getaway-Near Beaches, Train & Shoreline

Westbrook Getaway-Near Beaches, Train & Shoreline
Westbrook Center
The price is CA $341
CA $487 total
includes taxes & fees
Oct 20 - Oct 21
Westbrook Getaway-Near Beaches, Train & Shoreline
A two-story house with a porch, multiple windows, and a front door.

11. 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)
"Very clean and comfortable"
United States
Francine F.
The price is CA $319
CA $780 total
includes taxes & fees
Oct 18 - Oct 19
Adorable Cottage with Cottage porch, walk to water & town
A small, single-story building with a dark roof and light gray siding, labeled "THE COVE".

12. 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 $319
CA $411 total
includes taxes & fees
Oct 19 - Oct 20
Harbor View Landing, Mystic CT - The Cove Waterfront Cottage
A sign for J&S Reeves Cottages with a view of a house and trees.

13. 4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.8 out of 10, Exceptional, (19 reviews)
"Great cottage on amazing grounds! We loved the screened in porch. Sandy and john are great hosts. We also loved using the kayaks and checking out the bay."
United States
Richard C.
The price is CA $956
CA $1,317 total
includes taxes & fees
Oct 19 - Oct 20
4th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A lakeside cottage with a covered porch, a sign for J&S Reeves Cottages, and a grassy lawn with lounge chairs.

14. 1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.0 out of 10, Wonderful, (7 reviews)
"Nice scenery. Spartan kitchen furnishings and bathroom toiletries. Paid booking (including all ocuppants and pets) and was invoiced by vrbo. Received addtional invoice from the owner adding 250 dolars pet fee (125x2 pets) which was not listed on the property description that only mentions "pet friendly"."
United States
Simon C.
The price is CA $1,057
CA $1,434 total
includes taxes & fees
Oct 19 - Oct 20
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A sign for J&S Reeves Cottages with a view of a house and trees.

15. 3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
8.6 out of 10, Excellent, (7 reviews)
"We loved everything about our stay at the cottage. Such beautiful property and surroundings. If you’re looking to spend some quality time with family in a quiet setting with beautiful surroundings , look no further. Thanks Sandy. We will be Back."
United States
Wendy B.
The price is CA $1,057
CA $1,434 total
includes taxes & fees
Oct 19 - Oct 20
3rd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A covered outdoor seating area with a view of a lake and dock.

16. 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 $354
CA $457 total
includes taxes & fees
Oct 26 - Oct 27
Harbor View Landing, Mystic CT - The Block Island Waterfront Cottage
A waterfront property with a grassy lawn, a dock with boats, and a patio area with outdoor furniture.

17. 2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork

2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Aquebogue
9.6 out of 10, Exceptional, (5 reviews)
"Great rental experience. Owners friendly and available"
United States
Patricia and Michael F.
The price is CA $1,057
CA $1,434 total
includes taxes & fees
Oct 19 - Oct 20
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A house with a stone foundation, a sloped roof, and a view of a lake.

18. 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
Oct 27 - Oct 28
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.

19. 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 $547 total
includes taxes & fees
Oct 26 - Oct 27
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

Ocean Vista Resort

Ocean Vista Resort

10/10 Excellent
"Beautiful place to stay . Room has a full kitchen. Also included in the room glasses silverware and dishes . Easy access to the beach. Most enjoyable time ."
John 2-night trip
Posted less than an hour ago
Ocean Vista Resort

Find out more about Hamptons

Hamptons Cottages information

Number of reviews
198
Accommodation
49 Cottages
Lowest Price
CA $295
Highest Price
CA $1,434

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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