A vineyard with rows of grapevines and a grassy path.

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Bridgehampton cottages

A residential area with houses, a driveway, and a body of water in the background.

1. 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
$407 nightly
The price is $433
Oct 11 - Oct 12
Total with taxes and fees
Steps to the beach | Seabreeze Cottage #3
A rustic cabin with a wooden exterior, a front porch, and a staircase leading to the entrance.

2. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (62 reviews)
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
United States
Harold
$225 nightly
The price is $257
Oct 13 - Oct 14
Total with taxes and fees
North Fork Resort
A single-story house with a gabled roof, a front porch, and a well-maintained garden.

3. 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.
$436 nightly
The price is $465
Oct 18 - Oct 19
Total with taxes and fees
Walk to Beach | Seabreeze Cottage #4
A deck with a gray sofa, a wooden chair, and a metal fire pit.

4. 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.
$796 nightly
The price is $909
Nov 3 - Nov 4
Total with taxes and fees
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Terrace/patio

5. 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.
$893 nightly
The price is $908
Oct 9 - Oct 10
Total with taxes and fees
5th 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.

6. 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.
$996 nightly
The price is $1,014
Oct 9 - Oct 10
Total with taxes and fees
3rd 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.

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

6th of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
Riverhead
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. Very quiet and relaxing. Excellent location to many wineries. Would definitely stay again."
United States
Donna M.
$849 nightly
The price is $864
Oct 9 - Oct 10
Total with taxes and fees
6th 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.

8. 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.
$915 nightly
The price is $931
Oct 11 - Oct 12
Total with taxes and fees
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.

9. 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.
$996 nightly
The price is $1,014
Oct 9 - Oct 10
Total with taxes and fees
1st of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
A waterfront property with a grassy lawn, a dock with boats, and a patio area with outdoor furniture.

10. 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.
$996 nightly
The price is $1,014
Oct 9 - Oct 10
Total with taxes and fees
2nd of 6 Premier Waterfront Vacation Rentals on Long Island NY in Wine Country of Famed North Fork
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 Bridgehampton Hotel Reviews

Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"The view is amazing. All staff we encountered were delightful and friendly. The bed was comfortable, the space well designed. Did I mention the view is amazing? Seriously, we’re already plotting when we can get back here."
Kerry 3-night trip
Posted 8 hours ago
Montauk Blue Hotel

Find out more about Bridgehampton

Bridgehampton Cottages information

Number of reviews
65
Accommodation
126 Cottages
Lowest Price
$257
Highest Price
$1,014

Frequently asked questions

Are there any family-friendly cottages in Bridgehampton?
Check in to Villa Gavin and make your family getaway to Bridgehampton one to remember. This family-friendly cottage has a 3.5-star rating and amenities such as a fireplace and laundry facilities. After checking in and chilling in your comfy digs, it's time to head out and explore the sights. The Hamptons Beaches and Havens Beach are among the family-friendly attractions in Bridgehampton.
Why book your cottage in Bridgehampton with Expedia?
Expedia has some terrific cottages in Bridgehampton, so get set for a memorable stay on nature's doorstep. If you have a certain budget, choose how much you'd like to spend and the star rating of your property. Or, try out our filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your trip looks like.
How can I find cheap cottages in Bridgehampton?
The easiest way to find cheap cottages in Bridgehampton is with Expedia's user-friendly filter tool. Fine-tune your search results by star rating, amenities and budget to land unbeatable deals in a couple of clicks.

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