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Bridgehampton Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Bridgehampton holiday rentals

A driveway with a parked car, surrounded by trees and illuminated pathway lights.

1. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is HK$2,234
HK$4,604 total
includes taxes & fees
20 Sept - 21 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

2. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (289 reviews)
"Great place!"
United States
Christine
The price is HK$2,368
HK$3,404 total
includes taxes & fees
21 Sept - 22 Sept
Cliffside Resort Condominiums
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

3. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is HK$1,921
HK$4,201 total
includes taxes & fees
7 Sept - 8 Sept
Charming Accommodations in the Hamptons
A modern house with a deck, outdoor seating, and a fire pit.

4. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (52 reviews)
"This is the most thoughtfully designed and maintained hotel Everything was excellent"
United States
Lisa
The price is HK$2,519
HK$2,878 total
includes taxes & fees
7 Sept - 8 Sept
North Fork Resort
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

5. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A covered patio with a table and chairs, large windows, and a view of greenery.

6. Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.6 out of 10, Exceptional, (10 reviews)
"great experience"
United States
Jordan
The price is HK$2,744
HK$4,604 total
includes taxes & fees
1 Sept - 2 Sept
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

7. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (322 reviews)
"Easy access to the beach. Perfect weather. Nicely furnished and updated rooms and bathrooms. The gym is tiny- not much equipment. The location is perfect for Montauk and Amagansett. The staff were very nice and hard working."
United States
Gaurang J
The price is HK$1,636
HK$2,082 total
includes taxes & fees
27 Sept - 28 Sept
Windward Shores Ocean Resort
A small cabin with a porch, surrounded by trees and a fenced area.

8. Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
6.0 out of 10, (1 review)
"For a last minute trip, we couldn't beat the location. Less than 10 minutes from Sag Harbor and Bridgehampton main streets as well as from Sagaponack beaches. The space is quaint and offers everything you need, a small kitchenette, a work desk, outdoor space. There was several communications sent regarding privacy and not interacting with other guests on property which I can appreciate but felt excessive.My two biggest complaints and likely why I would not rebook was first the cleanliness of the...
United States
Emily t.
The price is HK$2,313
HK$4,810 total
includes taxes & fees
13 Sept - 14 Sept
Lovely studio with AC in charming Sag Harbor
A row of tents with a grassy field and trees in the background.

9. Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
9.0 out of 10, Wonderful, (2 reviews)
"Absolutely Beautiful view The vibe and food was great. Just beware of the tics."
United States
Christina V.
The price is HK$1,685
HK$2,552 total
includes taxes & fees
7 Sept - 8 Sept
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
A campground with several tents and trees, a grassy area, and a view of the water.

10. Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (4 reviews)
"great"
United States
Fiona B.
The price is HK$1,517
HK$2,422 total
includes taxes & fees
1 Sept - 2 Sept
Safari Tent Glamping,D27-CedarPt, East Hampton, NY

11. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (248 reviews)
"Best value and bang for your buck in Montauk other than Wavecrest in Amagansett."
United States
William
The price is HK$1,309
HK$1,751 total
includes taxes & fees
21 Sept - 22 Sept
Driftwood Resort
A spacious room with a wooden dining table, white chairs, and a large window providing a view of the outdoors.

12. Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool

Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool
East Hampton North
Designer East Hampton Farmhouse - Bike to Amagansett, EH & Ocean Beaches, Pool
A kitchen with white cabinets, a central island with stools, a microwave, a stove, and a large window.

13. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (57 reviews)
"Really great property, had a relaxing lovely time!"
United States
Nava S.
The price is HK$5,814
HK$10,530 total
includes taxes & fees
9 Sept - 10 Sept
Work and Play Special! Extended Stay Discount
A modern living room with a fireplace, a sofa, a chair, and a coffee table.

14. Beautiful East Hampton Retreat

Beautiful East Hampton Retreat
East Hampton
9.6 out of 10, Exceptional, (5 reviews)
"The host was very easy to work with. He was attentive and responsive. The home was exactly as advertised and was clean and nice to stay in!"
United States
Jonathan S.
The price is HK$5,638
HK$10,678 total
includes taxes & fees
1 Sept - 2 Sept
Beautiful East Hampton Retreat
A modern living room with a sofa, armchairs, a coffee table, and a TV.

15. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is HK$5,488
HK$11,116 total
includes taxes & fees
7 Sept - 8 Sept
Minutes from the beach, brand new 3 bedroom
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

16. Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is HK$5,096
HK$9,504 total
includes taxes & fees
14 Sept - 15 Sept
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

17. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is HK$5,998
HK$11,860 total
includes taxes & fees
1 Sept - 2 Sept
Minutes from the beach, brand new 4 bedroom
A sandy beach with footprints leading to the water, a wooden bench, and a pair of shoes on the ground.

18. Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
The price is HK$3,207
HK$7,184 total
includes taxes & fees
22 Sept - 23 Sept
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
A dining area with a round table, six chairs, and a chandelier.

19. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 reviews)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is HK$3,356
HK$13,299 total
includes taxes & fees
8 Sept - 9 Sept
BlackBerry Private home with jacuzzi yearlong
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
"Thank you. 4th time staying here. Will come again"
Jennifer 1-night trip
Posted 11 hours ago
Montauk Blue Hotel

Find out more about Bridgehampton

Search for holiday rentals in Bridgehampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Bridgehampton using one of the methods below:

  • View our selection of featured holiday rentals in Bridgehampton
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Look no further and take a look at our great range of rental properties in Bridgehampton!

Frequently asked questions

Can I find a holiday rental in Bridgehampton?

Yes, there are holiday rentals in Bridgehampton close to Children's Museum of The East End, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Bridgehampton speak positively about the beaches and restaurants in this destination. Make sure you have time to check out the wineries and gardens during your trip.

What are some of the best holiday rentals that Bridgehampton has to offer?

The Hampton Sack a cheerful relaxing beach cottage: This holiday home rental outside of Bridgehampton is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals will I find in Bridgehampton?

Choose from 87 Expedia holiday rentals in Bridgehampton for a memorable holiday.

What can I see and do in Bridgehampton?

Family-friendly attractions include Children's Museum of The East End and South Fork Natural History Museum and Nature Center, whereas The Hamptons Beaches and Ocean Road Beach are a couple of great spots to enjoy the outdoors. While here, Hampton Classic Horse Show Grounds and Mecox Bay are other places worth a visit.

What are holiday rentals like in Bridgehampton?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Bridgehampton. Holiday rentals feature extras such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a family trip or a small group gathering.