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Our top choices for Bridgehampton holiday homes

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, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is £420
includes taxes & fees
15 Nov - 16 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

2. !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"We loved this home and location! The home is so beautifully appointed and clean. It had everything you would ever need for a wonderful time with family and friends. The hosts were extremely responsive and easy to work with. We would go back in a heartbeat!"
United States
Suzanne B.
The price is £1,473
includes taxes & fees
18 Nov - 19 Nov
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

3. 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.
The price is £450
includes taxes & fees
15 Nov - 16 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

4. 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 £784
includes taxes & fees
15 Nov - 16 Nov
Minutes from the beach, brand new 4 bedroom

5. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"What an amazing view!!!!! Great place to stay!!! Highly recommend the Black Swan home."
United States
John M.
The price is £931
includes taxes & fees
17 Nov - 18 Nov
Beachfront Jacuzzi All Year - Black Swan Home

6. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 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 £788
includes taxes & fees
24 Nov - 25 Nov
Minutes from the beach, brand new 3 bedroom

7. Luxury Village Rental in the Heart of Sag Harbor

Luxury Village Rental in the Heart of Sag Harbor
Sag Harbor
The price is £716
includes taxes & fees
21 Nov - 22 Nov
Luxury Village Rental in the Heart of Sag Harbor

8. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is £1,544
includes taxes & fees
16 Nov - 17 Nov
Lovely & Spacious Sag Harbor escape with heated pool

9. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (54 reviews)
"Great property and location. So easily walkable to everything. The host was super responsive, we had a great stay!"
United States
Carey D.
The price is £185
includes taxes & fees
18 Nov - 19 Nov
Aqua Vista

10. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (58 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is £182
includes taxes & fees
30 Nov - 1 Dec
The SandPiper

11. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is £2,175
includes taxes & fees
17 Nov - 18 Nov
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

12. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is £861
includes taxes & fees
17 Nov - 18 Nov
Jacuzzi year-round - Villa Luz Private Home

13. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is £261
includes taxes & fees
15 Nov - 16 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

14. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is £1,078
includes taxes & fees
24 Nov - 25 Nov
Newly Renovated Pristine Southampton Colonial

15. Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (16 reviews)
"A great place to stay in Southampton!"
United States
Sarah
The price is £2,180
includes taxes & fees
22 Nov - 23 Nov
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

16. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is £313
includes taxes & fees
15 Nov - 16 Nov
Beach Block Hideaway

17. American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.4 out of 10, Exceptional, (6 reviews)
"Great place! So nice."
United States
Paul F.
The price is £220
includes taxes & fees
15 Nov - 16 Nov
American Beech in Greenport - Petite King Room 7

18. Serene Chic Hamptons oasis jus 1 block to waterfront + 8 minutes to Main Street

Serene Chic Hamptons oasis jus 1 block to waterfront + 8 minutes to Main Street
East Hampton
The price is £910
includes taxes & fees
20 Nov - 21 Nov
Serene Chic Hamptons oasis jus 1 block to waterfront + 8 minutes to Main Street

19. Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is £979
includes taxes & fees
15 Dec - 16 Dec
Spacious house in East Hampton with heated pool + WFH

20. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is £410
includes taxes & fees
16 Nov - 17 Nov
Immaculate Waterfront 2 bedroom!
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.

Learn more about Bridgehampton

Sprawling beaches and upscale farm stands make this Hamptons gem perfect for both relaxation and celebrity spotting. Visit during the Hampton Classic Horse Show or explore local vineyards where staff will pour extra tastes if you ask thoughtful questions.

A lake surrounded by residential properties, a tennis court, and a large house with a swimming pool.

Top reviews in Bridgehampton