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Holiday Homes in Bridgehampton

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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 homes

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 AU$809
includes taxes & fees
20 Sept - 21 Sept
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A spacious living room with a high ceiling, a fireplace, and a staircase leading to an upper level.

2. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
10.0 out of 10, Exceptional, (2 reviews)
"We have just returned from an amazing summer experience in East Hampton! From the minute I secured the booking to checkout, everything was perfectly smooth! The house was so wonderful, every design detail and amenity…. It was truly like the best of all possible creature comforts…. Fully stocked kitchen, incredible fire pit for late evening s’mores, extraordinary huge pool, patio with outdoor speakers, and enough indoor space meticulously designed and decorated that proved our dream vacation...
United States
GINA W.
The price is AU$1,839
includes taxes & fees
16 Sept - 17 Sept
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
A wooden pathway leading to a beach with scattered rocks and greenery.

3. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is AU$572
includes taxes & fees
7 Sept - 8 Sept
Beach Block Hideaway
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

4. 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 AU$1,665
includes taxes & fees
15 Sept - 16 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.

5. 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 AU$1,839
includes taxes & fees
7 Sept - 8 Sept
Minutes from the beach, brand new 4 bedroom
A dining area with a round table, six chairs, and a chandelier.

6. 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 AU$2,350
includes taxes & fees
8 Sept - 9 Sept
BlackBerry Private home with jacuzzi yearlong
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

7. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (51 reviews)
"access"
United States
Timothy
The price is AU$491
includes taxes & fees
10 Sept - 11 Sept
The SandPiper
A beach with people relaxing, a pier extending into the water, and a clear sky.

8. 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, (30 reviews)
"We had a great stay!! "
United States
Callie E.
The price is AU$581
includes taxes & fees
8 Sept - 9 Sept
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

9. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (44 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is AU$524
includes taxes & fees
14 Sept - 15 Sept
Aqua Vista
A modern living room with a sofa, armchairs, a coffee table, and a TV.

10. 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 AU$1,965
includes taxes & fees
7 Sept - 8 Sept
Minutes from the beach, brand new 3 bedroom
A kitchen with white cabinets, a central island with stools, a microwave, a stove, and a large window.

11. 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 AU$1,805
includes taxes & fees
15 Sept - 16 Sept
Work and Play Special! Extended Stay Discount
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

12. 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, (1 review)
"Great clean beautiful property."
United States
ANGELA S.
The price is AU$1,631
includes taxes & fees
27 Sept - 28 Sept
Spacious house in East Hampton with heated pool + WFH
An outdoor dining area with hanging lights, palm trees, and a bar.

13. 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 AU$494
includes taxes & fees
7 Sept - 8 Sept
American Beech in Greenport - Petite King Room 7
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

14. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is AU$1,344
includes taxes & fees
8 Sept - 9 Sept
Elegant 5-Bedroom Hamptons Home with Private Pool
A modern building with large windows overlooking a beach.

15. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.4 out of 10, Exceptional, (19 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is AU$2,181
includes taxes & fees
9 Sept - 10 Sept
Black Swan Beachfront Home with Jacuzzi year round
A wooden gate partially covered by lush green ivy.

16. 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)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is AU$2,324
includes taxes & fees
1 Oct - 2 Oct
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

17. 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 AU$3,599
includes taxes & fees
23 Sept - 24 Sept
Newly Renovated Pristine Southampton Colonial
A modern living room with a sofa, armchair, and coffee table, a large mirror, and a TV.

18. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 reviews)
"Everything was in order. When there were a couple of very minor glitches, the manager of the property was immediately responsive - and glitch gone, fast. This was one of the smoothest VRBO experiences we've had, and we've had many."
United States
Carola C.
The price is AU$2,625
includes taxes & fees
7 Sept - 8 Sept
Villa Luz Family Home w/ heated pool & jacuzzi
A modern dining area with a wooden table, white chairs, and a chandelier.

19. Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (7 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is AU$1,113
includes taxes & fees
9 Sept - 10 Sept
Northfork Townhouse walk to all
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

Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Had a wonderful time and the room has great amenities and modern bathroom"
Andrea 2-night trip
Posted 4 hours ago
Ocean Surf Resort

Find out more about Bridgehampton

Bridgehampton Holiday Homes information

Number of reviews
325
Accommodation
1163 Holiday Homes
Lowest Price
AU$491
Highest Price
AU$3,614