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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

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 £484
includes taxes & fees
17 Oct - 18 Oct
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

2. 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 £842
includes taxes & fees
30 Sept - 1 Oct
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A dining area with a round table, six chairs, and a chandelier.

3. Year round Jacuzzi - Blackberry Home

Year round Jacuzzi - Blackberry Home
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 £1,013
includes taxes & fees
4 Oct - 5 Oct
Year round Jacuzzi - Blackberry Home
A kitchen with a central island, white cabinetry, and a brick accent wall.

4. !! 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, (33 reviews)
"Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend! "
United States
Leigh E.
The price is £1,703
includes taxes & fees
12 Oct - 13 Oct
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

5. Amazing Southampton Home with Private Heated Pool

Amazing Southampton Home with Private Heated Pool
Southampton
9.0 out of 10, Wonderful, (2 reviews)
"Very cozy house in a great location!"
United States
Serina R.
The price is £1,231
includes taxes & fees
30 Sept - 1 Oct
Amazing Southampton Home with Private Heated Pool
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

6. 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 £722
includes taxes & fees
21 Oct - 22 Oct
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A modern building with large windows overlooking a beach.

7. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (20 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 £953
includes taxes & fees
12 Oct - 13 Oct
Beachfront Jacuzzi All Year - Black Swan Home
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

8. 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 £832
includes taxes & fees
4 Oct - 5 Oct
Minutes from the beach, brand new 4 bedroom
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, (47 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is £242
includes taxes & fees
12 Oct - 13 Oct
Aqua Vista
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

10. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (52 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is £237
includes taxes & fees
26 Oct - 27 Oct
The SandPiper
A wooden pathway leading to a beach with scattered rocks and greenery.

11. 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 £395
includes taxes & fees
12 Oct - 13 Oct
Beach Block Hideaway
A kitchen with white cabinets, a central island with stools, a microwave, a stove, and a large window.

12. Work and Play Special! Extended Stay Discount

Work and Play Special! Extended Stay Discount
Shelter Island
10.0 out of 10, Exceptional, (59 reviews)
"Beautiful property. Everything so clean and welcoming. Slept so great in the comfortable beds. Pool is awesome. Everyone especially loved the outdoor shower"
United States
Kathleen Andrews K.
The price is £980
includes taxes & fees
30 Sept - 1 Oct
Work and Play Special! Extended Stay Discount
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 £235
includes taxes & fees
12 Oct - 13 Oct
American Beech in Greenport - Petite King Room 7
A beach with people relaxing, a pier extending into the water, and a clear sky.

14. 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, (32 reviews)
"We had a great stay!! "
United States
Callie E.
The price is £325
includes taxes & fees
12 Oct - 13 Oct
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

15. 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 £1,288
includes taxes & fees
4 Oct - 5 Oct
Jacuzzi year-round - Villa Luz Private Home
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

16. 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 £732
includes taxes & fees
30 Sept - 1 Oct
Elegant 5-Bedroom Hamptons Home with Private Pool
An outdoor seating area with umbrellas and wooden furniture, overlooking a body of water.

17. Huge Island Getaway Pool Hot Tub Walk To Beach

Huge Island Getaway Pool Hot Tub Walk To Beach
Menantic Creek
9.8 out of 10, Exceptional, (9 reviews)
"Property great. Beautiful home with great amenities"
United States
Harry K.
The price is £843
includes taxes & fees
5 Oct - 6 Oct
Huge Island Getaway Pool Hot Tub Walk To Beach
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

18. 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 £1,997
includes taxes & fees
30 Sept - 1 Oct
Newly Renovated Pristine Southampton Colonial
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

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 £815
includes taxes & fees
28 Oct - 29 Oct
Spacious house in East Hampton with heated pool + WFH
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

20. Unit 1311: Cottage | Garden View | Deuce

Unit 1311: Cottage | Garden View | Deuce
Napeague
8.0 out of 10, Very good, (2 reviews)
"Great location a few steps always from the ocean and a few minutes away from town"
United States
Jessica S.
The price is £484
includes taxes & fees
30 Sept - 1 Oct
Unit 1311: Cottage | Garden View | Deuce
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

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Great short weekend trip with me and my wife for a wedding! Great staff! Great little gym, great breakfast. Didn’t use the pools. Walking distance to other bars and restaurants. Would stay here again for sure!"
Howard 2-night trip
Posted 1 day ago
Hyatt Place Long Island East End

Find out more about Bridgehampton

Bridgehampton Holiday Homes information

Number of reviews
382
Accommodation
1147 Holiday Homes
Lowest Price
£235
Highest Price
£1,997