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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
13 Oct - 14 Oct
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A dining area with a round table, six chairs, and a chandelier.

2. 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 £1,014
includes taxes & fees
4 Oct - 5 Oct
Year round Jacuzzi - Blackberry Home
A rectangular swimming pool with a pebble border and a fire feature in the center.

3. Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids

Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids
East Hampton North
10.0 out of 10, Exceptional, (1 review)
The price is £695
includes taxes & fees
8 Oct - 9 Oct
Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

4. 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
29 Sept - 30 Sept
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A modern kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a black table set for four.

5. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is £1,646
includes taxes & fees
29 Sept - 30 Sept
Lovely & Spacious Sag Harbor escape with heated pool
A kitchen with a central island, white cabinetry, and a brick accent wall.

6. !! 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 £1,704
includes taxes & fees
12 Oct - 13 Oct
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
A modern kitchen with a black and white color scheme, a central island, and built-in appliances.

7. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

Spacious & Modern 5-bedroom in Sag Harbor, walk to bay
Sag Harbor
Spacious & Modern 5-bedroom in Sag Harbor, walk to bay
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

8. 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 beach with people relaxing, a pier extending into the water, and a clear sky.

9. 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 modern building with large windows overlooking a beach.

10. 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 beach with people relaxing under umbrellas, a dock extending into the water, and a forested hill in the background.

11. 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
7 Oct - 8 Oct
Aqua Vista
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

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 £1,289
includes taxes & fees
4 Oct - 5 Oct
Jacuzzi year-round - Villa Luz Private Home
A beach with people sunbathing, a pier extending into the water, and a clear blue sky.

13. 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 £242
includes taxes & fees
18 Oct - 19 Oct
The SandPiper
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

14. 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 £487
includes taxes & fees
29 Sept - 30 Sept
Unit 1311: Cottage | Garden View | Deuce
A wooden pathway leading to a beach with scattered rocks and greenery.

15. 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 £382
includes taxes & fees
4 Oct - 5 Oct
Beach Block Hideaway
A modern living room with a sofa, armchairs, a coffee table, and a TV.

16. 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.
Minutes from the beach, brand new 3 bedroom
An outdoor dining area with hanging lights, palm trees, and a bar.

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 £235
includes taxes & fees
4 Oct - 5 Oct
American Beech in Greenport - Petite King Room 7
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

18. 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
1 Oct - 2 Oct
Minutes from the beach, brand new 4 bedroom
A kitchen with white cabinets, a central island with stools, a microwave, a stove, and a large window.

19. 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
29 Sept - 30 Sept
Work and Play Special! Extended Stay Discount
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

20. 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 £804
includes taxes & fees
19 Oct - 20 Oct
Spacious house in East Hampton with heated pool + WFH
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
320
Accommodation
1147 Holiday Homes
Lowest Price
£235
Highest Price
£1,704