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Our top choices for Hamptons holiday homes

1. 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 £810
includes taxes & fees
9 Nov - 10 Nov
Jacuzzi year-round - Villa Luz Private Home

2. 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 £398
includes taxes & fees
8 Nov - 9 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

3. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton 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 £995
includes taxes & fees
11 Nov - 12 Nov
Year round Jacuzzi - Blackberry East Hampton Home

4. Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

Serene, chic East Hampton home - minutes to beaches, Main St., and so much more
East Hampton
The price is £909
includes taxes & fees
8 Nov - 9 Nov
Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

5. 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 £825
includes taxes & fees
11 Nov - 12 Nov
Minutes from the beach, brand new 3 bedroom

6. 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 £403
includes taxes & fees
11 Nov - 12 Nov
Immaculate Waterfront 2 bedroom!

7. !! 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 £1,427
includes taxes & fees
12 Nov - 13 Nov
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

8. 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 £914
includes taxes & fees
11 Nov - 12 Nov
Beachfront Jacuzzi All Year - Black Swan Home

9. 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 £750
includes taxes & fees
11 Nov - 12 Nov
Minutes from the beach, brand new 4 bedroom

10. 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 £806
includes taxes & fees
8 Nov - 9 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

11. Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
Westhampton Beach
10.0 out of 10, Exceptional, (4 reviews)
"Property was in easy walking distance from the village which made morning coffee runs a breeze. Very clean accommodations and large back yard."
United States
Matt S.
The price is £381
includes taxes & fees
7 Nov - 8 Nov
Prime location, walk to all, cozy cottage Westhampton Beach

12. 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 £1,041
includes taxes & fees
11 Nov - 12 Nov
Newly Renovated Pristine Southampton Colonial

13. 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 £1,015
includes taxes & fees
1 Dec - 2 Dec
Spacious house in East Hampton with heated pool + WFH

14. 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 £2,149
includes taxes & fees
15 Nov - 16 Nov
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

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 £2,140
includes taxes & fees
11 Nov - 12 Nov
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

16. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is £1,549
includes taxes & fees
19 Nov - 20 Nov
Lovely & Spacious Sag Harbor escape with heated pool

17. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is £1,103
includes taxes & fees
11 Nov - 12 Nov
Cozy Hamptons Escape 3BR Minutes From Beach!

18. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is £1,920
includes taxes & fees
7 Nov - 8 Nov
5 Bedrooms! 4 Min to the Beach! HEATED POOL!

19. Spacious 5-bedroom house with Private Beach and Wide Open Bay Views

Spacious 5-bedroom house with Private Beach and Wide Open Bay Views
Hampton Bays
The price is £1,495
includes taxes & fees
18 Nov - 19 Nov
Spacious 5-bedroom house with Private Beach and Wide Open Bay Views

20. 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)
"The house was great. Pool was beautiful and everything was a 10 minute drive! Great place to relax"
United States
Judith M.
The price is £1,244
includes taxes & fees
11 Nov - 12 Nov
Elegant 5-Bedroom Hamptons Home with Private Pool
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 Hamptons

Pristine beaches and celebrity-spotting draw summer crowds to this luxe Long Island getaway. Explore charming villages, tour wineries in nearby North Fork, and indulge in farm-to-table dining at upscale restaurants.

A lighthouse with a white and red base, surrounded by tall grasses.

Top reviews in Hamptons

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