Hamptons Holiday Rentals
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Our top choices for Hamptons holiday rentals
Aparthotel in Montauk
Montauk Manor9.2 out of 10, Wonderful, (1274)
"The room was very clean, comfortable and quiet.
The hotel was decorated beautifully for the holidays.
The pool area with hot tub was clean and enjoyable "
Kathleen
The price is HK$1,077
HK$1,383 total
includes taxes & fees
5 Jan - 6 Jan 2026
Cottage in Hampton Bays
Seabreeze #4: Charming Cottage Footsteps to the Beach8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
Weston B.
The price is HK$427
HK$3,472 total
includes taxes & fees
20 Jan - 21 Jan 2026
The price is HK$3,722
HK$5,141 total
includes taxes & fees
1 Jan - 2 Jan 2026
Apartment in Napeague
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
Kevin C.
The price is HK$3,062
HK$5,992 total
includes taxes & fees
28 Jan - 29 Jan 2026
Holiday Home in Water Mill
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
Stephanie M.
The price is HK$32,579
HK$57,438 total
includes taxes & fees
5 Jan - 6 Jan 2026
Holiday Home in Hampton Bays
Black Swan: Beachfront Home w/ Year-Round Jacuzzi9.6 out of 10, Exceptional, (14)
"Nice house. Photos and descriptions represent it very accurately. "
Will K.
The price is HK$1,166
HK$9,891 total
includes taxes & fees
5 Jan - 6 Jan 2026
Condo in Hampton Bays
Canoe Place Waterfront Residences10.0 out of 10, Exceptional, (1)
The price is HK$15,504
HK$18,776 total
includes taxes & fees
30 Dec - 31 Dec
Holiday Home in Bridgehampton
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor9.6 out of 10, Exceptional, (16)
"Wonderful & perfect for my pup and I. I’d go back!"
Scott C.
The price is HK$1,469
HK$3,268 total
includes taxes & fees
3 Jan - 4 Jan 2026
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.
Top Hamptons Hotel Reviews
Southampton Inn
10/10 Excellent
Find out more about Hamptons
Search for holiday rentals in Hamptons on Expedia! You can easily find your home rentals, villas, holiday apartments in Hamptons using one of the methods below:
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Look no further and take a look at our great range of rental properties in Hamptons!
