Hamptons Holiday Rentals

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sept - 6 Sept

Our top choices for Hamptons holiday rentals

Lobby

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,345 reviews)
"Had a wonderful stay"
United States
Meghan
The price is HK$1,269
HK$1,603 total
includes taxes & fees
19 May - 20 May
Montauk Manor
Living area

The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (281 reviews)
"Quiet, relaxing place to stay, great access to the beach and town!"
United States
Erica
The price is HK$1,313
HK$1,926 total
includes taxes & fees
19 May - 20 May
The Surf Club
Individually decorated, individually furnished, iron/ironing board

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (312 reviews)
"We always stay at the Windward Shores when we go to Montauk. It is a beautiful, clean and comfortable place, and the price is great!"
United States
Joseph
The price is HK$1,223
HK$1,610 total
includes taxes & fees
17 May - 18 May
Windward Shores Ocean Resort
Property grounds

Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
9.0 out of 10, Wonderful, (238 reviews)
"Wonderful location, right on the beach. The staff was kind and welcoming. The property was beautiful with a pool, playground, tennis and basketball courts, cornhole, etc. Very family friendly. Some walkable restaurants nearby and a quick 5-10 minute drive into town where a lot of the restaurants and shops are. We did have ants all in our food one day but the staff addressed it quickly "
United States
John
The price is HK$1,220
HK$1,649 total
includes taxes & fees
17 May - 18 May
Driftwood Resort
Iron/ironing board, free WiFi

Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (426 reviews)
"Awesome room!!! Wish I could come back in the summer"
United States
Nicki
The price is HK$1,288
HK$1,556 total
includes taxes & fees
19 May - 20 May
Montauk Oceanside Suites
1 bedroom, bed sheets

Safari Tent Glamping,S10-CedarPt, East Hampton, NY

Safari Tent Glamping,S10-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,683
HK$2,549 total
includes taxes & fees
21 May - 22 May
Safari Tent Glamping,S10-CedarPt, East Hampton, NY
1 bedroom, bed sheets

Safari Tent Glamping,S4-CedarPt, East Hampton, NY

Safari Tent Glamping,S4-CedarPt, East Hampton, NY
East Hampton
The price is HK$1,683
HK$2,549 total
includes taxes & fees
21 May - 22 May
Safari Tent Glamping,S4-CedarPt, East Hampton, NY
Exterior

Seabreeze 4 Charming Cottage walk to US Open

Seabreeze 4 Charming Cottage walk to US Open
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$1,637
HK$4,854 total
includes taxes & fees
28 May - 29 May
Seabreeze 4 Charming Cottage walk to US Open
1 bedroom, bed sheets

Safari Tent Glamping,D27-CedarPt, East Hampton, NY

Safari Tent Glamping,D27-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"We loved the idea of "roughing it" while still sleeping in a cozy bed. It was nice to expose my children to nature. We took a long walk on the beach. Cooked hotdogs and hamburgers on the grill and made s'mores on the campfire."
United States
Brian
The price is HK$1,683
HK$2,648 total
includes taxes & fees
22 May - 23 May
Safari Tent Glamping,D27-CedarPt, East Hampton, NY
1 bedroom, free WiFi, bed sheets

Hamptons apartment getaway

Hamptons apartment getaway
East Quogue
6.0 out of 10, (3 reviews)
"The room was a lot more spacious than I anticipated and everything was very clean. There was some music playing upstairs but it was quiet by nighttime. Check in and check out was very straightforward. Turning into the driveway was a bit difficult when the highway was crowded but was otherwise easy to find "
United States
Hilary K.
The price is HK$1,175
HK$2,299 total
includes taxes & fees
17 May - 18 May
Hamptons apartment getaway
Living area

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
10.0 out of 10, Exceptional, (1 review)
The price is HK$5,279
HK$6,926 total
includes taxes & fees
31 May - 1 Jun
Offshore Residences
Terrace/patio

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Southampton
10.0 out of 10, Exceptional, (18 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is HK$3,915
HK$6,647 total
includes taxes & fees
1 Jun - 2 Jun
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Dining

BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.0 out of 10, Wonderful, (4 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 HK$2,529
HK$10,034 total
includes taxes & fees
20 May - 21 May
BlackBerry Private home with jacuzzi yearlong
Smart TV, fireplace, stereo

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"perfect for families"
United States
Okito H.
The price is HK$6,554
HK$12,642 total
includes taxes & fees
19 May - 20 May
Minutes from the beach, brand new 4 bedroom
Outdoor dining

Villa Luz Cozy Family Home with Jacuzzi year round

Villa Luz Cozy Family Home with Jacuzzi year round
Hampon Bays
9.6 out of 10, Exceptional, (24 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is HK$2,522
HK$15,080 total
includes taxes & fees
21 May - 22 May
Villa Luz Cozy Family Home with Jacuzzi year round
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (208 reviews)
"Great host, everything that we needed for our trip was available, ample room for the 9 of us."
United States
matthew p.
The price is HK$5,709
HK$9,448 total
includes taxes & fees
14 Jun - 15 Jun
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Terrace/patio

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (16 reviews)
"The most amazing 24hrs! House is pristine, gorgeous view and very airy. Bedrooms each have their own bathroom and one more in the main living area. "
United States
Melissa M.
The price is HK$2,529
HK$11,413 total
includes taxes & fees
27 May - 28 May
Black Swan Beachfront Home with Jacuzzi year round
Fridge, microwave, oven, stovetop

Charming 1-bedroom apartment with AC in Sag Harbor

Charming 1-bedroom apartment with AC in Sag Harbor
Sag Harbor
The price is HK$2,996
HK$5,597 total
includes taxes & fees
24 May - 25 May
Charming 1-bedroom apartment with AC in Sag Harbor
Interior

Spacious 5-bedroom house with water views and 2 houses from the bay.

Spacious 5-bedroom house with water views and 2 houses from the bay.
Sag Harbor
The price is HK$31,323
HK$49,994 total
includes taxes & fees
21 May - 22 May
Spacious 5-bedroom house with water views and 2 houses from the bay.
Property grounds

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, (15 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 HK$14,076
HK$19,718 total
includes taxes & fees
17 May - 18 May
Contemporary Southampton Village Home Walking Distance to Town, 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.
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Top Hamptons Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Amazing. Loved everything about this place and will be back. The rooms were surprisingly spacious and the decor was perfect. I wish the pool was opened but I guess only for true summer. A great value and we will be back."
Giselle 1-night trip
Posted 3 hours ago
The Bentley Hotel Southampton

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