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Our top choices for Southampton vacation homes

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, (20 reviews)
"Great host & location. Would stay again"
United States
Chris H.
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (1 review)
"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 AED 2,314
AED 4,939 total
includes taxes & fees
23 Jun - 24 Jun
Minutes from the beach, brand new 3 bedroom

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 AED 8,320
AED 11,216 total
includes taxes & fees
23 Jun - 24 Jun
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.

US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
Southampton
10.0 out of 10, Exceptional, (23 reviews)
"Great property as advertised!!"
United States
robert b.
The price is AED 8,264
AED 13,345 total
includes taxes & fees
20 Jun - 21 Jun
US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.

5 Min Walk to 2026 US Open/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

5 Min Walk to 2026 US Open/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
5 Min Walk to 2026 US Open/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Gorgeously Renovated SH Village 5 bd w/ Large Pool

Gorgeously Renovated SH Village 5 bd w/ Large Pool
Southampton
8.8 out of 10, Excellent, (6 reviews)
"Spacious and great location. Cleanliness and "
United States
Harry D.
The price is AED 14,692
AED 21,481 total
includes taxes & fees
17 Jun - 18 Jun
Gorgeously Renovated SH Village 5 bd w/ Large 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, (211 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 AED 2,678
AED 4,431 total
includes taxes & fees
14 Jun - 15 Jun
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills
Westhampton Beach
The price is AED 1,375
AED 2,515 total
includes taxes & fees
28 Jun - 29 Jun
Prime location, walk to all, cozy cottage WHB, 30 minutes from Shinnecock Hills

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)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AED 841
AED 1,263 total
includes taxes & fees
15 Jun - 16 Jun
American Beech in Greenport - Petite King Room 7

Hampton Bays Townhouse - Pool, Beach Access

Hampton Bays Townhouse - Pool, Beach Access
Hampton Bays
The price is AED 1,157
AED 2,308 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Bays Townhouse - Pool, Beach Access

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
Northfork Townhouse walk to all

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 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 AED 801
AED 4,887 total
includes taxes & fees
13 Jun - 14 Jun
Black Swan Beachfront Home with Jacuzzi year round

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.4 out of 10, Exceptional, (12 reviews)
"The place was as advertised and in great walking distance to everything in town! "
United States
Liz H.
The price is AED 1,124
AED 2,316 total
includes taxes & fees
15 Jun - 16 Jun
Renovated Townhouse walk to all

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 AED 3,500
AED 7,262 total
includes taxes & fees
12 Jul - 13 Jul
BlackBerry Private home with jacuzzi yearlong

Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.0 out of 10, Very Good, (2 reviews)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is AED 1,983
AED 3,487 total
includes taxes & fees
14 Jun - 15 Jun
Cozy beach hose minutes from Hamptons

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock
Water Mill
10.0 out of 10, Exceptional, (6 reviews)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is AED 6,611
AED 12,224 total
includes taxes & fees
14 Jun - 15 Jun
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

Villa Luz Home for US Open visitors w private pool

Villa Luz Home for US Open visitors w private pool
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 AED 797
AED 6,438 total
includes taxes & fees
13 Jun - 14 Jun
Villa Luz Home for US Open visitors w private pool

Breakwater Estate… perfect for Large Group Getaways!

Breakwater Estate… perfect for Large Group Getaways!
Mattituck
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful property. Great pool, We had a great time."
United States
william p.
The price is AED 3,607
AED 6,475 total
includes taxes & fees
25 Jun - 26 Jun
Breakwater Estate… perfect for Large Group Getaways!

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is AED 5,487
AED 7,163 total
includes taxes & fees
13 Jun - 14 Jun
Cozy 5 Bedroom With Wi-fi And Air Condition

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
The price is AED 7,934
AED 11,424 total
includes taxes & fees
7 Jul - 8 Jul
East Hampton Estate for 10, Pool Open! Sauna, Chef`s Kitchen, Outdoor Fireplace
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 Southampton Hotel Reviews