Search Vacation Homes in Southampton

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

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, (18 reviews)
"Great host & location. Would stay again"
United States
Chris H.
The price is AED 1,837
AED 3,118 total
includes taxes & fees
1 Jun - 2 Jun
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

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 AED 2,992
AED 5,823 total
includes taxes & fees
20 May - 21 May
Minutes from the beach, brand new 4 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 29,580
AED 38,963 total
includes taxes & fees
15 Jun - 16 Jun
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

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 AED 14,325
AED 20,080 total
includes taxes & fees
15 Jun - 16 Jun
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
The price is AED 3,537
AED 6,534 total
includes taxes & fees
21 May - 22 May
Minutes from the beach, brand new 3 bedroom

Stunning House: Tennis & Pool in Southampton Estate section

Stunning House: Tennis & Pool in Southampton Estate section
Southampton
10.0 out of 10, Exceptional, (39 reviews)
"Wonderful property and very hospitable owners. Would be happy to stay here again. Excellent for a large family. "
United States
Robert P.
The price is AED 12,856
AED 21,565 total
includes taxes & fees
31 May - 1 Jun
Stunning House: Tennis & Pool in Southampton Estate section

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.2 out of 10, Wonderful, (5 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is AED 768
AED 1,167 total
includes taxes & fees
21 May - 22 May
American Beech in Greenport - Petite King Room 7

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.
The price is AED 1,190
AED 2,417 total
includes taxes & fees
20 May - 21 May
Northfork Townhouse walk to all

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is AED 1,306
AED 2,570 total
includes taxes & fees
20 May - 21 May
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 1,186
AED 4,660 total
includes taxes & fees
20 May - 21 May
BlackBerry Private home with jacuzzi yearlong

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 AED 1,186
AED 5,319 total
includes taxes & fees
26 May - 27 May
Black Swan Beachfront Home with Jacuzzi year round

Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
10.0 out of 10, Exceptional, (1 review)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is AED 1,950
AED 3,483 total
includes taxes & fees
27 May - 28 May
Cozy beach hose minutes from Hamptons

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 AED 1,183
AED 7,072 total
includes taxes & fees
21 May - 22 May
Villa Luz Cozy Family Home with Jacuzzi year round

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 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

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is AED 3,673
AED 4,792 total
includes taxes & fees
20 May - 21 May
Cozy Hamptons Escape 3BR Minutes From Beach!

Beachfront Greenport Villa

Beachfront Greenport Villa
Greenport
9.8 out of 10, Exceptional, (11 reviews)
"yes the house had everything we needed"
United States
patricia m.
Beachfront Greenport Villa

Designer East Hampton Farmhouse - Bike to Amagansett, Ocean Beaches, Pool Open

Designer East Hampton Farmhouse - Bike to Amagansett, Ocean Beaches, Pool Open
East Hampton North
The price is AED 3,173
AED 6,546 total
includes taxes & fees
20 May - 21 May
Designer East Hampton Farmhouse - Bike to Amagansett, Ocean Beaches, Pool Open

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
21 May - 22 May
Cozy 5 Bedroom With Wi-fi And Air Condition

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 9,917
AED 20,130 total
includes taxes & fees
1 Jun - 2 Jun
NEW Luxury 7BR Southampton Estate – Salt Pool & Sauna, <10min US Open Shinnecock

Sag Harbor Water View w Dock 1.5ml from town

Sag Harbor Water View w Dock 1.5ml from town
Bay Point
The price is AED 16,529
AED 23,483 total
includes taxes & fees
27 May - 28 May
Sag Harbor Water View w Dock 1.5ml from town
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Southampton Hotel Reviews