Southampton Vacation Homes

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Our top choices for Southampton holiday homes

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

Southampton

Chris H.

HK$6,581 total

includes taxes & fees

30 Jun - 1 Jul

Minutes from the beach, brand new 3 bedroom

Southampton

HK$10,539 total

includes taxes & fees

4 Jun - 5 Jun

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

Southampton

robert b.

HK$29,092 total

includes taxes & fees

20 Jun - 21 Jun

Gorgeously Renovated SH Village 5 bd w/ Large Pool

Southampton

Harry D.

HK$46,014 total

includes taxes & fees

17 Jun - 18 Jun

Tennis & Sea Escape - Hydrangeas in the Hamptons

Westhampton Beach

HK$2,948 total

includes taxes & fees

15 Jun - 16 Jun

Hampton Bays Townhouse - Pool, Beach Access

Hampton Bays

HK$4,924 total

includes taxes & fees

4 Jun - 5 Jun

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

Westhampton Beach

matthew p.

HK$9,414 total

includes taxes & fees

17 Jun - 18 Jun

BlackBerry Private home with jacuzzi yearlong

East Hampton

Suzanne R.

HK$10,042 total

includes taxes & fees

7 Jun - 8 Jun

American Beech in Greenport - Petite King Room 7

Greenport

Parent From The Heart, Inc. E.

HK$2,498 total

includes taxes & fees

7 Jun - 8 Jun

Northfork Townhouse walk to all

Greenport

Beth R.

HK$5,753 total

includes taxes & fees

4 Jun - 5 Jun

Renovated Townhouse walk to all

Greenport

Laura B.

HK$5,525 total

includes taxes & fees

4 Jun - 5 Jun

Black Swan Beachfront Home with Jacuzzi year round

Hampton Bays

Melissa M.

HK$11,422 total

includes taxes & fees

7 Jun - 8 Jun

On the beach, sun-loungers, beach towels

🌞 DUNE ROAD STEPS TO THE OCEAN - 4 BEDROOM HOME ⛱ 🌊

Westhampton Beach

Daniel E.

HK$8,542 total

includes taxes & fees

8 Jun - 9 Jun

Beachfront Greenport Villa

Greenport

patricia m.

HK$9,720 total

includes taxes & fees

4 Jun - 5 Jun

“North Fork Winter Escape – Cozy Farmhouse by the Vineyards”

Mattituck

Glenn F.

HK$10,745 total

includes taxes & fees

8 Jun - 9 Jun

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

HK$7,759 total

includes taxes & fees

7 Jun - 8 Jun

Hamptons Tiana Bay Oasis

Hampton Bays

Anonymous traveller

HK$11,196 total

includes taxes & fees

15 Jun - 16 Jun

Villa Luz Home for US Open visitors w private pool

Hampon Bays

Annie B.

HK$15,080 total

includes taxes & fees

7 Jun - 8 Jun

Cozy beach hose minutes from Hamptons

Calverton

Evelyn D.

HK$6,696 total

includes taxes & fees

9 Jun - 10 Jun

Cozy 5 Bedroom With Wi-fi And Air Condition

Wainscott

HK$15,284 total

includes taxes & fees

4 Jun - 5 Jun

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Top Southampton Hotel Reviews

Harpoon House

6/10 Okay

"The hotel is pretty but it's a little rundown - tape wrapped around a pipe in our room, hot water took a long time to get up and running in the shower. Great location though and comfy bed."

The Atlantic Hotel

6/10 Okay

"Overall, I had a pleasant stay at this hotel. The room was comfortable, clean upon arrival, and the staff were friendly and helpful when contacted. The only issue I encountered was that I wasn't aware daily housekeeping was not included during my stay. As a result, I had to call the front desk to have my garbage removed and to request a fresh set of towels. Housekeeping came in the evening, but it would have been helpful if the housekeeping policy had been communicated more clearly at check-in or in the room information. Aside from that, my experience was positive."

Southampton Inn

10/10 Excellent

"Parking was easy and convenient, which made things a lot smoother. The room itself was spotless and in great condition, so no complaints there. One thing I noticed was that no one checked in to see if I needed the room cleaned during my stay. It would also be nice if they offered some kind of breakfast option. The shower pressure could definitely be better, and having an exhaust fan in the bathroom would help a lot."

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