A beach with a wooden fence, a lifeguard tower, and a house with a balcony overlooking the ocean.

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Southampton vacation homes

Interior

1. 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 1,835
AED 3,787 total
includes taxes & fees
17 Sep - 18 Sep
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Living area

2. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"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 2,571
AED 5,275 total
includes taxes & fees
16 Sep - 17 Sep
Minutes from the beach, brand new 3 bedroom
Smart TV, fireplace, stereo

3. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is AED 2,810
AED 5,585 total
includes taxes & fees
16 Sep - 17 Sep
Minutes from the beach, brand new 4 bedroom
Interior

4. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is AED 6,575
AED 9,669 total
includes taxes & fees
23 Sep - 24 Sep
Newly Renovated Pristine Southampton Colonial
Property grounds

5. 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, (16 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 6,725
AED 9,410 total
includes taxes & fees
21 Sep - 22 Sep
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Exterior detail

6. COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is AED 11,273
AED 15,189 total
includes taxes & fees
4 Oct - 5 Oct
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Property grounds

7. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (26 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 411
AED 6,165 total
includes taxes & fees
21 Sep - 22 Sep
Villa Luz Family Home w/ heated pool & jacuzzi
Terrace/patio

8. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.4 out of 10, Exceptional, (19 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is AED 801
AED 4,795 total
includes taxes & fees
27 Sep - 28 Sep
Black Swan Beachfront Home with Jacuzzi year round
Property grounds

9. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is AED 1,221
AED 2,386 total
includes taxes & fees
1 Oct - 2 Oct
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Outdoor pool, a heated pool

10. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is AED 1,653
AED 3,437 total
includes taxes & fees
16 Sep - 17 Sep
Elegant 5-Bedroom Hamptons Home with Private Pool
Dining

11. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
East Hampton
9.2 out of 10, Wonderful, (7 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 323
AED 4,741 total
includes taxes & fees
16 Sep - 17 Sep
BlackBerry Private home with jacuzzi yearlong
Beach

12. Beach Block Hideaway

Beach Block Hideaway
Pipes Cove
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful 2 bedroom close to town. The house is well kept we would rent here again."
United States
Teresa C.
The price is AED 716
AED 1,536 total
includes taxes & fees
16 Sep - 17 Sep
Beach Block Hideaway
Sun loungers, beach towels

13. Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office

Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Pipes Cove
10.0 out of 10, Exceptional, (31 reviews)
"We had a great stay!! "
United States
Callie E.
The price is AED 645
AED 1,563 total
includes taxes & fees
16 Sep - 17 Sep
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
Dining

14. Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is AED 2,020
AED 3,298 total
includes taxes & fees
16 Sep - 17 Sep
Immaculate Waterfront 2 bedroom!
Outdoor pool, a heated pool

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

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is AED 2,083
AED 4,092 total
includes taxes & fees
16 Sep - 17 Sep
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sun loungers, beach towels

16. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (45 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is AED 533
AED 1,125 total
includes taxes & fees
7 Oct - 8 Oct
Aqua Vista
Terrace/patio

17. 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)
"Great place! So nice."
United States
Paul F.
The price is AED 841
AED 1,209 total
includes taxes & fees
30 Sep - 1 Oct
American Beech in Greenport - Petite King Room 7
TV, fireplace, books, stereo

18. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
10.0 out of 10, Exceptional, (3 reviews)
"This house is absolutely wonderful and in a great location. It is beautifully decorated and the grounds are immaculate. The host has paid close attention to detail; everything we could ever need was there! We loved our stay, highly highly recommend ....."
United States
Carolyn C.
The price is AED 1,587
AED 4,369 total
includes taxes & fees
16 Sep - 17 Sep
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
Sun loungers, beach towels

19. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (52 reviews)
"Very wonderful location so close to the train station will come back soon"
United States
Julian V.
The price is AED 645
AED 1,269 total
includes taxes & fees
28 Sep - 29 Sep
The SandPiper
Interior

20. Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Sag Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home !"
United States
Nadja B.
The price is AED 2,755
AED 5,275 total
includes taxes & fees
16 Sep - 17 Sep
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Southampton Hotel Reviews

Harpoon House

Harpoon House

10/10 Excellent
"Cute place in the heart of Southampton. A little bit bread and breakfast (minus the breakfast) mixed with boutique hotel. The room was large, nicely decorated and clean and they have a lovely porch. Within walking distance to everything in town. Highly recommend."
Jennifer 4-night trip
Posted 4 hours ago
Harpoon House