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

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Southampton holiday homes

A modern living room with a sofa, armchairs, a coffee table, and a TV.

1. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 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 £832
includes taxes & fees
10 Nov - 11 Nov
Minutes from the beach, brand new 3 bedroom
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

2. 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 £787
includes taxes & fees
10 Nov - 11 Nov
Minutes from the beach, brand new 4 bedroom
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

3. 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 £1,074
includes taxes & fees
10 Nov - 11 Nov
Newly Renovated Pristine Southampton Colonial
A wooden house with a front porch, white railings, and a double door.

4. 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 £2,155
includes taxes & fees
10 Nov - 11 Nov
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A dining area with a round table and chairs, surrounded by bookshelves filled with books and decorative items.

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)
"A great place to stay in Southampton!"
United States
Sarah
The price is £2,159
includes taxes & fees
10 Nov - 11 Nov
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
A modern building with large windows overlooking a beach.

6. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
"What an amazing view!!!!! Great place to stay!!! Highly recommend the Black Swan home."
United States
John M.
The price is £923
includes taxes & fees
10 Nov - 11 Nov
Beachfront Jacuzzi All Year - Black Swan Home
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

7. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is £857
includes taxes & fees
10 Nov - 11 Nov
Jacuzzi year-round - Villa Luz Private Home
A rectangular outdoor fire pit with a metal frame and a glass enclosure, surrounded by dark stone flooring.

8. 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, (2 reviews)
"The property was great for our Hamptons trip! Very clean and comfortable and communication was great"
United States
Katie B.
The price is £416
includes taxes & fees
15 Nov - 16 Nov
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

9. 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 £407
includes taxes & fees
10 Nov - 11 Nov
Immaculate Waterfront 2 bedroom!
A living room with a dining area, a sofa, a bench, and a TV.

10. Luxury Village Rental in the Heart of Sag Harbor

Luxury Village Rental in the Heart of Sag Harbor
Sag Harbor
The price is £631
includes taxes & fees
12 Nov - 13 Nov
Luxury Village Rental in the Heart of Sag Harbor
A house with a sliding glass door, a white door, and a small porch with potted plants.

11. 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 £839
includes taxes & fees
10 Nov - 11 Nov
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A kitchen with a central island, white cabinetry, and a brick accent wall.

12. !! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !

!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
Wainscott
10.0 out of 10, Exceptional, (34 reviews)
"We loved this home and location! The home is so beautifully appointed and clean. It had everything you would ever need for a wonderful time with family and friends. The hosts were extremely responsive and easy to work with. We would go back in a heartbeat!"
United States
Suzanne B.
The price is £1,510
includes taxes & fees
19 Nov - 20 Nov
!! Rare Two-House Wainscott Estate: Walk to Beach, South of Highway, Wainscott !
A dining area with a round table, six chairs, and a chandelier.

13. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton Home
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 £1,031
includes taxes & fees
10 Nov - 11 Nov
Year round Jacuzzi - Blackberry East Hampton Home
A metal compass sign with the words "AQUA VISTA GREENPORT" on a building's exterior wall.

14. Aqua Vista

Aqua Vista
Pipes Cove
10.0 out of 10, Exceptional, (53 reviews)
"Great location and nice spot."
United States
Kerri L.
The price is £180
includes taxes & fees
18 Nov - 19 Nov
Aqua Vista
A covered patio with outdoor furniture, a door, and a view of a residential area.

15. The SandPiper

The SandPiper
Pipes Cove
9.6 out of 10, Exceptional, (58 reviews)
"Place was perfect ! Great location / clean/ everything we needed was there ! Would love to stay there again :)"
United States
Manuela C.
The price is £175
includes taxes & fees
10 Nov - 11 Nov
The SandPiper
A modern living room with a television, a glass coffee table, and a view of the sea.

16. Spacious 5-bedroom house with Private Beach and Wide Open Bay Views

Spacious 5-bedroom house with Private Beach and Wide Open Bay Views
Hampton Bays
The price is £1,493
includes taxes & fees
16 Nov - 17 Nov
Spacious 5-bedroom house with Private Beach and Wide Open Bay Views
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

17. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is £1,113
includes taxes & fees
10 Nov - 11 Nov
Cozy Hamptons Escape 3BR Minutes From Beach!
A bedroom with a bed, bedside table, lamp, and an air conditioning unit.

18. Serene, chic East Hampton home - minutes to beaches, Main St., and so much more

Serene, chic East Hampton home - minutes to beaches, Main St., and so much more
East Hampton
The price is £909
includes taxes & fees
10 Nov - 11 Nov
Serene, chic East Hampton home - minutes to beaches, Main St., and so much more
A porch with a white railing, a small blue house decoration, and a 'Gone' sign.

19. 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, (35 reviews)
"We had a great stay!! "
United States
Callie E.
The price is £258
includes taxes & fees
10 Nov - 11 Nov
Blue Bay Dream w/ Seasonal Outdoor Jacuzzi, Cabana + Office
A modern living room with a stone fireplace, two sofas, a coffee table, and a chandelier.

20. 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)
"The house was great. Pool was beautiful and everything was a 10 minute drive! Great place to relax"
United States
Judith M.
The price is £1,254
includes taxes & fees
10 Nov - 11 Nov
Elegant 5-Bedroom Hamptons Home with Private 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 Southampton Hotel Reviews

Southampton Inn

Southampton Inn

10/10 Excellent
"My stay at Southampton inn was excellent, clean room parking breakfast, I would stay again"
Maria E. 1-night trip
Posted 20 hours ago
Southampton Inn

Find out more about Southampton

Southampton Holiday Homes information

Number of reviews
295
Accommodation
159 Holiday Homes
Lowest Price
£175
Highest Price
£2,159