Southampton Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Southampton holiday rentals

Smart TV, fireplace, stereo
Minutes from the beach, brand new 4 bedroom

Holiday Home in Southampton

Minutes from the beach, brand new 4 bedroom
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is HK$3,508
HK$8,614 total
includes taxes & fees
15 Jan - 16 Jan
Minutes from the beach, brand new 4 bedroom
Interior
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Holiday Home in Southampton

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
9.0 out of 10, Wonderful, (10 reviews)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is HK$3,080
HK$6,975 total
includes taxes & fees
10 Feb - 11 Feb
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Beach
Seabreeze #4: Charming Cottage Footsteps to the Beach

Cottage in Hampton Bays

Seabreeze #4: Charming Cottage Footsteps to the Beach
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$429
HK$3,465 total
includes taxes & fees
20 Jan - 21 Jan
Seabreeze #4: Charming Cottage Footsteps to the Beach
Smart TV, fireplace, ping pong, books
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Holiday Home in Water Mill

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
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 HK$32,685
HK$57,910 total
includes taxes & fees
22 Jan - 23 Jan
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach
Property grounds
MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac

Apartment in Manorville

MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac
2.0 star property
The price is HK$1,037
HK$1,559 total
includes taxes & fees
15 Jan - 16 Jan
MUST LOVE DOGS! Pet friendly separate entrance apartment. Safe cul de sac
Terrace/patio
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Holiday Home in Hampton Bays

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
9.6 out of 10, Exceptional, (14 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is HK$1,169
HK$9,888 total
includes taxes & fees
15 Jan - 16 Jan
Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Outdoor dining
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Holiday Home in Hampon Bays

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
9.6 out of 10, Exceptional, (22 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is HK$772
HK$10,422 total
includes taxes & fees
20 Jan - 21 Jan
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Fridge, microwave, oven, stovetop
Blackberry: Private home with jacuzzi year-round

Holiday Home in East Hampton

Blackberry: Private home with jacuzzi year-round
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 HK$772
HK$7,625 total
includes taxes & fees
10 Feb - 11 Feb
Blackberry: Private home with jacuzzi year-round
Terrace/patio
American Beech in Greenport - Petite King Room 7

Holiday Home in Greenport

American Beech in Greenport - Petite King Room 7
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is HK$1,084
HK$1,765 total
includes taxes & fees
15 Jan - 16 Jan
American Beech in Greenport - Petite King Room 7
Smart TV, fireplace
Spacious 5-bedroom house with water views and 2 houses from the bay.

Holiday Home in Sag Harbor

Spacious 5-bedroom house with water views and 2 houses from the bay.
The price is HK$31,186
HK$49,357 total
includes taxes & fees
19 Jan - 20 Jan
Spacious 5-bedroom house with water views and 2 houses from the bay.
Interior
Sag Harbor Water View w Dock 1.5ml from town

Holiday Home in Bay Point

Sag Harbor Water View w Dock 1.5ml from town
The price is HK$35,085
HK$49,304 total
includes taxes & fees
16 Jan - 17 Jan
Sag Harbor Water View w Dock 1.5ml from town
Private kitchen
Canoe Place Waterfront Residences

Condo in Hampton Bays

Canoe Place Waterfront Residences
4.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is HK$9,013
HK$10,916 total
includes taxes & fees
15 Jan - 16 Jan
Canoe Place Waterfront Residences
Exterior detail
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Holiday Home in Calverton

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
2.0 star property
8.6 out of 10, Excellent, (8 reviews)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is HK$2,407
HK$5,164 total
includes taxes & fees
15 Jan - 16 Jan
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Smart TV, books
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cottage in Greenport

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is HK$2,339
HK$4,792 total
includes taxes & fees
21 Jan - 22 Jan
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
WiFi
White Studio Apt w/ Balcony, Tub & Ocean view!

Apartment in Napeague

White Studio Apt w/ Balcony, Tub & Ocean view!
8.0 out of 10, Very good, (1 review)
The price is HK$3,433
HK$6,551 total
includes taxes & fees
28 Jan - 29 Jan
White Studio Apt w/ Balcony, Tub & Ocean view!
Smart TV
Seabreeze #3: Cozy Cottage by the beach

Cottage in Hampton Bays

Seabreeze #3: Cozy Cottage by the beach
10.0 out of 10, Exceptional, (1 review)
The price is HK$429
HK$3,519 total
includes taxes & fees
15 Jan - 16 Jan
Seabreeze #3: Cozy Cottage by the beach
On the beach, sun-loungers, beach towels
Beach cottage, private road, private beach, private mooring, private parking.

Holiday Home in Laurel

Beach cottage, private road, private beach, private mooring, private parking.
2.5 star property
10.0 out of 10, Exceptional, (1 review)
The price is HK$2,105
HK$6,253 total
includes taxes & fees
19 Jan - 20 Jan
Beach cottage, private road, private beach, private mooring, private parking.
Exterior
Beautifully farmhouse

Holiday Home in Southold

Beautifully farmhouse
10.0 out of 10, Exceptional, (3 reviews)
"good experience"
United States
Anonymous traveller
The price is HK$4,678
HK$9,157 total
includes taxes & fees
15 Jan - 16 Jan
Beautifully farmhouse
Interior
Cozy Hamptons Escape 3BR Minutes From Beach!

Holiday Home in Hampton Bays

Cozy Hamptons Escape 3BR Minutes From Beach!
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 HK$9,356
HK$12,159 total
includes taxes & fees
15 Jan - 16 Jan
Cozy Hamptons Escape 3BR Minutes From Beach!
Interior
4-bedroom beach house minutes from Hamptons

Holiday Home in Calverton

4-bedroom beach house minutes from Hamptons
2.0 star property
The price is HK$3,558
HK$6,630 total
includes taxes & fees
25 Jan - 26 Jan
4-bedroom beach house minutes from Hamptons
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

The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Staff was very friendly room was clean and comfortable "
Richard 1-night trip
Posted 2 days ago
The Atlantic Hotel

Find out more about Southampton

Search for holiday rentals in Southampton on Expedia! You can easily find your home rentals, villas, holiday apartments in Southampton using one of the methods below:

  • View our selection of featured holiday rentals in Southampton
  • Use the map to find apartments and other holiday homes in the Southampton neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Southampton while they last

Look no further and take a look at our great range of rental properties in Southampton!

Frequently asked questions

Can I find holiday rentals in Southampton?

Yes, there are holiday rentals close to the most popular sights in Southampton, or you can select a more secluded option if you're looking for a relaxing stay. Nature enthusiasts will enjoy the beaches in Southampton. Make sure you have time to check out the museums and festivals during your trip.

What are some of the best holiday rentals that Southampton has to offer?

Luxury Southampton Village House : This highly rated holiday home rental in Southampton offers a fireplace, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Southampton are Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families and Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping.

How many holiday rentals are there in Southampton?

Expedia has 500 holiday rentals for your stay in Southampton.

What can I see and do in Southampton?

Enjoy the outdoors at Cooper's Beach and Shinnecock East County Park, or simply take in cultural attractions like Shinnecock Nation Cultural Center and Museum and Southampton Historical Museum. Other places in town to visit include Southampton Arts Center and Southampton Cultural Center.

What are holiday rentals like in Southampton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Southampton. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for a family trip.