Book Holiday Homes in Southampton

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Featured Holiday Homes in Southampton

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Southampton
Located in Southampton, this vacation home is within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Charming Village home in the heart of Southampton

Charming Village home in the heart of Southampton

Southampton
When you stay at this vacation home in Southampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and Cooper's Beach.
Charming Village home in the heart of Southampton
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
With a stay at this vacation home in Southampton, you'll be within a 10-minute drive of The Hamptons Beaches and Cooper's Beach.
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
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Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom

Southampton
The price is AU$2,592 per night from 20 Aug to 21 Aug
AU$2,592
20 Aug - 21 Aug
includes taxes & fees
Located in Southampton, this vacation home is within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Minutes from the beach, brand new 4 bedroom
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families

Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families

Southampton
With a stay at this vacation home in Southampton, you'll be near the beach, within a 10-minute drive of The Hamptons Beaches and Elizabeth A. Morton National ...
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families
Stunning House: Tennis & Pool in Southampton Estate section

Stunning House: Tennis & Pool in Southampton Estate section

Southampton
When you stay at this vacation home in Southampton, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Cooper's Beach.
Stunning House: Tennis & Pool in Southampton Estate section
Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial

Southampton
With a stay at this vacation home in Southampton, you'll be within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
Newly Renovated Pristine Southampton Colonial
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

Southampton
The price is AU$4,766 per night from 25 Aug to 26 Aug
AU$4,766
25 Aug - 26 Aug
includes taxes & fees
With a stay at this vacation home in Southampton, you'll be by the sea, within a 10-minute drive of The Hamptons Beaches and Parrish Art Museum.
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Southampton
With a stay at this vacation home in Southampton, you'll be by the sea, just a 5-minute walk from The Hamptons Beaches and within a 5-minute drive of Elizabeth ...
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
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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.

Southampton Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Southampton vacation homes are the perfect way for you to wing it.

Holiday houses in Southampton let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Southampton in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Southampton adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Southampton with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Southampton vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Southampton Holiday Homes essential information

Accommodation
260 Holiday Homes
Lowest Price
AU$398
Highest Price
AU$4,766
Popular accommodation
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Charming Village home in the heart of Southampton, Charming Two-Story Retreat in Southampton Village walk to town, beach and train., Minutes from the beach, brand new 4 bedroom, Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families, Stunning House: Tennis & Pool in Southampton Estate section, Newly Renovated Pristine Southampton Colonial, Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts, Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

Top trending hotels in Southampton

The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
When you stay at The Atlantic Hotel in Southampton, you'll be in the business district, within a 15-minute drive of The Hamptons Beaches and Cooper's Beach.
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

2 out of 5
161 Hills Station Rd, Southampton, NY
Fully refundableReserve now, pay when you stay
The price is AU$398 per night from 3 Sept to 4 Sept
AU$398
3 Sept - 4 Sept
includes taxes & fees
When you stay at The Bentley Hotel Southampton in Southampton, you'll be near the airport, within a 5-minute drive of The Hamptons Beaches and Meschutt ...
The Bentley Hotel Southampton
Capri

Capri

3.5 out of 5
281 County Road 39A, Southampton, NY
The price is AU$1,015 per night from 8 Sept to 9 Sept
AU$1,015
8 Sept - 9 Sept
includes taxes & fees
With a stay at Capri in Southampton, you'll be within a 10-minute drive of The Hamptons Beaches and Cooper's Beach.
Capri
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Southampton Inn

Southampton Inn

3 out of 5
91 Hill Street, Southampton, NY
The price is AU$603 per night from 7 Sept to 8 Sept
AU$603
7 Sept - 8 Sept
includes taxes & fees
Located in Southampton, Southampton Inn is in a shopping district, a 5-minute walk from Southampton Cultural Center and 6 minutes by foot from Southampton Arts ...
Southampton Inn
Don't see what you're looking for?
See all available properties in Southampton
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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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^Subject to availability and chosen travel dates.