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
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions Southampton Golf Range and Shinnecock Hills Golf ...
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Southampton estate with oversized pool, chefs kitchen, vast lawn,...

Southampton estate with oversized pool, chefs kitchen, vast lawn,...

Southampton
Stay at this vacation home in Southampton. Enjoy private pools, patios, and cable TV channels. Popular attractions Southampton Golf Range and Shinnecock Nation ...
Southampton estate with oversized pool, chefs kitchen, vast lawn,...
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!

Southampton
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and a fitness center. Popular attractions North Main Street Historic District and ...
Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
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Gorgeously Renovated SH Village 5 bd w/ Large Pool

Gorgeously Renovated SH Village 5 bd w/ Large Pool

Southampton
Book a stay at this family-friendly vacation home in Southampton. Enjoy free WiFi, an in-room coffeemaker, and in-room fireplaces. Popular attractions North ...
Gorgeously Renovated SH Village 5 bd w/ Large Pool
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Contemporary Southampton Village Home Walking Distance to Town, Pool,...

Southampton
Stay at this vacation home in Southampton. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions National Golf Club and Southampton ...
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Beautiful Southampton Home with breathtaking waterfront views, front porch,...

Beautiful Southampton Home with breathtaking waterfront views, front porch,...

Southampton
Stay at this vacation home in Southampton. Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Shinnecock Hills Golf Course and ...
Beautiful Southampton Home with breathtaking waterfront views, front porch,...
Newly Renovated Southampton Getaway House

Newly Renovated Southampton Getaway House

Southampton
Stay at this vacation home in Southampton. Enjoy free WiFi, private pools, and a garden. Popular attractions The Hamptons Beaches and North Sea Bathing Beach ...
Newly Renovated Southampton Getaway House
Beautiful Southampton Village Home, Perfect for Families with Private Pool...

Beautiful Southampton Village Home, Perfect for Families with Private Pool...

southampton
Enjoy private pools, patios, and cable/satellite TV service. Popular attractions Southampton Historical Museum and National Golf Club are located nearby.
Beautiful Southampton Village Home, Perfect for Families with Private Pool...
Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom

Southampton
The price is NZ$2,581 per night from 2 Mar to 3 Mar
NZ$2,581
includes taxes & fees
2 Mar - 3 Mar
Stay at this vacation home in Southampton. Enjoy free WiFi, a garden, and patios. Popular attractions The Hamptons Beaches and North Main Street Historic District ...
Minutes from the beach, brand new 4 bedroom
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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
197 Holiday Homes
Lowest Price
NZ$308
Highest Price
NZ$2,581
Popular accommodation
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping, Southampton estate with oversized pool, chefs kitchen, vast lawn,..., Southampton Village Luxury with Pool House Spa - Guest Cottage. Walk to Town! , Gorgeously Renovated SH Village 5 bd w/ Large Pool, Contemporary Southampton Village Home Walking Distance to Town, Pool,..., Beautiful Southampton Home with breathtaking waterfront views, front porch,..., Newly Renovated Southampton Getaway House, Beautiful Southampton Village Home, Perfect for Families with Private Pool..., Minutes from the beach, brand new 4 bedroom

Top trending hotels in Southampton

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 NZ$320 per night from 2 Mar to 3 Mar
NZ$320
includes taxes & fees
2 Mar - 3 Mar
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Bentley Hotel Southampton
The Atlantic Hotel

The Atlantic Hotel

2.5 out of 5
1655 County Road 39, Southampton, NY
The price is NZ$320 per night from 28 Feb to 1 Mar
NZ$320
includes taxes & fees
28 Feb - 1 Mar
Stay at this hotel in Southampton. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Atlantic Hotel
Southampton Inn

Southampton Inn

3 out of 5
91 Hill Street, Southampton, NY
The price is NZ$427 per night from 28 Feb to 1 Mar
NZ$427
includes taxes & fees
28 Feb - 1 Mar
Stay at this 3-star family-friendly hotel in Southampton. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Popular attractions Southampton Cultural Center ...
Southampton Inn
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Harpoon House

Harpoon House

3 out of 5
136 Main St, Southampton, NY
The price is NZ$308 per night from 30 Mar to 31 Mar
NZ$308
includes taxes & fees
30 Mar - 31 Mar
Stay at this 3-star B&B in Southampton. Enjoy free WiFi, free parking, and 3 bars/lounges. Popular attractions The Hamptons Beaches and Southampton Historical ...
Harpoon House
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.