Southampton Holiday Rentals

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Holiday Rentals in Southampton

Stunning Southampton Village Modern Home

The price is NZ$27,645
includes taxes & fees
28 July - 29 July
Stunning Southampton Village Modern Home

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
The price is NZ$3,188
includes taxes & fees
30 July - 31 July
Charming Village home in the heart of Southampton

Village gem walk to Main Street fenced in property

9.0 out of 10, Wonderful, (4)
"The location couldn’t have been better — just minutes from all our favorite coffee shops, restaurants, and no more than a 5-minute drive to the beach or any other local spot we wanted to visit. The house itself has that authentic Southampton charm, with a beautiful aesthetic that made us feel right at home.Property owners were very responsive and ensured we had a comfortable stay!The true hidden gem of the property was the outdoor shower — absolutely perfect after a day at the beach! Our dog...
The price is NZ$1,727
includes taxes & fees
31 July - 1 Aug
Village gem walk to Main Street fenced in property

Charming 3-bedroom farmhouse with WiFi, AC in lovely Hampton Bays

The price is NZ$1,392
includes taxes & fees
3 Aug - 4 Aug
Charming 3-bedroom farmhouse with WiFi, AC in lovely Hampton Bays

Charming 4-bedroom house water front on a beautifull pond in Southampton

The price is NZ$3,248
includes taxes & fees
5 Aug - 6 Aug
Charming 4-bedroom house water front on a beautifull pond in Southampton

Minutes from the beach, brand new 4 bedroom

The price is NZ$2,437
includes taxes & fees
30 July - 31 July
Minutes from the beach, brand new 4 bedroom

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

9.2 out of 10, Wonderful, (9)
"Great location and comfortable home. Easy check in and check out."
The price is NZ$3,946
includes taxes & fees
1 Aug - 2 Aug
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Sag Harbor Water View w Dock 1.5ml from town

The price is NZ$11,429
includes taxes & fees
26 July - 27 July
Sag Harbor Water View w Dock 1.5ml from town

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

2.5 star property
9.6 out of 10, Exceptional, (9)
"Great place! Great communication with property owner!"
The price is NZ$1,045
includes taxes & fees
28 July - 29 July
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Charming 1-bedroom private suite in exclusive neighborhood house in Amagansett

8.0 out of 10, Very good, (1)
The price is NZ$1,413
includes taxes & fees
24 July - 25 July
Charming 1-bedroom private suite in exclusive neighborhood house in Amagansett

Spacious 5-bedroom house with water views and 2 houses from the bay.

The price is NZ$10,386
includes taxes & fees
30 July - 31 July
Spacious 5-bedroom house with water views and 2 houses from the bay.

Private beach on a fenced in property sunset views

10.0 out of 10, Exceptional, (9)
"Beautiful sunrise, sunsets and scenery. Beautiful property"
The price is NZ$2,987
includes taxes & fees
5 Aug - 6 Aug
Private beach on a fenced in property sunset views

Gorgeous Greenport Beach House right on the Sound! Breathtaking views

9.8 out of 10, Exceptional, (6)
"We came for a girls trip and this property was perfect, had beautiful views and was close to everything...we very much enjoyed our stay!"
The price is NZ$2,935
includes taxes & fees
27 July - 28 July
Gorgeous Greenport Beach House right on the Sound! Breathtaking views

Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

10.0 out of 10, Exceptional, (8)
"Great location and amenities. "
Stylish Modern Retreat in the Heart of the Hamptons: Your Perfect Getaway!

Beautifully farmhouse

10.0 out of 10, Exceptional, (2)
"good experience"
The price is NZ$1,957
includes taxes & fees
29 July - 30 July
Beautifully farmhouse

Aqua by American Beech - Rooftop Suite

10.0 out of 10, Exceptional, (1)
"Quick stay after a day at the wineries. Location is is set in a beautiful quiet area and the view is just amazing. The staff could truly not be any better, any request or issue was dealt with in literally a minute. Room was perfect, clean and made you feel at home with anything you needed. Will definitely be back!"
The price is NZ$967
includes taxes & fees
5 Aug - 6 Aug
Aqua by American Beech - Rooftop Suite

Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

4.0 star property
10.0 out of 10, Exceptional, (4)
"We spent an awesome week at Ray’s house. The pictures were completely accurate and it was so easy to communicate with Ray (and his helpful assistant). Super comfortable beds and great linens. We were traveling with 3 young kids and he went above and beyond - put up a fence around the pool, had a travel crib, high chair and some silicone plates/cups. The location was great. An easy walk to town and the bay beach. Makes a huge difference during high season with all the traffic. Would definitely...
The price is NZ$8,043
includes taxes & fees
1 Aug - 2 Aug
Pool/5 min walk to Beach/Restaurants/Museums- Village House w/backyard

Bay Access Cottage + Pilates Gym

2.0 star property
Bay Access Cottage + Pilates Gym

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
8.0 out of 10, Very good, (2)
"A fantastic location, and would certainly stay again! The bed was a bit hard but we all like something different. "
The price is NZ$1,521
includes taxes & fees
24 July - 25 July
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
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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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?

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.: This highly rated holiday home rental in Southampton is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities such as a dishwasher and a stovetop can make your holiday run smoothly. Some other top choices in Southampton are Charming Village home in the heart of Southampton and Luxury Southampton Village House .

How many holiday rentals are there in Southampton?

Expedia has 476 holiday rentals for your stay in Southampton.

What can I see and do in Southampton?

Enjoy the outdoors at Cooper's Beach and The Hamptons Beaches, 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.