Southampton Holiday Rentals

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Check prices for these dates

Tonight
30 Jul - 31 Jul
Tomorrow
31 Jul - 1 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Holiday Rentals in Southampton

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Pool

Charming Two-Story Retreat in Southampton Village walk to town, beach and train.

10.0 out of 10, Exceptional, (9)
"Great property for two people right next to the downtown. Our stay was comfortable and clean!"
Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
Charming Village home in the heart of Southampton
Smart TV

Charming Village home in the heart of Southampton

10.0 out of 10, Exceptional, (22)
"Great location, clean, easy checkin, slept 7 comfortably"
Charming Village home in the heart of Southampton
Newly Renovated Pristine Southampton Colonial
Exterior

Newly Renovated Pristine Southampton Colonial

9.8 out of 10, Exceptional, (11)
"This property worked great for us. Close to everywhere we need to be. Very clean as well."
Newly Renovated Pristine Southampton Colonial
Southampton Newly-renovated Home / Heated Pool!
A heated pool

Southampton Newly-renovated Home / Heated Pool!

10.0 out of 10, Exceptional, (29)
"We’ll kept - great layout, great backyard would love to go bakc"
Southampton Newly-renovated Home / Heated Pool!
Stunning Southampton Village Modern Home
Living area

Stunning Southampton Village Modern Home

The price is HK$105,968
HK$129,140 total
includes taxes & fees
2 Aug - 3 Aug
Stunning Southampton Village Modern Home
Resort Style backyard including professional PICKLEBALL COURT and HOT TUB.
Terrace/patio

Resort Style backyard including professional PICKLEBALL COURT and HOT TUB.

9.8 out of 10, Exceptional, (59)
"House was very clean! Owner was attentive. Highly recommend for a family vacation! Kids were never bored! "
Resort Style backyard including professional PICKLEBALL COURT and HOT TUB.
Location and views! Located directly on Shinnecock Bay!
Smart TV

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (27)
"Stay was relaxing, space was very cozy. we enjoyed our stay. "
The price is HK$2,791
HK$5,645 total
includes taxes & fees
31 Jul - 1 Aug
Location and views! Located directly on Shinnecock Bay!
CHARMING APARTMENT WITH SEPARATE ENTRANCE
Living area

CHARMING APARTMENT WITH SEPARATE ENTRANCE

CHARMING APARTMENT WITH SEPARATE ENTRANCE
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (29)
"We stayed here for my friend’s bachelorette party and it was perfect for what we needed! Dave even allowed us to check in a little early to decorate for her arrival! Would definitely stay again!"
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts
Exterior detail

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

9.8 out of 10, Exceptional, (19)
"House was perfectly appointed in Southampton! Close to all the spots--Southampton town, Bridgehampton shopping and quaint Sag Harbor"
The price is HK$15,699
HK$24,761 total
includes taxes & fees
24 Aug - 25 Aug
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts
The J Luxury Luxury Villa : Poolside Retreat w. Sauna
A heated pool

The J Luxury Luxury Villa : Poolside Retreat w. Sauna

9.8 out of 10, Exceptional, (31)
"The property was amazing! Owner was absolutely great communicating and providing us with everything we needed during our stay! Would definitely recommend this property for your next vacation spot!"
The J Luxury Luxury Villa : Poolside Retreat w. Sauna
Southampton - Walk to water/10 min drive to area beaches and Southampton Village
Beach nearby, beach towels

Southampton - Walk to water/10 min drive to area beaches and Southampton Village

10.0 out of 10, Exceptional, (2)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
Southampton - Walk to water/10 min drive to area beaches and Southampton Village
Southampton Home with Heated Pool,6 minutes from beach’s
Terrace/patio

Southampton Home with Heated Pool,6 minutes from beach’s

7.6 out of 10, Good, (4)
"Good location close to everything "
Southampton Home with Heated Pool,6 minutes from beach’s
Village gem walk to Main Street fenced in property
Smart TV, fireplace

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 HK$3,132
HK$8,134 total
includes taxes & fees
31 Jul - 1 Aug
Village gem walk to Main Street fenced in property
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
Outdoor dining

Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️

10.0 out of 10, Exceptional, (103)
"The house and stay were great!"
Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!!!🏖️
Waterfront Beach Cottage with Dock
Smart TV, fireplace, DVD player, books

Waterfront Beach Cottage with Dock

9.6 out of 10, Exceptional, (24)
"This is a very comfortable house in a quiet location with wonderful water views. I had a very relaxing time and would definitely consider staying here again."
Waterfront Beach Cottage with Dock
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
Outdoor pool, a heated pool

Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!

10.0 out of 10, Exceptional, (28)
"Great home. As advertised"
Luxurious Waterfront Retreat in Southampton: Breathtaking Views, Pool, and More!
New Construction Modern Luxury Retreat w 6 Beds
Interior

New Construction Modern Luxury Retreat w 6 Beds

10.0 out of 10, Exceptional, (6)
"The house was as advertised. Immaculate condition and easy access to everywhere in Southampton. The pool was amazing and any issues were addressed promptly. I would definitely recommend this house."
New Construction Modern Luxury Retreat w 6 Beds
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A heated pool

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

9.0 out of 10, Wonderful, (19)
"This was the perfect place to stay for a big group and really exceeded expectations!"
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool
Fridge, microwave, oven, stovetop

Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds Pool

9.8 out of 10, Exceptional, (25)
"Ken was great and easy to work with. The house was nice and perfect for our stay!"
Southampton Pickleball Walk to beach. Kayaks on lake Park-like grounds 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

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

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

10/10 Excellent
"This place was so nice and so close to so many fun places! "
Daniella L. 3-night trip
Posted 2 days ago
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

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. Another good choice for your trip to Southampton is Charming Village home in the heart of Southampton.

How many holiday rentals are there in Southampton?

Expedia has 468 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.