Holiday Rentals in Southampton

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Holiday Rentals in Southampton

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

10.0 out of 10, Exceptional, (29)
"Amazing property! Had all the things we needed "
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping

Location and views! Located directly on Shinnecock Bay!

9.0 out of 10, Wonderful, (27)
"Cute beach bungalow vibe. The outdoor space, grill, and firepit made this property worthwhile! Lori's a wonderful, accomodating host."
Location and views! Located directly on Shinnecock Bay!

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

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

10.0 out of 10, Exceptional, (11)
"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.

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

Stunning Southampton Village Modern Home

The price is €14,496
includes taxes & fees
15 Aug - 16 Aug
Stunning Southampton Village Modern Home

CHARMING APARTMENT WITH SEPARATE ENTRANCE

CHARMING APARTMENT WITH SEPARATE ENTRANCE

Minutes from the beach, brand new 4 bedroom

The price is €1,474
includes taxes & fees
20 Aug - 21 Aug
Minutes from the beach, brand new 4 bedroom

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

10.0 out of 10, Exceptional, (4)
"Loved it! "
Cozy Southampton Home with Private Pool, Outdoor Dining, Perfect for Families

Stunning House: Tennis & Pool in Southampton Estate section

10.0 out of 10, Exceptional, (37)
"Wonderful place , great time and memories, Owners were very gracious and helpful"
Stunning House: Tennis & Pool in Southampton Estate section

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 €2,872
includes taxes & fees
24 Aug - 25 Aug
Stunning Private Sunny Modern Southampton home-5 beds Last minute discounts

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

9.8 out of 10, Exceptional, (53)
"Our family (16) spent a week at the property and found the house and property in good order, comfortable and convenient to the bay and other attractions. I would definitely recommend it as a great family vacation."
Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.

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

7.6 out of 10, Good, (4)
"Good location close to everything "
Southampton Home with Heated Pool,6 minutes from beach’s

Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...

10.0 out of 10, Exceptional, (4)
"Great time! Great house! Thank you"
Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,...

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

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

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

Contemporary Beach Cottage by the Water, Open Living Spaces, Steps Away...

10.0 out of 10, Exceptional, (1)
"This house was exactly as described. It was clean, bright and well maintained. The furnishing was lovely and the landscaping around the home was beautifully maintained and manicured. The bathrooms were clean and updated and had wonderful shower pressure. We spent most of the time at home rather than going out because it was so enjoyable. We barbecued and ate most of our dinners on the spacious outdoor deck and enjoyed the use of the well stocked kitchen with various cooking appliances and...
Contemporary Beach Cottage by the Water, Open Living Spaces, Steps Away...

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 €1,351
includes taxes & fees
20 Aug - 21 Aug
Village gem walk to Main Street fenced in property
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

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?

Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: This highly rated holiday home rental in Southampton offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Some other top choices in Southampton are Charming Village home in the heart of Southampton and Charming Two-Story Retreat in Southampton Village walk to town, beach and train..

How many holiday rentals are there in Southampton?

Expedia has 469 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.