Holiday Rentals in Village of Southampton

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Holiday Rentals in Village of Southampton

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

Southampton
10.0 out of 10, Exceptional, (15)
"Just finished a 5 day stay. Best house rental ever! Great and thoughtful hosts. Super relaxing and extremely luxurious! Highly recommend!"
United States
William H.
The price is €1,511
includes taxes & fees
1 Jan - 2 Jan 2026
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

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

Southampton
9.0 out of 10, Wonderful, (10)
"Enjoyed our time. House was clean, pool was a bonus for the family after a day at the beach. House was spacious and welcoming. Beds were very comfortable.Location was perfect! Would definitely come back!"
United States
Panagiota K.
The price is €725
includes taxes & fees
2 Dec - 3 Dec
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Minutes from the beach, brand new 4 bedroom

Southampton
10.0 out of 10, Exceptional, (3)
"perfect for families"
United States
Okito H.
The price is €980
includes taxes & fees
2 Dec - 3 Dec
Minutes from the beach, brand new 4 bedroom

NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Water Mill
10.0 out of 10, Exceptional, (6)
"Highly recommend everything from start to finish went smoothly and it was a great experience!!"
United States
Stephanie M.
The price is €6,437
includes taxes & fees
2 Dec - 3 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is €402
includes taxes & fees
4 Dec - 5 Dec
Seabreeze #3: Cozy Cottage by the beach

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Hampton Bays
10.0 out of 10, Exceptional, (12)
"This is a simple house with a great view right on the water. The beds and bedding were comfortable. Despite being on the water, it has a nice yard and little beach area. "
United States
Coleman H.
The price is €1,096
includes taxes & fees
7 Dec - 8 Dec
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

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

Sag Harbor
The price is €5,685
includes taxes & fees
6 Dec - 7 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.

Sag Harbor Water View w Dock 1.5ml from town

Bay Point
The price is €5,650
includes taxes & fees
6 Dec - 7 Dec
Sag Harbor Water View w Dock 1.5ml from town

Stylish Woody Interior 1BR+Loft w/ Beach Access

Amagansett
The price is €940
includes taxes & fees
13 Dec - 14 Dec
Stylish Woody Interior 1BR+Loft w/ Beach Access

Blackberry: Private home with jacuzzi year-round

East Hampton
9.0 out of 10, Wonderful, (4)
"We had a great time staying here. The home is well worn and there are some fixtures that should be replaced "
United States
Suzanne R.
The price is €779
includes taxes & fees
4 Dec - 5 Dec
Blackberry: Private home with jacuzzi year-round

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

2.0 star property
Calverton
8.6 out of 10, Excellent, (8)
"This was a great place to stay! Nice house, great backyard on a river and the house was well stocked with essentials. Owner was accommodating and easy to communicate with."
United States
Nicole A.
The price is €588
includes taxes & fees
2 Dec - 3 Dec
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Hampon Bays
9.6 out of 10, Exceptional, (22)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is €1,239
includes taxes & fees
28 Dec - 29 Dec
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Canoe Place Waterfront Residences

4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is €1,594
includes taxes & fees
30 Dec - 31 Dec
Canoe Place Waterfront Residences

4-bedroom beach house minutes from Hamptons

2.0 star property
Calverton
The price is €545
includes taxes & fees
2 Dec - 3 Dec
4-bedroom beach house minutes from Hamptons

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Greenport
10.0 out of 10, Exceptional, (1)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is €481
includes taxes & fees
15 Dec - 16 Dec
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
The price is €245
includes taxes & fees
7 Dec - 8 Dec
American Beech in Greenport - Petite King Room 7

Cozy 5 Bedroom With Wi-fi And Air Condition

Wainscott
The price is €1,705
includes taxes & fees
2 Dec - 3 Dec
Cozy 5 Bedroom With Wi-fi And Air Condition

Immaculate Waterfront 2 bedroom!

Hampton Bays
10.0 out of 10, Exceptional, (5)
"Clean and fully updated home situated on a canal with a partial view of the bay . A perfect location ."
United States
Michael L.
The price is €567
includes taxes & fees
3 Dec - 4 Dec
Immaculate Waterfront 2 bedroom!

Beautifully farmhouse

Southold
10.0 out of 10, Exceptional, (3)
"good experience"
United States
Anonymous traveller
The price is €1,038
includes taxes & fees
8 Dec - 9 Dec
Beautifully farmhouse

Seabreeze #4: Charming Cottage Footsteps to the Beach

Hampton Bays
8.8 out of 10, Excellent, (3)
"Great stay. Would stay again. "
United States
Weston B.
The price is €402
includes taxes & fees
10 Dec - 11 Dec
Seabreeze #4: Charming Cottage Footsteps to the Beach
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 Village of Southampton Hotel Reviews

Find out more about Village of Southampton

Everything you need to know about Village of Southampton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Village of Southampton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Village of Southampton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Village of Southampton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Village of Southampton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Village of Southampton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Village of Southampton holiday rentals we have selected for you start as low as €588 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Village of Southampton rentals

At Expedia, we put the best Village of Southampton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Village of Southampton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Village of Southampton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Village of Southampton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Village of Southampton?

Yes, there are holiday rentals close to the most popular sights in Village of Southampton, or you can select a more secluded option if you're looking for a relaxing stay. Village of Southampton is known for its churches and monuments. Make sure you have time to check out the theatres and entertainment choices during your trip.

How many holiday rentals will I find in Village of Southampton?

With 127 Expedia holiday rentals, you're guaranteed to find just the right place for your Village of Southampton stay.

What can I see and do in Village of Southampton?

Enjoy the outdoors at Cooper's Beach and The Hamptons Beaches, or simply take in cultural attractions like Southampton Historical Museum and Halsey House. Other places in town to visit include Southampton Arts Center and Southampton Cultural Center.

What’s a holiday rental in Village of Southampton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Village of Southampton. Holiday rentals provide amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a small group gathering.