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Village of Southampton Holiday Rentals

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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 AU$2,427
includes taxes & fees
5 Jan - 6 Jan 2026
Contemporary Southampton Village Home Walking Distance to Town, Pool,...

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 AU$1,689
includes taxes & fees
12 Dec - 13 Dec
Minutes from the beach, brand new 4 bedroom

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 AU$1,966
includes taxes & fees
1 Jan - 2 Jan 2026
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Seabreeze #3: Cozy Cottage by the beach

Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is AU$690
includes taxes & fees
14 Dec - 15 Dec
Seabreeze #3: Cozy Cottage by the beach

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 AU$1,341
includes taxes & fees
15 Dec - 16 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 AU$1,012
includes taxes & fees
8 Dec - 9 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 AU$1,936
includes taxes & fees
6 Jan - 7 Jan 2026
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

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 AU$11,048
includes taxes & fees
8 Dec - 9 Dec
NEW Luxury 7BR Water Mill Estate – Salt Pool, Sauna & Cold Plunge, Mins to Beach

Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

Napeague
10.0 out of 10, Exceptional, (1)
"Great stay. Unfortunately, they told us there was pickleball but there wasn’t. "
United States
Kevin C.
The price is AU$1,199
includes taxes & fees
15 Dec - 16 Dec
Ocean theme Balcony-View Studio Apt w/ 1 BTH & Tub

4-bedroom beach house minutes from Hamptons

2.0 star property
Calverton
The price is AU$939
includes taxes & fees
8 Dec - 9 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 AU$795
includes taxes & fees
10 Dec - 11 Dec
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

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 AU$696
includes taxes & fees
4 Jan - 5 Jan 2026
Seabreeze #4: Charming Cottage Footsteps to the Beach

American Beech in Greenport - Petite King Room 7

Greenport
9.0 out of 10, Wonderful, (4)
"Great job "
United States
emilio
The price is AU$421
includes taxes & fees
8 Dec - 9 Dec
American Beech in Greenport - Petite King Room 7

My Humble Abode 2BR Beachside Home | TennisPoolPKG

Napeague
10.0 out of 10, Exceptional, (1)
The price is AU$2,342
includes taxes & fees
6 Jan - 7 Jan 2026
My Humble Abode 2BR Beachside Home | TennisPoolPKG

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

Sag Harbor
The price is AU$9,804
includes taxes & fees
12 Dec - 13 Dec
Spacious 5-bedroom house with water views and 2 houses from the bay.

East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Center Moriches
10.0 out of 10, Exceptional, (110)
"Amazing stay! Everything was super clean and beautiful "
United States
Liannys P.
The price is AU$1,143
includes taxes & fees
29 Dec - 30 Dec
East End Retreat - Water Front - Available for the US Open Shinnecock Hills 2026

Charming Northfork Townhouse- walk to all

Greenport
10.0 out of 10, Exceptional, (5)
"Great property located in a quiet neighborhood within walking distance to all in Greenport. The townhouse was clean and kitchen was well- appointed with off the street parking. Playground up the street was an added bonus with a old school merry-go-round! Would definitely stay again"
United States
Beth R.
The price is AU$1,033
includes taxes & fees
8 Dec - 9 Dec
Charming Northfork Townhouse- walk to all

Canoe Place Waterfront Residences

4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1)
The price is AU$3,275
includes taxes & fees
21 Dec - 22 Dec
Canoe Place Waterfront Residences

Designer East Hampton Farmhouse

East Hampton North
The price is AU$1,717
includes taxes & fees
2 Jan - 3 Jan 2026
Designer East Hampton Farmhouse

Northfork Townhouse- walk to all/ newly renovated

Greenport
9.6 out of 10, Exceptional, (9)
"What a wonderful spot! We could walk to town, and a beach. We loved our stay in Greenport! "
United States
Laura B.
The price is AU$1,094
includes taxes & fees
8 Dec - 9 Dec
Northfork Townhouse- walk to all/ newly renovated
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, 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 favourite 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 depend 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 AU$939 per night. Entering your travel dates in the search wizard might find you 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.