Search Holiday Rentals in Village of Southampton

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Village of Southampton holiday rentals

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

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.0 out of 10, Wonderful, (10 reviews)
"Great location. Great host. Easy house, pool and private back yard. It's modest but has it all."
United States
Harry V.
The price is £522
includes taxes & fees
17 Feb - 18 Feb
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!

Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (3 reviews)
"perfect for families"
United States
Okito H.
The price is £792
includes taxes & fees
27 Feb - 28 Feb
Minutes from the beach, brand new 4 bedroom

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (305 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is £130
includes taxes & fees
17 Feb - 18 Feb
Windward Shores Ocean Resort

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor
Bridgehampton
9.6 out of 10, Exceptional, (16 reviews)
"Wonderful & perfect for my pup and I. I’d go back!"
United States
Scott C.
The price is £334
includes taxes & fees
17 Feb - 18 Feb
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor

American Beech in Greenport - Petite King Room 7

American Beech in Greenport - Petite King Room 7
Greenport
9.0 out of 10, Wonderful, (4 reviews)
"We thoroughly enjoyed our stay!"
United States
Parent From The Heart, Inc. E.
The price is £149
includes taxes & fees
17 Feb - 18 Feb
American Beech in Greenport - Petite King Room 7

Blackberry: Private home with jacuzzi year-round

Blackberry: Private home with jacuzzi year-round
East Hampton
9.0 out of 10, Wonderful, (4 reviews)
"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 £706
includes taxes & fees
17 Feb - 18 Feb
Blackberry: Private home with jacuzzi year-round

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

Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer
Hampon Bays
9.6 out of 10, Exceptional, (23 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is £974
includes taxes & fees
17 Feb - 18 Feb
Villa Luz: Cozy Family Home with Jacuzzi Year-round & Heated Pool in Summer

Seabreeze #4: Charming Cottage Footsteps to the Beach

Seabreeze #4: Charming Cottage Footsteps to the Beach
Hampton Bays
8.8 out of 10, Excellent, (3 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is £353
includes taxes & fees
23 Feb - 24 Feb
Seabreeze #4: Charming Cottage Footsteps to the Beach

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Spacious multiples bedroom house in enchanting Calverton with WiFi, AC
Calverton
8.6 out of 10, Excellent, (8 reviews)
"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 £457
includes taxes & fees
17 Feb - 18 Feb
Spacious multiples bedroom house in enchanting Calverton with WiFi, AC

Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Black Swan: Beachfront Home w/ Year-Round Jacuzzi
Hampton Bays
9.6 out of 10, Exceptional, (15 reviews)
"Nice house. Photos and descriptions represent it very accurately. "
United States
Will K.
The price is £906
includes taxes & fees
24 Feb - 25 Feb
Black Swan: Beachfront Home w/ Year-Round Jacuzzi

Cottage on Beach front Estate with Dockage .Walk to Village

Cottage on Beach front Estate with Dockage .Walk to Village
Pipes Cove
10.0 out of 10, Exceptional, (75 reviews)
"Wonderful stay at such a special spot. "
United States
Meg B.
The price is £254
includes taxes & fees
28 Feb - 1 Mar
Cottage on Beach front Estate with Dockage .Walk to Village

Immaculate Waterfront 2 bedroom!

Immaculate Waterfront 2 bedroom!
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"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 £470
includes taxes & fees
17 Feb - 18 Feb
Immaculate Waterfront 2 bedroom!

Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons

Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons
Southold
The price is £328
includes taxes & fees
1 Mar - 2 Mar
Cozy&Chic Beach Cottage - wineries, beach and perfect for all seasons

Northfork Townhouse walk to all

Northfork Townhouse walk to all
Greenport
10.0 out of 10, Exceptional, (5 reviews)
"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 £417
includes taxes & fees
17 Feb - 18 Feb
Northfork Townhouse walk to all

Renovated Townhouse walk to all

Renovated Townhouse walk to all
Greenport
9.6 out of 10, Exceptional, (10 reviews)
"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 £421
includes taxes & fees
17 Feb - 18 Feb
Renovated Townhouse walk to all

4-bedroom beach house minutes from Hamptons

4-bedroom beach house minutes from Hamptons
Calverton
10.0 out of 10, Exceptional, (1 review)
"Beautiful home and location. Owner was very helpful. Would love to rent again!"
United States
Evelyn D.
The price is £509
includes taxes & fees
2 Mar - 3 Mar
4-bedroom beach house minutes from Hamptons

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

The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town
Greenport
10.0 out of 10, Exceptional, (1 review)
"Wonderful house. Immaculate with all the provisions you can hope for. Perfect location and beautifully done!"
United States
Jeannette M.
The price is £415
includes taxes & fees
3 Mar - 4 Mar
The Greenport Beach Cottage: 3 Min Walk to Beach, 1 mile to Town

Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy 5 Bedroom With Wi-fi And Air Condition
Wainscott
The price is £1,418
includes taxes & fees
17 Feb - 18 Feb
Cozy 5 Bedroom With Wi-fi And Air Condition

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is £1,136
includes taxes & fees
17 Feb - 18 Feb
Cozy Hamptons Escape 3BR Minutes From 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.

The Annual Holiday Sale

Members save up to 40% on hotels and holiday homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

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 £792 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.

What are some of the best holiday rentals that Village of Southampton has to offer?

Gorgeous private Hamptons house with pool and volleyball court: This holiday home rental outside Village of 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 fridge, an oven and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a pool table.

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

With 129 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 Shinnecock East County Park, or simply take in cultural attractions like Southampton Historical Museum and Halsey House. Other places in town to visit include The Hamptons Beaches and Southampton Arts 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.