Holiday Rentals Southampton from £833: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Southampton holiday rentals

A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

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

Southampton

Justin

includes taxes & fees

13 Oct - 14 Oct

A modern living room with a sofa, armchairs, a coffee table, and a TV.

2. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

includes taxes & fees

2 Nov - 3 Nov

A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

3. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

includes taxes & fees

12 Oct - 13 Oct

A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

4. Amazing Southampton Home with Private Heated Pool

Southampton

Serina R.

includes taxes & fees

18 Oct - 19 Oct

A wooden gate partially covered by lush green ivy.

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

Southampton

Deborah V.

includes taxes & fees

12 Oct - 13 Oct

A wooden house with a front porch, white railings, and a double door.

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

Southampton

Melissa

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

7. Newly Renovated Pristine Southampton Colonial

Southampton

Brian M.

includes taxes & fees

12 Oct - 13 Oct

A beach with footprints leading to the water, a sunset in the background, and a clear sky.

8. Steps to the beach | Seabreeze Cottage #3

Hampton Bays

"The property needs a major cleaning and repairs. The floors were sticky, and the carpet was dirty. Furniture was dirty and soiled. There was dried food on the utensils. The pipes groaned at all hours, several times an hour. The bed creaked with every movement. Bedroom blinds were broken and wouldn’t close all the way. The bedside lamp on the wall was falling off. The last straw was the huge spider that jumped down from the closet onto me. We ended up leaving after less than 24 hours and...

Lydia

includes taxes & fees

18 Oct - 19 Oct

A modern building with large windows overlooking a beach.

9. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

includes taxes & fees

12 Oct - 13 Oct

A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

10. Charming Accommodations in the Hamptons

Sag Harbor

includes taxes & fees

12 Oct - 13 Oct

A driveway with a parked car, surrounded by trees and illuminated pathway lights.

11. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

Bridgehampton

Robert R.

includes taxes & fees

1 Nov - 2 Nov

A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

12. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

includes taxes & fees

12 Oct - 13 Oct

13. Cliffside Resort Condominiums

Greenport

Christine

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

14. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

includes taxes & fees

12 Oct - 13 Oct

A modern house with a deck, outdoor seating, and a fire pit.

15. North Fork Resort

Greenport

Harold

includes taxes & fees

12 Oct - 13 Oct

16. Windward Shores Ocean Resort

Napeague

Gaurang J

includes taxes & fees

18 Oct - 19 Oct

A dining area with a wooden table, chairs, and a decorative wall with a cityscape picture.

17. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

Flanders

James W.

includes taxes & fees

12 Oct - 13 Oct

A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

18. Elegant 5-Bedroom Hamptons Home with Private Pool

Hampton Bays

Judith M.

includes taxes & fees

12 Oct - 13 Oct

A backyard with a swimming pool, wicker lounge chairs, and potted plants.

19. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

Sag Harbor

maria m.

includes taxes & fees

12 Oct - 13 Oct

A beach with people relaxing on chairs and sunbathing.

20. Harbor Heights

Pipes Cove

Steven R.

includes taxes & fees

1 Nov - 2 Nov

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Top Southampton Hotel Reviews

Hamlet Inn

10/10 Excellent

"You can't find a nicer owner, or a more laid back conveniently located spot"

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

10/10 Excellent

"My wife and I were in town for a wedding. Michael was very nice and professional. Met us in the driveway and gave us the lay of the land. The unit was clean and had everything to you would need. Great location within walking distance of town. Would go back and stay again."

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

10/10 Excellent

"Loved this home- it was a perfect place for our group of 7 adults! Plenty of comfortable space to sit and talk, both inside and out. Rooms were spacious and comfortable! Check in and check out had limited instructions, which was a bit unusual based on prior experiences, but everything was simple enough. Host was responsive to questions through the app. Overall would recommend and would stay again!"

Newly Renovated, Serene Property with Heated Pool, Tennis, and Resort-Like Spa

10/10 Excellent

"We had a great stay at this house. This was our 3rd year doing this and by far the favorite house of my family. (3 adult kids plus sig others.) The deck and pool space were really comfortable and we used them a lot. The gym and sauna were huge bonuses that were also a big hit. I've actually rented in this area before and I really like the neighborhood. We would definitely consider renting this house next year, depending on our availability around this time of summer. Thanks to the owners for providing fun way to end the summer."

Find out more about Southampton

Everything you need to know about 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 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 Southampton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Southampton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in 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 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 Southampton holiday rentals we have selected for you start as low as £833 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Southampton rentals

At Expedia, we put the best 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 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 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 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.

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Frequently asked questions

Can I find holiday rentals in Southampton?

Yes, there are holiday rentals in Southampton close to Southampton Arts Center, 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?

Private 2.1 acre gated home with heated pool and tennis & pickleball court: This highly rated holiday home rental in Southampton is located near the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease 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 balcony, a garden and an arcade/games room so that you can immerse yourself in your holiday. Some other top choices in Southampton are Spacious Southampton Home in Shinnecock Hills, Central Between Southampton,... and Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping.

How many holiday rentals are there in Southampton?

Expedia has 481 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 Southampton Historical Museum and Halsey House. Other places in town to visit include Southampton Arts Center and Shinnecock Hills Golf Course.

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.

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Check prices for these dates

Our top choices for Southampton holiday rentals

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

2. Minutes from the beach, brand new 3 bedroom

3. Minutes from the beach, brand new 4 bedroom

4. Amazing Southampton Home with Private Heated Pool

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

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

7. Newly Renovated Pristine Southampton Colonial

8. Steps to the beach | Seabreeze Cottage #3

9. Beachfront Jacuzzi All Year - Black Swan Home

10. Charming Accommodations in the Hamptons

11. Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.

12. Jacuzzi year-round - Villa Luz Private Home

13. Cliffside Resort Condominiums

14. Immaculate Waterfront 2 bedroom!

15. North Fork Resort

16. Windward Shores Ocean Resort

17. Nicely Furnished apartment; Ideal for Travelling nurses, Resident doctors, etc,

18. Elegant 5-Bedroom Hamptons Home with Private Pool

19. Designer Sag Harbor Home w/ Pool + Fire Pit + Yard

20. Harbor Heights

Find holiday rentals that suit your style

Top Southampton Hotel Reviews

Hamlet Inn

Find out more about Southampton

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