Holiday Rentals Hamptons from £133: Find Short-Term Rentals & Holiday Accommodations

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Our top choices for Hamptons holiday rentals

A spacious hallway with high ceilings, arched columns, and chandeliers.

1. Montauk Manor

Montauk

Maria

includes taxes & fees

17 Nov - 18 Nov

2. Driftwood Resort

Montauk

Julian

includes taxes & fees

30 Oct - 31 Oct

3. Windward Shores Ocean Resort

Napeague

Banessa

includes taxes & fees

2 Nov - 3 Nov

4. Montauk Oceanside Suites

Downtown Montauk

Jadana

includes taxes & fees

2 Nov - 3 Nov

5. The Surf Club

Montauk

na

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

6. Offshore Spa & Residences

Downtown Montauk

"What a memorable way to celebrate America’s 250th Anniversary and the Fourth of July at Offshore Montauk. The festive atmosphere, beautiful weather, beach days, and fireworks made for an unforgettable getaway. The property is beautifully designed with thoughtful room layouts, high-end appliances, and quality finishes that create a luxurious yet comfortable experience. The attention to detail throughout the property is impressive, and it's exciting to see the continued improvements being...

Frank

includes taxes & fees

10 Nov - 11 Nov

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

7. Charming Accommodations in the Hamptons

Sag Harbor

includes taxes & fees

3 Nov - 4 Nov

A spacious living area with a large bed, a dining table, and a kitchen in the background.

8. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

Napeague

Liana T.

includes taxes & fees

30 Oct - 31 Oct

A spacious living area with a white sofa, a white armchair, and a dining table. There is a staircase leading to an upper level.

9. 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

1 Nov - 2 Nov

A compact kitchen with a dining table, chairs, a refrigerator, a stove, and a hanging light fixture.

10. Cozy Cottage by the beach - Seabreeze #1

Hampton Bays

includes taxes & fees

5 Nov - 6 Nov

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

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

Southampton

Justin

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a wooden accent wall, a flat-screen TV, a fireplace, and a dining area with a chair and table.

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

Bridgehampton

Katie B.

includes taxes & fees

8 Nov - 9 Nov

A hot tub with a checkered roof structure and surrounding greenery.

13. Jacuzzi year-round - Villa Luz Private Home

Hampon Bays

Annie B.

includes taxes & fees

1 Nov - 2 Nov

A dining area with a round table, six chairs, and a chandelier.

14. Year round Jacuzzi - Blackberry East Hampton Home

East Hampton

Suzanne R.

includes taxes & fees

8 Nov - 9 Nov

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

15. Immaculate Waterfront 2 bedroom!

Hampton Bays

Michael L.

includes taxes & fees

2 Nov - 3 Nov

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

16. Minutes from the beach, brand new 3 bedroom

Southampton

Kathy B.

includes taxes & fees

2 Nov - 3 Nov

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

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

Sag Harbor

maria m.

includes taxes & fees

30 Oct - 31 Oct

A modern building with large windows overlooking a beach.

18. Beachfront Jacuzzi All Year - Black Swan Home

Hampton Bays

Donald J.

includes taxes & fees

1 Nov - 2 Nov

19. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

Hampton Bays

includes taxes & fees

9 Nov - 10 Nov

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

20. Minutes from the beach, brand new 4 bedroom

Southampton

Okito H.

includes taxes & fees

3 Nov - 4 Nov

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Top Hamptons Hotel Reviews

The Penny Lane

10/10 Excellent

"Beautiful place! Very clean! Very comfortable! Very friendly! Love to stay here! Great location! Can’t ask for anything else."

Faraway Sag Harbor

8/10 Good

"Beautiful and charming hotel! Unfortunately the restaurant was only serving breakfast and not dinner, since we arrived off- season. However the restaurant was freezing due to the heating system not working so we had to go elsewhere in town for breakfast. Too bad because it was a lovely room with a harbor view. Our biggest disappointment by far was the coffee in the room and in the lobby. Nasty stuff! I have never tasted coffee this bad in any hotel (and we have been to many). First of all at this high- end price point per night, Faraway should be providing at least a Nespresso machine in each room for a decent morning cup of coffee instead of instant coffee packets which went out with Sanka like forty years ago. :( Then we thought that maybe the coffee urns on the bar in the common area would at least provide a half decent cup of coffee. Boy were we wrong! The fact that other filled cups of coffee which were left on the bar still full told us that other guests felt the same about the quality of coffee. Thank goodness for Goldbergs Bagel shop in town! Come on guys. If you want to be recognized as a high end getaway in an extremely wealthy part of Long Island, please find yourselves a better quality coffee source. Its not that hard these days. We speak for all true coffee lovers."

Hampton's Vacation Inn

8/10 Good

"We stayed in the two bedroom cottage. The space was very clean and organized nicely but the furniture in the living area was a little out dated and the kitchen area could use some upgrades. Also there was no TV in the bedroom which was a bummer. I found the staff to be lovely and responsive. Might want to consider adding a workout facility in the future for those who come up for the big marathon weekend or offer free passes to the local gym. Expected a little more luxury for close to $400 dollars a night. Minus and a list of local restaurants and shops would be a bonus. Close to everything and served its purpose. Would definitely stay again with some upgrades. We liked how it was private and tucked away."

Find out more about Hamptons

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

Hamptons holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hamptons. 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 Hamptons 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 Hamptons holiday rentals we have selected for you start as low as £133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Hamptons rentals

At Expedia, we put the best Hamptons 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 Hamptons 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 Hamptons 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 Hamptons. 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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Check prices for these dates

Our top choices for Hamptons holiday rentals

1. Montauk Manor

2. Driftwood Resort

3. Windward Shores Ocean Resort

4. Montauk Oceanside Suites

5. The Surf Club

6. Offshore Spa & Residences

7. Charming Accommodations in the Hamptons

8. Unit 1021: Studio | 2nd Floor-Pool View | Starfish

9. Steps to the beach | Seabreeze Cottage #3

10. Cozy Cottage by the beach - Seabreeze #1

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

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

13. Jacuzzi year-round - Villa Luz Private Home

14. Year round Jacuzzi - Blackberry East Hampton Home

15. Immaculate Waterfront 2 bedroom!

16. Minutes from the beach, brand new 3 bedroom

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

18. Beachfront Jacuzzi All Year - Black Swan Home

19. Hamptons Oceanfront Oasis - Cozy 1-bedroom cottage

20. Minutes from the beach, brand new 4 bedroom

Find holiday rentals that suit your style

Top Hamptons Hotel Reviews

The Penny Lane

Find out more about Hamptons

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