A wooden church with a steeple, surrounded by trees and a clear blue sky.

Hamptons Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Hamptons vacation homes

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

1. Jacuzzi & Heated Pool - Villa Luz Private Home

Jacuzzi & Heated Pool - Villa Luz Private Home
Hampon Bays
9.6 out of 10, Exceptional, (27 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is CA $122
CA $2,311 total
includes taxes & fees
Sep 23 - Sep 24
Jacuzzi & Heated Pool - Villa Luz Private Home
A modern building with large windows overlooking a beach.

2. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (19 reviews)
"Views are incredible. Lucky enough to have had great weather before Memorial Day weekend! Our family loved it! Hot tub was wonderful."
United States
Donald J.
The price is CA $198
CA $1,731 total
includes taxes & fees
Sep 27 - Sep 28
Beachfront Jacuzzi All Year - Black Swan Home
A dining area with a round table, six chairs, and a chandelier.

3. Year round Jacuzzi - Blackberry Home

Year round Jacuzzi - Blackberry Home
East Hampton
9.2 out of 10, Wonderful, (7 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 CA $159
CA $1,855 total
includes taxes & fees
Sep 27 - Sep 28
Year round Jacuzzi - Blackberry Home
A spacious living room with a high ceiling, a fireplace, and a staircase leading to an upper level.

4. East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace

East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
East Hampton North
10.0 out of 10, Exceptional, (3 reviews)
"This house is absolutely wonderful and in a great location. It is beautifully decorated and the grounds are immaculate. The host has paid close attention to detail; everything we could ever need was there! We loved our stay, highly highly recommend ....."
United States
Carolyn C.
The price is CA $364
CA $1,356 total
includes taxes & fees
Sep 24 - Sep 25
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

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

Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
Bridgehampton
10.0 out of 10, Exceptional, (1 review)
"We thoroughly enjoyed our stay. The property was exactly as described, very well maintained, comfortable, and welcoming. The location is ideal for exploring the Hamptons, with convenient access to Sag Harbor, East Hampton, and Bridgehampton. We would definitely recommend this property to others visiting the area."
United States
Robert R.
The price is CA $467
CA $855 total
includes taxes & fees
Oct 1 - Oct 2
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A rectangular swimming pool with a pebble border and a fire feature in the center.

6. Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids

Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids
East Hampton North
The price is CA $336
CA $1,341 total
includes taxes & fees
Oct 8 - Oct 9
Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

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

Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Southampton
9.2 out of 10, Wonderful, (11 reviews)
"Great house with lots of space. Perfect location! The host is extremely accommodating. Definitely recommend!"
United States
Justin
The price is CA $631
CA $1,329 total
includes taxes & fees
Oct 21 - Oct 22
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

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

Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Sag Harbor
10.0 out of 10, Exceptional, (1 review)
"excellent and convenient stay!! located close into town, perfect for the small family group I was traveling with. home was very clean, cozy, had everything we needed! backyard with pool was a dream, beautifully landscaped, plenty of seating, very clean pool, would stay again! thanks for a delightful escape!"
United States
maria m.
The price is CA $796
CA $1,563 total
includes taxes & fees
Sep 23 - Sep 24
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A modern living room with a sofa, armchairs, a coffee table, and a TV.

9. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is CA $982
CA $2,015 total
includes taxes & fees
Sep 23 - Sep 24
Minutes from the beach, brand new 3 bedroom
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

10. Unit 1311: Cottage | Garden View | Deuce

Unit 1311: Cottage | Garden View | Deuce
Napeague
8.0 out of 10, Very good, (2 reviews)
"Great location a few steps always from the ocean and a few minutes away from town"
United States
Jessica S.
The price is CA $455
CA $902 total
includes taxes & fees
Sep 23 - Sep 24
Unit 1311: Cottage | Garden View | Deuce
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

11. 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 CA $769
CA $1,298 total
includes taxes & fees
Sep 26 - Sep 27
Immaculate Waterfront 2 bedroom!
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

12. Spacious house in East Hampton with heated pool + WFH

Spacious house in East Hampton with heated pool + WFH
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Great clean beautiful property."
United States
ANGELA S.
The price is CA $631
CA $1,477 total
includes taxes & fees
Oct 19 - Oct 20
Spacious house in East Hampton with heated pool + WFH
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

13. Elegant 5-Bedroom Hamptons Home with Private Pool

Elegant 5-Bedroom Hamptons Home with Private Pool
Hampton Bays
9.4 out of 10, Exceptional, (43 reviews)
"My family and I really enjoyed this home. Everything you can think of is provided for you. We would definitely stay here again!"
United States
Sarah A.
The price is CA $631
CA $1,374 total
includes taxes & fees
Sep 27 - Sep 28
Elegant 5-Bedroom Hamptons Home with Private Pool
A living room with a beige sofa, two woven ottomans, a framed car picture, and a door leading outside.

14. Prime location, walk to all, cozy cottage WHB

Prime location, walk to all, cozy cottage WHB
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"Adorable cottage in a perfect location to walk into West Hampton town and the beaches. Easy check-in with great communication. Plenty of amenities, including bikes, beach chairs, towels, and all you need to have a BBQ. Peaceful backyard - perfect to relax and read or enjoy an outside BBQ with family. I was with 2 girls friends and it was great for our needs."
United States
Cindy M.
The price is CA $491
CA $916 total
includes taxes & fees
Oct 2 - Oct 3
Prime location, walk to all, cozy cottage WHB
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

15. Minutes from the beach, brand new 4 bedroom

Minutes from the beach, brand new 4 bedroom
Southampton
10.0 out of 10, Exceptional, (6 reviews)
"perfect for families"
United States
Okito H.
The price is CA $1,010
CA $2,052 total
includes taxes & fees
Oct 1 - Oct 2
Minutes from the beach, brand new 4 bedroom
A compact laundry room with a washing machine, a dryer, and a small sink area.

16. Lovely & Spacious Sag Harbor escape with heated pool

Lovely & Spacious Sag Harbor escape with heated pool
Sag Harbor
The price is CA $2,147
CA $3,118 total
includes taxes & fees
Sep 23 - Sep 24
Lovely & Spacious Sag Harbor escape with heated pool
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

17. Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (7 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is CA $1,403
CA $1,831 total
includes taxes & fees
Sep 23 - Sep 24
Cozy Hamptons Escape 3BR Minutes From Beach!
A kitchen with a central island, white cabinetry, and a brick accent wall.

18. Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!

Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!
Wainscott
10.0 out of 10, Exceptional, (33 reviews)
"Thoroughly enjoyed our stay, property manager was incredibly helpful and responsive, highly recommend! "
United States
Leigh E.
The price is CA $1,514
CA $3,255 total
includes taxes & fees
Oct 4 - Oct 5
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!
A modern kitchen with a black and white color scheme, a central island, and built-in appliances.

19. Spacious & Modern 5-bedroom in Sag Harbor, walk to bay

Spacious & Modern 5-bedroom in Sag Harbor, walk to bay
Sag Harbor
The price is CA $2,630
CA $3,747 total
includes taxes & fees
Sep 28 - Sep 29
Spacious & Modern 5-bedroom in Sag Harbor, walk to bay
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

20. Newly Renovated Pristine Southampton Colonial

Newly Renovated Pristine Southampton Colonial
Southampton
9.8 out of 10, Exceptional, (12 reviews)
"Great property, worked perfectly for my crew that was in town for an event. Great communication with Brian the owner and very easy stay. Would stay again!"
United States
Brian M.
The price is CA $2,512
CA $3,790 total
includes taxes & fees
Sep 23 - Sep 24
Newly Renovated Pristine Southampton Colonial
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hamptons Hotel Reviews

The Hampton Maid

The Hampton Maid

10/10 Excellent
"5 stars across the board. No detail left to chance. Stay was exceptional, breakfast was outstanding, property was gorgeous. A must!"
Muna 2-night trip
Posted 3 hours ago
The Hampton Maid

Find out more about Hamptons

Hamptons Vacation Homes information

Number of reviews
178
Accommodation
637 Vacation Homes
Lowest Price
CA $855
Highest Price
CA $3,790

Explore a world of travel with Expedia