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

Hamptons Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Hamptons vacation homes

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!

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 $243
CA $853 total
includes taxes & fees
Oct 13 - Oct 14
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

2. 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 $405
CA $832 total
includes taxes & fees
Nov 1 - Nov 2
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A dining area with a round table, six chairs, and a chandelier.

3. Year round Jacuzzi - Blackberry East Hampton Home

Year round Jacuzzi - Blackberry East Hampton 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 $161
CA $1,880 total
includes taxes & fees
Oct 12 - Oct 13
Year round Jacuzzi - Blackberry East Hampton Home
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

4. 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 $384
CA $814 total
includes taxes & fees
Oct 11 - Oct 12
Immaculate Waterfront 2 bedroom!
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

5. Jacuzzi year-round - Villa Luz Private Home

Jacuzzi year-round - 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 $159
CA $2,321 total
includes taxes & fees
Oct 12 - Oct 13
Jacuzzi year-round - Villa Luz Private Home
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
10.0 out of 10, Exceptional, (1 review)
Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

7. 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 $640
CA $1,515 total
includes taxes & fees
Oct 19 - Oct 20
Spacious house in East Hampton with heated pool + WFH
A modern building with large windows overlooking a beach.

8. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 reviews)
The price is CA $201
CA $1,717 total
includes taxes & fees
Oct 12 - Oct 13
Beachfront Jacuzzi All Year - Black Swan Home
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

9. 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)
The price is CA $640
CA $1,557 total
includes taxes & fees
Oct 12 - Oct 13
Minutes from the beach, brand new 4 bedroom
A modern living room with a sofa, armchairs, a coffee table, and a TV.

10. Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (5 reviews)
The price is CA $711
CA $1,671 total
includes taxes & fees
Nov 3 - Nov 4
Minutes from the beach, brand new 3 bedroom
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

11. 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 $807
CA $1,557 total
includes taxes & fees
Oct 12 - Oct 13
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Roger’s Beach

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

Prime location, walk to all, cozy cottage WHB
Westhampton Beach
10.0 out of 10, Exceptional, (3 reviews)
The price is CA $569
CA $1,063 total
includes taxes & fees
Oct 19 - Oct 20
Prime location, walk to all, cozy cottage WHB
A wooden house with a front porch, white railings, and a double door.

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

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (29 reviews)
"I loved the area and the home was beautiful and very spacious."
United States
Melissa
The price is CA $3,041
CA $4,034 total
includes taxes & fees
Oct 11 - Oct 12
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
A coastal hotel with multiple buildings, a swimming pool, and a beach view.

14. 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 $430
CA $875 total
includes taxes & fees
Oct 12 - Oct 13
Unit 1311: Cottage | Garden View | Deuce
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

15. Amazing Southampton Home with Private Heated Pool

Amazing Southampton Home with Private Heated Pool
Southampton
9.0 out of 10, Wonderful, (2 reviews)
"Very cozy house in a great location!"
United States
Serina R.
The price is CA $1,013
CA $2,039 total
includes taxes & fees
Oct 19 - Oct 20
Amazing Southampton Home with Private Heated Pool
A modern kitchen with white cabinets, a stainless steel sink, and a dishwasher.

16. 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 $2,713
CA $4,062 total
includes taxes & fees
Oct 10 - Oct 11
Newly Renovated Pristine Southampton Colonial
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

17. 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)
The price is CA $640
CA $1,370 total
includes taxes & fees
Oct 12 - Oct 13
Elegant 5-Bedroom Hamptons Home with Private Pool
A wooden gate partially covered by lush green ivy.

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

Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Southampton
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay here it was a lovely, warm and beautifully appointed home with a great pool and walkable to town. We hope to be able to return here again soon!"
United States
Deborah V.
The price is CA $3,035
CA $4,108 total
includes taxes & fees
Oct 12 - Oct 13
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

19. 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 $1,707
CA $2,228 total
includes taxes & fees
Oct 11 - Oct 12
Cozy Hamptons Escape 3BR Minutes From Beach!
A modern living room with a grey sofa, round coffee table, and a white fireplace.

20. 5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (6 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is CA $2,384
CA $3,824 total
includes taxes & fees
Oct 11 - Oct 12
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
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 Hamptons Hotel Reviews

Hamlet Inn

Hamlet Inn

8/10 Good
"Older property very well maintained. Only issue was the bed could get an upgrade! Staff was fantastic."
Joan 2-night trip
Posted 20 hours ago
Hamlet Inn

Find out more about Hamptons

Hamptons Vacation Homes information

Number of reviews
173
Accommodation
572 Vacation Homes
Lowest Price
CA $814
Highest Price
CA $4,108

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