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

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Hamptons vacation rentals

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

1. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,415 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is ￥23,986
￥30,512 total
includes taxes & fees
Nov 2 - Nov 3
Montauk Manor
Room

2. Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (326 reviews)
"The room was nice but the bed was horrible. They need to replace the bed ASAP. It is so old that the middle of the bed is touching the floor due to it being worn out. Our backs are still hurting. Otherwise it was a nice room."
United States
William
The price is ￥22,601
￥30,127 total
includes taxes & fees
Oct 15 - Oct 16
Windward Shores Ocean Resort
Room

3. Driftwood Resort

Driftwood Resort
3.5 star property
Montauk
8.8 out of 10, Excellent, (256 reviews)
"Great right on the beach property with nice pool."
United States
Julian
The price is ￥21,691
￥29,939 total
includes taxes & fees
Oct 15 - Oct 16
Driftwood Resort
Room

4. Montauk Oceanside Suites

Montauk Oceanside Suites
3.0 star property
Downtown Montauk
8.6 out of 10, Excellent, (456 reviews)
"The room was very clean and spacious."
United States
Jadana
The price is ￥22,445
￥27,366 total
includes taxes & fees
Oct 19 - Oct 20
Montauk Oceanside Suites
Living area

5. The Surf Club

The Surf Club
3.5 star property
Montauk
8.6 out of 10, Excellent, (304 reviews)
"Staff are nice"
United States
na
The price is ￥34,892
￥49,870 total
includes taxes & fees
Oct 27 - Oct 28
The Surf Club
A beach with footprints leading to the water, a sunset in the background, and a clear sky.

6. Steps to the beach | Seabreeze Cottage #3

Steps to the beach | Seabreeze Cottage #3
Hampton Bays
6.0 out of 10, (3 reviews)
"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...
United States
Lydia
The price is ￥9,500
￥68,361 total
includes taxes & fees
Oct 18 - Oct 19
Steps to the beach | Seabreeze Cottage #3
A spacious living area with a large bed, a dining table, and a kitchen in the background.

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

Unit 1021: Studio | 2nd Floor-Pool View | Starfish
Napeague
9.8 out of 10, Exceptional, (6 reviews)
"Comfortable accommodations, easy access to pool and beach, close to restaurants, quiet."
United States
Liana T.
The price is ￥25,493
￥66,370 total
includes taxes & fees
Oct 19 - Oct 20
Unit 1021: Studio | 2nd Floor-Pool View | Starfish
A modern kitchen with a stainless steel refrigerator, white cabinets, a window with a view, and a chandelier.

8. Charming Accommodations in the Hamptons

Charming Accommodations in the Hamptons
Sag Harbor
The price is ￥35,627
￥80,683 total
includes taxes & fees
Oct 19 - Oct 20
Charming Accommodations in the Hamptons
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

9. 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 ￥27,076
￥92,806 total
includes taxes & fees
Oct 18 - Oct 19
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A modern living room with a sofa, a coffee table, and a view of the outdoors through large glass doors.

10. Offshore Spa & Residences

Offshore Spa & Residences
4.5 star property
Downtown Montauk
8.4 out of 10, Very good, (5 reviews)
"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...
United States
Frank
The price is ￥57,720
￥74,989 total
includes taxes & fees
Nov 1 - Nov 2
Offshore Spa & Residences
A tented accommodation with a bed, a small table, and a chair.

11. Safari Tent Glamping,S2-CedarPt, East Hampton, NY

Safari Tent Glamping,S2-CedarPt, East Hampton, NY
East Hampton
10.0 out of 10, Exceptional, (2 reviews)
"Outstanding place"
United States
Michael H.
Safari Tent Glamping,S2-CedarPt, East Hampton, NY
A dining area with a round table, six chairs, and a chandelier.

12. 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 ￥13,934
￥204,370 total
includes taxes & fees
Oct 15 - Oct 16
Year round Jacuzzi - Blackberry East Hampton Home
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

13. 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 ￥45,127
￥92,985 total
includes taxes & fees
Nov 1 - Nov 2
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

14. 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 ￥17,734
￥264,155 total
includes taxes & fees
Oct 28 - Oct 29
Jacuzzi year-round - Villa Luz Private Home
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

15. 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 ￥42,752
￥90,997 total
includes taxes & fees
Oct 15 - Oct 16
Immaculate Waterfront 2 bedroom!
A modern building with large windows overlooking a beach.

16. Beachfront Jacuzzi All Year - Black Swan Home

Beachfront Jacuzzi All Year - Black Swan Home
Hampton Bays
9.4 out of 10, Exceptional, (21 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 ￥13,934
￥184,632 total
includes taxes & fees
Oct 15 - Oct 16
Beachfront Jacuzzi All Year - Black Swan Home
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

17. 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 ￥71,253
￥175,658 total
includes taxes & fees
Oct 15 - Oct 16
Minutes from the beach, brand new 4 bedroom
A modern kitchen with white cabinetry, a central island, stainless steel appliances, and pendant lighting.

18. 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 ￥71,253
￥169,509 total
includes taxes & fees
Oct 19 - Oct 20
Spacious house in East Hampton with heated pool + WFH
A backyard with a swimming pool, wicker lounge chairs, and potted plants.

19. 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 ￥85,290
￥183,738 total
includes taxes & fees
Oct 15 - Oct 16
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
A modern living room with a sofa, armchairs, a coffee table, and a TV.

20. 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)
"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 ￥79,170
￥185,970 total
includes taxes & fees
Nov 2 - Nov 3
Minutes from the beach, brand new 3 bedroom
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

The Penny Lane

The Penny Lane

10/10 Excellent
"Cant remember her name, but the hotel manager was just terrific. It may sound silly, but we asked for chive cream cheese and though they had none that day, the very next day they did as well as the following day. She knew where to source the best NY bagels and cheese. The fact that she cared and remembered really made a big difference. The view was terrific, the room was spotless, just a great 3 days spent here. Beautiful neighborhood, and close to everything. Couldn't have been nicer."
Douglas 2-night trip
Posted 1 hour ago
The Penny Lane

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