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 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Hamptons vacation homes

Property grounds

1. Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
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 $157
CA $2,348 total
includes taxes & fees
Sep 21 - Sep 22
Villa Luz Family Home w/ heated pool & jacuzzi
Dining

2. BlackBerry Private home with jacuzzi yearlong

BlackBerry Private home with jacuzzi yearlong
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 $158
CA $1,849 total
includes taxes & fees
Sep 20 - Sep 21
BlackBerry Private home with jacuzzi yearlong
Terrace/patio

3. Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
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 $197
CA $1,609 total
includes taxes & fees
Sep 22 - Sep 23
Black Swan Beachfront Home with Jacuzzi year round
Property grounds

4. 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 $465
CA $905 total
includes taxes & fees
Oct 5 - Oct 6
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
TV, fireplace, books, stereo

5. 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 $378
CA $1,388 total
includes taxes & fees
Sep 24 - Sep 25
East Hampton Estate for 10, Pool Open through October, Sauna, Chef`s Kitchen, Outdoor Fireplace
Interior

6. 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 $700
CA $1,415 total
includes taxes & fees
Oct 18 - Oct 19
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
Outdoor pool, a heated pool

7. 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 $793
CA $1,558 total
includes taxes & fees
Sep 22 - Sep 23
Designer Sag Harbor Home w/ Pool + Fire Pit + Yard
Outdoor pool, a heated pool

8. 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 $630
CA $1,370 total
includes taxes & fees
Sep 27 - Sep 28
Elegant 5-Bedroom Hamptons Home with Private Pool
Exterior

9. 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 $453
CA $903 total
includes taxes & fees
Sep 22 - Sep 23
Unit 1311: Cottage | Garden View | Deuce
Living area

10. 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 $979
CA $2,009 total
includes taxes & fees
Sep 21 - Sep 22
Minutes from the beach, brand new 3 bedroom
Dining

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 $1,309 total
includes taxes & fees
Sep 26 - Sep 27
Immaculate Waterfront 2 bedroom!
Private kitchen

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 $693
CA $1,579 total
includes taxes & fees
Oct 4 - Oct 5
Spacious house in East Hampton with heated pool + WFH
Beach nearby, sun loungers, beach towels

13. 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 $490
CA $905 total
includes taxes & fees
Oct 2 - Oct 3
Prime location, walk to all, cozy cottage WHB
Smart TV, fireplace, stereo

14. 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 $1,007
CA $2,046 total
includes taxes & fees
Oct 1 - Oct 2
Minutes from the beach, brand new 4 bedroom
Pool

15. 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 $335
CA $1,337 total
includes taxes & fees
Oct 8 - Oct 9
Heated Pool UNTIL NOVEMBER, Outdoor Fireplace & Basement Arcade, Great for Kids
Coffee/tea maker, fridge, microwave, oven

16. 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 $1,533
CA $3,184 total
includes taxes & fees
Oct 14 - Oct 15
Rare Two-House Wainscott Estate: Hot Tub, Pool, Walk to Beach!
Interior

17. Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Sag Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home !"
United States
Nadja B.
The price is CA $1,049
CA $2,009 total
includes taxes & fees
Oct 9 - Oct 10
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Property grounds

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 $1,731
CA $2,405 total
includes taxes & fees
Oct 4 - Oct 5
Contemporary Southampton Village Home Walking Distance to Town, Pool,...
Interior

19. 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 $2,504
CA $3,779 total
includes taxes & fees
Sep 23 - Sep 24
Newly Renovated Pristine Southampton Colonial
Interior

20. 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 $1,399
CA $1,825 total
includes taxes & fees
Sep 19 - Sep 20
Cozy Hamptons Escape 3BR Minutes From Beach!
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

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main

10/10 Excellent
"Great stay and great owners! 10/10"
Kaylisa 4-night trip
Posted 2 hours ago
Hampton Bays Hotel on Main

Find out more about Hamptons

Hamptons Vacation Homes information

Number of reviews
194
Accommodation
637 Vacation Homes
Lowest Price
CA $903
Highest Price
CA $3,779

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