A beach with a sign prohibiting swimming.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Westhampton vacation homes

Roger’s Beach

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

Prime location, walk to all, cozy cottage WHB
Westhampton Beach
10.0 out of 10, Exceptional, (4 reviews)
"Property was in easy walking distance from the village which made morning coffee runs a breeze. Very clean accommodations and large back yard."
United States
Matt S.
The price is ￥47,019
￥97,234 total
includes taxes & fees
Oct 26 - Oct 27
Prime location, walk to all, cozy cottage WHB
A hot tub with a checkered roof structure and surrounding greenery.

2. 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 ￥11,128
￥243,128 total
includes taxes & fees
Oct 28 - Oct 29
Jacuzzi year-round - Villa Luz Private Home
A modern building with large windows overlooking a beach.

3. 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 ￥14,576
￥183,796 total
includes taxes & fees
Oct 27 - Oct 28
Beachfront Jacuzzi All Year - Black Swan Home
A sandy beach path leading to a body of water, surrounded by dense green foliage and a clear sky.

4. Hamptons Retreat Enjoy the Fall Foilage and the Quiet Beaches

Hamptons Retreat Enjoy the Fall Foilage and the Quiet Beaches
east quogue
9.6 out of 10, Exceptional, (35 reviews)
"Great place, great host, easy process, definitely stay again."
United States
Andrew S.
The price is ￥64,059
￥124,871 total
includes taxes & fees
Oct 24 - Oct 25
Hamptons Retreat Enjoy the Fall Foilage and the Quiet Beaches
A modern kitchen with a central island, white cabinetry, and a dining area with a table set for two.

5. 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 ￥42,317
￥90,071 total
includes taxes & fees
Oct 25 - Oct 26
Immaculate Waterfront 2 bedroom!
A modern living room with a grey sofa, round coffee table, and a white fireplace.

6. 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 ￥262,679
￥423,307 total
includes taxes & fees
Oct 24 - Oct 25
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A dining area with a table set for four, large windows, and a ceiling fan.

7. 3 Story Beach Waterview, 3 KING bed, golf putting green!

3 Story Beach Waterview, 3 KING bed, golf putting green!
Shirley
10.0 out of 10, Exceptional, (24 reviews)
"Great property, wonderful communication with owner. Would stay here again"
United States
Robert L.
The price is ￥28,055
￥97,770 total
includes taxes & fees
Oct 28 - Oct 29
3 Story Beach Waterview, 3 KING bed, golf putting green!
A spacious living area with a fireplace, a wooden staircase, and large windows.

8. Cozy beach hose minutes from Hamptons

Cozy beach hose minutes from Hamptons
Calverton
8.2 out of 10, Very good, (11 reviews)
"Very responsive host and a beautiful house."
United States
Robin M.
The price is ￥54,166
￥101,459 total
includes taxes & fees
Oct 26 - Oct 27
Cozy beach hose minutes from Hamptons
A hot tub with two chairs, a pergola, and a wooden deck.

9. Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.

Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
Mastic
10.0 out of 10, Exceptional, (34 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is ￥55,360
￥247,753 total
includes taxes & fees
Nov 3 - Nov 4
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

10. 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 house was great. Pool was beautiful and everything was a 10 minute drive! Great place to relax"
United States
Judith M.
The price is ￥70,529
￥153,458 total
includes taxes & fees
Oct 25 - Oct 26
Elegant 5-Bedroom Hamptons Home with Private Pool
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

11. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (7 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is ￥42,176
￥85,791 total
includes taxes & fees
Oct 28 - Oct 29
Modern Vacation home. Close to The Hamptons
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

12. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is ￥67,002
￥115,049 total
includes taxes & fees
Oct 25 - Oct 26
Tranquil Stay
A living room with a sofa, armchairs, a coffee table, and a rug.

13. Peaceful 3BR Garden Cottage Long Island Escape

Peaceful 3BR Garden Cottage Long Island Escape
Coram
10.0 out of 10, Exceptional, (1 review)
"Excellent host and peaceful getaway. I highly recommend!"
United States
Greg M.
The price is ￥28,635
￥77,659 total
includes taxes & fees
Nov 1 - Nov 2
Peaceful 3BR Garden Cottage Long Island Escape
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

14. 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 ￥26,801
￥93,651 total
includes taxes & fees
Oct 25 - Oct 26
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

15. 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 ￥188,076
￥245,497 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Hamptons Escape 3BR Minutes From Beach!
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

16. Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY

Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
Rocky Point
10.0 out of 10, Exceptional, (29 reviews)
"It was perfect for what we needed and the hostess made it very simple and easy to check in and check out and answer any questions thank you"
United States
ken g.
The price is ￥44,433
￥85,506 total
includes taxes & fees
Oct 27 - Oct 28
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

17. Near the Hamptons - Private Pool, Jacuzzi Retreat

Near the Hamptons - Private Pool, Jacuzzi Retreat
Calverton
6.0 out of 10, (1 review)
"Upon arrival, there was a notice of non payment of almost 4000 from the electric company on the door so I was concerned I would lose electric. The grounds seemedover grown and unkept. There was no TV, no hot water in the kitchen with a brokenhot water knob which would have needed a wrench. Although it had in room air conditioners vented outside, they were taped in place with open air coming inside. One of the open areas actually had live tree vines coming inside which I pulled out. There was...
United States
Theresa M.
The price is ￥140,352
￥233,233 total
includes taxes & fees
Oct 25 - Oct 26
Near the Hamptons - Private Pool, Jacuzzi Retreat
A rocky beach with clear water and a forested hillside in the background.

18. North Fork Fall Escape—Vineyards, Apple Picking & Greenport

North Fork Fall Escape—Vineyards, Apple Picking & Greenport
Mattituck
9.6 out of 10, Exceptional, (7 reviews)
"Stayed with several friends for a wedding in Jamesport"
United States
Glenn F.
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

19. 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 ￥70,529
￥173,872 total
includes taxes & fees
Oct 25 - Oct 26
Minutes from the beach, brand new 4 bedroom
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 ￥78,365
￥184,079 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 Westhampton Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"I love it thank you"
Elmer 1-night trip
Posted 8 hours ago
Greenview Inn Riverhead

Find out more about Westhampton

Westhampton Vacation Homes information

Number of reviews
265
Accommodation
696 Vacation Homes
Lowest Price
￥77,659
Highest Price
￥423,307