A small boat with a canopy anchored near a dock.

Holiday Homes in Westhampton Beach

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Westhampton Beach holiday homes

A two-story building with a prominent sign reading 'Ivy On Main' indicating a restaurant and bar.

1. Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
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 AU$869
includes taxes & fees
1 Nov - 2 Nov
Prime location, walk to all, cozy cottage Westhampton Beach
A modern living room with a grey sofa, round coffee table, and a white fireplace.

2. 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 AU$3,689
includes taxes & fees
30 Oct - 31 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A hot tub with a checkered roof structure and surrounding greenery.

3. 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 AU$2,511
includes taxes & fees
12 Nov - 13 Nov
Jacuzzi year-round - Villa Luz Private Home
A modern building with large windows overlooking a beach.

4. 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 AU$1,796
includes taxes & fees
2 Nov - 3 Nov
Beachfront Jacuzzi All Year - Black Swan Home
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 AU$791
includes taxes & fees
2 Nov - 3 Nov
Immaculate Waterfront 2 bedroom!
A dining area with a table set for four, large windows, and a ceiling fan.

6. 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 AU$932
includes taxes & fees
11 Nov - 12 Nov
3 Story Beach Waterview, 3 KING bed, golf putting green!
A spacious living area with a fireplace, a wooden staircase, and large windows.

7. 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 AU$879
includes taxes & fees
2 Nov - 3 Nov
Cozy beach hose minutes from Hamptons
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

8. 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 AU$753
includes taxes & fees
30 Oct - 31 Oct
Modern Vacation home. Close to 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 AU$777
includes taxes & fees
2 Nov - 3 Nov
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A room with a metal rack holding towels, a small table with a glass container, and a window with blinds.

10. 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 AU$2,086
includes taxes & fees
3 Nov - 4 Nov
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
A garden with a small waterfall, rocks, and statues.

11. 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 AU$681
includes taxes & fees
1 Nov - 2 Nov
Peaceful 3BR Garden Cottage Long Island Escape
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

12. 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 AU$779
includes taxes & fees
30 Oct - 31 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

13. 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 AU$1,547
includes taxes & fees
1 Nov - 2 Nov
Minutes from the beach, brand new 4 bedroom
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

14. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is AU$1,042
includes taxes & fees
30 Oct - 31 Oct
Tranquil Stay
A wooden interior with a staircase, a blue sofa, and a fireplace.

15. Breakwater Estate: Heated Saltwater Pool, Sleeps 12

Breakwater Estate: Heated Saltwater Pool, Sleeps 12
Mattituck
10.0 out of 10, Exceptional, (39 reviews)
"Beautiful property. Great pool, We had a great time."
United States
william p.
The price is AU$1,807
includes taxes & fees
10 Nov - 11 Nov
Breakwater Estate: Heated Saltwater Pool, Sleeps 12
A house with a covered outdoor seating area, a well-maintained lawn, and a sunset in the background.

16. 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)
"Great home overall. Backyard was huge! Pool and seating options were was amazing!"
United States
Vanessa S.
The price is AU$1,747
includes taxes & fees
31 Oct - 1 Nov
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
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 AU$2,086
includes taxes & fees
30 Oct - 31 Oct
Cozy Hamptons Escape 3BR Minutes From Beach!
A swimming pool with a white deck, surrounded by lush greenery and a swan inflatable float.

18. 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 AU$2,086
includes taxes & fees
30 Oct - 31 Oct
Elegant 5-Bedroom Hamptons Home with Private Pool
A wooden house with a front porch, white railings, and a double door.

19. 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 AU$3,890
includes taxes & fees
1 Nov - 2 Nov
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
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 AU$1,637
includes taxes & fees
2 Nov - 3 Nov
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 Beach Hotel Reviews

The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"Excellent stay on the south fork and affordable."
Michele 1-night trip
Posted 4 hours ago
The Bentley Hotel Southampton

Find out more about Westhampton Beach

Westhampton Beach Holiday Homes information

Number of reviews
297
Accommodation
843 Holiday Homes
Lowest Price
AU$681
Highest Price
AU$3,890