A beach with a sign prohibiting swimming.

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Check prices for these dates

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

Our top choices for Westhampton holiday homes

Roger’s Beach

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 £561
includes taxes & fees
21 Oct - 22 Oct
Prime location, walk to all, cozy cottage Westhampton Beach
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

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 £1,280
includes taxes & fees
28 Oct - 29 Oct
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 £880
includes taxes & fees
18 Oct - 19 Oct
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.

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 £429
includes taxes & fees
21 Oct - 22 Oct
Immaculate Waterfront 2 bedroom!
A modern living room with a grey sofa, round coffee table, and a white fireplace.

5. 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 £2,025
includes taxes & fees
18 Oct - 19 Oct
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
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 £458
includes taxes & fees
3 Nov - 4 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 £465
includes taxes & fees
19 Oct - 20 Oct
Cozy beach hose minutes from Hamptons
A hot tub with two chairs, a pergola, and a wooden deck.

8. 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 £1,125
includes taxes & fees
15 Nov - 16 Nov
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.

9. 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 £729
includes taxes & fees
19 Oct - 20 Oct
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.

10. 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 £454
includes taxes & fees
23 Oct - 24 Oct
Modern Vacation home. Close to The Hamptons
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

11. 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 £481
includes taxes & fees
25 Oct - 26 Oct
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
A living room with a sofa, armchairs, a coffee table, and a rug.

12. 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 £362
includes taxes & fees
8 Nov - 9 Nov
Peaceful 3BR Garden Cottage Long Island Escape
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

13. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is £548
includes taxes & fees
27 Oct - 28 Oct
Tranquil Stay
A living room with a sofa, a coffee table, a TV mounted on the wall, and a window with a view of houses outside.

14. 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 £434
includes taxes & fees
28 Oct - 29 Oct
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
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 £1,178
includes taxes & fees
27 Oct - 28 Oct
Cozy Hamptons Escape 3BR Minutes From Beach!
A rocky beach with clear water and a forested hillside 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)
"Stayed with several friends for a wedding in Jamesport"
United States
Glenn F.
The price is £945
includes taxes & fees
24 Oct - 25 Oct
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
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 £1,094
includes taxes & fees
18 Oct - 19 Oct
Near the Hamptons - Private Pool, Jacuzzi Retreat
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

18. 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 £831
includes taxes & fees
18 Oct - 19 Oct
Minutes from the beach, brand new 4 bedroom
A modern two-story house with a swimming pool, a covered deck, and a well-maintained lawn.

19. 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 £959
includes taxes & fees
21 Oct - 22 Oct
Amazing Southampton Home with Private 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 Westhampton Hotel Reviews

Greenview Inn Riverhead

Greenview Inn Riverhead

10/10 Excellent
"Inn is in a rural areas, along scenic country nestled in nature-immersed Riverhead town.Close to Riverheads amazing stores and popular eatery s They offer a more personal, relaxed atmosphere, often featuring a cozy bed rather than a corporate polish.. Great for a short business trip or as a overnite . Unique Inn atmosphere."
Elizabeth 2-night trip
Posted 4 hours ago
Greenview Inn Riverhead

Find out more about Westhampton

Westhampton Holiday Homes information

Number of reviews
232
Accommodation
690 Holiday Homes
Lowest Price
£362
Highest Price
£2,025