A small boat with a canopy anchored near a dock.

Westhampton Beach Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Westhampton Beach 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, (3 reviews)
"Erica was very communicative and helpful. Very cozy with a great location."
United States
Chris J.
The price is CA $570
CA $1,022 total
includes taxes & fees
Oct 19 - Oct 20
Prime location, walk to all, cozy cottage WHB
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 CA $2,388
CA $3,945 total
includes taxes & fees
Oct 6 - Oct 7
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
A landscaped garden with a tree in a rectangular planter, surrounded by trimmed hedges and a wooden fence in the background.

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 CA $160
CA $2,392 total
includes taxes & fees
Oct 6 - Oct 7
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, (20 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 $161
CA $1,683 total
includes taxes & fees
Oct 6 - Oct 7
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 CA $385
CA $816 total
includes taxes & fees
Oct 9 - Oct 10
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 CA $266
CA $895 total
includes taxes & fees
Nov 3 - Nov 4
3 Story Beach Waterview, 3 KING bed, golf putting green!
A living room with a sofa, armchairs, a coffee table, and a rug.

7. 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 CA $260
CA $705 total
includes taxes & fees
Oct 6 - Oct 7
Peaceful 3BR Garden Cottage Long Island Escape
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 CA $589
CA $1,034 total
includes taxes & fees
Oct 6 - Oct 7
Cozy beach hose minutes from Hamptons
A modern kitchen with a stainless steel refrigerator, a large island with bar stools, and pendant lighting.

9. Modern Vacation home. Close to The Hamptons

Modern Vacation home. Close to The Hamptons
Shirley
9.8 out of 10, Exceptional, (6 reviews)
"5/5 I enjoyed my stay , very clean and spacious. "
United States
Quywana F.
The price is CA $460
CA $876 total
includes taxes & fees
Oct 6 - Oct 7
Modern Vacation home. Close to The Hamptons
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)
"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 $641
CA $1,377 total
includes taxes & fees
Oct 6 - Oct 7
Elegant 5-Bedroom Hamptons Home with Private Pool
A modern kitchen with white cabinets, stainless steel appliances, a tiled backsplash, and a view to the outside.

11. Tranquil Stay

Tranquil Stay
Shirley
8.2 out of 10, Very good, (12 reviews)
"Great stay! "
United States
Emily S.
The price is CA $609
CA $1,046 total
includes taxes & fees
Oct 6 - Oct 7
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.

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, (28 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 CA $333
CA $712 total
includes taxes & fees
Oct 6 - Oct 7
Homelike, peaceful and centrally- home located in the hamlet of Rocky Point NY
A hot tub with two chairs, a pergola, and a wooden deck.

13. 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, (33 reviews)
"Lovely time with so many fun games and activities on the property, highly recommend!"
United States
Logan S.
The price is CA $713
CA $2,232 total
includes taxes & fees
Oct 22 - Oct 23
Spacious Family Retreat with Heated Pool, Hot Tub, Sauna, basketball & Golf.
A spacious living room with a grey sectional sofa, a round coffee table, and a white armchair.

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 $641
CA $1,581 total
includes taxes & fees
Oct 6 - Oct 7
Minutes from the beach, brand new 4 bedroom
A covered outdoor seating area with a white door, a 'No Smoking' sign, and string lights.

15. The Royal Suite - Ronkonkoma

The Royal Suite - Ronkonkoma
Ronkonkoma
9.8 out of 10, Exceptional, (9 reviews)
"Accommodations were immaculate, very "cozy'. Would stay here again when in the area."
United States
Maureen F.
The price is CA $171
CA $494 total
includes taxes & fees
Oct 12 - Oct 13
The Royal Suite - Ronkonkoma
A modern kitchen with white cabinets, a dining area with a round table, and a living area with a sofa and decorative pillows.

16. 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 $1,710
CA $2,232 total
includes taxes & fees
Oct 6 - Oct 7
Cozy Hamptons Escape 3BR Minutes From Beach!
A rocky beach with clear water and a forested hillside in the background.

17. 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 CA $855
CA $1,954 total
includes taxes & fees
Oct 24 - Oct 25
North Fork Fall Escape—Vineyards, Apple Picking & Greenport
A backyard with a swimming pool, outdoor furniture, and a house with solar panels.

18. 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 CA $1,276
CA $2,121 total
includes taxes & fees
Oct 6 - Oct 7
Near the Hamptons - Private Pool, Jacuzzi Retreat
A driveway with a parked car, surrounded by trees and illuminated pathway lights.

19. 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 $406
CA $819 total
includes taxes & fees
Nov 3 - Nov 4
Bridgehampton, NY cottage near Sag Harbor, NY. Elegant and modern.
A room with a large window, a wooden bookshelf, a stone wall, and a white sofa.

20. 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 $224
CA $833 total
includes taxes & fees
Oct 6 - Oct 7
Entire House in Southampton Village, Pool, 2 Fireplaces, Walk Everywhere, Pets!
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

Residence Inn by Marriott Long Island Holtsville

Residence Inn by Marriott Long Island Holtsville

8/10 Good
"No complaints! Waffle iron was fun."
Caitlin 1-night trip
Posted 4 hours ago
Residence Inn by Marriott Long Island Holtsville

Find out more about Westhampton Beach

Westhampton Beach Vacation Homes information

Number of reviews
256
Accommodation
805 Vacation Homes
Lowest Price
CA $494
Highest Price
CA $3,945

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