Photo by Kate Persad

Search Westhampton Beach Cottage Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 19 - Sep 21
In one month
Oct 3 - Oct 5
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30

Cottages in Westhampton Beach

Our top choices for Westhampton Beach cottages

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!
Property grounds

East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!

10.0 out of 10, Exceptional, (96)
"Great indoor and outdoor spaces to hang out. Took SUP on the water - so nice and calm. "
The price is ￥45,998
￥93,821 total
includes taxes & fees
Oct 1 - Oct 2
East End Cottage Retreat - Dock, Fireplace, Beaches, Wineries & More!
Fabulous Waterfront Property in the Heart of Wine Country
Exterior

Fabulous Waterfront Property in the Heart of Wine Country

10.0 out of 10, Exceptional, (181)
"Beautiful and cozy lakeside retreat. Super serene and peaceful place to stay."
Fabulous Waterfront Property in the Heart of Wine Country
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Sun loungers, beach towels

Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!

9.6 out of 10, Exceptional, (40)
"Lovely cottage beautifully decorated, close to restaurants, farm stands, and food stores. A least a 15 to 20 minute walk to the beach."
The price is ￥45,261
￥87,588 total
includes taxes & fees
Sep 22 - Sep 23
Renovated Cozy Chic North Fork Cottage, steps away from the Beach & Wine Trail!!
Southampton cozy cottage by the beach
Exterior

Southampton cozy cottage by the beach

10.0 out of 10, Exceptional, (1)
"Great stay. Would stay again. "
Southampton cozy cottage by the beach
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Exterior

Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.

10.0 out of 10, Exceptional, (1)
"The little cottage in quaint Jamesport was perfect! Felt like you were back in simpler times and able to walk to near restaurants/ beach. Joe was always responsive with all questions. Hope to visit again soon! "
Charming Beach Cottage, Steps to Beach, Enjoy Harvest Time LI's Wine Region.
Cozy Country Cottage #3
Exterior

Cozy Country Cottage #3

10.0 out of 10, Exceptional, (27)
"Very clean and comfortable "
The price is ￥19,903
￥43,964 total
includes taxes & fees
Sep 8 - Sep 9
Cozy Country Cottage #3
Lovely Cottage in the Heart of Long Island Wine country
Exterior

Lovely Cottage in the Heart of Long Island Wine country

9.8 out of 10, Exceptional, (27)
"Our family stayed at this quaint cottage in the North Fork. The cottage has a nice kitchen, gas fireplace, and well appointed bedrooms. I would love to visit in summer, it must be wonderful!"
Lovely Cottage in the Heart of Long Island Wine country
Cozy Country Cottage #4
Exterior

Cozy Country Cottage #4

10.0 out of 10, Exceptional, (10)
"Very calming property and everything you would need inside. "
The price is ￥22,115
￥48,176 total
includes taxes & fees
Sep 15 - Sep 16
Cozy Country Cottage #4
Hidden gem! Southampton beach cottage
Smart TV

Hidden gem! Southampton beach cottage

10.0 out of 10, Exceptional, (1)
Hidden gem! Southampton beach cottage
Hamptons Vacation Rental w/ Seasonal Pool!
Cottage (3 Bedrooms) | Interior

Hamptons Vacation Rental w/ Seasonal Pool!

3.0 star property
Hamptons Vacation Rental w/ Seasonal Pool!
The Little Red Cottage - A cozy home steps away from private beach & wine trail.
Terrace/patio

The Little Red Cottage - A cozy home steps away from private beach & wine trail.

2.0 star property
9.0 out of 10, Wonderful, (2)
"Great location, bed and pillows great. Very comfortable. Could use better TV channels. As well as a beach pass. A/C was excellent. Kitchen and bath room were okay, too!We would recommend to others. "
The Little Red Cottage - A cozy home steps away from private beach & wine trail.
Fairy Tale Guest Cottage in Magic Garden by Pool
Exterior

Fairy Tale Guest Cottage in Magic Garden by Pool

10.0 out of 10, Exceptional, (72)
"In the Hamptons working a Vintage market so I barely got to enjoy this incredibly gorgeous home, but it was perfect for just me and the host were absolutely delightful so friendly and accommodating they even let me sleep in which I haven’t had a chance to do in sometime so that was much appreciated I rested better than I have in months in this sweet cottage on a beautiful property. They made sure I was taken care of while giving me speciation enjoy some much needed quiet time. It’s a stunning...
Fairy Tale Guest Cottage in Magic Garden by Pool
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Exterior

Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!

10.0 out of 10, Exceptional, (12)
"What a great little get away weekend in a beautiful cottage in the middle of wine country. Great host a lovely accommodations"
Renovated 2 BR Cottage-Perfect for North Fork Beach,Vineyard,Wedding Vacations!
Amazing Rocky Point Retreat Overlooking the Sound!
House (3 Bedrooms) | Interior

Amazing Rocky Point Retreat Overlooking the Sound!

3.0 star property
Amazing Rocky Point Retreat Overlooking the Sound!
Town walking distance-Bridgehampton Cottage
Exterior

Town walking distance-Bridgehampton Cottage

9.4 out of 10, Exceptional, (10)
"Walking distance to Bridgehampton and a short drive to sag harbor. Great for 2 couples."
Town walking distance-Bridgehampton Cottage
Bayfront Home in Patchogue w/ Deck & Fishing Dock
House (3 Bedrooms) | Interior

Bayfront Home in Patchogue w/ Deck & Fishing Dock

3.0 star property
Bayfront Home in Patchogue w/ Deck & Fishing Dock
Idyllic Cozy Cottage in Davis Park, Fire Island - Weekly Rentals Now Available!
Exterior

Idyllic Cozy Cottage in Davis Park, Fire Island - Weekly Rentals Now Available!

Idyllic Cozy Cottage in Davis Park, Fire Island - Weekly Rentals Now Available!
Waterfront Home w/ Large Deck & Dock on Narrow Bay
House (3 Bedrooms) | Interior

Waterfront Home w/ Large Deck & Dock on Narrow Bay

3.0 star property
Waterfront Home w/ Large Deck & Dock on Narrow Bay
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Exterior

Totally Renovated Cottage on the North Fork 7 min. walk to the Beach

10.0 out of 10, Exceptional, (27)
"The property was clean, exactly as advertised and extremely cozy and convenient. The host was super helpful and quick to respond!"
Totally Renovated Cottage on the North Fork 7 min. walk to the Beach
Baiting Hollow Cozy Cottage w/Walk-to beach, Wineries, farmstands. horsefarms!
Beach nearby, sun loungers

Baiting Hollow Cozy Cottage w/Walk-to beach, Wineries, farmstands. horsefarms!

9.0 out of 10, Wonderful, (10)
"Great location near good dining options (Cooperage, Desmond's), vineyards, walk to beach. Comfortable bed. It's a cabin in the woods so damp and musty smell, like a cabin in the woods."
Baiting Hollow Cozy Cottage w/Walk-to beach, Wineries, farmstands. horsefarms!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westhampton Beach Hotel Reviews

Find out more about Westhampton Beach

Find out more about Westhampton Beach

Westhampton Beach Cottages information

Number of reviews
Accommodation
115 Cottages
Lowest Price
￥19,903
Highest Price
￥45,998

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

Why book your cottage in Westhampton Beach with Expedia?
Expedia has some superb cottages in Westhampton Beach, so start planning for a memorable vacation close to nature. If you have a certain budget, select how much you'd like to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a pool or free WiFi. We'll help you find the right fit whatever your plans or bank balance.
How can I find cheap cottages in Westhampton Beach?
Expedia is here to help you locate cheap cottages in Westhampton Beach. To find a fantastic stay in just a few keystrokes, try out the filter tool to refine your search results by amenities, budget and star rating.