Westhampton Holiday Rentals

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Holiday Rentals in Westhampton

The Clearing - Quiet - Close To Nature

Cummington
10.0 out of 10, Exceptional, (207)
"It was a warm place. John was kind. "
United States
Seung Gyou B.
The Clearing - Quiet - Close To Nature

Peace and quiet on the lake

Sherwood Forest
9.6 out of 10, Exceptional, (228)
"Property was very clean and had all amenities that we needed. It was perfect for a cozy winter getaway weekend. Would definitely stay there again! "
United States
Anika J.
Peace and quiet on the lake

Newly Built Barn Loft in Pioneer Valley

2.0 star property
Belchertown
9.4 out of 10, Exceptional, (20)
"cute little place! host was very responsive"
United States
zane s.
The price is AU$328
includes taxes & fees
24 Nov - 25 Nov
Newly Built Barn Loft in Pioneer Valley

Newly Renovated 2 floor Getaway

3.5 star property
Forest Park
The price is AU$952
includes taxes & fees
23 Nov - 24 Nov
Newly Renovated 2 floor Getaway

Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

2.0 star property
South End
10.0 out of 10, Exceptional, (1)
"Beautifully renovated and easy travels to many family and adult attractions locally. Parking is street side and we never had an issue parking our 2 vehicles out front of the home."
United States
Molly S.
Updated 3Bedroom. 5beds group ready.Walk to the Casino and play game of Pool.

Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Hinsdale
9.8 out of 10, Exceptional, (33)
"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"
United States
Lindsey E.
Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Cozy 2-bedroom apartment Near Six Flags & Attractions

Forest Park
8.0 out of 10, Very good, (1)
"It was a great space for us for the weekend. We took our son to the basketball hall of fame, which was super easy to get to from the apartment! "
United States
Jess L.
Cozy 2-bedroom apartment Near Six Flags & Attractions

Old Deerfield Treasure!

2.0 star property
Deerfield
The price is AU$828
includes taxes & fees
25 Nov - 26 Nov
Old Deerfield Treasure!

HOMEY HOMEY

Sixteen Acres
2.8 out of 10, (5)
"We checked out early. The place had mold/mildew. Power went out and the place was dark. Not suitable for human use without major renovations and updates."
United States
Shorayi M.
The price is AU$258
includes taxes & fees
14 Nov - 15 Nov
HOMEY HOMEY

Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Sherwood Forest
9.6 out of 10, Exceptional, (229)
"Very clean and well stocked cabin. Everything you need is there. Very quiet neighborhood. Perfect place to get away and relax. I would highly recommend this place especially if you like being close to nature. "
United States
Sharon Z.
Quiet Comfortable Cabin 5 Min. Walk to Swimming and Boating

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Boston Road
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is AU$496
includes taxes & fees
22 Nov - 23 Nov
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC

Beautiful retreat in a lake community to the enjoy the summer season.

Tolland
10.0 out of 10, Exceptional, (44)
"It was a very nice home with a great sitting area. The screened in porch was another nice area."
United States
Susan D.
Beautiful retreat in a lake community to the enjoy the summer season.

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Forest Park
9.8 out of 10, Exceptional, (36)
"We were traveling to a horse show for 2 nights and this was a close and safe home. Comfortable beds and amazing water pressure in the shower! Very clean as well."
United States
Amy M.
The price is AU$514
includes taxes & fees
1 Dec - 2 Dec
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Tiny Home with AC and WiFi in lovely Ludlow

Ludlow
9.0 out of 10, Wonderful, (7)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is AU$232
includes taxes & fees
22 Nov - 23 Nov
Tiny Home with AC and WiFi in lovely Ludlow

Lovely 2nd Floor Apartment

Greenfield
10.0 out of 10, Exceptional, (44)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
United States
Shanyn
The price is AU$311
includes taxes & fees
17 Nov - 18 Nov
Lovely 2nd Floor Apartment

The Creation Station is a cozy place so make yourself at home.

Easthampton Ma.
10.0 out of 10, Exceptional, (70)
"A very short but a really fun stay. Great location to just relax and get away from it all."
United States
Naseem P.
The price is AU$426
includes taxes & fees
25 Nov - 26 Nov
The Creation Station is a cozy place so make yourself at home.

Charming Chicopee Getaway

Chicopee
6.0 out of 10, (2)
"The apartment didn't look anything like the pictures. It was dingy and had a smell to it that we couldn't tolerate and that lingered in our nostrils for hours after we left. The kitchen area was unusable -- what passed for a table was at the same level as the chair seats, which made it impossible to use. Finally, we had to move a big trash bag full of trash out of the way before even being able to get in the door. We left within minutes after arriving and went to a hotel. "
United States
Kenneth M.
The price is AU$402
includes taxes & fees
17 Nov - 18 Nov
Charming Chicopee Getaway

PICON COZY

Sixteen Acres
7.4 out of 10, Good, (69)
"Peaceful "
United States
tyshawn h.
The price is AU$257
includes taxes & fees
15 Nov - 16 Nov
PICON COZY

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Forest Park
9.0 out of 10, Wonderful, (27)
"Host was very accommodating when we requested to stay an extra night. Booked again for the following week!"
United States
Cheryl P.
The price is AU$1,062
includes taxes & fees
16 Nov - 17 Nov
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Private Island - Largest Fresh Water Reservoir in Mass

Otis
8.6 out of 10, Excellent, (9)
"The house’s position on the water, being further out than all other surrounding homes, makes for beautiful views of the lake and all it activities. The sunrises are beautiful. Unfortunately when you don’t have proper running water and a toilet that flushes without having to put water in the tank almost every time, the experience is less than ideal. The host warned us of the toilet about 15 min before we arrived and never had the kitchen sink fixed in the 5 days we stayed. That was rather...
United States
Colleen W.
Private Island - Largest Fresh Water Reservoir in Mass
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

Find out more about Westhampton

Everything you need to know about Westhampton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westhampton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westhampton holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Westhampton holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westhampton. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westhampton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westhampton holiday rentals we have selected for you start as low as AU$232 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Westhampton rentals

At Expedia, we put the best Westhampton holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westhampton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westhampton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westhampton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Westhampton?

Yes, there are holiday rentals close to the most popular sights in Westhampton, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Westhampton has to offer?

Peace and quiet on the lake: This holiday home rental outside of Westhampton is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Make the most of games in this rental home to help you unwind.

What can I see and do in Westhampton?

Pine Island and Hanging Mountain Pond are a couple of lovely local spots to get outside and enjoy nature. Westhampton Town Hall and Westhampton Memorial Library are other places to visit while you're in town.

What are holiday rentals like in Westhampton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Westhampton. Holiday rentals offer extras like kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can offer a sense of privacy away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.