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Westhampton Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Westhampton holiday rentals

A red barn with a black door and a heart-shaped cutout, surrounded by lush greenery and trees.

1. Charming, updated 3 bedroom farmhouse farm stay.

Charming, updated 3 bedroom farmhouse farm stay.
Williamsburg
10.0 out of 10, Exceptional, (41 reviews)
"Wonderful place to stay with our two teens. We visited family in Amherst, looked at colleges and had a great time touring historic sites. Definitely recommend!"
United States
Nancy M.
The price is AU$618
includes taxes & fees
29 Sept - 30 Sept
Charming, updated 3 bedroom farmhouse farm stay.
A modern living room with a flat-screen TV, a striped armchair, a leather sofa, and a kitchen area with bar stools.

2. Penthouse overlooking downtown Amherst!

Penthouse overlooking downtown Amherst!
Amherst
The price is AU$874
includes taxes & fees
29 Sept - 30 Sept
Penthouse overlooking downtown Amherst!
A cozy room with two beds, large windows, and a view of a snowy landscape.

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

The Creation Station is a cozy place so make yourself at home.
Easthampton Ma.
10.0 out of 10, Exceptional, (78 reviews)
"We had such a great stay at the Creation Station! The host John, showed us around the property and explained how to use everything. He also recommended a great restaurant in town. It was a great experience and would definitely recommend it!"
United States
Paula
The price is AU$400
includes taxes & fees
29 Sept - 30 Sept
The Creation Station is a cozy place so make yourself at home.
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

4. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
3.0 star property
Holyoke
The price is AU$339
includes taxes & fees
29 Sept - 30 Sept
Modern Studio Ideal for Traveling Professionals
A modern two-story house with large windows and a balcony.

5. Cozy Valley View Post & Beam Villa!

Cozy Valley View Post & Beam Villa!
Whately
10.0 out of 10, Exceptional, (12 reviews)
"Thanks for a great stay"
United States
Andrea M.
The price is AU$906
includes taxes & fees
29 Sept - 30 Sept
Cozy Valley View Post & Beam Villa!
A two-story house with a front porch, a sign reading "Victory Residence," and the address "1785."

6. Modern Studio Ideal for Traveling Professionals

Modern Studio Ideal for Traveling Professionals
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"The room was very clean and modern. The check-in process was easy and I had the best rest that I had in a long time. Being in the lower level with no windows provided a very quiet and dark ambiance at night. There is ample lighting throughout the unit if needed though, you can really unplug here. I would definitely stay here again"
United States
Kebreab H.
The price is AU$350
includes taxes & fees
29 Sept - 30 Sept
Modern Studio Ideal for Traveling Professionals
A modern kitchen with a central island, bar stools, and a bicycle.

7. Button's Modern Luxury Walkup Downtown Northampton

Button's Modern Luxury Walkup Downtown Northampton
Northampton
10.0 out of 10, Exceptional, (8 reviews)
"The apartment was very comfortable and had everything we needed for the weekend including nice coffee, cava and a treat. Well equipped kitchen and good bed, towels, storage. Will stay here again"
United States
AMY
The price is AU$701
includes taxes & fees
5 Oct - 6 Oct
Button's Modern Luxury Walkup Downtown Northampton
A living room with a fireplace, a sofa, a coffee table, and a TV.

8. Cozy 2-bedroom apartment in Chicopee

Cozy 2-bedroom apartment in Chicopee
Chicopee
10.0 out of 10, Exceptional, (11 reviews)
"nice cozy home in a quiet neighborhood. easy access to highways. would stay here again. "
United States
Christopher P.
The price is AU$344
includes taxes & fees
29 Sept - 30 Sept
Cozy 2-bedroom apartment in Chicopee
A bedroom with a bed, curtains, a bedside table, and a lamp.

9. Townhouse with Pool Table - Renovated w/ King Bed

Townhouse with Pool Table - Renovated w/ King Bed
Chicopee
10.0 out of 10, Exceptional, (17 reviews)
"Comfortable stay"
United States
Nicholas B.
The price is AU$635
includes taxes & fees
29 Sept - 30 Sept
Townhouse with Pool Table - Renovated w/ King Bed

10. Work, Play & Stay! Apt Near Holyoke Medical Center

Work, Play & Stay! Apt Near Holyoke Medical Center
Holyoke
10.0 out of 10, Exceptional, (3 reviews)
"Closer to downtown able to"
United States
Jeremy R.
The price is AU$496
includes taxes & fees
29 Sept - 30 Sept
Work, Play & Stay! Apt Near Holyoke Medical Center
A modern living room with a leather sofa, a coffee table, and a dining table. There are two windows providing natural light, a ceiling light fixture, and a trash can.

11. Newly Built Barn Loft in Pioneer Valley

Newly Built Barn Loft in Pioneer Valley
Belchertown
9.6 out of 10, Exceptional, (38 reviews)
"The host was so responsive and made sure everything was perfect! It was the cutest and most comfy set up! With an adorable town beach 5 min down the road! Highly recommend!"
United States
Nora M.
The price is AU$307
includes taxes & fees
29 Sept - 30 Sept
Newly Built Barn Loft in Pioneer Valley
A house with a porch, a garden with pink flowers, and a stone wall along the road.

12. Big farmhouse in the foothills of the Berkshires

Big farmhouse in the foothills of the Berkshires
Russell
10.0 out of 10, Exceptional, (152 reviews)
"Great location"
United States
Will G.
The price is AU$495
includes taxes & fees
6 Oct - 7 Oct
Big farmhouse in the foothills of the Berkshires
A living room with a sofa set, a coffee table, and two lamps.

13. Cozy First Floor Apartment. Located in a quiet neighborhood.

Cozy First Floor Apartment. Located in a quiet neighborhood.
Chicopee
9.6 out of 10, Exceptional, (12 reviews)
"Check in was very easy. The apartment had all the necessities in the kitchen and bathroom. Location was convenient and the neighborhood very safe/quiet."
United States
Morrris
The price is AU$437
includes taxes & fees
29 Sept - 30 Sept
Cozy First Floor Apartment. Located in a quiet neighborhood.
A living room with two brown leather sofas, a glass coffee table, a white rug, a ceiling fan, and a door with curtains.

14. Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Boston Road
8.6 out of 10, Excellent, (21 reviews)
"Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield."
United States
Beth P.
The price is AU$520
includes taxes & fees
29 Sept - 30 Sept
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a gas stove.

15. Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (15 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is AU$1,103
includes taxes & fees
5 Oct - 6 Oct
Charming 3 bed/2 bath town home with gorgeous back yard
A cozy attic bedroom with a sloped ceiling, wooden beams, a large window with a view of trees, a bed, a desk, and a kitchenette.

16. Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!

Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
Sherwood Forest
10.0 out of 10, Exceptional, (9 reviews)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is AU$528
includes taxes & fees
29 Sept - 30 Sept
Dog/Family Friendly A-Frame! Walk to Lake/Kayak use in the Berkshires!
A living room with two sofas, a coffee table, and a potted plant.

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

Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Boston Road
9.2 out of 10, Wonderful, (13 reviews)
"Great stay"
United States
Angelina O.
The price is AU$547
includes taxes & fees
29 Sept - 30 Sept
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
A hot tub with a string of lights above it, set against a dark night sky.

18. Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing

Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
Sherwood Forest
9.8 out of 10, Exceptional, (17 reviews)
"Great place and welcoming stay!"
United States
Frank M.
The price is AU$547
includes taxes & fees
29 Sept - 30 Sept
Berkshires! Dog & Family Friendly, Hot Tub, Hiking, Lakes-Swimming, Canoeing
A square fire pit with flames, surrounded by a grassy field and a green chair.

19. Peaceful Meadow Retreat

Peaceful Meadow Retreat
Granby
10.0 out of 10, Exceptional, (24 reviews)
"Great location, quite country yet close to MA and airport."
United States
Todd R.
The price is AU$266
includes taxes & fees
5 Oct - 6 Oct
Peaceful Meadow Retreat
A blue house with a porch, a wooden bench, and a door.

20. Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
Greenfield
9.6 out of 10, Exceptional, (9 reviews)
"Super clean and nice space with beautifully updated bathroom and kitchen. Loved staying here."
United States
Andrew R.
The price is AU$349
includes taxes & fees
5 Oct - 6 Oct
Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires
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

Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

8/10 Good
"Clean room and helpful staff"
Jennifer 8-night trip
Posted less than an hour ago
Comfort Inn & Suites Hadley - Amherst

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$487 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?

Experience Three Sisters Sanctuary in Goshen, MA: This holiday home rental outside of Westhampton is equipped with a garden, air conditioning and a Smart TV to help you feel comfortable during your stay.

What can I see and do in Westhampton?

Pine Island and Tob Hill 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.