Western Massachusetts Holiday Rentals

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Holiday Rentals in Western Massachusetts

Vacation Village in the Berkshires

3.0 star property
8.6 out of 10, Excellent, (1896)
"Great stay with all plenty of things to do…"
The price is NZ$191
includes taxes & fees
18 Aug - 19 Aug
Vacation Village in the Berkshires

Jiminy Peak Mountain Resort

3.0 star property
8.2 out of 10, Very good, (951)
"Everything was convenient and the staff was friendly and helpful, even though we were there in the off season"
The price is NZ$298
includes taxes & fees
31 July - 1 Aug
Jiminy Peak Mountain Resort

The Ponds at Foxhollow

3.0 star property
8.6 out of 10, Excellent, (121)
"A good place for vacation that you can enjoy and rest. Very nice and safe place."
The Ponds at Foxhollow

Huttopia Berkshires

1.0 star property
The price is NZ$225
includes taxes & fees
24 Aug - 25 Aug
Huttopia Berkshires

Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

8.8 out of 10, Excellent, (5)
"Great property! Thank you for a wonderful stay."
The price is NZ$621
includes taxes & fees
11 Aug - 12 Aug
Close to Downtown/UMASS Walk-Out Basement Condo with game room & big backyard!

Contemporary Berkshire Home with Views of Taconic Golf Course

10.0 out of 10, Exceptional, (4)
"Lovely property. Well kept house, nicely decorated. Very much enjoyed our stay."
Contemporary Berkshire Home with Views of Taconic Golf Course

PICON COZY

7.4 out of 10, Good, (68)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is NZ$262
includes taxes & fees
28 July - 29 July
PICON COZY

HOMEY HOMEY

3.4 out of 10, (3)
"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."
The price is NZ$276
includes taxes & fees
25 July - 26 July
HOMEY HOMEY

Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

7.2 out of 10, Good, (45)
"The property was great overall. I was not impressed with finding cobwebs around furniture, or with the hair in the shower and the toothpaste on the sink, mirror mirrorandbehind behind"
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!

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

9.6 out of 10, Exceptional, (31)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is NZ$544
includes taxes & fees
31 July - 1 Aug
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

The Kemble- Built by a US Secretary of State in Lenox

10.0 out of 10, Exceptional, (17)
"Loved the property. Perfect for our gathering."
The Kemble- Built by a US Secretary of State in Lenox

Hancock Village Inn at Jiminy Peak

10.0 out of 10, Exceptional, (12)
"Very kinda hosts, and wonderful house."
The price is NZ$1,712
includes taxes & fees
29 July - 30 July
Hancock Village Inn at Jiminy Peak

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

9.8 out of 10, Exceptional, (146)
"Plenty of space to stay with friends but have your own space. Lots of outdoors activities in the area which was perfect. Clean, comfortable and pool table and hot tub were a plus! "
Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Bring Your Pet & Visit Springfield: Westfield Home

2.0 star property
6.0 out of 10, (11)
"The house and location were perfect. Comfortable beds! Would definitely stay again"
Bring Your Pet & Visit Springfield: Westfield Home

Charming Berkshires Retreat – Minutes to Williamstown

10.0 out of 10, Exceptional, (1)
"This was the perfect little spot for our family to stop and stay on our way to dropping our daughter at camp and enjoy Williamstown. Our hike at the Clark Institute was a highlight along with the proximity to downtown’s great restaurants.We were talking about how gorgeous it must be in the fall… when it must be even more scenic and amazing."
Charming Berkshires Retreat – Minutes to Williamstown

comfort, luxury, privacy

9.8 out of 10, Exceptional, (63)
"Clean and comfortable property! Perfect for visiting the Amherst area. It was easy to get to the Dickinson House and the Eric Carle Museum. Would definitely stay again. "
comfort, luxury, privacy

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (31)
"Easy stay, good location for us. Would stay again. "
The price is NZ$333
includes taxes & fees
4 Aug - 5 Aug
Lovely 2nd Floor Apartment

3-bedroom house in perfect Springfield with WiFi, AC

2.0 star property
8.8 out of 10, Excellent, (3)
"The whole experience was great. The host was very nice and the place is comfy and enjoyable to stay at. Highly recommend. "
3-bedroom house in perfect Springfield with WiFi, AC

Peace and quiet on the lake

9.6 out of 10, Exceptional, (216)
"I love this place! It's been beautifully remodeled and is very comfortable. I would love to visit when it's warmer, but it's very cozy in the snow. I can't wait to come back with my kids. "
Peace and quiet on the lake

Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.

7.0 out of 10, Good, (8)
"The house was very clean. It was difficult finding the rental and required calling the host. There’s a bbq grill but no grill equipment like tongs, spatula or scraper, the outside fire table did not work and the back yard had trash on the ground. The kitchen hot mitts were crusty and dirty, fixtures were falling off in the bathroom and the place needs another mirror for getting ready"
Mins from MGM, Downtown springfield, Mercy and Baystate Medical center.
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 Western Massachusetts Hotel Reviews