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Compare 465 Vacation Homes in Western Massachusetts with updated reviews, rates, and availability.

Cheerful 1 bedroom

9.8 out of 10, Exceptional, (34)
"This is my third stay here and I am always very happy with the cleanliness. This place is perfect for me and my dog."
Cheerful 1 bedroom

Cozy Home in Holyoke with 3 bedrooms

9.8 out of 10, Exceptional, (6)
"Wonderful stay. Veronica was so kind and super responsive. The house was a great size and have everything we needed. We stayed there with 2 adults and 2 toddlers under 3. It was plenty of space. And a great location to all the area had to offer, museums, fun restaurants in North Hampton, etc. Would definitely stay again. "
The price is AED 477
AED 1,186 total
includes taxes & fees
5 Jun - 6 Jun
Cozy Home in Holyoke with 3 bedrooms

Deluxe Queen Room with 2 Queen Beds

2.0 star property
2.0 out of 10, (1)
"Wrote to them asking for early check in around 1pm for 3pm check in, no reply. Not a problem, early check in isn’t a guarantee. Get to the property 10 mins before check in and no one is there, wait around for 30 mins, no one there, no one answering in the app, no one picking up the phone. By 340 called Vrbo who canceled my reservation around 4pm the property called asked if I left, I said I did and booked somewhere else, no apology, no reasoning, just “ok” and hung up. Thankfully there was...
The price is AED 437
AED 570 total
includes taxes & fees
8 Jun - 9 Jun
Deluxe Queen Room with 2 Queen Beds

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

8.8 out of 10, Excellent, (8)
"My family of five was pleasantly pleased with our booking. The duplex had plenty of space, including access to the basement. Easy access, adequate parking, safe neighborhood, clean surfaces and extra linen, around plenty of food options and great wi-fi connection. All instructions were simple and easy to follow. It snowed during our stay and we woke up to the porch and sidewalk shoveled! Chef's Kiss A"
The price is AED 514
AED 1,225 total
includes taxes & fees
16 Jun - 17 Jun
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (25)
"Easy stay, good location for us. Would stay again. "
The price is AED 474
AED 796 total
includes taxes & fees
10 Jun - 11 Jun
Lovely 2nd Floor Apartment

Contemporary Berkshire Home with Views of Taconic Golf Course

Contemporary Berkshire Home with Views of Taconic Golf Course

Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

9.6 out of 10, Exceptional, (12)
"Great overnight stay! "
The price is AED 606
AED 1,048 total
includes taxes & fees
16 Jun - 17 Jun
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails

Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.

10.0 out of 10, Exceptional, (2)
"This property was amazing! Very clean and spacious, perfect location for a nice peaceful getaway. Kendra was very communicative and made sure our stay was comfortable. 10/10 highly recommend you to stay here. "
Lakeside Serenity! 4-bedroom house in charming Hinsdale next to Lake Ashmere.

Pristine Home In Becket Woods

9.8 out of 10, Exceptional, (15)
"Near Jacob's Pillow!"
Pristine Home In Becket Woods

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (32)
"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

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

9.6 out of 10, Exceptional, (31)
"It was nice stay!"
The price is AED 679
AED 1,158 total
includes taxes & fees
4 Jun - 5 Jun
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

The Meadows House @ Otis Ridge w/ 7-person hot tub

9.8 out of 10, Exceptional, (30)
"perfect size for group of 7 adults...Good location especially for snow shoeing....cross country sking...enjoyed being in berkshires..."
The Meadows House @ Otis Ridge w/ 7-person hot tub

Historic Farmhouse Near Mountains & Colleges!

10.0 out of 10, Exceptional, (7)
"Loved our stay at this adorable ranch home. Cute and comfy and clean. "
Historic Farmhouse Near Mountains & Colleges!

Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

9.4 out of 10, Exceptional, (10)
"Lots of cozy relaxation by the fire and fun meals at the spacious dinning table. We had plenty of room to spread out and enjoy ourselves. "
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!

The Race Mountain House

2.0 star property
10.0 out of 10, Exceptional, (1)
"We loved everything about the house - it was in a great location and perfect for a weekend away with friends!"
The Race Mountain House

1810 Brook Side Mill/House / EV Level 2 Charging on Site

10.0 out of 10, Exceptional, (74)
"Highly recommend this charming, historic place.  Well appointed. Has everything you need for your stay.  Cozy…yet plenty of space for everyone.  Looks like it was just renovated.  Took my daughter and two granddaughters for a ski weekend.  Wouldn’t hesitate to come back here.  "
1810 Brook Side Mill/House / EV Level 2 Charging on Site

Becket Home w/ 3-Season Porch: Walk to Lake Access

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was a clean, quiet spot for a nice weekend getaway. "
Becket Home w/ 3-Season Porch: Walk to Lake Access

kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

9.8 out of 10, Exceptional, (100)
"Great stay in Amherst again"
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley

Luxury Vacation Rental in the Berkshires!

10.0 out of 10, Exceptional, (13)
"Stayed here multiple times and will come back again. Great place to stay…"
Luxury Vacation Rental in the Berkshires!

Spacious Private Retreat Near Holyoke State Park!

10.0 out of 10, Exceptional, (7)
"We stayed for a guys hunting trip and the place was what we needed after a long day"
Spacious Private Retreat Near Holyoke State Park!
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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