Search Vacation Homes in Western Massachusetts

Compare 369 Vacation Homes in Western Massachusetts with updated reviews, rates, and availability.

Interior
Peace and quiet on the lake
9.6 out of 10, Exceptional, (184)
"My husband and I had a very peaceful and relaxing long weekend at this lake house! It was very clean and has everything you need. We spent the majority of our time on the wonderful screened-in porch. The location was great and there was a little store/restaurant only a couple minutes walk up the street that was convenient and the food was really good! Overall, a great place to stay!"
Peace and quiet on the lake
Microwave, oven, stovetop, dishwasher
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
4.0 out of 10, (1)
"Location has the potential to be great but it is run down and needs A LOT of work. From first walking in, refrigerator was so dirty/dusty you could run your finger down it and have a film on your hand. Wood flooring in kitchen area is warped because of an obvious leak in the ceiling. Ceiling in the kitchen has brown water stains in the ceiling, floor tiles in the upstairs bathroom are cracked, ants kept coming in from outside, food left in the fridge and trash was left in and on the garbage can,...
The price is $80
$231 total
includes taxes & fees
May 28 - May 29
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Fridge, microwave, oven, stovetop
Cozy apartment located in quiet Williamsburg
9.8 out of 10, Exceptional, (34)
"It’s such a cute apartment- I really enjoyed my time there. The property manager gave me all the information I needed, they were very clear and concise. I did not communicate much with the property manager because everything was perfectly fine."
The price is $150
$257 total
includes taxes & fees
May 28 - May 29
Cozy apartment located in quiet Williamsburg
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Fridge, microwave, oven, stovetop
PICON COZY
8.0 out of 10, Very Good, (43)
"Fidelis demonstrated exceptional professionalism throughout our interaction. He was remarkably accommodating, consistently honest, and promptly addressed any inquiries I had, usually within minutes. On the rare occasion that he couldn't respond immediately, he took the time to provide an explanation and offer his apologies. Recently, my son relocated to this area for work, and thanks to Fidelis, I can now rest assured that my 24-year-old son, who has yet to experience living on his own, is safe...
The price is $75
$170 total
includes taxes & fees
May 30 - May 31
PICON COZY
Golf
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (91)
"Wonderful property for family and dog!"
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Fridge, microwave, oven, stovetop
Private Home~Old World Charm, Modern Conveniences
10.0 out of 10, Exceptional, (5)
"This looked like a lovely property online but was even more gorgeous in person. The house was spotless, warm and inviting. Many areas to sit and enjoy the sound of the birds. The host was great. Obviously enjoying sharing her hospitality and wanting my stay to be memorable. I hope to be able to go back around Christmas."
Private Home~Old World Charm, Modern Conveniences
Fridge, microwave, oven, stovetop
Fox Hollow Luxury Ranch Laurel Lake
9.4 out of 10, Exceptional, (12)
"Generous facility, nicely located, accommodating host."
Fox Hollow Luxury Ranch Laurel Lake
Dining
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, (28)
"It was nice stay!"
The price is $182
$314 total
includes taxes & fees
Jun 2 - Jun 3
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Property grounds
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (52)
"Wonderful place to stay, had a great time lots of instruments to try, had lots of space to spread out and hangout, the hot tub was very nice and clean. Overall had a fantastic stay the lighted walkway is amazing! All the amenities available where also great, Jon was a great host and we had a great time speaking with him!"
The price is $160
$241 total
includes taxes & fees
May 28 - May 29
The Creation Station is a cozy place so make yourself at home.
Terrace/patio
Hearts Desire is a furnished whole house in a small, colorful garden center.
10.0 out of 10, Exceptional, (65)
"This is the 2nd time we've stayed here and loved it again. This has become our go to place to stay for our Berkshires adventures. Clean, comfortable, beautiful, private (the garden center was not open while we were there in Feb.), and great location!"
Hearts Desire is a furnished whole house in a small, colorful garden center.
Fridge, microwave, stovetop, dishwasher
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
9.8 out of 10, Exceptional, (20)
"This was a terrific spot if you're a parent visiting your UMass student. The location was very convenient, plenty of room at the house, good for a group. The pictures on the website accurately depicted the property (not always the case). If our daughter wasn't graduating, we would probably book it again."
Granby Home w/ Deck < 1/2 Mi to Aldrich Lake!
Property grounds
Hilltown Nest is a wonderful place for family and friends to gather.
10.0 out of 10, Exceptional, (12)
"The entire property was spotlessly clean everywhere.Very well equipped. We didn’t even use the whole house it was so big. Comfortable beds, lots of towels, toilet roll, shampoo etc. Well equipped kitchen. Big grill, lovely terrace with table and lots of chairs. Nice fire pit. Basically everything you need for a perfect countryside getaway at a very reasonable price. Thank you very much."
Hilltown Nest is a wonderful place for family and friends to gather.
Fridge, microwave, oven, stovetop
Spacious Private Retreat Near Holyoke State Park!
10.0 out of 10, Exceptional, (1)
"Stayed for a quick college visit, home was perfect, super clean and well appointed. Quiet spot, easy parking, easy check in - all good!"
Spacious Private Retreat Near Holyoke State Park!
Smart TV
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Exterior
Quintessential 6-BR Berkshires Lodge
10.0 out of 10, Exceptional, (4)
"We had a great time. Place is amazing. Highly recommend. We had four different families and we never felt cramped. Lovely open main room allowed us to stay connected. Bedrooms were nice and spacious, good bed options. Nice decor."
Quintessential 6-BR Berkshires Lodge
Interior
Rockspring by AvantStay | Huge Berkshires Estate
8.8 out of 10, Excellent, (10)
"We stayed with friends and family and had plenty of room. The separate game room is great! The house was as pictured and described. It is close to a few ski mountains and Great Barrington. We would happily stay at RockSpring or a different AvantStay again!"
Rockspring by AvantStay | Huge Berkshires Estate
Terrace/patio
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
9.8 out of 10, Exceptional, (81)
"Comfortable and convenient"
The price is $145
$208 total
includes taxes & fees
May 28 - May 29
kimball upstairs: Private Elegant 2 Bedroom Close To Everything In The Valley
Fridge, microwave, oven, stovetop
Spacious three bedroom house near Historic Suffield Center. Pet Friendly!
10.0 out of 10, Exceptional, (2)
"It was wonderful! Enough room for everyone and everything was cozy and working. Appreciate the stay!"
The price is $300
$712 total
includes taxes & fees
May 29 - May 30
Spacious three bedroom house near Historic Suffield Center. Pet Friendly!
Property grounds
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (120)
"Wonderful place! Thoughtfully decorated, clean and incredibly comfortable. Would rent again."
The price is $195
$363 total
includes taxes & fees
Jun 24 - Jun 25
Big farmhouse in the foothills of the Berkshires
1 bedroom, iron/ironing board, free WiFi, bed sheets
Spectacular Mountain views with all the amentities nearby
9.8 out of 10, Exceptional, (40)
"It was very welcoming and comfortable! Highly recommend!"
Spectacular Mountain views with all the amentities nearby
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See all available properties in Western Massachusetts
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.

Other property types in Western Massachusetts

Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (858)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is $154
$169 total
includes taxes & fees
May 30 - May 31
Jiminy Peak Mountain Resort
7 bedrooms, iron/ironing board, cribs/infant beds, travel crib
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
10.0 out of 10, Exceptional, (29)
"We had a great time at The Freeman! The little touches like fresh fruit and a welcome basket made it even more special for our family getaway."
The Freeman - Newly Renovated 14K SF Estate on 40 Acres
Fridge, microwave, oven, stovetop
Pristine Home In Becket Woods
10.0 out of 10, Exceptional, (7)
"My wife and young daughters live in central CT, and the drive to Becket was both scenic and relatively short at around an hour and a half. The property offers great privacy in a remote wooded setting in the heart of the always beautiful Berkshires. We brought our dog along, and we all were able to relax by the fire, read our favorite books, as well as peruse interesting titles on the impressive bookshelf built into the living room wall—a book lover’s delight. We admired the openness and light...
Pristine Home In Becket Woods
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.

Western Massachusetts Vacation Homes information

Number of reviews
797
Accommodation
369 Vacation Homes
Lowest Price
Highest Price

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