Holiday Homes in Western Massachusetts

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Featured Holiday Homes in Western Massachusetts

Tiny Home with AC and WiFi in lovely Ludlow
9.0 out of 10, Wonderful, (7)
The price is AU$233
includes taxes & fees
19 Oct - 20 Oct
Tiny Home with AC and WiFi in lovely Ludlow
Cozy Home in Holyoke with 3 bedrooms
9.6 out of 10, Exceptional, (9)
"What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here."
Eric W.
The price is AU$503
includes taxes & fees
23 Oct - 24 Oct
Cozy Home in Holyoke with 3 bedrooms
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (69)
"This was our second time staying here and we had a great time!"
Andy L.
The price is AU$435
includes taxes & fees
20 Oct - 21 Oct
The Creation Station is a cozy place so make yourself at home.
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
Sharon K.
The price is AU$622
includes taxes & fees
28 Oct - 29 Oct
Dog Friendly A-Frame in the Berkshires! Walk to lake with beach access!
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
9.0 out of 10, Wonderful, (10)
"Great stay"
Angelina O.
The price is AU$500
includes taxes & fees
19 Oct - 20 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (40)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
Shanyn
The price is AU$316
includes taxes & fees
20 Oct - 21 Oct
Lovely 2nd Floor Apartment
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
9.0 out of 10, Wonderful, (12)
"I was in a nice, quiet neighborhood. House was clean and comfy. There is a store literally right around the corner. I would definitely stay agin and recommend to others. The property manager answered my questions and gave good customer service."
Bonita
The price is AU$500
includes taxes & fees
20 Oct - 21 Oct
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Linny's Lakeview Cottage - Cozy, fun & updated
10.0 out of 10, Exceptional, (63)
"Very great location, close to my family. Great spot!!"
Craig M.
The price is AU$519
includes taxes & fees
21 Oct - 22 Oct
Linny's Lakeview Cottage - Cozy, fun & updated
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
9.6 out of 10, Exceptional, (8)
"Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well."
James D.
The price is AU$610
includes taxes & fees
28 Oct - 29 Oct
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Townhouse with Pool Table - Renovated w/ King Bed
10.0 out of 10, Exceptional, (11)
"The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again."
Matt G.
The price is AU$585
includes taxes & fees
20 Oct - 21 Oct
Townhouse with Pool Table - Renovated w/ King Bed
Home in Great Barrington
9.8 out of 10, Exceptional, (24)
"Enjoyed our stay!!!"
Fred W.
The price is AU$396
includes taxes & fees
28 Oct - 29 Oct
Home in Great Barrington
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
8.8 out of 10, Excellent, (3)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
Lauren H.
The price is AU$559
includes taxes & fees
20 Oct - 21 Oct
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Newly Beautiful renovated first floor apartment getaway
8.0 out of 10, Very good, (2)
"We had an amazing time. This property was easy to find and very close to aloy of restaurants and shops! We had amazing chinese food! The apartment felt very homey. I love that it wasnt echo-y like past places I have stayed! I met Rose, the host, and she was super nice. She was very responsive and explained everything I needed to know before I arrived at the property. Also she lives near by and can address any problems or concerns you may have. The photography on the walls were gorgeous, the...
Deanna F.
The price is AU$529
includes taxes & fees
19 Oct - 20 Oct
Newly Beautiful renovated first floor apartment getaway
Cheerful 3-bedroom cottage with woodstove
10.0 out of 10, Exceptional, (39)
"The property was centrally located for skiing, and was a comfortable stay."
Kelly R.
The price is AU$705
includes taxes & fees
9 Nov - 10 Nov
Cheerful 3-bedroom cottage with woodstove
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
10.0 out of 10, Exceptional, (4)
"This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. "
KayKay S.
The price is AU$577
includes taxes & fees
20 Oct - 21 Oct
Couples 2 Bedroom Retreat - Hot Tub- Air Hockey -Close to ShelburneFalls
Comfortable Berkshires retreat on mtn resort, SISO
8.8 out of 10, Excellent, (6)
"Kind and responsive host."
Javier
The price is AU$756
includes taxes & fees
19 Oct - 20 Oct
Comfortable Berkshires retreat on mtn resort, SISO
North Getaway Cottage
9.2 out of 10, Wonderful, (22)
"Claudia is such a considerate and thoughtful host! We felt so welcome and at ease."
Caroline J.
The price is AU$701
includes taxes & fees
27 Oct - 28 Oct
North Getaway Cottage
Cozy. Clean. Free bagel shop.
10.0 out of 10, Exceptional, (10)
"The perfect location for a stay in Great Barrington. The house is so well done and very comfortable!"
Carly F.
The price is AU$1,030
includes taxes & fees
5 Nov - 6 Nov
Cozy. Clean. Free bagel shop.
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
2.0 star property
The price is AU$436
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
9.4 out of 10, Exceptional, (17)
"Great overnight stay! "
Carrie M.
The price is AU$418
includes taxes & fees
19 Oct - 20 Oct
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
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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