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)
"Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off."
United States
Matthew H.
The price is AU$234
includes taxes & fees
26 Oct - 27 Oct
Tiny Home with AC and WiFi in lovely Ludlow
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
10.0 out of 10, Exceptional, (3)
"We loved it! Lots of local hiking trails and a wonderful relaxing place."
United States
Sharon K.
The price is AU$588
includes taxes & fees
28 Oct - 29 Oct
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!
The Creation Station is a cozy place so make yourself at home.
10.0 out of 10, Exceptional, (70)
"This was our second time staying here and we had a great time!"
United States
Andy L.
The price is AU$435
includes taxes & fees
29 Oct - 30 Oct
The Creation Station is a cozy place so make yourself at home.
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, (41)
"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "
United States
Shanyn
The price is AU$313
includes taxes & fees
29 Oct - 30 Oct
Lovely 2nd Floor Apartment
Cozy Home in Holyoke with 3 bedrooms
9.6 out of 10, Exceptional, (10)
"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."
United States
Eric W.
The price is AU$504
includes taxes & fees
26 Oct - 27 Oct
Cozy Home in Holyoke with 3 bedrooms
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
9.0 out of 10, Wonderful, (10)
"Great stay"
United States
Angelina O.
The price is AU$501
includes taxes & fees
26 Oct - 27 Oct
Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC
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."
United States
James D.
The price is AU$611
includes taxes & fees
28 Oct - 29 Oct
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
9.2 out of 10, Wonderful, (13)
"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."
United States
Bonita
The price is AU$504
includes taxes & fees
2 Nov - 3 Nov
Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
2.0 star property
The price is AU$443
includes taxes & fees
24 Oct - 25 Oct
Charming 2-bedroom house in beautiful countryside of Cummington, Ma
Home in Great Barrington
9.8 out of 10, Exceptional, (24)
"Enjoyed our stay!!!"
United States
Fred W.
The price is AU$399
includes taxes & fees
17 Nov - 18 Nov
Home in Great Barrington
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."
United States
Matt G.
The price is AU$598
includes taxes & fees
26 Oct - 27 Oct
Townhouse with Pool Table - Renovated w/ King Bed
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...
United States
Deanna F.
The price is AU$534
includes taxes & fees
27 Oct - 28 Oct
Newly Beautiful renovated first floor apartment getaway
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. "
United States
Lauren H.
The price is AU$565
includes taxes & fees
27 Oct - 28 Oct
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Couples 2 Bedroom Retreat-Close to Shelburne Falls
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. "
United States
KayKay S.
The price is AU$579
includes taxes & fees
26 Oct - 27 Oct
Couples 2 Bedroom Retreat-Close to Shelburne Falls
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."
United States
Kelly R.
The price is AU$702
includes taxes & fees
11 Nov - 12 Nov
Cheerful 3-bedroom cottage with woodstove
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."
United States
Caroline J.
The price is AU$683
includes taxes & fees
28 Oct - 29 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!"
United States
Carly F.
The price is AU$946
includes taxes & fees
4 Nov - 5 Nov
Cozy. Clean. Free bagel shop.
Comfortable Berkshires retreat on mtn resort, SISO
8.8 out of 10, Excellent, (6)
"Kind and responsive host."
United States
Javier
The price is AU$761
includes taxes & fees
26 Oct - 27 Oct
Comfortable Berkshires retreat on mtn resort, SISO
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
9.4 out of 10, Exceptional, (18)
"Great overnight stay! "
United States
Carrie M.
The price is AU$416
includes taxes & fees
26 Oct - 27 Oct
Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails
Big farmhouse in the foothills of the Berkshires
10.0 out of 10, Exceptional, (140)
"Lovely old farmhouse with authentic yet comfortable furnishings. Would recommend!"
United States
Jon O.
The price is AU$566
includes taxes & fees
14 Nov - 15 Nov
Big farmhouse in the foothills of the 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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