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Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Sherwood Forest
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 HK$1,133
HK$2,933 total
includes taxes & fees
17 Nov - 18 Nov
Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake!

Florida Mountain Log Cabin

2.0 star property
Florida
10.0 out of 10, Exceptional, (4)
"We loved our 1 night stay here - it is a super cute log cabin with comfortable beds and very clean! Our favorite part was the fire pit for smores and the kids especially loved the cozy swings! Host was very accessible. Definitely recommend!"
United States
Kate R.
The price is HK$1,428
HK$2,635 total
includes taxes & fees
13 Nov - 14 Nov
Florida Mountain Log Cabin

Comfortable Berkshires retreat on mtn resort, SISO

Hancock
9.0 out of 10, Wonderful, (7)
"Family ski trip was made extremely enjoyable by staying at this property. Everything worked out as advertised"
United States
Henry C.
The price is HK$1,252
HK$4,217 total
includes taxes & fees
12 Nov - 13 Nov
Comfortable Berkshires retreat on mtn resort, SISO

Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Sherwood Forest
9.6 out of 10, Exceptional, (10)
"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 HK$1,245
HK$3,050 total
includes taxes & fees
12 Nov - 13 Nov
Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking

Cheerful 3-bedroom cottage with woodstove

Sheffield
10.0 out of 10, Exceptional, (40)
"we had a wonderful time staying at the house, very comfortable and well equipped and responsive host."
United States
lisa s.
The price is HK$1,531
HK$3,508 total
includes taxes & fees
12 Nov - 13 Nov
Cheerful 3-bedroom cottage with woodstove

Home in Great Barrington

Great Barrington
9.8 out of 10, Exceptional, (25)
"We had a lovely one week stay at this property. The location was very convenient to all the restaurants and shops. The fall foliage was spectacular and truly enjoyed biking and hiking in the Berkshires."
United States
Farida K.
The price is HK$1,399
HK$2,284 total
includes taxes & fees
17 Nov - 18 Nov
Home in Great Barrington

North Getaway Cottage

Williamstown
9.4 out of 10, Exceptional, (23)
"The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. "
United States
Mary Alice H.
The price is HK$1,574
HK$3,460 total
includes taxes & fees
18 Nov - 19 Nov
North Getaway Cottage

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Hancock
9.8 out of 10, Exceptional, (72)
"Awesome place to stay to ski for the weekend. Skiing on and off was very easy, quick ride to dinner and plenty of room in the condo for everyone. Can’t wait to come back!"
United States
Christine L.
The price is HK$2,053
HK$4,274 total
includes taxes & fees
12 Nov - 13 Nov
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Sweet Cozy Victorian in Housatonic. Close to everything.

Housatonic
10.0 out of 10, Exceptional, (3)
"Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer."
United States
Cheryl F.
The price is HK$1,049
HK$1,884 total
includes taxes & fees
13 Nov - 14 Nov
Sweet Cozy Victorian in Housatonic. Close to everything.

Bungalow in the Berkshires

Lee
10.0 out of 10, Exceptional, (4)
"Great location, very clean and well appointed with everyth"
United States
Nick R.
The price is HK$2,138
HK$2,996 total
includes taxes & fees
30 Nov - 1 Dec
Bungalow in the Berkshires

Great Barrington Get Away

Great Barrington
9.4 out of 10, Exceptional, (25)
"We stayed here for Memorial Day weekend and had a wonderful trip. Close to the downtown shops, and all the supplies a family needs staying in a home. Thanks for the great stay!"
United States
Elizabeth G.
The price is HK$2,216
HK$4,046 total
includes taxes & fees
12 Nov - 13 Nov
Great Barrington Get Away

The Greylock Cabin

Florida
10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Greylock Cabin! It is clean, well maintained, and was very prepared for our arrival. Extra towels, bedding, and basic cookware were helpful for a comfortable getaway. It was easy to access the cabin and park. The host was very communicative and easy to reach throughout our stay. The outdoor space had a great view and was perfect to grill and unwind by the fire."
United States
Robert G.
The price is HK$1,837
HK$3,148 total
includes taxes & fees
12 Nov - 13 Nov
The Greylock Cabin

Pet Friendly Riverfront Home in Great Barrington

Great Barrington
9.0 out of 10, Wonderful, (4)
"Close to a great bakery and near to a farm market and shopping mall. "
United States
Cristine C.
The price is HK$1,487
HK$2,200 total
includes taxes & fees
24 Nov - 25 Nov
Pet Friendly Riverfront Home in Great Barrington

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

2.0 star property
Pittsfield
7.8 out of 10, Good, (6)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is HK$2,092
HK$3,822 total
includes taxes & fees
13 Nov - 14 Nov
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

Cozy. Clean. Free bagel shop. 3 Fireplaces.

Great Barrington
The price is HK$2,643
HK$4,429 total
includes taxes & fees
12 Nov - 13 Nov
Cozy. Clean. Free bagel shop. 3 Fireplaces.

Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Great Barrington
10.0 out of 10, Exceptional, (1)
"Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!"
United States
Roberta
The price is HK$4,401
HK$10,326 total
includes taxes & fees
13 Nov - 14 Nov
Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room

Hancock Village Inn Near Jiminy Peak

Hancock
10.0 out of 10, Exceptional, (15)
"Kids will love the fun bunk room setup, millennials will appreciate the big screen TV's and broadband Internet access, while parentals and grandparents enjoy the fully equipped kitchen and space to enjoy dinner together around a table for 12. Hot tub right outside the kitchen door, close proximity to Jiminy Peak makes it a breeze to shuttle the family back and forth . Extremely clean property.. Rent the extra suite if you have difficulty with stairs, and enjoy having the entire inn to...
United States
Jim O.
The price is HK$4,657
HK$8,637 total
includes taxes & fees
2 Dec - 3 Dec
Hancock Village Inn Near Jiminy Peak

Spacious 5-bedroom house in charming Lee with WiFi

Lee
8.0 out of 10, Very good, (1)
"House was large, clean, and comfortable. "
United States
John Z.
The price is HK$2,974
HK$5,779 total
includes taxes & fees
18 Nov - 19 Nov
Spacious 5-bedroom house in charming Lee with WiFi

Linny's Lakeview Cottage - Cozy, fun & updated

Southwick
10.0 out of 10, Exceptional, (64)
"Process was easy, house is very well equipped, you really don't need to bring anything. The neighborhood is quiet and there is good food, groceries and activities all very close by. "
United States
Giuseppe V.
The price is HK$1,167
HK$2,499 total
includes taxes & fees
12 Nov - 13 Nov
Linny's Lakeview Cottage - Cozy, fun & updated

Peaceful Stay at Birds of a Feather Farm & Spa

Shaftsbury
9.8 out of 10, Exceptional, (28)
"We absolutely loved this stay. The space was gorgeous and cozy. Fully equipped kitchen we were able to cook dinner in. The location about 45 minutes from Stratton where we skied, but was well worth the drive. Would absolutely stay here again. Thanks again Laurie! "
United States
Cassidy L.
The price is HK$770
HK$1,924 total
includes taxes & fees
14 Nov - 15 Nov
Peaceful Stay at Birds of a Feather Farm & Spa
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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