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Compare 206 Vacation Homes in Hancock with updated reviews, rates, and availability.

Amore Estate - beautiful room with many places to explore and relax in.
9.6 out of 10, Exceptional, (15)
"Our mix of family and friends had a wonderful time at your home over the Labor Day weekend. The space was clean, spacious and beautiful. The property had plenty for everyone to do. We will definitely be booking again. "
Amore Estate - beautiful room with many places to explore and relax in.
Stockbridge Home, Come Experience The Berkshires!
10.0 out of 10, Exceptional, (19)
"The house is lovely and so perfectly located. The two bedrooms were sufficiently apart and next to their own bathrooms so both couples had privacy.the screened in porch was perfect to hang out and play cards at night and my dog absolutely loved the back yard. The location is superb, conviently located central to Stockbridge, ,lenox and Great Barrington. Fifteen minutes to Tanglewood and the Norman Rockwell museums. There are so many hiking trails with fabulous mountain views nearby."
Stockbridge Home, Come Experience The Berkshires!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (213)
"We had a great stay at the carriage house! The property was incredible, we especially loved the variety of trails to explore. Our hosts were very helpful with directions and local recommendations. The house was charming and cozy. Would visit again! "
Berkshire Village Carriage House - Super Private!!
Private Access To Laurel Lake, Enjoy Lake Life
9.8 out of 10, Exceptional, (10)
"Enjoy easy access to Laurel Lake, Lenox and High Lawn Farm from this lovely space! A quick walk to the dock across the street affords time by the water to read, swim or kayak. The kitchen is nicely appointed, the house heats and cools very efficiently and the owners are wonderfully communicative. Had a great stay and would return!"
Private Access To Laurel Lake, Enjoy Lake Life
Garfield Townhouse in the Berkshires on Main St
10.0 out of 10, Exceptional, (8)
"We very much enjoyed our stay at Garfield House and hope to be back someday. Our host Jeff was responsive and available for anything we needed. The unit was clean and set up just as shown. Highly recommend to anyone interested in staying in a great Berkshire town."
Garfield Townhouse in the Berkshires on Main St
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
10.0 out of 10, Exceptional, (63)
"It was an amazing stay. The host was very proactive and helpful. "
The price is SAR 983
SAR 2,004 total
includes taxes & fees
24 Sep - 25 Sep
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
10.0 out of 10, Exceptional, (32)
"Relaxing, quiet, beautiful property. We really enjoyed the views, exploring the grounds and it is a short trip to Stockbridge. We had a wonderful stay. "
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
SPACIOUS Mountain Retreat with HOT TUB, Fire Pit & Hiking Trails
10.0 out of 10, Exceptional, (3)
"Location was perfect for a smallish family gathering 7ppl. Very comfortable and relaxing place. "
SPACIOUS Mountain Retreat with HOT TUB, Fire Pit & Hiking Trails
Berkshire Lake access
10.0 out of 10, Exceptional, (46)
"Our stay was fabulous. The house was beautiful and well maintained and equipped. Joni was easy to work with and always available. "
Berkshire Lake access
3 Bedroom Lakefront Home with Hot Tub & Fireplace
10.0 out of 10, Exceptional, (105)
"House was as described. Lake was really nice. We used the 2 kayaks, pedal boat and floaty — lots of fun. There are lots of reeds and sea plants growing around the dock, so we went swimming off of the pedal boat further into the lake. Hot tub was great. Fire pit too."
3 Bedroom Lakefront Home with Hot Tub & Fireplace
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
10.0 out of 10, Exceptional, (116)
"As with our previous several stays, we thoroughly enjoyed the comfort and location of the house. We had a great time and can’t wait to do it all over again next Summer. "
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Wellspring by AvantStay | Indoor Pool + Views
10.0 out of 10, Exceptional, (6)
"The location could not be better in terms of being close to West Stockbridge yet also feeling very remote and with beautiful views. The pool was great. We thoroughly enjoyed ourselves."
Wellspring by AvantStay | Indoor Pool + Views
Near Tanglewood: Historic Summer Retreat
9.6 out of 10, Exceptional, (15)
"This was a beautiful, spacious, and peaceful place for us in our friends to get together. It was centrally located to everything we wanted to do. Amanda was wonderful in her communications and everything was clean and ready for us."
The price is SAR 525
SAR 1,307 total
includes taxes & fees
24 Sep - 25 Sep
Near Tanglewood: Historic Summer Retreat
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (102)
"We have 2 dogs who travel with us. So renting pet friendly homes is a much better option than a hotel room. The house was clean, comfortable, and the fenced in yard was great for our dogs. Nice big bath towels (my favorite) and a nicely stocked kitchen made staying at this house very enjoyable. An added bonus were two sets of dog-loving neighbors who came out to greet us and say hello to our pups. Thanks Julie for providing a welcoming place to stay for our weekend getaway."
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Enjoy comfortable elegance in this secluded grand home located in town
10.0 out of 10, Exceptional, (64)
"Perfectly located and lovely appointments make this the place to stay when visiting Lenox, Tanglewood, etc. The home is farm in style but elegantly decorated with thoughtful combinations of old and new. Well laid out floor plan allows groups to host friends and families at the same time. You will be delighted by mornings in the kitchen or evenings in the living spaces. Enjoy! "
Enjoy comfortable elegance in this secluded grand home located in town
Spacious Historic Home in the Berkshires!
9.6 out of 10, Exceptional, (4)
"This is a lovely historic home within walking distance of numerous restaurants and activities. This was our second stay this year in this home. Comfortable beds in 4+ rooms allowed us to touch base with family while in the pittsfield area."
Spacious Historic Home in the Berkshires!
Sunshine & Summertime at Left Bank Lodge
Sunshine & Summertime at Left Bank Lodge
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
8.6 out of 10, Excellent, (7)
"This cottage was very comfortable, clean and contained everything needed for our visit. It is in a very scenic quiet area just off the Mohawk Trail and yet a short drive to anything you might need. We enjoyed sitting out on the deck and enjoying the view."
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
New!! Breathtaking Post & Beam home minutes from skiing, music, arts and hiking
2.0 star property
10.0 out of 10, Exceptional, (2)
"We recently visited this property with friends and family. Our experience was wonderful - great location, secluded yet a short drive from all the action. The post and beam interiors are a highlight. Super well equipped kitchen which made it so convenient for us to cook at home, which is a huge bonus when you are traveling with younger kids. Super comfortable mattresses and linen were a pleasant surprise. You could tell that the hosts treat the property as their primary residence - high quality...
New!! Breathtaking Post & Beam home minutes from skiing, music, arts and hiking
Fox Hollow Luxury Ranch Laurel Lake
8.8 out of 10, Excellent, (16)
"Very quiet central location in the Berkshires. Close to all amenities. Enjoyed the lake canoeing and site seeing. Great house with everything needed. "
Fox Hollow Luxury Ranch Laurel Lake
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Other property types in Hancock

Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (897)
"Was good everything "
The price is SAR 549
SAR 602 total
includes taxes & fees
26 Sep - 27 Sep
Jiminy Peak Mountain Resort
Mountainside Condo Ski In Ski Out
9.0 out of 10, Wonderful, (14)
"Location is just right for visiting both Williamstown and Lenox "
The price is SAR 559
SAR 696 total
includes taxes & fees
24 Sep - 25 Sep
Mountainside Condo Ski In Ski Out
Family-Friendly Hancock Home: Walk to Slopes!
9.6 out of 10, Exceptional, (13)
"Great size for our family of 8."
Family-Friendly Hancock Home: Walk to Slopes!
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.