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Compare 205 Vacation Homes in Hancock with updated reviews, rates, and availability.

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Comfortable New Decor in Living Room Equipped w Smart TV and Deck
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 AED 962
AED 1,969 total
includes taxes & fees
18 Nov - 19 Nov
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Amore Estate - beautiful room with many places to explore and relax in.
October MNT FARM!!
Amore Estate - beautiful room with many places to explore and relax in.
9.8 out of 10, Exceptional, (17)
"Beautiful, spacious house in a great location!"
Amore Estate - beautiful room with many places to explore and relax in.
Secluded Family Home in Serene Stockbridge Woods
Living area
Secluded Family Home in Serene Stockbridge Woods
10.0 out of 10, Exceptional, (18)
"We spent a short weekend here in Stockbridge to attend the Naumkeag Pumpkin Show. The kids (2 + 4) were in amazement the entire time. The house was a fantastically creative environment with books, games, toys, and a massive yard with swings. A+ would stay again."
Secluded Family Home in Serene Stockbridge Woods
Berkshire Village Carriage House - Super Private!!
Berkshire Village Carriage House - Super Private!!
9.8 out of 10, Exceptional, (225)
"One of the best properties i've ever stayed at "
The price is AED 481
AED 751 total
includes taxes & fees
18 Nov - 19 Nov
Berkshire Village Carriage House - Super Private!!
Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country
Breakfast Nook - wake up to the best sunshine ever!
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
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Fully stocked newly renovated Kitchen.
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (105)
"We really enjoyed our stay at Julie’s home. We will definitely to look to stay here again the next time we visit the area. Highly recommended! "
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Lenox Vacation Rental | 3BR | 2BA | 2,457 Sq Ft | Step-Free Access
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
9.4 out of 10, Exceptional, (35)
"The home is very nice and cozy. It really felt like a comfy home."
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Expansive Upstate Home w/ Home Theater!
East Schodack Vacation Rental | 5BR | 2.5BA | Stairs Required To Access
Expansive Upstate Home w/ Home Theater!
10.0 out of 10, Exceptional, (12)
"Owner was very responsive. House was spacious with everything we could have needed. Back yard and theater was amazing. 10 out of 10 recommend"
Expansive Upstate Home w/ Home Theater!
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond
the house
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
Exterior
SPACIOUS Mountain Retreat with HOT TUB, Fire Pit & Hiking Trails
10.0 out of 10, Exceptional, (5)
"We did have a team member slip and fall on the bottom step. He was just bruised up but a safety tread might not be a bad idea"
SPACIOUS Mountain Retreat with HOT TUB, Fire Pit & Hiking Trails
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
Cozy living room nestled between the oversized kitchen and four-season porch.
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
9.6 out of 10, Exceptional, (5)
"This house had everything one could need for a quick getaway or longer stay. It was very comfortable and situated conveniently to Lee, Lenox and Stockbridge. We spent 3 days exploring and found many things to do. I expect to return and we would rent this house again in a heartbeat."
4BR Home w/ Yard & BBQ, 5 min walk to downtown Lee
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Sunroom
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
10.0 out of 10, Exceptional, (2)
"Delightful property, worked well for our needs"
Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!
Beautiful One-of-a Kind Estate! Pool, Gym, Trails! 100 per person for 8+guests!
Beautiful Bellavista Country Estate! Create Timeless Memories w/ Family/ Friends
Beautiful One-of-a Kind Estate! Pool, Gym, Trails! 100 per person for 8+guests!
9.6 out of 10, Exceptional, (84)
"This large home has many comfortable bedrooms, some very large suites. The kitchen is very well stocked. Our family had a wonderful stay. The pool was great, and a center of our enjoyment. Kids also enjoyed the game room."
Beautiful One-of-a Kind Estate! Pool, Gym, Trails! 100 per person for 8+guests!
Wellspring by AvantStay | Indoor Pool + Views
Welcome!
Wellspring by AvantStay | Indoor Pool + Views
10.0 out of 10, Exceptional, (8)
"The location is absolutely beautiful, the pool was great, and there was plenty of room for everyone. This was our second time staying at this house and we will be back."
Wellspring by AvantStay | Indoor Pool + Views
Find your Sanctuary at The Rectory at Stockbridge
Exterior
Find your Sanctuary at The Rectory at Stockbridge
10.0 out of 10, Exceptional, (6)
"The host, Samantha, was ideal! She was communicative, accomodating, and attentive. The place was perfect, right in the heart of town"
The price is AED 2,387
AED 3,939 total
includes taxes & fees
18 Nov - 19 Nov
Find your Sanctuary at The Rectory at Stockbridge
Near Tanglewood: Historic Summer Retreat
Living area
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."
Near Tanglewood: Historic Summer Retreat
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
A pictureque outdoor dining table on the patio makes al fresco meals a breeze.
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
9.2 out of 10, Wonderful, (5)
"The property was spacious and inviting for all of us. The location was perfect. The property manager was very open to suggestions for making some small improvements. "
Cordelia by AvantStay | Amazing Backyard, 10mins from Stockbridge!
Hancock Village Inn at Jiminy Peak
The Hancock Village Inn
Hancock Village Inn at Jiminy Peak
9.8 out of 10, Exceptional, (7)
"Very kinda hosts, and wonderful house."
The price is AED 2,196
AED 3,853 total
includes taxes & fees
19 Nov - 20 Nov
Hancock Village Inn at Jiminy Peak
Family-Friendly Hancock Home: Walk to Slopes!
Hancock Vacation Rental | 4BR | 3BA | 2,115 Sq Ft | Stairs Required for Access
Family-Friendly Hancock Home: Walk to Slopes!
9.6 out of 10, Exceptional, (14)
"Great size for our family of 8."
Family-Friendly Hancock Home: Walk to Slopes!
Private Access To Laurel Lake, Enjoy Lake Life
Private Access To Laurel Lake, Enjoy Lake Life
10.0 out of 10, Exceptional, (14)
"The property was better than advertised. Everything anyone could need was provided and we could not have hoped for a better experience. Very large home and could easily accomodate 8 people or more. The Berkshires are magical and this home was great for out time there."
Private Access To Laurel Lake, Enjoy Lake Life
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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Other property types in Hancock

Jiminy Peak Mountain Resort
Exterior
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (919)
"We had an excellent stay at Jiminy peak during the Fright nights. The mountain coaster was a blast and we loved riding the gondola up to the top of the mountain to see the leaves! We will be back next year. Our only small complaint was that our room was right next to the line for the ticket booth and the teenagers were pretty loud into the late night waiting to be spooked. It might be a good idea next year to plan for long lines of people and cone off the area to snake the line a bit better....
The price is AED 531
AED 582 total
includes taxes & fees
18 Nov - 19 Nov
Jiminy Peak Mountain Resort
Mountainside Condo Ski In Ski Out
Pool
Mountainside Condo Ski In Ski Out
8.8 out of 10, Excellent, (20)
"Stay at Jiminey for the 13 nights. Condo was clean and had anything you could ever need! "
The price is AED 547
AED 689 total
includes taxes & fees
18 Nov - 19 Nov
Mountainside Condo Ski In Ski Out
Family-Friendly Hancock Home: Walk to Slopes!
Hancock Vacation Rental | 4BR | 3BA | 2,115 Sq Ft | Stairs Required for Access
Family-Friendly Hancock Home: Walk to Slopes!
9.6 out of 10, Exceptional, (14)
"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.