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Compare 214 Vacation Homes in Hancock with updated reviews, rates, and availability.

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is AED 551
AED 837 total
includes taxes & fees
7 Jan - 8 Jan
Berkshire Village Carriage House - Super Private!!

Charlemont Retreat on Chickley River w/ EV Charger

9.4 out of 10, Exceptional, (20)
"We loved the property! Our family, which included 2 very young grandchildren all felt comfortable in this historic home with 2 modern bathrooms. I loved the open kitchen and family rooms, and the original wide plank floors. Plus, we were happy to find toys to entertain the 3 year old. The owners were very gracious and responsive. Visitors should just be aware that the owners' unit shares a common wall with the house. Dog barking and sounds of their kitchen preparation were evident through the...
Charlemont Retreat on Chickley River w/ EV Charger

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

9.4 out of 10, Exceptional, (38)
"The home was convenient to hiking, shopping and dining. It is on a busy street and can be a bit tricky getting in and out of driveway. Inside the home was warm and welcoming. The kitchen had all cooking pans and tools we needed to make meals. There is a great grocery store right down the road. The beds were comfortable and the bathrooms were clean. The hostess was very helpful and attentive when we had a question about the heat. Be aware the staircase to upstairs bedrooms and 2nd bathroom are...
Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

9.6 out of 10, Exceptional, (10)
"As advertised "
Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!

9.8 out of 10, Exceptional, (19)
"Such a gorgeous house! We loved walking the nearby trails and how close it was to Williams. Venetia was the best!"
Lovely Secluded Vermont Home: Stocked Pond, Trails, Ski.5 Mins to Williamstown!

Plainfield House in a 10,000 acre state forest and private pond

9.6 out of 10, Exceptional, (84)
"Very nice place, clean, great communication. "
Plainfield House in a 10,000 acre state forest and private pond

Amore Estate - beautiful room with many places to explore and relax in.

9.2 out of 10, Wonderful, (20)
"There was plenty of room for four families. Beds were comfy. If you plan on cooking you might want to bring your own knives and pans. Teflon pans were scraped . Only metal utensil available to flip pancakes. "
Amore Estate - beautiful room with many places to explore and relax in.

Near Tanglewood: Historic Summer Retreat

9.6 out of 10, Exceptional, (18)
"Amanda is a very responsive and accommodating host. The house was comfortable and perfect for our girls weekend with plenty of space for us to relax and feel at home. "
The price is AED 459
AED 1,208 total
includes taxes & fees
14 Jan - 15 Jan
Near Tanglewood: Historic Summer Retreat

Hearts Desire is a furnished whole house in a small, colorful garden center.

10.0 out of 10, Exceptional, (86)
"It was gorgeous, and we had a wonderful cozy time. "
Hearts Desire is a furnished whole house in a small, colorful garden center.

A Grand property in Historic Stockbridge

10.0 out of 10, Exceptional, (93)
"Property was beautiful and walkable to town. House is old but very nice. Large enough to accommodate 9 women! Loved sitting outside enjoying perfect weather! All in all had a wonderful experience!"
A Grand property in Historic Stockbridge

Dancing Horse Lodge

9.4 out of 10, Exceptional, (38)
"We had a great stay with our family. Clean and close to where my daughter lives."
Dancing Horse Lodge

Stockbridge Home: Walk to Town Beach!

9.8 out of 10, Exceptional, (10)
"A friend and I stayed at this property when the Trauma Healing Immersion event at Kripalu had them fully booked. As someone who normally stays at Kripalu when attended events I was hesitant to find property close enough to create an experience that was still as full of peace and solace as I am used to. This property was just what the dr. ordered. I love the bathroom remodel! It was quiet and peaceful which was just what we needed after a long day of lecture and experiential training. "
Stockbridge Home: Walk to Town Beach!

Stunning lake views and privacy only mins. to downtown Lenox, Stockbridge, Lee.

10.0 out of 10, Exceptional, (21)
"clean, wonderful views of the lake. "
Stunning lake views and privacy only mins. to downtown Lenox, Stockbridge, Lee.

Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch

10.0 out of 10, Exceptional, (18)
"We enjoyed a long weekend at this beautiful home. We had plenty of room for us to spread out. The kitchen is well stocked. They had games in the basement which were an added bonus. The beds were comfortable. We enjoyed relaxing on the porch in the evenings. We would definitely stay here again."
Gorgeous Lake Ashmere Home with Private Hot Tub & Lake Views, Screened Porch

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 1,153
AED 2,205 total
includes taxes & fees
8 Jan - 9 Jan
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

Walk into town, soak up sun on enclosed porch & steps away from nature trails!

10.0 out of 10, Exceptional, (19)
"Amazing and lovely"
Walk into town, soak up sun on enclosed porch & steps away from nature trails!

Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

10.0 out of 10, Exceptional, (89)
"Chip and Kim are exceptional hosts, and we enjoy coming to this property every Thanksgiving to gather as a family. It meets all of our needs, and we love it!"
Stunning Post & Beam home minutes from Lenox, Stockbridge and Tanglewood!

Spacious Historic Home in the Berkshires!

9.8 out of 10, Exceptional, (6)
"This lovely home was ideal for my family of 8: my children and their spouses, two grandchildren, myself and two pups. The beds were plentiful and comfortable. The house, while old, was newly remodeled, adding modern appliances to the charm of the original building. Very bright and spacious in a quiet neighborhood, convenient to Lenox, Tanglewood, and other special towns. I highly recommend this home to anyone looking for a pleasant retreat. We loved every minute!"
Spacious Historic Home in the Berkshires!

SPACIOUS Mountain Retreat with HOT TUB, Fire Pit & Hiking Trails

10.0 out of 10, Exceptional, (7)
"A surprise weekend to celebrate the 70th birthdays of our twin brothers. Four siblings and their spouses spent three nights in this wonderful mountain retreat honoring the long lives we have shared together. While staying in the Baldwin home was comfortable and well-stocked, there was easy access to entertaining venues in Williamstown, Bennington and North Adams. Private and peaceful, Blackberry Steep was the perfect place to gather."
SPACIOUS Mountain Retreat with HOT TUB, Fire Pit & Hiking Trails

Loft Style Cabin In West Stockbridge, Book Now!

10.0 out of 10, Exceptional, (2)
"Great place, all amenities are well kept and the atmosphere of the interior is very cozy. We thoroughly enjoyed our weekend here and would definitely stay again! "
Loft Style Cabin In West Stockbridge, Book Now!
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

3.0 star property
8.2 out of 10, Very Good, (922)
"It’s challenging to read the reviews and know what to expect for this hotel. One main reason for that is because each unit is owned by different owners. Some units may have been renovated more recently than other units. I booked 3 rooms. One unit had an old electric stove with coils while the other had a newer electric stove. 1 had a toaster oven while the others did not. We brought food to cook, but kept it simple because we didn’t know what cooking pots and utensils would be available. One...
The price is AED 694
AED 762 total
includes taxes & fees
6 Jan - 7 Jan
Jiminy Peak Mountain Resort

Mountainside Condo Ski In Ski Out

9.0 out of 10, Wonderful, (21)
"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
20 Jan - 21 Jan
Mountainside Condo Ski In Ski Out

Family-Friendly Hancock Home: Walk to Slopes!

9.8 out of 10, Exceptional, (16)
"The instructions were clear. Mike was easy to talk to and very polite. He answered all questions asked. The place was clean and there were plenty of plates, pots, utensils, and cleaning agents. We enjoyed our stay and are willing to come back."
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.