A road lined with autumn-colored trees, a green house, and a mountain in the background.

Search Vacation Homes in Hancock

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Hancock vacation homes

1. Comfortable Berkshires retreat on mtn resort, SISO

Comfortable Berkshires retreat on mtn resort, SISO
Hancock
8.4 out of 10, Very Good, (10 reviews)
"The owner was responsive. The heater worked well. The living spaces are as advertised. Traveling with 5 adults and a toddler; the layout is great. Convenient location for day trips and hiking."
United States
Maura L.
The price is ￥25,657
￥86,985 total
includes taxes & fees
Sep 2 - Sep 3
Comfortable Berkshires retreat on mtn resort, SISO
A swimming pool with lounge chairs and a hot tub, surrounded by buildings and greenery.

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

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
Hancock
9.8 out of 10, Exceptional, (77 reviews)
"Helpful host, lovely condo. Great location. Clean, tons of games and movies in unit. Also plenty of coffee pods included!"
United States
Christy F.
The price is ￥42,023
￥88,057 total
includes taxes & fees
Aug 31 - Sep 1
Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

3. 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
Stephentown
9.8 out of 10, Exceptional, (7 reviews)
"excellent communication with property manager."
United States
Nancy H.
The price is ￥28,047
￥90,567 total
includes taxes & fees
Aug 29 - Aug 30
8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck
A modern kitchen with white cabinets, a stainless steel microwave, a stove, and a refrigerator.

4. NEW RENO - Chalet-style farm loft near Tanglewood

NEW RENO - Chalet-style farm loft near Tanglewood
New Lebanon
8.6 out of 10, Excellent, (7 reviews)
"We enjoyed our stay and the location. This rustic, spacious loft was great for our brief visit to the Berkshires. "
United States
Joanna P.
The price is ￥11,155
￥33,325 total
includes taxes & fees
Aug 30 - Aug 31
NEW RENO - Chalet-style farm loft near Tanglewood
A wooden deck with outdoor furniture, including chairs and a table, surrounded by a lush garden and trees.

5. Hancock Village Inn Near Jiminy Peak

Hancock Village Inn Near Jiminy Peak
Hancock
10.0 out of 10, Exceptional, (22 reviews)
"Amazing Inn. Cozy and everything we needed. "
United States
Price F.
The price is ￥100,229
￥183,101 total
includes taxes & fees
Sep 9 - Sep 10
Hancock Village Inn Near Jiminy Peak
A wooden deck with a table and chairs, surrounded by a white railing.

6. 3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!

3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
Pittsfield
8.4 out of 10, Very Good, (10 reviews)
"Very clean and spacious! We enjoyed our stay with our small pup!"
United States
Ann C.
The price is ￥50,055
￥88,308 total
includes taxes & fees
Aug 31 - Sep 1
3 Bedroom home w/ lake and mountain views near skiing, and cultural attractions!
A spacious living room with a dining area, a kitchen, and a large window.

7. 1800s Carriage house in Berkshires / Hudson Valley

1800s Carriage house in Berkshires / Hudson Valley
New Lebanon
7.0 out of 10, Good, (2 reviews)
"Lovely location with a view of the mountains from the deck.Both bedrooms- a master bedroom and a kids room are air conditioned. (The living room and kitchen are cooled with overhead fan)"
United States
Leslie H.
The price is ￥14,342
￥37,048 total
includes taxes & fees
Sep 14 - Sep 15
1800s Carriage house in Berkshires / Hudson Valley
A wooden kitchen with a central island, bar stools, and a dining table with chairs.

8. Cozy Home in Pownal VT

Cozy Home in Pownal VT
Pownal
10.0 out of 10, Exceptional, (7 reviews)
"This home is super cozy and had all the amenities I needed after a long drive. I will be staying here again."
United States
Jess M.
The price is ￥18,964
￥33,555 total
includes taxes & fees
Sep 13 - Sep 14
Cozy Home in Pownal VT
A white two-story house with a porch, surrounded by trees and a hill.

9. 1789 Shaker Farmhouse in Berkshires/Hudson Valley

1789 Shaker Farmhouse in Berkshires/Hudson Valley
Canaan
10.0 out of 10, Exceptional, (5 reviews)
"We had a wonderful stay. The house was spacious and the owner was readily available for all questions. It’s a really nice location. "
United States
Christine C.
The price is ￥44,621
￥89,866 total
includes taxes & fees
Sep 9 - Sep 10
1789 Shaker Farmhouse in Berkshires/Hudson Valley
A wicker basket with a plant on a table, a green bottle, and a cushion on a chair.

10. Walk to Williams * Steam Sauna * Ritz-Carlton Bed

Walk to Williams * Steam Sauna * Ritz-Carlton Bed
Williamstown
10.0 out of 10, Exceptional, (2 reviews)
"Easy breezy, short walk to walk into town/Williams Campus. Down to Earth, yet sophisticated vibe, great art scene. "
United States
Michelle B.
The price is ￥46,254
￥95,858 total
includes taxes & fees
Sep 15 - Sep 16
Walk to Williams * Steam Sauna * Ritz-Carlton Bed
A living room with a brown leather sofa, two grey armchairs, a glass coffee table, and a wooden side table with a lamp.

11. stylish Berkshires Retreat

stylish Berkshires Retreat
Lee
9.4 out of 10, Exceptional, (6 reviews)
The price is ￥27,107
￥63,212 total
includes taxes & fees
Sep 8 - Sep 9
stylish Berkshires Retreat
A patio with a wooden table and benches, a grill, and a garden with trees and flowers.

12. NEW RENO Historic Creamery in Berkshires w/hot tub

NEW RENO Historic Creamery in Berkshires w/hot tub
New Lebanon
10.0 out of 10, Exceptional, (7 reviews)
"Beautifully decorated farmhouse in a great location to enjoy the Berkshires. "
United States
Anonymous traveler
The price is ￥36,972
￥82,919 total
includes taxes & fees
Sep 9 - Sep 10
NEW RENO Historic Creamery in Berkshires w/hot tub
A kitchen with white cabinets, a wooden dining table, and pendant lights.

13. A roomy remodeled retreat close to MassMoCA

A roomy remodeled retreat close to MassMoCA
North Adams
10.0 out of 10, Exceptional, (58 reviews)
"Lovely home with everything we needed. The beds were very comfortable!"
United States
Jennifer O.
The price is ￥36,493
￥77,254 total
includes taxes & fees
Sep 15 - Sep 16
A roomy remodeled retreat close to MassMoCA
A rustic wooden cabin with a chimney, surrounded by a forest.

14. Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views

Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
Stamford
9.8 out of 10, Exceptional, (7 reviews)
"Beautiful area and views of mountains, very gracious host "
United States
Donna E.
The price is ￥30,119
￥54,973 total
includes taxes & fees
Sep 9 - Sep 10
Charming 3-bedroom Vermont house with outdoor Sauna and Mountain Views
A wooden cabin with a balcony, surrounded by trees and a gravel driveway.

15. The Greylock Cabin

The Greylock Cabin
Florida
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful cabin in a beautiful location. Host is amazing, very responsive. "
United States
Anonymous traveler
The price is ￥48,944
￥79,482 total
includes taxes & fees
Sep 23 - Sep 24
The Greylock Cabin
A modern, semi-circular wooden cabin with large windows, surrounded by lush greenery.

16. Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!
West Sand Lake
10.0 out of 10, Exceptional, (8 reviews)
"Loved the wellness hut. Our sauna didnt work however the room was spacious and comfy. The staff is very attentive and we also enjoyed the soup stroll. Would def recommend."
United States
Lauren C.
The price is ￥46,337
￥90,172 total
includes taxes & fees
Sep 8 - Sep 9
Treat yourself at the stunning June Farms Wellness Huts!
A modern building with a wooden deck and a door.

17. 8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!

8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
Old Chatham
10.0 out of 10, Exceptional, (5 reviews)
"We enjoyed our stay at this property. The hot tub was great and the home was immaculate!"
United States
Terri E.
The price is ￥40,477
￥97,630 total
includes taxes & fees
Sep 28 - Sep 29
8 Acre Estate w Hot Tub, Deck, Fire Pit & Views!
A spacious bedroom with a four-poster bed, a large window, and a view of the outdoors.

18. Stylish Mid-century Modern Berkshires Cape

Stylish Mid-century Modern Berkshires Cape
Lee
10.0 out of 10, Exceptional, (6 reviews)
"Besides, it being in a great location, the home is absolutely lovely!"
United States
H B.
Stylish Mid-century Modern Berkshires Cape
A two-story house with a front porch, surrounded by a garden with various plants and rocks.

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

Walk into town, soak up sun on enclosed porch & steps away from nature trails!
Stockbridge
10.0 out of 10, Exceptional, (39 reviews)
"The house was lovely - my sisters and I had a wonderful time. Everything was warm and welcoming - it felt like home! We hope to make it an annual visit :)"
United States
Anonymous traveler
The price is ￥73,306
￥136,352 total
includes taxes & fees
Sep 28 - Sep 29
Walk into town, soak up sun on enclosed porch & steps away from nature trails!
A modern, semi-circular wooden cabin with large windows, surrounded by lush greenery and trees.

20. Treat yourself at the stunning June Farms Wellness Huts!

Treat yourself at the stunning June Farms Wellness Huts!
West Sand Lake
10.0 out of 10, Exceptional, (8 reviews)
"The wellness hut was an amazing getaway. Beautiful interior and design. Loved the little outdoor sauna. Loved the front porch/deck. Would definitely return for another stay."
United States
SteveS
The price is ￥46,337
￥78,851 total
includes taxes & fees
Aug 31 - Sep 1
Treat yourself at the stunning June Farms Wellness Huts!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Hancock Hotel Reviews

Berkshires Untold

Berkshires Untold

10/10 Excellent
"Stayed there a few times now to break up long drives. Easy decision. Lobby/bar area smells incredible."
Allan 1-night trip
Posted 6 hours ago
Berkshires Untold

Find out more about Hancock

Hancock Vacation Homes information

Number of reviews
237
Accommodation
258 Vacation Homes
Lowest Price
￥33,325
Highest Price
￥183,101