$4,770
Available: Right Now
Listed: 23/04/2024
Hancock, MA
Summary:You want to pop out of bed, walk downstairs, and be right on the mountain - this is the place for you. This1BR, 1BASuite features a king bed in the master bedroom that sleeps 2, plus a second fold out queen sofa bed in the living room whi...
$6,240
Available: Right Now
Listed: 22/04/2024
Hancock, MA
Come and enjoy this increditable country decor.Soak up this country cottage charm while sipping your coffee or tea with the beautiful country side.Vacation at home with the ski slope just steps away.This1BR 1BAcondo features a king bed in...
$11,250
Available: Right Now
Listed: 22/04/2024
Hancock, MA
Jiminy Peak Ski in/ski out in Winter. Summer activities at Jiminy Peak in the Berkshires. Fully equipped kitchen, living room, dining room, and two bedrooms, jacuzzi in master bath. There is an indoor/outdoor pool, adult outdoor pool, 3 hot tubs, gym...
$8,340
Available: Right Now
Listed: 26/04/2024
Hancock, MA
Summary:You want to pop out of bed, walk outside, and be right on the mountain - this is the place for you. This1BR, 1BASuite w Mountain Views features a king bed in the master bedroom that sleeps two, plus a second fold out queen sofa bed in the...
$22,920
Available: Right Now
Listed: 27/04/2024
Hancock, MA
Welcome to the Berkshires and all that Jiminy Peak Mountain Resort has to offer. This spacious townhome has all that you need for the perfect getaway, Winter, Spring, Summer and Fall. Bring the whole family and all the friends because there is more t...
$5,310
Available: Right Now
Listed: 26/04/2024
Hancock, MA
Summary:You want to pop out of bed, walk downstairs, and be right on the mountain This1BR 1 BAGround Floor Unit right by the entrance features a king bed in the master bedroom that sleeps 2, plus a fold out queen sofa bed in the living room that ...
$6,600
Available: Right Now
Listed: 26/04/2024
Hancock, MA
This ski-in, ski-out condo is located right at the base of the mountain in JJ’s Lodge in the heart of the village at Jiminy Peak. Unmatched access to all of Jiminy Peak’s year-round activities. Skiing, mountain biking, hiking, tennis, swimming, fall ...
$6,390
Available: Right Now
Listed: 22/04/2024
Lanesborough, MA
This two bedroom condo in the Mountainside area is one of the most luxurious and appealing places to stay at Jiminy Peak. It is wonderfully decorated and lovingly maintained in every detail. It is one-story on the upper level, within walking distance...
$3,300
Available: Right Now
Listed: 22/04/2024
Town of Stephentown, NY, 12168
Step back in time and remember when life was less complicated.Come relax in this vintage full house on private dead end street. The setting is peaceful and surrounded by hemlocks. There are two bedrooms and two bathrooms and a full size deck. Ent...
$14,700
Available: Right Now
Listed: 22/04/2024
Hancock, MA
This hotel/resort is at the base of the ski lift for Jiminy Mountain. And, when you are not on the slopes, it features an indoor and outdoor pool and a hot tub. There's also tennis courts on site. There is a full kitchen. A game room complete with a ...
$15,000
Available: Right Now
Listed: 27/04/2024
Hancock, MA
I pre-reserved the Pres and MLK weekend Fri to Monday for your family! Luxury Room is right on Jiminy Peak's learning/beginner slope. It's lift brings you to the main lift. Easy walk to restaurants and ski rentals. Excellent location. No car required...
$11,610
Available: Right Now
Listed: 26/04/2024
Hancock, MA
From our easily accessible, newly renovated, fully equipped spacious home you can walk to the ski trails, hike and explore the beautiful mountainside surroundings whilst having a great base to explore both the North and South Berkshires in every seas...
$10,500
Available: Right Now
Listed: 22/04/2024
Hancock, MA
Let this newly renovated 3-bedroom, 2-bathroom townhouse, with European finishes, sky lights and brand new kitchen, bath and appliances be the perfect destination for your ski vacation at Jiminy Peak Mountain Resort. This vacation rental boast ample ...
$10,560
Available: Right Now
Listed: 25/04/2024
Town of Stephentown, NY, 12168
Welcome to the Stephentown Hotel in the heart of the Berkshire & Taconic Mountains. Completely gut remodeled, the building reopened in 2023. This is the "crown jewel" unit! 5 bedrooms / 3 bathrooms / 2 living rooms / 1 kitchen / 1 arcade. Private...
$5,610
Available: Right Now
Listed: 27/04/2024
Hancock, MA
Summary:You want to pop out of bed, walk down hall, and be right on the mountain This1BR 1 BAGround Floor Unit Charming Mountain Decorated Suite right by the entrance features a king bed in the master bedroom, plus a fold out queen sofa bed in th...
$12,990
Available: Right Now
Listed: 27/04/2024
Hancock, MA
Summary:Nestled in the Berkshires, this 5-BR family home combines comfort and tranquility. The open floor plan connects living, dining, and kitchen areas, with modern appliances and access to a private backyard. Bedrooms are spacious for extended...
$7,500
Available: Right Now
Listed: 22/04/2024
Hancock, MA
Enjoy your own private summer mountaintop in the Berkshires - Two story, completely renovated air conditioned home on spacious, private wooded setting steps from hiking/biking trails, across from Jiminy Peak. Short drive to Williamstown, Tanglewood, ...
$12,000
Available: Right Now
Listed: 22/04/2024
Hancock, MA
We are renting our 4 bedroom vacation house on 3 acres in the Berkshires for the summer/fall/winter. It has 2 master suites and 2 smaller bedrooms. Each bedroom sleeps 2. Other: 2. 5 baths, tv/play room with sofa, hiking in the back of the property, ...
$5,850
Available: Right Now
Listed: 27/04/2024
Pittsfield, MA
Great for outdoor enthusiasts, this 3-bedroom, 2.5-bathroom vacation rental home features a balcony, a deck, a patio, and a gazebo for you to enjoy. With a Smart TV, fireplace, and in-unit laundry, this Pittsfield retreat will make you feel cozy as s...
$3,750
Available: Right Now
Listed: 25/04/2024
Town of New Lebanon, NY, 12125
Escape to the Berkshires and step back in time with a stay in our charming historic home, conveniently located near the Shaker Museum. Built in the late 1800s, this beautifully restored home offers modern amenities while preserving the character of i...
$11,430
Available: Right Now
Listed: 23/04/2024
Hancock, MA
Nestled in the Berkshire Mountains at the base of Jiminy Peak Ski Mountain, Wyndham Bentley Brook takes "weekend getaway" to a whole new level! No matter what time of year that you choose to visit, you will never run out of things to do. Enjoy clean ...
$4,980
Available: Right Now
Listed: 27/04/2024
Hancock, MA
Summary:You want to pop out of bed, walk down hall, and be right on the mountain This1BR 1 BAoff lobby Unit has some of the best views in the Country Inn and all the High Seas. Truly unique with hardwood Floors, new Decor, and buried treasure, it...