Entire home
Luxury Ski Retreat on Jiminy Peak Mountain, Berkshires, MA
Family-friendly slopeside fun with outdoor pool
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Reviews
10 out of 10
Exceptional
5 bedrooms 3 bathrooms Sleeps 10 2600 sq ft
Popular amenities
Explore the area

Hancock, MA
- Place, Jiminy Peak Mountain Resort2 min walk
- Place, Mountain Coaster7 min walk
- Place, Mount Greylock State Reservation Visitor Center15 min drive
- Airport, Pittsfield, MA (PSF-Pittsfield Municipal)32 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Children's Blue Bunk Room
1 Double Bed and 1 Single Bed
Children's Green Room
1 Double Bed
Children's Red Bunk Room
1 Single Bunk Bed
Main Floor Bedroom
1 Queen Bed
Master Bedroom
1 King Bed and 1 Double Sofa Bed
3 bathrooms
Lower Level Bathroom
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Main Floor Bathroom
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Master Bathroom
Soap · Towels provided · Toilet · Jetted bathtub · Shampoo · Hair dryer
Spaces
Deck or patio
Kitchen
Balcony
Separate dining area
Outdoor play area
Garden
Dining area
About this property
Luxury Ski Retreat on Jiminy Peak Mountain, Berkshires, MA
Welcome to Jiminy Peak Mountain Resort in the Berkshire Mountains! Our newly-renovated mountain retreat "The Lazy Bear" is one of only a handful of FREE-STANDING HOUSES in the exclusive Black Diamond section of Jiminy Peak. The Lazy Bear boasts a quiet location on a dead-end street and 3 levels of luxury living complete with a spacious master suite, oversized great room with a wood-burning fireplace, a large tv/game room, and spacious outdoor deck with a gas grill and 360-degree mountains views. *Sleeps up to 4 adults & 6 children, no exceptions. Events and parties and strictly prohibited. House is priced accordingly.
5 Bed/3 Bath
Newly renovated, free-standing
Exclusive Black Diamond, Mountainside, Jiminy Peak
Ski-in/ski-out, Private owner's entrance to the slopes directly onto Grouse Run
360-Degree Mountain Views in Winter Months
2600+sf & 3 Levels of Living
Spacious, light-filled Great Room with Wood Burning Indoor Fireplace
Large, accommodating Dining Area
Chef's Kitchen w/brand new appliances and luxury cookware
Luxurious wood
Lower Level Living/Game Room w/Foosball
Separate Ski Room Entrance/Wet Room w/Dryers
Gas Cooking, Indoor & Out
Luxurious Wool Carpeting in Bedrooms
Large Laundry Room with Washer/Dryer
Large Balcony w/ Slope Views and Gas Grill
Oversized, private Master Bedroom
Private, dead-end, neighbors on only one side
Alarm System & Nest Doorbell
Wi-Fi
Two Smart Televisions
Year-round access to the pool at The Country Inn
Summer access to tennis courts
Smoke & pet-free
5 Bed/3 Bath
Newly renovated, free-standing
Exclusive Black Diamond, Mountainside, Jiminy Peak
Ski-in/ski-out, Private owner's entrance to the slopes directly onto Grouse Run
360-Degree Mountain Views in Winter Months
2600+sf & 3 Levels of Living
Spacious, light-filled Great Room with Wood Burning Indoor Fireplace
Large, accommodating Dining Area
Chef's Kitchen w/brand new appliances and luxury cookware
Luxurious wood
Lower Level Living/Game Room w/Foosball
Separate Ski Room Entrance/Wet Room w/Dryers
Gas Cooking, Indoor & Out
Luxurious Wool Carpeting in Bedrooms
Large Laundry Room with Washer/Dryer
Large Balcony w/ Slope Views and Gas Grill
Oversized, private Master Bedroom
Private, dead-end, neighbors on only one side
Alarm System & Nest Doorbell
Wi-Fi
Two Smart Televisions
Year-round access to the pool at The Country Inn
Summer access to tennis courts
Smoke & pet-free
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 12:00 PM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
Property Registration Number C2105284400
About the area
Hancock
Located in Hancock, this holiday home is in the mountains. Mountain Coaster and Alpine Super Slide are local attractions and those in the mood for shopping can visit Guido's Marketplace and Colonial Plaza. Travelling with kids? Consider Zema's Nursery and Berkshire Museum. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Hancock, MA
What's nearby
- Jiminy Peak Mountain Resort - 2 min walk - 0.2 km
- Mountain Coaster - 7 min walk - 0.6 km
- Alpine Super Slide - 16 min walk - 1.4 km
- Mount Greylock State Reservation Visitor Center - 15 min drive - 12.4 km
- Mount Greylock - 45 min drive - 27.3 km
Getting around
Restaurants
- Old Man Jeff’s Barbecue Company - 22 min drive
- Bob's Country Kitchen - 14 min drive
- Dunkin' - 17 min drive
- Proprietor’s Lodge - 20 min drive
- Common Table - 23 min drive
Frequently asked questions
About the host
Hosted by Jill

Mom of 3 boys from Long Island, New York.
Why they chose this property
We fell in love with Jiminy Peak because it's a small, friendly mountain our children can navigate on their own and grow as skiers. It's location is in the heart of the Berskshire Mountains with easy access to Great Barrington, Stockbridge, Lee, Lenox, Pittsfield, Adams and Williamstown.
What makes this property unique
We updated the Lazy Bear so it feels fresh, clean and new. What sets this house apart, besides the beautiful, upscale décor, is the home's layout. It's 3 floors of living with 2 living rooms. The children have their own space on the ground floor. The house is free-standing, very private, and surrounded by mountains. We love that it's in the heart of the Berkshires and everything the area offers.
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