Luxury Ski Retreat on Jiminy Peak Mountain, Berkshires, MA

Hancock, Massachusetts
$831 avg/night
Minimum Stay 3 Nights
Bed 5

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 3 nights

Min Stay

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 T.V./game room, and a spacious outdoor deck with a gas grill and 360-degree mountain views. *Sleeps up to 4 adults & 6 children, no exceptions. Events and parties are strictly prohibited. House priced accordingly.

4 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

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • SKI

    Cross-country Skiing And Snowboarding Nearby Ski-in/ski-out Access
  • PETS

    No Pets Allowed
  • BEACH

    Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 2600 Sq Ft (242 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 500+ Mbps (good For 6+ People Or 10+ Devices)
  • OUTDOORS

    Balcony Barbecue Grill Garden Outdoor Furniture
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Shared/communal Pool
  • BATHROOMS

    3 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Fitness Center Fitness Facilities Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Horse Riding Nearby Mountain Biking Nearby Snow Sports Gear Swimming Nearby Tennis On Site Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Arcade/game Room Books Foosball Table Games Video Games Smart TV
  • LIVING SPACES

    Dining Room Fireplace
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Playground
  • LOCATION HIGHLIGHTS

    In The Mountains Near A Health Or Beauty Spa Near A Hospital
  • SERVICES AND CONVENIENCES

    Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 12:00 PM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • África M.

    Submitted Aug 5, 2025

    Stayed Jun 20, 2025

    We stayed in Jill's house for just over a month. It was perfectly comfortable, lovely relaxed scenery and just a short drive away from everything you might need. Jill was a very responsive host and fixed a couple issues we had super efficiently.

  • Emily W.

    Submitted Oct 9, 2023

    Stayed Oct 6, 2023

    We just returned from a magical weekend in Hancock. Our hotel cancelled on us last minute and this host went way above and beyond to be accommodating and supportive so we could still enjoy our vacation! The home is immaculate - we’ve stayed at many, many rental homes and this was among the nicest for sure. Spacious, bright, everything perfectly decorated and comfortable! Lovely private mountain setting. Awesome downstairs space with playroom And bedrooms for the kids. We loved it!

  • Stuart L.

    Submitted Aug 21, 2023

    Stayed Aug 13, 2023

    The house is at the end of the street towards the top of the hill and is very quiet. It is very well equipped with everything that you could need. The host responded to any questions very quickly. We had a rainy week but still found lots to do in the area and at the mountain. I would highly recommend this property to anyone.

  • Anna S.

    Submitted May 30, 2023

    Stayed May 26, 2023

    What a great house! We were 2 families with 6 children and the house suited us perfectly. It had a great basement where the children watched tv and played with all the games provided. The house was extremely well stocked and well furnished. The host was very responsive and dealt with any issues we had very quickly. Would highly recommend.

Your dates are Available!

Total

Includes taxes and fees
$831+
View details