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Charming Winter Ski Rental in Great Barrington, MA

Family-friendly slopeside fun near cross-country skiing

Photo gallery for Charming Winter Ski Rental in Great Barrington, MA

Terrace/patio
Smart TV
Smart TV
Exterior
Fridge, microwave, oven, stovetop
In the charming village of Housatonic, Village Home offers a cozy retreat with three second-floor bedrooms and two baths. Enjoy your morning coffee on the fine front porch, take in the gardens and tall backyard trees or borrow bikes to explore nearby trails or Monument Mountain.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6112 sq m

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Barbecue grill
  • Pet friendly
  • Parking available

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Charming Winter Ski Rental in Great Barrington, MA

Welcome! For a winter ski adventure, romantic getaway or simply to hang out in the Berkshires, here is a great location in the Housatonic village of Great Barrington with big yard, walkable streets and an excellent front porch for social time and relaxing. Your dog is welcome if well behaved and crated while you are out and about.

Minutes to local ski areas, Rockwell Museum, Chesterwood, movie theater, live music and great eateries; we are located in a quiet neighborhood just north of hopping downtown Great Barrington and its many fun attractions. Endless hiking, cycling, walking, playgrounds, pickleball, and more.

Walk to a meal or snack at the Common or Garden Pub, Pleasant and Main and Extra Special Teas. There's a little vintage shop and two art galleries nearby, and of course, Berkshire Mountain Bakery. Kids and adults can also enjoy dance and yoga classes at Berkshire Pulse, right down the street.

Property amenities

Ski

  • Cross-country skiing nearby
  • Ski-in/ski-out access
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total

Suitability/Accessibility

  • Smoking not allowed
  • Note from host: My free-range cat is on site, and need 2x day food

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • In the mountains
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • On a lake
  • On a river

Things to do

  • Ski-in/ski-out access
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Rock climbing nearby
  • Sledding nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Unit size: 1,200 square feet

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  • Washer
  • Dryer
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Policies

Check-in

Check-in time starts at 12:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total pets
Note from host: $250 pet deposit + your homeowner pet insurance

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted
My free-range cat is on site, and need 2x day food

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0358591130

About the neighborhood

Map
Housatonic, MA

What's nearby

  • Housatonic River - 3 min walk - 0.3 km
  • Art et Industrie - 6 min walk - 0.6 km
  • Monument Mountain Reservation - 2 min drive - 1.8 km
  • Ski Butternut - 11 min drive - 12.4 km
  • Tanglewood Music Center - 15 min drive - 18.8 km

Getting around

  • Pittsfield Intermodal Transportation Center - 30 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 26 min drive

Restaurants

  • ‪Cumberland Farms - ‬8 min drive
  • ‪McDonald's - ‬8 min drive
  • ‪Stockbridge Coffee And Tea - ‬9 min drive
  • ‪The Red Lion Inn - ‬9 min drive
  • ‪Café Holli - ‬8 min drive

Frequently asked questions

Is Charming Winter Getaway in Great Barrington, MA pet-friendly?

Yes, this property allows dogs (limit 1 total).

How much is parking?

Onsite parking is available at the property.

What time is check-in at Charming Winter Getaway in Great Barrington, MA?

Check-in begins at 12:00 PM.

What time is check-out at Charming Winter Getaway in Great Barrington, MA?

Check-out is at 11:00 AM.

Where is Charming Winter Getaway in Great Barrington, MA located?

Located in the mountains, this ski-in/ski-out vacation home in Housatonic is within 1 mi (2 km) of Housatonic River and Art et Industrie and close to winter sports such as cross-country skiing and sledding. Chesterwood is 2.9 mi (4.7 km) away.

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Reviews

Charming Winter Ski Rental in Great Barrington, MA Reviews

10

Exceptional

10

Cleanliness

10

Location
Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

Reviews

10/10 Excellent

Melissa L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time. Plenty of room and a very comfortable home. Our dogs loved the big back yard and the long walks in the neighborhood and nearby trail!
Stayed 56 nights in Jun 2025