Entire home

Charming Summer Cottage ~ Dog Friendly

Family-friendly slopeside fun near cross-country skiing

Photo gallery for Charming Summer Cottage ~ Dog Friendly

Living area
Exterior
Private kitchen
Living area
Private kitchen

Reviews

10 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 61200 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Housatonic, MA

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Double Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

2 bathrooms

Bathroom 1

Bathtub or shower · Bathtub

Bathroom 2

Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden

About this property

Charming Summer Cottage ~ Dog Friendly

Welcome! For a winter or summer adventure, here is a great location in the Housatonic village of Great Barrington. You'll have a 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 hiking, streams and 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. Easy nearby cycling, 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 are a couple of funky little shops 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.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet friendly
Free WiFi
Air conditioning

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House Rules

Check in after 12:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 total)
$250 pet deposit + your homeowner pet insurance
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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
Property Registration Number C0358591130

About the neighborhood

Housatonic

Located in Housatonic, this vacation home is in a rural area and on a river. Tanglewood Music Center and Art et Industrie are cultural highlights, and some of the area's landmarks include Chesterwood and Mission House. Traveling with kids? Consider Berkshire Botanical Garden and Hoffman's Pottery. Enjoy the area's slopes with cross-country skiing, snowboarding, and skiing, and don't miss out on the sledding.
Map
Housatonic, MA

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
  • ‪Café Holli - ‬8 min drive
  • ‪Berkshire Mountain Bakery - ‬13 min walk
  • ‪Stockbridge Coffee And Tea - ‬9 min drive

Frequently asked questions

Is Charming Winter Ski Rental 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 Ski Rental in Great Barrington, MA?

Check-in begins at 12:00 PM.

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

Check-out is at 11:00 AM.

Where is Charming Winter Ski Rental 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.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 2 out of 2 reviews
Rating 8 - Good. 0 out of 2 reviews
Rating 6 - Okay. 0 out of 2 reviews
Rating 4 - Poor. 0 out of 2 reviews
Rating 2 - Terrible. 0 out of 2 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

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

10/10 Excellent

Laura M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay! The house was charming, clean and the perfect size for our family of four (2 adults and 2 teenagers). We loved being able to walk to the village center which has a few 'gems' like Common or Garden Pub and Pleasant and Main cafe. Ellen was a great host-- friendly, welcoming and responsive. We would love to stay here again.
Stayed 10 nights in Dec 2025

About the host

Hosted by Ellen Lahr

Host profile image
I am a busy professional living in the Berkshires, and this is my full-time wonderful home -- except when you visit and it's all yours. I'm a big traveler and can point you to all sorts of off the beaten path destinations to explore!

Why they chose this property

This property is quite "New England"--it is a traditional "Sears Kit" house from the 1920s with original wood inside, tall ceilings downstairs and charming details. The front porch is my "deck," where I socialize and relax all summer, and that's where I see my friendly neighbors pass by most days.

What makes this property unique

Location, location, location, and cozy charm. Did we mention location? Walkable and super convenient location!
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