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Apartment

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

Photo gallery for Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

living area open to kitchen
Room
Door to guest aptmt left side of home
guest aptmt walk way
stairs to loft bedroom

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Firepit
  • Internet access

Explore the area

View map
Sheffield, MA
  • Place, Lime Kiln Farm Wildlife Sanctuary
    ‪1 min drive‬
  • Place, Housatonic River
    ‪2 min drive‬
  • Place, Ashley Falls Woods
    ‪5 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪48 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Spaces

Kitchen

About this property

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

This private Luxurious Guest house will Amaze you, with full kitchen, living area and large bedroom with Luxurious Queen bed and plenty of storage only 10 miles to Ski Resorts.
Sheffield, Mass. is only 5 miles to Great Barrington with wonderful shops, restaurants and grocery stores. You will have a FULL SIZE kitchen in this wonderful guest house.
The first level has a kitchen, living area with recliners and TV, large bath and laundry.
Upstairs is a large bedroom with queen bed. The kitchen is fully stocked with anything and everything you could possibly need. We have a Keurig and K-cups but you might want to bring your favorite flavors. We also provide ALL kinds of spices, pam, tin foil and zip locks. If you stay awhile and run out of these items, please replace.
The firepit out back is great for spring or fall nights.
You have a private entrance away from the main home. The space is very large and comfortable and very private.
Way better than any hotel, with all the special comforts of home. Also, includes a brand new Black Samsung washer and dryer for your convenience.

This is a 2 person guest home.

House rules:
1. no smoking pot or cigarettes inside the home
2. NO PETS
3. no parties or events
4. Trash goes in a black garbage bag in front of the washer and dryer on check out.

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House Rules

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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Please start 1 load of towels in the washer
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property Registration Number C0510832670
Property # 4311936vb
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

About the area

Sheffield

Sheffield is home to this apartment. Ashley House and Great Barrington Historical Society & Museum are cultural highlights, and some of the area's activities can be experienced at Umpachene Falls Park and Land of Nod Vineyard and Winery. Mahaiwe Performing Arts Center and Harney and Sons Tea Tasting Room are also worth visiting.
View more Apartments in SheffieldOpens in a new window
Map
Sheffield, MA

What's nearby

  • Lime Kiln Farm Wildlife Sanctuary - 1 min drive - 0.7 km
  • Housatonic River - 2 min drive - 1.1 km
  • Ashley Falls Woods - 5 min drive - 5.3 km
  • Magnolia Bluffs Casino - 7 min drive - 6.0 km
  • Ashley House - 8 min drive - 5.7 km

Getting around

  • Pittsfield, MA (PSF-Pittsfield Municipal) - 40 min drive

Restaurants

  • ‪Dunkin' - ‬8 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪Café Rena - ‬10 min drive
  • ‪Roma Pizzeria - ‬8 min drive
  • ‪Guido’s Kitchen - ‬10 min drive

Frequently asked questions

Is Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts ?

As of 13 May 2026, prices found for a 1-night stay for 2 adults at Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts on 18 May 2026 start from AU$342, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts ?

On-site parking is available at the property.

Where is Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts located?

Situated in Sheffield, this apartment building is within a 15-minute walk of Housatonic River and Lime Kiln Farm Wildlife Sanctuary. Drury Preserve and Thom Reed UFO Monument Park are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Dina G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an excellent stay at Black Bear Bungalow! The home is just as lovely as advertised and had every thing we needed for our time there. The space was clean and cozy, the skylights were an extra treat, and Karen was a great, communicative host.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Michael R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Well maintained, quiet spot

Lovely quiet spot with plenty of eating options around the area. Well maintained.
Stayed 3 nights in Jan 2025
Verified

10/10 Excellent

Dianne C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My stay was wonderful. The place was immaculate beautifully appointed with everything that we could possibly need including spices coffee. Everything was perfect. Communication was great. I was able to get in with the keypad no problem very nice and I plan to stay there again and it’s really pretty.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Laura O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely

Very well- appointed. Comfortable and clean with warm and inviting decor on a lovely property.Thoughtful touches for comfort and convenience. Great location with lots to do and see. Highly recommend Bear Bungalow!
Stayed 2 nights in Jul 2025
Verified

10/10 Excellent

Jennifer F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Karen is a great host

We had a great time in the unit. It was just as nice in person as it is in the pictures. Karen was great with communication and provided local information, which was helpful.
Stayed 2 nights in Jul 2025
Response from VrboOwner on 13 Oct 2025
Thank you for being such a wonderful guess we should look forward to hosting you again in the future!
Verified

10/10 Excellent

Kathryn D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was the absolute best equipped kitchen I have ever been in, including my own! The description is accurate, exactly as pictured. Karen was very attentive; and gave excellent dining options. The bed was comfy, the shower had great water pressure, the Patriots won. It was a great 5 day stay.
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Elizabeth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location. Clean and cozy. Washer dryer and full kitchen. There was an issue when we arrived with the AC and Karen took care of it ASAP. Very easy and relaxing. Highly recommend it
Stayed 11 nights in Jul 2025

About the host

Hosted by Karen, 843-338-0117

Host profile image
My husband and I have been hosting for over 11 years now. We started in Savannah, GA, then Hilton Head, SC we moved our way down south to St. Simon's Island, GA
Finally all the way down to Palm Coast, Fl where we have 3 Gorgeous homes on the water with pools.
Now we have gone way up North to New England and the Berkshires, WOW we are tired. LOL

Why they chose this property

This quaint town of Sheffield is really wonderful, it's like a Hallmark movie. You have Great Barrington just 5 miles away and Ski resorts just 10 miles away. The scenic mountain views are breathtaking and will awe you no matter which season it is.

What makes this property unique

This little slice of heaven is a beautiful one-bedroom guest house off the main house. It is completely private but giving you the feeling of richness for less than a hotel.
I call it the Ritz Carlton of one bedroom airbnb's.

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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