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Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

Sheffield apartment with kitchen

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

Smart TV
Fridge, microwave, oven, stovetop
Interior
1 bedroom, WiFi, bed sheets
Property grounds

Reviews

10 out of 10
Exceptional

Entire apartment

1 bedroom1 bathroom

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Parking available

Explore the area

View in a map
Sheffield, MA
  • Place, Lime Kiln Farm Wildlife Sanctuary
    ‪13 min walk‬
  • Place, Housatonic River
    ‪19 min walk‬
  • Place, Ski Butternut
    ‪24 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪48 min drive‬

Room options

About the area

Sheffield

In Sheffield .You'll find Housatonic River and Lime Kiln Farm Wildlife Sanctuary within a 15-minute walk of this Sheffield apartment. Drury Preserve and Thom Reed UFO Monument Park are also within 3 miles (5 km).
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What's nearby

  • Lime Kiln Farm Wildlife Sanctuary - 13 min walk - 1.1 km
  • Housatonic River - 19 min walk - 1.6 km
  • Ski Butternut - 24 min drive - 22.2 km
  • Lime Rock Park - 25 min drive - 28.9 km
  • Tanglewood Music Center - 45 min drive - 43.0 km

Getting around

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

Restaurants

  • ‪Dunkin' - ‬8 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪Guido’s Kitchen - ‬10 min drive
  • ‪Café Rena - ‬10 min drive
  • ‪The Southfield Store - ‬17 min drive

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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Exterior
the Alander
Copake
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
4.5 out of 5, Wonderful, 237 reviews
The price is CA $241
CA $270 total
includes taxes & fees
Jun 30 - Jul 1
the Alander

Property amenities

Internet

  • Available in the apartment: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Firepit

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

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)

General

  • Property does not allow children

Policies

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you 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 trash
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.

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.

Events

No events allowed

Smoking

Smoking is not permitted

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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector and a smoke detector in each accommodation.

Property Registration Number C0510832670

Frequently asked questions

How close is Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts to the airport?

This apartment is 25.5 mi (40-min drive) away from the Pittsfield, MA (PSF-Pittsfield Municipal) airport, the closest popular airport to the property.

Does Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts have an airport shuttle?

Airport shuttle services are not available at this apartment.

Does Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts offer free breakfast?

This apartment does not offer free breakfast.

Is there a casino at Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts ?

No, there is no casino at this apartment, but Magnolia Bluffs Casino (5-min drive) is nearby.

Is there free parking at Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts ?

Free parking is not available at this apartment.

Does Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts have a pool?

This apartment does not have a pool.

Does Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts have a spa?

There are no spa services available at this apartment.

How close is Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts to downtown Sheffield?

This apartment is 0.8 mi away from Sheffield.

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts Reviews

Reviews

10

Exceptional

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

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
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