Title: Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire apartment # Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts Apartment in Sheffield with kitchen ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111170000/111161400/111161321/0fe9706d.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Exterior detail](https://images.trvl-media.com/lodging/112000000/111170000/111161400/111161321/w1079h761x0y0-0a87c6b1.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/112000000/111170000/111161400/111161321/00c88b49.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/112000000/111170000/111161400/111161321/w1080h752x0y1-5ab3450b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111170000/111161400/111161321/b45fa4b5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts provides amenities like a firepit and laundry facilities. Guests can connect to in-room WiFi. 10 Exceptional ### Entire apartment 1 bedroom1 bathroom ## Popular amenities - Parking available - Dryer - Washer - Kitchen - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire apartment to yourself and will only share it with other guests in your party. ### 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. ## 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 ## Similar properties ![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/052d8e0d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Blue Elm - A Historic Berkshire Cottage Sheffield - Kitchen - Free WiFi - Air conditioning - Parking available 10 Exceptional 14 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=101469345&PinnedHotelID=101469345&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107230000/107227300/107227233/66fbfe59.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amazing 2-bedroom apartment sunny and quiet in Great Barrington Great Barrington - Kitchen - Washer - Dryer - Free WiFi 9.6 Exceptional 37 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=107227233&PinnedHotelID=107227233&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103820000/103819100/103819022/a44d1ae1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Cottage 10 Min From Great Barrington New Marlborough - Kitchen - Washer - Dryer - Outdoor space 10 Exceptional 99 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=103819022&PinnedHotelID=103819022&HadPinnedHotel=true®ionId=-1&adults=2) ![TV](https://images.trvl-media.com/lodging/113000000/112150000/112148900/112148849/4e1a9d85.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### A Writer's Retreat at The Barn Monterey - Pet-friendly - Free WiFi - Air conditioning - Outdoor space 10 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=112148849&PinnedHotelID=112148849&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35680000/35672200/35672127/e3f5175b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Little House in the Woods by Evergreen Home Sheffield - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 34 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=35672127&PinnedHotelID=35672127&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/665b8282.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cheerful 3-bedroom cottage with woodstove Sheffield - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 40 reviews CA $278 CA $636 total includes taxes & fees Nov 16 - Nov 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-16&endDate=2025-11-17&selected=75599864&PinnedHotelID=75599864&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Home in Great Barrington Great Barrington - Kitchen - Washer - Dryer - Air conditioning 9.8 Exceptional 25 reviews CA $254 CA $414 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18&selected=84672833&PinnedHotelID=84672833&HadPinnedHotel=true®ionId=-1&adults=2) ![Game room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/406cc767.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pet Friendly Riverfront Home in Great Barrington Great Barrington - Kitchen - Washer - Dryer - Pet-friendly 8.8 Excellent 3 reviews CA $270 CA $399 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-19&endDate=2025-11-20&selected=120304823&PinnedHotelID=120304823&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/80000000/79670000/79661700/79661659/0cee4e6e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### An In-Town Beauty with Late Checkout Great Barrington - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 29 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=79661659&PinnedHotelID=79661659&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/100000000/99810000/99802600/99802538/a214acc6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming idyllic farmhouse minutes to Great Barrington MA and Salisbury CT Egremont - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 24 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-20&endDate=2025-11-21&selected=99802538&PinnedHotelID=99802538&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions ### 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 Pets not 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 Property Registration Number C0510832670 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.09853,-73.35668&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:%7Bf%7E_Gfnv%7EL%3FU%3FS%3FU%3FS%40U%40S%40U%40U%40QBU%40U%40SBSBSBUBSBSBSDSDSBSDQDSDSFSDQFSDQFSFQFQFQFQFQHOHQFQHOHOHOHOHOHOJOHOJMHMJMJMJMJMLKJMJKJKLKJKLILKJKLILILILILGLGNILELGLGNGLENELENELCNENELANCNCNCLANCN%3FNALANAN%3FN%3FN%3FN%3FN%40L%40N%40N%3FNBN%40LBNBNBN%40LDNDLBNDNDLDNDLFLFLFNDLHLFLFLJLFLJLFLJJJLHJJLJJJLJJLJJJLJLJLJLHLJNJLHNHNHNJNFNHNHNHPFPHNFRFNFPHPDPFRFPDRDPFRDRDRDPBRDRDRBRBRBRBTBRBR%40RBT%40T%40P%40T%40T%40R%40T%3FR%3FT%3FR%3FT%3FT%3FR%3FT%3FRATARATATARARCTARCTCRCRCRCRCRETERCREPERERGPEREPGRGPEPIPGPGPGPINGPIPINIPGLKPILIPILKLKNILKLKLKLKLKLKJMJKJMJKJMJKJMHMHMHMHMHMFMFMHOFMDMFMFODMDODODMDODMBO%40ODO%40MBO%40OBO%40O%3FM%40O%40O%3FO%3FO%3FO%3FOAMAO%3FOAOCMAOCOAOEMAOCOEMEOEMEOEMEOGMGMEMGOIMGMGMIMIMIMIKIMKMKKKMKKKKKKKMMKMKMKMKMIMKMIOKMIQIMIQIMIQIOGQIQIOGQGQGQGQGQGQEQGSESGQESESEQCSESEUCSCSCSCSCSCUASAUCSASAUAUASAU%3FS%3FU%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=WHO3WLDvRq7bPJtulzTVwakEWUA=) Sheffield, MA #### What's nearby - Magnolia Bluffs Casino - 6 min drive - 6.0 km - Catamount Ski Area - 15 min drive - 19.2 km - Ski Butternut - 19 min drive - 20.5 km - Taconic State Park - 26 min drive - 19.9 km - Bash Bish Falls State Park - 27 min drive - 35.8 km #### Getting around - Pittsfield, MA (PSF-Pittsfield Municipal) - 40 min drive #### Restaurants - ‪McDonald's - ‬9 min drive - ‪Dunkin' - ‬8 min drive - ‪ILSE Coffee - ‬7 min drive - ‪Guido’s Kitchen - ‬10 min drive - ‪Café Rena - ‬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. ### 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 mi (5 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Expedia's Latest Trends ### Hotels > [Silver Reef Casino Resort](https://www.expedia.ca/Bellingham-Hotels-Silver-Reef-Casino-Resort.h16231932.Hotel-Information) > > [The Trail in Adams - Berkshires’ Art Hotel](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information) > > [Great Wolf Lodge Boston / Fitchburg, MA](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) > > [Comfort Inn Hyannis - Cape Cod](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) > > [The Corsair & Cross Rip Oceanfront Resort](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.Hotel-Information) > > [Harbor Hotel Provincetown](https://www.expedia.ca/Provincetown-Hotels-Harbor-Hotel-Provincetown.h421590.Hotel-Information) > > [Freebird Motor Lodge by Reverie Boutique Collection](https://www.expedia.ca/West-Yarmouth-Hotels-Hunters-Green-Cape-Cod.h6589307.Hotel-Information) > > [La Quinta Inn & Suites by Wyndham Boston-Andover](https://www.expedia.ca/Andover-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Boston-Andover.h25755.Hotel-Information) > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > [Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://www.expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) > > [Hyannis Travel Inn](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) > > [Hyatt Place Marlborough/Apex Center](https://www.expedia.ca/Worcester-Hotels-Hyatt-Place-MarlboroughApex-Center.h20178059.Hotel-Information) > > [Best Western Cape Cod Hotel](https://www.expedia.ca/Hyannis-Hotels-Best-Western-Cape-Cod-Hotel.h28183.Hotel-Information) > > [Best Western Royal Plaza Hotel & Trade Center](https://www.expedia.ca/Worcester-Hotels-Best-Western-Royal-Plaza-Hotel-Trade-Center.h14628.Hotel-Information) > > [Cape Cod Family Resort and Parks](https://www.expedia.ca/West-Yarmouth-Hotels-Cape-Cod-Family-Resort-And-Inflatable-Park.h5306790.Hotel-Information) > > [Brass Key Guesthouse - Adults Only](https://www.expedia.ca/Provincetown-Hotels-Brass-Key-Guesthouse-Adults-Only.h18632862.Hotel-Information) > > [Club Wyndham Bentley Brook](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h973618.Hotel-Information) > > [Tulalip Resort Casino](https://www.expedia.ca/Everett-Hotels-Tulalip-Resort-Casino.h2161524.Hotel-Information) > > [Sea Crest Beach Resort](https://www.expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.Hotel-Information) > > [Northside Motel](https://www.expedia.ca/Williamstown-Hotels-Northside-Motel.h1581984.Hotel-Information) > > [Six Flags Great Escape Lodge & Indoor Waterpark](https://www.expedia.ca/Lake-George-Hotels-Six-Flags-Lodge-Indoor-Waterpark.h1385446.Hotel-Information) > > [Darien Lake Lodge on the Lake](https://www.expedia.ca/Corfu-Hotels-Darien-Lake-Lodge-On-The-Lake.h13279584.Hotel-Information) > > [Holiday Inn Express Boston - Milford by IHG](https://www.expedia.ca/Milford-Hotels-Holiday-Inn-Express-Boston-Milford.h555108.Hotel-Information) > > [Bayside Resort Hotel](https://www.expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) > > [Canad Inns Destination Center Grand Forks](https://www.expedia.ca/Grand-Forks-Hotels-Canad-Inns-Destination-Center-Grand-Forks.h1713856.Hotel-Information) > > [JW Marriott Desert Springs Resort & Spa](https://www.expedia.ca/Palm-Springs-Hotels-JW-Marriott-Desert-Springs-Resort-Spa.h17123.Hotel-Information) > > [Residence Inn By Marriott Boston Andover](https://www.expedia.ca/Andover-Hotels-Residence-Inn-By-Marriott-Boston-Andover.h795379.Hotel-Information) > > [Embassy Suites by Hilton Boston Marlborough](https://www.expedia.ca/Worcester-Hotels-Embassy-Suites-By-Hilton-Boston-Marlborough.h22959.Hotel-Information) > > [SpringHill Suites by Marriott Wrentham Plainville](https://www.expedia.ca/Wrentham-Hotels-SpringHill-Suites-By-Marriott-Wrentham-Plainville.h57749189.Hotel-Information) > > [The Brook at Turning Stone Resort Casino](https://www.expedia.ca/Utica-Hotels-Turning-Stone-Resort-And-Casino.h1684407.Hotel-Information)