[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Cheerful 3-bedroom cottage with woodstove Vacation home in Sheffield with kitchen and patio ![Property grounds](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/665b8282.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/af920cc8.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/8f9296e7.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/99d3f85f.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/76000000/75600000/75599900/75599864/f26544ef.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Berkshire Woods Retreat offers a serene escape for the whole family. Gather around the woodstove, cook up a storm in the fully-equipped kitchen, or fire up the barbecue on the spacious deck. Take advantage of badminton in your own yard and enjoy easy access to Butternut or Catamount ski hills. 10 Exceptional ### Entire home 3 bedrooms3 bathroomsSleeps 8 ## Popular amenities ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Cheerful 3-bedroom cottage with woodstove Relax with the whole family at this peaceful Berkshire getaway with easy access to all the area has to offer. A quick 20-minute drive to Butternut or Catamount ski hills, as well as downtown Great Barrington. Tanglewood and Jacob's Pillow are a half-hour's drive. Or stay at home and enjoy the peace and quiet of the surrounding woods, light a fire in the woodstove, cook in the large fully-equipped kitchen or head out back to barbecue on the large deck and play a game of badminton in the yard. ## Property amenities ### Ski - Cross-country skiing nearby - Snowboarding nearby ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Kitchen island - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2.5 bathrooms - Bathtub or shower - Hair dryer - Shampoo - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Fireplace - Wood stove ### Entertainment - Books - Games - Smart TV ### Outdoor areas - Barbecue grill - Firepit - Garden - Outdoor furniture - Patio - Yard ### Laundry - Laundry facilities - Washing machine ### Work spaces - Computer monitor - Desk - Desk chair - Printer ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total (up to 50 lbs per pet) ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board - Phone ### Location highlights - In a rural location - Near a hospital ### Things to do - Gym - Birdwatching nearby - Ecotours nearby - Fishing nearby - Hiking/biking trails nearby - Horseback riding nearby - Sledding nearby - Swimming nearby - Wildlife walks 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) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Garden ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/505c31c2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Great Barrington Get Away Great Barrington - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 23 reviews CA $400 CA $728 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-02&endDate=2025-11-03&selected=29615546&PinnedHotelID=29615546&HadPinnedHotel=true®ionId=-1&adults=2) ![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 11 reviews CA $279 CA $564 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-14&endDate=2025-10-15&selected=101469345&PinnedHotelID=101469345&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/c212bf26.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. 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Clean. Free bagel shop. Great Barrington - Breakfast included - Kitchen - Washer - Dryer 10 Exceptional 10 reviews CA $558 CA $926 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-04&endDate=2025-11-05&selected=92452756&PinnedHotelID=92452756&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/79000000/78550000/78544200/78544138/73add9c0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Half Moon by AvantStay | 4BR Cabin w/ Large Deck & Yard Great Barrington - Kitchen - Washer - Dryer - Pet-friendly 9.8 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-24&endDate=2025-10-25&selected=78544138&PinnedHotelID=78544138&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 3:00 PM Contactless check-in available Minimum check-in age: 21 ### Check-out Check-out before 11:00 AM Contactless check-out available ### 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 (up to 50 lbs per pet) ### Children and extra beds Children are welcome ### 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 Safety features at this property include a fire extinguisher, a first aid kit, 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 C0342902670 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.098705,-73.384995&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:_h%7E_Gd_%7C%7EL%3FS%3FU%40U%3FS%40S%3FU%40U%40S%40SBU%40UBQBUBS%40UBSDSBSDSBSDSDQDSDSDSFQDSFQDQFQFSFQHQFOFQHQHOFQHOHOHOHOJOHOJMHMJOJMJMJKHMLMJKJKLMJKLKJILKLKLILGJKLGNILGLGLGNGLGLGNELENELENCLENCNCLCNCNANCNALANANAN%3FN%3FN%3FN%3FL%3FN%3FN%40N%40L%40N%40NBN%40NBLBNBNBLDNBLDNDLDNDLFNFLFLFLFLFNHLFJJLHLFLJLJJHLJJJLLJJJJLLHLJJLLHLJNHLJLHNJNHNHNHNHNFPHNHPFPFPHNFPFRFPDPFRDPFPDRDRDRDPDRBRDRBRDRBRBT%40RBTBP%40TBT%40R%40R%40T%3FT%40R%40R%3FT%3FT%3FR%3FT%3FT%3FRARAT%3FTARATARCTARCRCTARCTCPERCRETCREREPERERERGPEPGREPGPGPGRINGPGPIPINGNIPILIPINKNINKJINKNILMJKLILMLKJKJMJKJMLKHMJMHMHMHKJMFOHMFMFMFMFOFMDODMDOFMDOBMDOBOBMBOBO%40OBO%40M%40O%40O%3FO%40M%3FO%3FO%3FO%3FOAO%3FOAMAOAOCOAOCMCOCOCMEOCMEOGMEOEMEMGOGMGMGMGOIMGKKMGMKMIMKKIMMKKMKKKKKMMIMKMKKKMKOIMKMIOKOIOIQIMIQGOIOIQGQGOIQGSGQGQEQGQESGQESESESEQESCSEUCSESCQAUCSCUCSASCUASAUAS%3FUAU%3FSAS%3FU%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=LhhLYBkgIn5UwZ5d0y6KxHG-aWo=) Sheffield, MA #### What's nearby - Magnolia Bluffs Casino - 11 min drive - 7.1 km - Catamount Ski Area - 20 min drive - 17.0 km - Ski Butternut - 26 min drive - 21.2 km - Taconic State Park - 28 min drive - 20.6 km - Bash Bish Falls State Park - 32 min drive - 23.0 km #### Getting around - Hudson, NY (HCC-Columbia County) - 46 min drive #### Restaurants - ‪McDonald's - ‬14 min drive - ‪Dunkin' - ‬14 min drive - ‪ILSE Coffee - ‬13 min drive - ‪Mom's Country Cafe - ‬14 min drive - ‪Industry Kitchen & Bar - ‬13 min drive ## Frequently asked questions ### Is Cheerful 3-bedroom cottage with woodstove pet-friendly? > Yes, this property allows dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet. ### How much does it cost to stay at Cheerful 3-bedroom cottage with woodstove? > As of Oct 10, 2025, prices found for a 1-night stay for 2 adults at Cheerful 3-bedroom cottage with woodstove on Nov 4, 2025 start from CA $276.19, excluding 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](https://www.expedia.ca/Sheffield-Hotels-Cheerful-3-Bedroom-Cottage-With-Woodstove.h75599864.Hotel-Information?rfrr=HOT.HIS.question.link.click) for more accurate prices. ### What time is check-in at Cheerful 3-bedroom cottage with woodstove? > Check-in begins at 3:00 PM. ### What time is check-out at Cheerful 3-bedroom cottage with woodstove? > Check-out is at 11:00 AM. ### Where is Cheerful 3-bedroom cottage with woodstove located? > Situated in a rural location, this vacation home is within 2 mi (3 km) of Lime Kiln Farm Wildlife Sanctuary, Drury Preserve, and Housatonic River. Thom Reed UFO Monument Park and Magnolia Bluffs Casino are also within 6 mi (10 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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