Title: Charming Winter Ski Rental in Great Barrington, MA - 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 home # Charming Winter Ski Rental in Great Barrington, MA Family-friendly slopeside fun near cross-country skiing ![Terrace/patio](https://images.trvl-media.com/lodging/78000000/77960000/77959900/77959885/66ce522f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/78000000/77960000/77959900/77959885/0ca9dd8d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Exterior](https://images.trvl-media.com/lodging/78000000/77960000/77959900/77959885/434eee06.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV](https://images.trvl-media.com/lodging/78000000/77960000/77959900/77959885/ee6e76ea.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77960000/77959900/77959885/ec8e31b6.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the charming village of Housatonic, Village Home offers a cozy retreat with three second-floor bedrooms and two baths. Enjoy your morning coffee on the fine front porch, take in the gardens and tall backyard trees or borrow bikes to explore nearby trails or Monument Mountain. 10 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 61200 sq ft ## Popular amenities - Dryer - Washer - Kitchen - Barbecue grill - Pet-friendly - Parking available ## 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. ### Charming Winter Ski Rental in Great Barrington, MA Welcome! For a winter ski adventure, romantic getaway or simply to hang out in the Berkshires, here is a great location in the Housatonic village of Great Barrington with 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 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. Endless hiking, cycling, walking, 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 a little vintage shop 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. ## Property amenities ### Ski - Cross-country skiing nearby - Ski-in/ski-out access - Snowboarding nearby ### Internet - Available in the house: Free WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub - Bathtub or shower - Hair dryer - Shower - Soap - Toilet paper - Towels provided ### Living spaces - Dining table - Living room - Separate dining area ### Entertainment - Games - Smart TV ### Outdoor areas - Barbecue grill - Firepit - Garden - Patio ### Laundry - Laundry facilities - Washing machine ### Comfort - Air conditioning - Heating ### Pets - Pet friendly - Welcoming dogs only - One pet total ### Suitability/Accessibility - Smoking not allowed - Note from host: My free-range cat is on site, and need 2x day food ### Services and conveniences - Iron/ironing board ### Location highlights - In a rural location - In a village - In the mountains - Near a health/beauty spa - Near a hospital - Near an outlet shopping mall - On a lake - On a river ### Things to do - Ski-in/ski-out access - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Kayaking nearby - Motor boating nearby - Mountain biking nearby - Rock climbing nearby - Sledding nearby - Swimming nearby - Wildlife walks nearby - Windsurfing 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) - Fire extinguisher - Deadbolt lock ### General - Garden - Unit size: 1,200 square feet ## Similar properties ![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 9.2 Wonderful 5 reviews CA $284 CA $418 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-24&endDate=2025-11-25&selected=120304823&PinnedHotelID=120304823&HadPinnedHotel=true®ionId=-1&adults=2) ![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 25 reviews CA $400 CA $731 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Hotel-Search?startDate=2025-11-23&endDate=2025-11-24&selected=29615546&PinnedHotelID=29615546&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. Pet friendly! New Marlborough - Kitchen - Washer - Dryer - Pet-friendly 9.6 Exceptional 17 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=94905364&PinnedHotelID=94905364&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/a4dc2b95.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sun Filled Lenox Retreat - Minutes to Tanglewood! Lee - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=109590815&PinnedHotelID=109590815&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91620000/91610700/91610624/w855h683x80y0-8ccfe723.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Renovated 4 BR 3 BA Barn; 30 mins to Hudson, 15 mins to the Berkshires! Austerlitz - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 19 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=91610624&PinnedHotelID=91610624&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 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=112148849&PinnedHotelID=112148849&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/75000000/74080000/74079200/74079102/3d1cb04f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 5 Minutes from Catamount Ski Area Egremont - Hot tub - Kitchen - Pet-friendly - Outdoor space 9.0 Wonderful 22 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=74079102&PinnedHotelID=74079102&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/21000000/20070000/20068000/20067954/4ad3ca7b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Elegant 19th Century New England 2BR vacation rental at Garfield House Lee - Kitchen - Washer - Dryer - Pet-friendly 10 Exceptional 95 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=20067954&PinnedHotelID=20067954&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/113000000/112690000/112683400/112683392/1a707a6a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Pet Friendly Oasis on 5 Private Acres, 10 min to Tanglewood Richmond - Kitchen - Washer - Dryer - Pet-friendly 9.4 Exceptional 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=112683392&PinnedHotelID=112683392&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool, outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/19000000/18110000/18110000/18109961/5c348ca4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Ponds at Foxhollow Lenox - Pool - Hot tub - Kitchen - Parking included 8.6 Excellent 134 reviews CA $179 CA $200 total includes taxes & fees Dec 5 - Dec 6 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-05&endDate=2025-12-06&selected=18109961&PinnedHotelID=18109961&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 12:00 PM Minimum check-in age: 21 ### Check-out Check-out before 11:00 AM ### 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 pets Note from host: $250 pet deposit + your homeowner pet insurance ### Children and extra beds Children are welcome ### Events No events allowed ### 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 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 C0358591130 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.25112,-73.36825&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:q%60%7C%60Gpvx%7EL%3FU%3FU%3FS%3FU%40S%40U%40S%40U%40U%40SBS%40UBSBSBSBSBUBSDSDSBSDSDSDQDSFSDQFSFQDQHQFQFQFQHQFOHQHOFOHQJOHOHOHMJOHMJMJOJMJMJMJKJKLMJKLKJKLIJKLILILKLGLILGLILGNGLGLGLGNENELENELCNELENANCNCLANCNANANALANAN%3FN%3FN%3FN%3FN%40L%40N%40N%40N%40LBN%40NBNBL%40NDNDLBNDNDLDLDNFLFLFLFNFLHLFLHLFLJLHJHLJLHJJLJJJJLLJJJJLJLJLJNHLJLHNJLHNHNHNHPHNHNFPHNHPFPFPFPFPFPFPDRFPDRFRDPDRDRBRDRDRBRBTBRBRBRBT%40R%40RBR%40T%40T%40R%40T%40R%3FT%3FR%3FT%3FT%3FR%3FT%3FT%3FRARATATARATCRATARCRCTCRCRCTCPERERCRERERERGPERGPERGPGPGRGPGPGNIPIPGNIPINININININKNILKNILKLKLKLKLKJMLKJKJMJKJMJMHKHMJMHMHMFMHMFOHMFMFMDOFMDMDODODMDODOBMBOBO%40OBM%40OBO%40O%40M%3FO%40O%3FO%3FO%3FO%3FOAM%3FOAOAOCOAMCOAOCOCMCOEMEOEMEOEOEMGMEMGOGMIMGMIMGMIMIMKMIKIMKKKMKKKMKKMKKKMKMKMKMKMIOKMIOIOIOKOIOGOIQIOGQIQGOGQGQISEQGQGSEQGSEQESESESCSESESCQCUCSCSCUCSASCUASAUASAUAUAS%3FS%3FU%3FU%3FS&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=-h4At_yip5D6wLG5m8J24-LRbHk=) Housatonic, MA #### What's nearby - Housatonic River - 3 min walk - 0.3 km - Art et Industrie - 6 min walk - 0.6 km - Monument Mountain Reservation - 2 min drive - 1.8 km - Ski Butternut - 11 min drive - 12.4 km - Tanglewood Music Center - 15 min drive - 18.8 km #### 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 - ‪Stockbridge Coffee And Tea - ‬9 min drive - ‪The Red Lion Inn - ‬9 min drive - ‪Café Holli - ‬8 min drive ## Frequently asked questions ### Is Charming Winter Getaway 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 Getaway in Great Barrington, MA? > Check-in begins at 12:00 PM. ### What time is check-out at Charming Winter Getaway in Great Barrington, MA? > Check-out is at 11:00 AM. ### Where is Charming Winter Getaway 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. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Expedia's Latest Trends ### Hotels > [The Bostonian Boston](https://www.expedia.ca/Boston-Hotels-The-Bostonian-Boston.h15159.Hotel-Information) > > [Bayside Resort Hotel](https://www.expedia.ca/West-Yarmouth-Hotels-Bayside-Resort-Hotel.h896697.Hotel-Information) > > [Great Wolf Lodge Boston / Fitchburg, MA](https://www.expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information) > > [Hyatt Place Marlborough/Apex Center](https://www.expedia.ca/Worcester-Hotels-Hyatt-Place-MarlboroughApex-Center.h20178059.Hotel-Information) > > [The Corsair & Cross Rip Oceanfront Resort](https://www.expedia.ca/Dennis-Port-Hotels-The-Corsair-Cross-Rip-Oceanfront-Resort.h894158.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) > > [The Arcadian Hotel](https://www.expedia.ca/Boston-Hotels-Arcadian-Hotel-Brookline.h31097754.Hotel-Information) > > [Omni Boston Hotel at the Seaport](https://www.expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) > > [Chatham Bars Inn](https://www.expedia.ca/Chatham-Hotels-Chatham-Bars-Inn.h19139.Hotel-Information) > > [The Trail in Adams - Berkshires’ Art Hotel](https://www.expedia.ca/Adams-Hotels-Topia-Inn-An-Organic-Oasis.h12259511.Hotel-Information) > > [Hyannis Travel Inn](https://www.expedia.ca/Hyannis-Hotels-Hyannis-Travel-Inn.h1379109.Hotel-Information) > > [Northside Motel](https://www.expedia.ca/Williamstown-Hotels-Northside-Motel.h1581984.Hotel-Information) > > [Best Western Cape Cod Hotel](https://www.expedia.ca/Hyannis-Hotels-Best-Western-Cape-Cod-Hotel.h28183.Hotel-Information) > > [SpringHill Suites by Marriott Wrentham Plainville](https://www.expedia.ca/Wrentham-Hotels-SpringHill-Suites-By-Marriott-Wrentham-Plainville.h57749189.Hotel-Information) > > [Hyatt Regency Boston](https://www.expedia.ca/Boston-Hotels-Hyatt-Regency-Boston.h17845.Hotel-Information) > > [Brass Key Guesthouse - Adults Only](https://www.expedia.ca/Provincetown-Hotels-Brass-Key-Guesthouse-Adults-Only.h18632862.Hotel-Information) > > [Hilton Boston Park Plaza](https://www.expedia.ca/Boston-Hotels-Boston-Park-Plaza.h4215.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) > > [Sea Crest Beach Resort](https://www.expedia.ca/North-Falmouth-Hotels-Sea-Crest-Beach-Hotel.h25567.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) > > [Freebird Motor Lodge by Reverie Boutique Collection](https://www.expedia.ca/West-Yarmouth-Hotels-Hunters-Green-Cape-Cod.h6589307.Hotel-Information) > > [Holiday Inn Express Boston - Milford by IHG](https://www.expedia.ca/Milford-Hotels-Holiday-Inn-Express-Boston-Milford.h555108.Hotel-Information) > > [Club Wyndham Bentley Brook](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h973618.Hotel-Information) > > [Sheraton Boston, a Marriott Hotel](https://www.expedia.ca/Boston-Hotels-Sheraton-Boston.h22046.Hotel-Information) > > [Comfort Inn Hyannis - Cape Cod](https://www.expedia.ca/Hyannis-Hotels-Comfort-Inn.h1240460.Hotel-Information) > > [The Dagny Boston](https://www.expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) > > [Harbor Hotel Provincetown](https://www.expedia.ca/Provincetown-Hotels-Harbor-Hotel-Provincetown.h421590.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) > > [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)