Title: Berkshire County Condo Rentals from CA $174 | Expedia.ca [Berkshire County Hotels](https://expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Hotel-Destinations)[Vacation Rentals in Berkshire County](https://expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Vacation-Rental-Destinations)[Berkshire County Car Rentals](https://expedia.ca/Destinations-In-Berkshire-County.d553248635083901436.Car-Rental-Destinations)[Berkshire County Vacations](https://expedia.ca/Berkshire-County.d553248635083901436.Destination-Travel-Guides) ![Williamstown which includes café scenes](https://images.trvl-media.com/place/7859/20112747-2c45-42f7-89fe-e3ed195e2395.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Berkshire County from CA $174 ## Compare and save - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Berkshire County ![Williamstown which includes café scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105596-Williamstown.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Williamstown [](https://expedia.ca/Williamstown-Condos.d7859-aaCondos.Travel-Guide-Accommodation) ![North Adams featuring autumn colours](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105306-The-Berkshires.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### North Adams [](https://expedia.ca/North-Adams-Condos.d9137-aaCondos.Travel-Guide-Accommodation) ![Lenox featuring an administrative building](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105615-Lenox.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Lenox [](https://expedia.ca/Lenox-Condos.d8587-aaCondos.Travel-Guide-Accommodation) ![Great Barrington](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238015-Great-Barrington.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Great Barrington [](https://expedia.ca/Great-Barrington-Condos.d110336-aaCondos.Travel-Guide-Accommodation) ![](https://mediaim.expedia.com/destination/1/5c9675f1022a9d16db477be7ba7a1dae.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Stockbridge [](https://expedia.ca/Stockbridge-Condos.d162575-aaCondos.Travel-Guide-Accommodation) ![Pittsfield showing a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105316-The-Berkshires.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Pittsfield [](https://expedia.ca/Pittsfield-Condos.d9478-aaCondos.Travel-Guide-Accommodation) ## Our top choices for Berkshire County condo rentals ![Lobby](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/03675fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool, pool umbrellas](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/18127ca3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Village in the Berkshires [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) Williamstown 8.8/10 Excellent (2195) "I great place to stay!!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Maricel CA $142 CA $174 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/1b5c2068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/f57098a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/c7bbad58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/802c7e69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h110311175.Hotel-Information) Hancock 8.0/10 Very good (4) "Great spot for family ski trip. Location was great. Condo and amenities were great. Overall super happy and would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellamae G. [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h110311175.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/w1302h976x2y0-070db8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/61f2e1e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/e2d5b928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/9d85af68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool [](https://www.expedia.ca/Hancock-Hotels-Family-Friendly-Mountain-Retreat-At-Jiminy-Peak.h112056501.Hotel-Information) Hancock 10/10 Exceptional (3) "Good base for Berkshires, responsive host, good rates, secure." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert [](https://www.expedia.ca/Hancock-Hotels-Family-Friendly-Mountain-Retreat-At-Jiminy-Peak.h112056501.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/45301dba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/1332cd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/b1af2160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/e6fcec81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS! [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h95472240.Hotel-Information) Hancock 10/10 Exceptional (14) "Perfect spot to relax!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tisha C. [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h95472240.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/34492d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/7e1d3e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/d1c43c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/82468102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) Hancock 7.6/10 Good (10) "Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PK N. CA $188 CA $460 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/22f66f00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/f9dd0939.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/ab36cb2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/589cb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Lakeside Escape in the Berkshires [](https://www.expedia.ca/Lenox-Hotels-Tranquil-Lakeside-Escape-In-The-Berkshires.h116593874.Hotel-Information) Lenox 10/10 Exceptional (1) "perfect location to go everywhere in the Berkshires" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward G. [](https://www.expedia.ca/Lenox-Hotels-Tranquil-Lakeside-Escape-In-The-Berkshires.h116593874.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/c6d14d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/w1238h940x2y0-6866bf90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/w3836h2878x0y0-b2743c25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/w1656h1242x0y0-1afe4a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2 [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h78357134.Hotel-Information) Hancock 10/10 Exceptional (36) "Great location and fabulous host, very helpful and kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard H. [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h78357134.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/b6a3217f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/f2860ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/9ca3e72b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/w1852h1242x5y0-22a5cbf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1 [](https://www.expedia.ca/Hancock-Hotels-Ski-In.h66542211.Hotel-Information) Hancock 10/10 Exceptional (41) "3rd time staying here. The host is great, the place is clean, and the location couldn't be better!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan H. [](https://www.expedia.ca/Hancock-Hotels-Ski-In.h66542211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/e2552b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/8508dba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/b9e96575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/b5adc5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths [](https://www.expedia.ca/Hancock-Hotels-Escape-To-The-Heart-Of-Jiminy-Peak-Ski-InSki-Out-Apartment-With-Stunning-Views.h112048690.Hotel-Information) Hancock 10/10 Exceptional (1) "The clean room was very comfortable and we enjoyed the mountain view" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Susan C. [](https://www.expedia.ca/Hancock-Hotels-Escape-To-The-Heart-Of-Jiminy-Peak-Ski-InSki-Out-Apartment-With-Stunning-Views.h112048690.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1080h783x0y5-9ee375ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h806x0y5-6945b1ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/a814c17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/c54967a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE - 1BR Country Condo @ Jiminy Peak [](https://www.expedia.ca/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) Hancock 10/10 Exceptional (14) "Clean, comfortable place with nice amenities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike H. CA $221 CA $531 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/266e4752.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/0b131f87_edited_aacc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/w1008h683x16y0-d52f9543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/912ebb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) Hancock 9.0/10 Wonderful (2) "very nice and roomy! really enjoyed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shack M. CA $188 CA $413 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/e23fc203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/675b585f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/ac18f3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/8eb29fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY [](https://www.expedia.ca/Lanesborough-Hotels-4-Level-WINTER-SKI-RENTAL-LOOKING-4-SEASONAL-RENTER-1-MILE-OFF-SLOPES-OF-JIMINEY.h23314836.Hotel-Information) Hancock 9.6/10 Exceptional (17) "Perfect place for our annual ski-cation. Great accommodations minutes from Jiminy Peak. Equipped with everything you need for a great vacation!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy S. [](https://www.expedia.ca/Lanesborough-Hotels-4-Level-WINTER-SKI-RENTAL-LOOKING-4-SEASONAL-RENTER-1-MILE-OFF-SLOPES-OF-JIMINEY.h23314836.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/dba923f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/d1155757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/e0957bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/25c39568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful 1BR Condo with Pond View [](https://www.expedia.ca/Lenox-Hotels-Peaceful-1BR-Condo-With-Pond-View.h116593867.Hotel-Information) Lenox 8.0/10 Very good (2) "Beautiful grounds and views and so close to Tanglewood! We had a great time. Apartment was clean and very private. It was quiet and quaint.The only issue I should mention is the carpeting; seemed a bit dump and not very appealing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria C. [](https://www.expedia.ca/Lenox-Hotels-Peaceful-1BR-Condo-With-Pond-View.h116593867.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/2a7da31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table tennis](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/83e307e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/72689c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/f644198b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-In/Ski-Out at Jiminy Peak in the Country Inn [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-At-Jiminy-Peak-In-The-Country-Inn.h89988465.Hotel-Information) Hancock 9.0/10 Wonderful (27) "We had a great experience with this rental. Nice location for skiing on and off the mountain and close to the heart of the ski facility. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole S. [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-At-Jiminy-Peak-In-The-Country-Inn.h89988465.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117230000/117220500/117220449/cd8ed0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117230000/117220500/117220449/2614fbf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117230000/117220500/117220449/7b523ac4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117230000/117220500/117220449/f881284d_edited_ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom condo with WiFi in Williamstown, MA [](https://www.expedia.ca/Williamstown-Hotels-Charming-3-Bedroom-Condo-With-WiFi-In-Williamstown.h117220449.Hotel-Information) Williamstown [](https://www.expedia.ca/Williamstown-Hotels-Charming-3-Bedroom-Condo-With-WiFi-In-Williamstown.h117220449.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/9c584984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/w1170h846x0y0-b5c1c36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/w1170h870x0y0-ad76d082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/0f2b3928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5 [](https://www.expedia.ca/Hancock-Hotels-Ski-In-Ski-Out-Deluxe-1-Bedroom-Condo.h74703683.Hotel-Information) Hancock 10/10 Exceptional (6) "It was exactly as described, perfect for a family stay with easy ski on and off. I was pleasantly surprised with all the amenities of the property. Would stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine O. [](https://www.expedia.ca/Hancock-Hotels-Ski-In-Ski-Out-Deluxe-1-Bedroom-Condo.h74703683.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/117000000/116190000/116185300/116185237/6dbd8d3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116190000/116185300/116185237/7cf316eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116190000/116185300/116185237/4d7969fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/117000000/116190000/116185300/116185237/9e4deb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thanksgiving Mountain Lodge, Mass.- 1 BR 1 Ba. Bousquet Mt Ski 11/26-11/29/2025 [](https://www.expedia.ca/Pittsfield-Hotels-Thanksgiving-In-Pittsfield.h116185237.Hotel-Information) Pittsfield 8.0/10 Very good (1) "Convenient location. Noisy guests in room above ours. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne C. [](https://www.expedia.ca/Pittsfield-Hotels-Thanksgiving-In-Pittsfield.h116185237.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/ee219097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/4de3fdd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/afedea82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/b0766675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook [](https://www.expedia.ca/Hancock-Hotels-The-Berkshires-Jiminy-Mountains-Club-Wyndham-Bentley-Brook.h70570807.Hotel-Information) Hancock 10/10 Exceptional (13) "Great location, all the amenities were available to us. Right on the base of the mountain. Thx for the stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lauren t. [](https://www.expedia.ca/Hancock-Hotels-The-Berkshires-Jiminy-Mountains-Club-Wyndham-Bentley-Brook.h70570807.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70542800/70542756/38977cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70550000/70542800/70542756/8a5c2fb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70542800/70542756/01149902.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70550000/70542800/70542756/eafcda96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h70542756.Hotel-Information) Hancock 10/10 Exceptional (5) "Staff and services were outstanding. Great family gathering." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerard D. [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h70542756.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/117000000/116500000/116497800/116497740/28904ed6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116500000/116497800/116497740/845b71cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116500000/116497800/116497740/382fd053.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116500000/116497800/116497740/26a07b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Summer in the Berkshires: Cozy country condo in charming Stockbridge MA. [](https://www.expedia.ca/Stockbridge-Hotels-Summer-In-The-Berkshires-Cozy-Country-Condo-In-Charming-Stockbridge-MA.h116497740.Hotel-Information) Lee [](https://www.expedia.ca/Stockbridge-Hotels-Summer-In-The-Berkshires-Cozy-Country-Condo-In-Charming-Stockbridge-MA.h116497740.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-01-14&endDate=2026-01-15®ionId=553248635083901436&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Berkshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=553248635083901436&latLong=42.451302%2C-73.260018&adults=2&startDate=2026-03-31&d1=2026-03-31&endDate=2026-04-03&d2=2026-04-03&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FBerkshire-County-Condos.d553248635083901436-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBerkshire-County-Condos.d553248635083901436-aaCondos.Travel-Guide-Accommodation) ## Top Berkshire County Hotel Reviews ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "We chose this location for our family Christmas getaway because the amenities looked appealing and the price was affordable—and we were more than pleased with our three-night stay. The property is incredibly family-friendly. The pool and arcade had great hours, and while the arcade was small, it offered a fun selection of games. The pool and outdoor hot tub were kept at perfect temperatures, and even when busy, there was plenty of space for everyone. Relaxing in the hot tub during a snowstorm was one of the highlights of our trip. Each night, the common room hosted a movie night, which was wonderful to see families come together and enjoy time as a group. The front desk also offered DVD and game rentals, and it was refreshing to see families playing classic board games and laughing together—a pastime that seems rare these days. The lobby and common areas were spacious and cozy, especially with the warm fireplaces, where our family spent a few hours each evenings playing games. Our suite was roomy, comfortable, and felt like home. The well-stocked kitchen was a bonus. The staff was friendly and accommodating, and having a Stop & Shop directly across the street was incredibly convenient. We are more than pleased with this establishment and would both recommend and return for another family getaway! " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Prospect Berkshires](https://images.trvl-media.com/lodging/117000000/116740000/116739800/116739795/b42c4262_y.jpg) ### Prospect Berkshires 10/10 Excellent "Wonderful stay - the property becomes a beautiful winter wonderland in December! Cabin was warm and well-designed, sauna was amazing and easily accessible all day, the staff was friendly, super responsive and drove us around the property when needed. Would recommend and plan to comeback!" [](https://expedia.ca/Great-Barrington-Hotels-Prospect-Berkshires.h116739795.Hotel-Information) ![Vacation Village in the Berkshires](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "The rooms are outdated but still very clean, spacious and have all the necessary items for a great staying. " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](https://images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Did not have breakfast. Wish it was free but the hotel staff was amazing and the valet was great too! " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Courtyard by Marriott Lenox Berkshires](https://images.trvl-media.com/lodging/19000000/18110000/18109200/18109146/b4c52f47_y.jpg) ### Courtyard by Marriott Lenox Berkshires 10/10 Excellent "Clean room, friendly staff" [](https://expedia.ca/Lenox-Hotels-Courtyard-By-Marriott-Lenox-Berkshires.h18109146.Hotel-Information) ![The Red Lion Inn](https://images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Wonderful stay in a winter wonderland that evening especially with use of the heated pool and hot tub being maintained! Loved it. Shops inside were lovely as well, bars & restaurant on-site were fun with quirky decor. Whole hotel is quirky, which is fun!" [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "The hotel is very nice and the employees are wonderful. Thank you!" [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "The bed was very comfortable. The staff was helpful and courteous" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/e153ce9c_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "Perfect for a weekend away. Stagg was friendly. Room was clean and spacious. It was everything we needed and more." [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ## Find out more about Berkshire County ## Berkshire County Condo Rentals information | Number of reviews | 2,357 | | ----------------- | ---------------- | | Accommodation | 45 Condo Rentals | | Lowest Price | CA $174 | | Highest Price | CA $531 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Aparthotels in Dalton ](https://www.expedia.ca/Dalton-Apart-Hotels.d6911-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Dalton ](https://www.expedia.ca/Dalton-Bed-And-Breakfast.d6911-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Cheap-Hotels.0-0-d6911-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Family-Hotel.0-0-d6911-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Dalton ](https://www.expedia.ca/Dalton-Hotels-Spa-Hotel.0-0-d6911-tSpaHotel.Travel-Guide-Filter-Hotels) - 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