Title: The Berkshires Condo Rentals from CA $177 | Expedia.ca [The Berkshires Travel Guide](https://expedia.ca/The-Berkshires.dx6047665)[Hotels in The Berkshires](https://expedia.ca/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)[Vacation Rentals in The Berkshires](https://expedia.ca/The-Berkshires-Vacation-Rentals.d6047665.Travel-Guide-VacationRentals)[Flights to The Berkshires](https://expedia.ca/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights)[The Berkshires Car Rentals](https://expedia.ca/Car-Rentals-In-The-Berkshires.d6047665.Car-Rental-Guide)[The Berkshires Vacation Packages](https://expedia.ca/The-Berkshires.d6047665.Destination-Travel-Guides) ![The Berkshires which includes flowers](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Photo courtesy of Berkshire Visitors Bureau ![](https://images.trvl-media.com/place/6047665/e95ad08c-cd3f-48ea-b01c-31171bbd50b7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=6047665&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for The Berkshires 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) ![Front of property - evening/night](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/9e460e0a.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) ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/f5d5819a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Williamstown [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) 8.8/10 Excellent (2,211 reviews) "I great place to stay!!" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Maricel CA $145 CA $177 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h808x0y2-de6afae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1080h783x0y5-9ee375ab.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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/w1075h806x0y5-6945b1ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hancock [](https://www.expedia.ca/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) 10/10 Exceptional (14 reviews) "lovely place to stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy P. CA $224 CA $546 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/3e2af0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/c1de7213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/87c90776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/45a94106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hancock [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) 7.2/10 Good (11 reviews) "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 $191 CA $472 total includes taxes & fees Feb 10 - Feb 11 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/cdf98da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/bf324bca.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) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/7ca2d407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Hancock [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) 9.0/10 Wonderful (2 reviews) "very nice and roomy! really enjoyed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shack M. CA $191 CA $415 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/fce63aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/6ae09456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/b7233da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/ef38effc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Dover [](https://www.expedia.ca/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information) 8.6/10 Excellent (33 reviews) "Very nice accommodations and location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael M. CA $122 CA $514 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/6f40afa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/ffa1709a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/32130af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/1eaaf157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in West Dover [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information) 9.0/10 Wonderful (46 reviews) "Great quiet location, kitchen had enough essentials for basic cooking to be easy. The king bed was comfortable and the living room is a great hangout spot." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Franklin C. CA $139 CA $429 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/5f100515.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, free WiFi](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/b083eef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/0e09eb60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/58b14015.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in Dover [](https://www.expedia.ca/West-Dover-Hotels-Family-Mount-Snow-Condo-4-Mins-Walk-From-Sundance-Lift.h89393580.Hotel-Information) 9.4/10 Exceptional (18 reviews) "Property was perfect for proximity to the mountain, restaurants and stores. Perfect family spot for a ski vacay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) amy CA $445 CA $1,024 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/West-Dover-Hotels-Family-Mount-Snow-Condo-4-Mins-Walk-From-Sundance-Lift.h89393580.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/725998cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/ad1a84cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/7f1a0683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/4b73e340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in West Dover [](https://www.expedia.ca/West-Dover-Hotels-2BR-Loft-With-Views-Ski-In-Access.h113669647.Hotel-Information) CA $1,195 CA $1,497 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/West-Dover-Hotels-2BR-Loft-With-Views-Ski-In-Access.h113669647.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=2026-02-02&endDate=2026-02-03®ionId=6047665&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=APART_HOTEL) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-04-19&d1=2026-04-19&endDate=2026-04-22&d2=2026-04-22&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%2FThe-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThe-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation) ## Top The Berkshires Hotel Reviews ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](https://images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "Very nice" [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ![Hotel On North](https://images.trvl-media.com/lodging/11000000/10250000/10246200/10246103/bb876934_y.jpg) ### Hotel On North 10/10 Excellent "Everything was very good. The room was clean and cozy." [](https://expedia.ca/Pittsfield-Hotels-Hotel-On-North.h10246103.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 "Fireplace is a nice touch " [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Accommodating staff!" [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Great food, nice room, nice staff. " [](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 "Clean, very nice bed and linens, pool, jacuzzi, in room fireplace. Balcony right outside of living room. The breakfast was ok, they offered a lot but not top quality. The waffles were very good and the bacon. Overall excellent stay. Conveniently located to everything." [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.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 "Staff was very courteous and rooms clean." [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](https://images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "everything" [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Great place to stay if you enjoy paying less money and still sleeping well. Inexpensive, clean, quiet, and ridiculously convenient—just a short two-block stroll to the downtown strip for shopping and restaurants (close enough to walk, far enough to avoid the noise). Only 2.5 miles down a local road to Butternut ski mountain, so you’ll be on the slopes before your coffee fully kicks in. CVS shares the same parking lot, which is perfect in case you forget toothpaste, sunscreen, or your dignity. Most importantly—and let’s be honest, this matters—a beer, wine, liquor, and cheese shop is only one mile down the road. Priorities are clearly respected here. Rooms are clean, beds are super comfortable, and the décor politely reminds you that time exists. Free breakfast is solid but not life-changing: eggs, toast, sausage, waffles, yogurt, coffee, fruit—everything you need to function, nothing you’ll write poetry about. Bathroom fans are loud, but they drown out the 1 time per day freight train in the back yard, so net positive. Overall, a great stay, and for the cheap nightly price, it’s basically unbeatable unless you’re expecting chandeliers and a personal butler. Enjoy! " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ## Find out more about The Berkshires ## The Berkshires Condo Rentals information | Number of reviews | 2,320 | | ----------------- | ---------------- | | Accommodation | 45 Condo Rentals | | Lowest Price | CA $177 | | Highest Price | CA $1,497 | ## Frequently asked questions ### How much do condos in The Berkshires cost? ### How many condos are there in The Berkshires? ### Why book your condo in The Berkshires with Expedia? ### How can I find cheap condos in The Berkshires? ### What is there to do in The Berkshires near my condo? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Otis ](https://www.expedia.ca/3Star-Otis-Hotels.s30-0-d6005412.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Great Barrington ](https://www.expedia.ca/Great-Barrington-Hotels-Boutique-Hotel.0-0-d110336-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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