Title: Western Massachusetts Condo Rentals | Expedia.ca [Western Massachusetts Travel Guide](https://expedia.ca/Western-Massachusetts.dx6234063)[Hotels in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)[Vacation Rentals in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Vacation-Rentals.d6234063.Travel-Guide-VacationRentals)[Flights to Western Massachusetts](https://expedia.ca/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)[Western Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Western-Massachusetts.d6234063.Car-Rental-Guide)[Western Massachusetts Vacation Packages](https://expedia.ca/Western-Massachusetts.d6234063.Destination-Travel-Guides) ![The Berkshires featuring snow as well as a family](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/71000/71827-The-Berkshires.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Western Massachusetts ### Change your mind Book hotels with free cancellation ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Western Massachusetts 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) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/64adfbe5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/16150550.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) ### Vacation Village in the Berkshires Williamstown 8.6/10 Excellent (2039) "Really nice place at a reasonable price" CA $92 CA $118 total includes taxes & fees Nov 2 - Nov 3 [](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/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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74320000/74312900/74312811/a814c17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE - 1BR Country Condo @ Jiminy Peak Hancock 10/10 Exceptional (14) "Clean and quiet, nicely decorated! " CA $180 CA $486 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hancock-Hotels-UNIQUE-Gnome-Themed-1BR-Condo.h74312811.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/7e1d3e97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/a111c8ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 Hancock 8.0/10 Very good (8) "Cozy little condo, good for a group of four or five. We stayed there with my two kids 8 &10 and wife. It’s a nice place overall we had a great time. It is a short drive to the slopes, which is fine as long as you have a car but you still need to park at the inn" CA $195 CA $477 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/d5e215b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/cdf98da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/w911h606x0y0-40def80c.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/b6c32865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous Hancock 8.0/10 Very good (1) "very nice and roomy! really enjoyed." CA $190 CA $419 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113180000/113173700/113173672/6baf072f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113180000/113173700/113173672/03790399.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113180000/113173700/113173672/767cdea3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113180000/113173700/113173672/f2d6c76b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 4-bedroom condo with AC and WiFi in charming Enfield Enfield 10/10 Exceptional (1) "I had a family event in the area and needed a place for 8 people that was of better value than hotel rooms. This location was the perfect option." CA $140 CA $533 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Enfield-Hotels-Spacious-4-Bedroom-Condo-With-AC-And-WiFi-In-Charming-Enfield.h113173672.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115670000/115661000/115660983/cdd47fbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115670000/115661000/115660983/a569d1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115670000/115661000/115660983/f081e4c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115670000/115661000/115660983/440e40cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom condo in delightful Dover Dover 9.0/10 Wonderful (4) "Condo was perfect for our stay. Very quiet area despite being near Mt Snow and Wilmington area. Great bakery close by for wonderful morning pastries. Updated/renovated condo. Loved our time there. Owners response to an issue we had (our personal issue) was greatly appreciated. Would stay again!!!!" CA $149 CA $282 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/West-Dover-Hotels-Charming-1-Bedroom-Condo-In-Delightful-Dover.h115660983.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/c941b5c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/1d62c6d6.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) ![Pool](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/6839e531.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities Dover 8.6/10 Excellent (31) "The apartment was in a great location to get to the ski lifts. " CA $109 CA $398 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information) ![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/49000000/48190000/48188500/48188407/049c715b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/537d56ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/6f40afa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3 bedroom condo 2.5 miles to Mount Snow West Dover 9.0/10 Wonderful (42) "This is the third time I’ve stayed here and it’s very convenient and I really love what the host did for upgrades on the property. " CA $126 CA $410 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/94000000/93330000/93323600/93323523/0fbcc122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93330000/93323600/93323523/e9c201a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93330000/93323600/93323523/2dd19655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93330000/93323600/93323523/2d4f9bd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Downtown Business| Hospital | WD | GYM Downtown Hartford 8.6/10 Excellent (4) "Central to everything in downtown Hartford! " CA $144 CA $329 total includes taxes & fees Oct 9 - Oct 10 [](https://www.expedia.ca/Hartford-Hotels-Stylish-Downtown-Business-Hospital-WD-GYM.h93323523.Hotel-Information) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112140000/112132700/112132680/2353b0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112140000/112132700/112132680/a7338c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112140000/112132700/112132680/a568e157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112140000/112132700/112132680/52669858.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Ski in/out condo with Mt views, hot tub, porch, gym & wifi! Dover 10/10 Exceptional (1) "Excellent stay super close to the mtn. " [](https://www.expedia.ca/West-Dover-Hotels-NEW-Ski-Inout-Condo-With-Mt-Views.h112132680.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109530000/109523700/109523693/18e29102.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109530000/109523700/109523693/177f68b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/110000000/109530000/109523700/109523693/dc09a805.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/110000000/109530000/109523700/109523693/a8feff84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom condo in serene Wilmington - Your home away from home! Wilmington 10/10 Exceptional (1) "Beautiful condo that is spacious in a quiet spot" CA $502 CA $907 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Wilmington-Hotels-Charming-3-Bedroom-Condo-In-Serene-Wilmington-Your-Home-Away-From-Home.h109523693.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/98816620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/6c2cd4bd.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) ![Interior](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/1caf4b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2BR Loft With Views | Ski-In Access West Dover CA $603 CA $732 total includes taxes & fees Oct 29 - Oct 30 [](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=2025-10-20&endDate=2025-10-21®ionId=6234063&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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%2FWestern-Massachusetts-Condos.d6234063-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWestern-Massachusetts-Condos.d6234063-aaCondos.Travel-Guide-Accommodation) ## Top Western Massachusetts Hotel Reviews ![D. Hotel Suites & Spa](//images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "We didn't have time for all that." [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Marriott Springfield Downtown](//images.trvl-media.com/lodging/1000000/10000/6300/6279/c4768c07_y.jpg) ### Marriott Springfield Downtown 10/10 Excellent "Stayed only one night so didn't go outside the hotel. The room was great and the staff was very efficient and friendly. I was alone so sat at the bar and had a glass of wine and dinner; and the bartender was very friendly and easy to chat with. The food was great. All in all a great stay. The parking garage gave me a bit of trouble, but that was on me. Love that there was a big sign on the wall on the way out that told me exactly how to get onto 91N." [](https://expedia.ca/Springfield-Hotels-Tower-Square-Hotel-Springfield.h6279.Hotel-Information) ![The Red Lion Inn](//images.trvl-media.com/lodging/6000000/5790000/5780800/5780784/d8bd26bd_y.jpg) ### The Red Lion Inn 10/10 Excellent "Great place! Food excellent ss well!" [](https://expedia.ca/Stockbridge-Hotels-The-Red-Lion-Inn.h5780784.Hotel-Information) ![Vacation Village in the Berkshires](//images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/012d1fc0_y.jpg) ### Vacation Village in the Berkshires 10/10 Excellent "Great!" [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Hilton Garden Inn-Springfield, MA](//images.trvl-media.com/lodging/1000000/900000/892100/892040/2726a1b6_y.jpg) ### Hilton Garden Inn-Springfield, MA 10/10 Excellent "Great vaca spot" [](https://expedia.ca/Springfield-Hotels-Hilton-Garden-Inn-Springfield.h892040.Hotel-Information) ![Red Roof Inn PLUS+ South Deerfield – Amherst](//images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg) ### Red Roof Inn PLUS+ South Deerfield – Amherst 8/10 Good "Nice location, " [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Sheraton Springfield Monarch Place Hotel](//images.trvl-media.com/lodging/1000000/30000/21500/21419/74f0d068_y.jpg) ### Sheraton Springfield Monarch Place Hotel 10/10 Excellent "Nice place to stay. Pub food worst ever — eat elsewhere. " [](https://expedia.ca/Springfield-Hotels-Sheraton-Springfield-Monarch-Place-Hotel.h21419.Hotel-Information) ![Howard Johnson by Wyndham Springfield](//images.trvl-media.com/lodging/1000000/60000/55000/54940/c03c95ba_y.jpg) ### Howard Johnson by Wyndham Springfield 10/10 Excellent "The hotel is renovated and is clean " [](https://expedia.ca/Springfield-Hotels-Howard-Johnson-By-Wyndham-Springfield.h54940.Hotel-Information) ![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Lovely place with lovely people. Food is great. " [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ## Find out more about Western Massachusetts ## Western Massachusetts Condo Rentals information | Number of reviews | | | --- | --- | | Accommodation | Condo Rentals | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Academy of Music Theater](https://www.expedia.ca/Academy-Of-Music-Theater-Hotels.0-l6070271-0.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chester](https://www.expedia.ca/Chester-Hotels-Spa-Hotel.0-0-d6005399-tSpaHotel.Travel-Guide-Filter-Hotels) - [Chester Hotels](https://www.expedia.ca/Chester-Hotels.d6005399.Travel-Guide-Hotels) - [Apartments in Chesterfield](https://www.expedia.ca/Chesterfield-Apartments.d89029-aaApartments.Travel-Guide-Accommodation) - [B&B in Chesterfield](https://www.expedia.ca/Chesterfield-Bed-And-Breakfast.d89029-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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