Title: The Berkshires, MA Condos for Rent | Expedia.com [The Berkshires Travel Guide](https://expedia.com/The-Berkshires.dx6047665)[Hotels in The Berkshires](https://expedia.com/The-Berkshires-Hotels.d6047665.Travel-Guide-Hotels)[Vacation Rentals in The Berkshires](https://expedia.com/The-Berkshires-Vacation-Rentals.d6047665.Travel-Guide-VacationRentals)[Flights to The Berkshires](https://expedia.com/Cheap-Flights-To-The-Berkshires.d6047665.Travel-Guide-Flights)[Car Rentals in The Berkshires](https://expedia.com/Car-Rentals-In-The-Berkshires.d6047665.Car-Rental-Guide)[The Berkshires Vacation Packages](https://expedia.com/The-Berkshires.d6047665.Destination-Travel-Guides) ![The Berkshires showing 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_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates In two weeks [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6047665&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=6047665&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=6047665&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.com/Hotel-Search?regionId=6047665&startDate=2026-07-17&endDate=2026-07-19&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 ![Exterior](https://images.trvl-media.com/lodging/2000000/1070000/1066500/1066423/db44d375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Vacation Village in the Berkshires [](https://www.expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) Williamstown 8.8/10 Excellent (2,317 reviews) "Clean rooms, and very friendly staff" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amr $118 nightly $131 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.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) ![Pool](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/34492d26.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) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 [](https://www.expedia.com/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) Hancock 7.6/10 Good (13 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. $314 nightly $351 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/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) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/7ca2d407.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) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/bf324bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous [](https://www.expedia.com/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) Hancock 9.4/10 Exceptional (3 reviews) "very nice and roomy! really enjoyed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shack M. $271 nightly $303 total Mar 30 - Mar 31 Total with taxes and fees [](https://www.expedia.com/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.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) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/32130af3.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) ![Interior](https://images.trvl-media.com/lodging/49000000/48190000/48188500/48188407/4cb3cf17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3 bedroom condo 2.5 miles to Mount Snow [](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h48188407.Hotel-Information) West Dover 9.2/10 Wonderful (51 reviews) "Two miles, four minutes from the slopes, very clean, well supplied and functional. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Simon V. $262 nightly $296 total Apr 1 - Apr 2 Total with taxes and fees [](https://www.expedia.com/Bouvet-Island-Hotels-Vrbo-Property.h48188407.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) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/f9e6e0c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities [](https://www.expedia.com/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information) Dover 8.8/10 Excellent (36 reviews) "Great place with great amenities! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel R. $271 nightly $307 total Apr 7 - Apr 8 Total with taxes and fees [](https://www.expedia.com/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89400000/89393600/89393580/83b1d65c.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) ### Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat) [](https://www.expedia.com/West-Dover-Hotels-Family-Mount-Snow-Condo-4-Mins-Walk-From-Sundance-Lift.h89393580.Hotel-Information) Dover 9.4/10 Exceptional (23 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 $733 nightly $828 total Mar 27 - Mar 28 Total with taxes and fees [](https://www.expedia.com/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) ![Living area](https://images.trvl-media.com/lodging/114000000/113670000/113669700/113669647/7f1a0683.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) ![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 [](https://www.expedia.com/West-Dover-Hotels-2BR-Loft-With-Views-Ski-In-Access.h113669647.Hotel-Information) West Dover $477 nightly $526 total Apr 20 - Apr 21 Total with taxes and fees [](https://www.expedia.com/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.com/Hotel-Search?startDate=2026-04-09&endDate=2026-04-10®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.com/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CABIN) Private vacation homes [](https://www.expedia.com/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VACATION_HOME) Cottages [](https://www.expedia.com/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=COTTAGE) Condos [](https://www.expedia.com/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CONDO) Chalets [](https://www.expedia.com/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=CHALET) Apartments [](https://www.expedia.com/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APARTMENT) Aparthotels [](https://www.expedia.com/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=APART_HOTEL) Villas [](https://www.expedia.com/Hotel-Search?destination=The+Berkshires%2C+Massachusetts%2C+United+States+of+America®ionId=6047665&latLong=42.166802%2C-73.149597&adults=2&startDate=2026-06-23&d1=2026-06-23&endDate=2026-06-26&d2=2026-06-26&lodging=VILLA) ![](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.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FThe-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FThe-Berkshires-Condos.d6047665-aaCondos.Travel-Guide-Accommodation) ## Top The Berkshires Hotel Reviews ![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 6/10 Okay "The Property is dated " [](https://expedia.com/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/5b83802a_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "very clean and friendly staff" [](https://expedia.com/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://images.trvl-media.com/lodging/21000000/20880000/20875100/20875006/98528d27_y.jpg) ### Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG 10/10 Excellent "Great place to enjoy with the whole family!!!" [](https://expedia.com/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![The Porches Inn at Mass MoCA](https://images.trvl-media.com/lodging/8000000/7670000/7662400/7662392/66dde072_y.jpg) ### The Porches Inn at Mass MoCA 8/10 Good "It was a great stay at a place that was a cut above the usual hotel stay. Breakfast was provided but we only ate there 1 day for we wanted to experience things away from the place. There are many delicious places to eat for breakfast so try it. The location was perfect allowing for walking around whether to MOCA or finding other shops. While we didn’t bring our dog along this time, perhaps we will next time. " [](https://expedia.com/North-Adams-Hotels-The-Porches-Inn.h7662392.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 pleasant! Clean and the restaurant was excellent!" [](https://expedia.com/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/d239029a_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Great location. Within walking distance to MOCA, and a few restaurants that were open during our stay. The town is post industrial and post manufacturing. Walking around MOCA is a wonderful experience in itself as much of the history of the building and surrounding area comes alive and is fascinating.The exercise room is small. Not crowded. The pool was in use most of the time we were there as the pool is used for children's swimming lessons. We didn't want to use the hot tub with a bunch of kids and parents splashing around. Good staff and very responsive. " [](https://expedia.com/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.Hotel-Information) ![The Williams Inn](https://images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Completely comfortable. Excellent restaurant. " [](https://expedia.com/Williamstown-Hotels-The-Williams-Inn.h35658765.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 "Great property to stay - clean comfortable and close to many attractions in the Berkshire area" [](https://expedia.com/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg) ### Berkshires Untold 10/10 Excellent "Wonderful place, great toiletries and great friendly staff. We will be back" [](https://expedia.com/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ## Find out more about The Berkshires ## The Berkshires Condo Rentals information | Number of reviews | 126 | | ----------------- | ---------------- | | Accommodation | 45 Condo Rentals | | Lowest Price | $296 | | Highest Price | $828 | ## 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 Rentals - [Motels in Monterey ](https://www.expedia.com/Monterey-Motels.d6005411-aaMotels.Travel-Guide-Accommodation) - [B&B in Monterey ](https://www.expedia.com/Monterey-Bed-And-Breakfast.d6005411-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Otis ](https://www.expedia.com/Otis-Cabins.d6005412-aaCabins.Travel-Guide-Accommodation) - 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