Title: Berkshire County Cottages from CA $531 | 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) ![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 Berkshire County Cottage Rentals from CA $531 ## 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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248635083901436&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Featured Cottages in Berkshire County ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/c8b755bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/4b89dca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/61b3f659.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/w1024h683x0y1-30c5b99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Island - Largest Fresh Water Reservoir in Mass Otis 8.6/10 Excellent (9) "We had a great time. The owner Bill was a great host." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Drew D. [](https://www.expedia.ca/Otis-Hotels-Private-Island-On-Largest-Fresh-Water-Reservoir-In-Mass-Ski-Boat-Included.h67255071.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/052d8e0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/be2467fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/70f669a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/102000000/101470000/101469400/101469345/04dddce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Elm - A Historic Berkshire Cottage Sheffield 10/10 Exceptional (12) "Everything was great...and beautiful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole L. CA $251 CA $531 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Sheffield-Hotels-The-Blue-Elm-A-Historic-Berkshire-Cottage.h101469345.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103820000/103819100/103819022/a44d1ae1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103820000/103819100/103819022/813e5d41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103820000/103819100/103819022/318ccc68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103820000/103819100/103819022/3ff94f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cottage 10 Min From Great Barrington New Marlborough 10/10 Exceptional (99) "very comfortable, great location on the lake, and near good hiking and nice towns" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John M. [](https://www.expedia.ca/Great-Barrington-Hotels-Waterfront-Cottage-10-Min-From-Great-Barrington.h103819022.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/20175c8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/3ce02d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/9d0b4955.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/28000000/27120000/27118900/27118877/8270895c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming historic cottage on scenic road to Mt. Greylock Lanesboro 10/10 Exceptional (117) "What a lovely property! And Rich was just terrific!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller [](https://www.expedia.ca/Lanesborough-Hotels-Charming-Historic-Cottage-On-Scenic-Road-To-Mt-Greylock.h27118877.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/w1024h681x0y0-35b585d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/36e5f192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/c212bf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/95000000/94910000/94905400/94905364/85bd5591.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! New Marlborough 9.6/10 Exceptional (17) "Smooth check-in and wonderful house in quiet location. The only thing I would add is some more draws in the bedrooms. Highly recommend for a nice getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel B. [](https://www.expedia.ca/Great-Barrington-Hotels-Pine-View-Cottage.h94905364.Hotel-Information) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335700/94335615/2af9ab6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335700/94335615/f8eca448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335700/94335615/f079d1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335700/94335615/b20eb0cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakefront Berkshires Retreat w/ Deck, Dock & Boat! Great Barrington [](https://www.expedia.ca/Great-Barrington-Hotels-Lakefront-Berkshires-Retreat-W-Deck.h94335615.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118100000/118091700/118091666/c396cc53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118100000/118091700/118091666/dceaaf0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/119000000/118100000/118091700/118091666/bda4e490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118100000/118091700/118091666/d7f4f14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Light-filled cottage New Marlborough 7.4/10 Good (3) "Beautiful, well-designed home deserves a 10 out of 10 for aesthetics. Very glad Jing (the host) and her family are sharing this jewel of a home with the rest of us. Jing was a quick, kind and cordial communicator. The house location was quiet and tranquil. Nearby lake was within walking distance and delightful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda A. [](https://www.expedia.ca/Southfield-Hotels-Light-Filled-Cottage.h118091666.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/43000000/42440000/42436700/42436625/90-83af3588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/43000000/42440000/42436700/42436625/ce6fb451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books, stereo](https://images.trvl-media.com/lodging/43000000/42440000/42436700/42436625/2dd57b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/43000000/42440000/42436700/42436625/2070b1e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Entire cottage in Berkshire Villiage Lanesborough 9.6/10 Exceptional (7) "The cottage was clean and as described. The street was very quiet." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John K. [](https://www.expedia.ca/Lanesborough-Hotels-Entire-Cottage-In-Berkshire-Villiage.h42436625.Hotel-Information) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99250000/99248300/99248211/c6edc39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99250000/99248300/99248211/6e4e9c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/100000000/99250000/99248300/99248211/02262e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/100000000/99250000/99248300/99248211/dbea8017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A-frame Cabin w/ Furnished Deck in Becket! Becket [](https://www.expedia.ca/Becket-Hotels-A-Frame-Cabin-In-Becket-Deck-Private-Acreage.h99248211.Hotel-Information) ![Cottage (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/111000000/110140000/110132800/110132708/4b142629.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110140000/110132800/110132708/7a714468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110140000/110132800/110132708/447b1871.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cottage (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/111000000/110140000/110132800/110132708/b0d25a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Mi to Dtwn: Cottage w/ Large Yard in Stockbridge Glendale 10/10 Exceptional (1) [](https://www.expedia.ca/Glendale-Hotels-1-Mi-To-Dtwn-Cottage-W-Large-Yard-In-Stockbridge.h110132708.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335300/94335293/00f748d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335300/94335293/a8658149.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94340000/94335300/94335293/c3f8a9a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94340000/94335300/94335293/faeaaeba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Vacation Rental in the Berkshires! Williamstown [](https://www.expedia.ca/Williamstown-Hotels-Luxury-Vacation-Rental-In-The-Berkshires.h94335293.Hotel-Information) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/226e3b10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/b07fe335.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/f04d97a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94342300/94342285/81ca96e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Skiing & Hiking: Water-view Home in the Berkshires Sheffield [](https://www.expedia.ca/Sheffield-Hotels-Waterfront-Sheffield-Escape-W-Spacious-Yard.h94342285.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929618/159c7097.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929618/b0c4ec6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929618/c434a4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929618/6bf32f8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cordelia by Avantstay Amazing Backyard, 10mins From Stockbridge! Lee [](https://www.expedia.ca/Lee-Hotels-Cordelia-By-Avantstay-Amazing-Backyard.h90929618.Hotel-Information) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344900/94344810/639ee6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344900/94344810/a6621c26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344900/94344810/0ded7f49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94350000/94344900/94344810/5e14af4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Historic Home in the Berkshires! Pittsfield [](https://www.expedia.ca/Pittsfield-Hotels-Historic-Home-1-Mi-To-Burbank-Park.h94344810.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929611/4db3e78c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Private kitchen](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929611/4c779a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms)](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929611/2a5680c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Foosball](https://images.trvl-media.com/lodging/91000000/90930000/90929700/90929611/40993655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whitney by Avantstay Private Berkshires Estate Sheffield [](https://www.expedia.ca/Sheffield-Hotels-Whitney-By-Avantstay-Private-Berkshires-Estate.h90929611.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102370000/102361400/102361315/348b26d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/103000000/102370000/102361400/102361315/14fd9993.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, dishwasher, blender](https://images.trvl-media.com/lodging/103000000/102370000/102361400/102361315/1556d559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/103000000/102370000/102361400/102361315/f0cd3088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Lake Cottage on 3 acres w/350 sq. ft. deck Becket 10/10 Exceptional (1) "We spent a lovely, relaxing weekend in this well kept and well situated property. Hoping to come back again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeffrey N. [](https://www.expedia.ca/Becket-Hotels-Private-Lake-Cottage-On-3-Acres-W350-Sq-Ft-Deck.h102361315.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114210000/114207200/114207109/265980d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114210000/114207200/114207109/b3634a38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114210000/114207200/114207109/d01ca474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114210000/114207200/114207109/6f3f0583.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-Bedroom Cottage with WiFi, AC in Quiet North Berkshire Location Pittsfield 10/10 Exceptional (7) "A lovely cabin centrally located in the Berkshires! Had everything we needed for our stay, including air conditioning during a heat wave! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas S. [](https://www.expedia.ca/Pittsfield-Hotels-Charming-2-Bedroom-Cottage-With-WiFi.h114207109.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74620000/74618200/74618198/46f9888c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74620000/74618200/74618198/cbc88028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74620000/74618200/74618198/8402e06a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74620000/74618200/74618198/edab1828.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Berkshire cottage with fireplace. Pittsfield 9.8/10 Exceptional (29) "We had a wonderful stay at your beautiful cotrage. Our host Sarah could not have been nicer and made us feel right at home. We will be back for sure!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Steve S. [](https://www.expedia.ca/Pittsfield-Hotels-Cozy-Berkshire-Cottage-With-Fireplace.h74618198.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114180000/114178400/114178344/adfc46b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114180000/114178400/114178344/9ff19701.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/115000000/114180000/114178400/114178344/62aabe20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/115000000/114180000/114178400/114178344/0c5e1eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern Home Overlooking Mt. Greylock, Williamstown! Williamstown [](https://www.expedia.ca/Williamstown-Hotels-Charming-2-Bedroom-Cottage-With-WiFi.h114178344.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/78000000/77970000/77969200/77969101/2c022c28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77970000/77969200/77969101/758be947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/78000000/77970000/77969200/77969101/30d0ed8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/78000000/77970000/77969200/77969101/2d2729a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beachwood Cottage Stockbridge 9.8/10 Exceptional (6) "We had a great week at this cottage and Daryl was a responsive and helpful host. Our kids are already asking to return next year." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine P. [](https://www.expedia.ca/West-Stockbridge-Hotels-Beachwood-Cottage.h77969101.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=2025-11-13&endDate=2025-11-14®ionId=553248635083901436&adults=2&lodging=COTTAGE&sort=RECOMMENDED&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%2FBerkshire-County-Cottages.d553248635083901436-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FBerkshire-County-Cottages.d553248635083901436-aaCottages.Travel-Guide-Accommodation) ## Top Berkshire County Hotel Reviews ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Excellent all the way around" [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.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 "Good location; reasonable price; very clean and quiet - would definitely return" [](https://expedia.ca/Williamstown-Hotels-Vacation-Village-In-The-Berkshires.h1066423.Hotel-Information) ![Holiday Inn & Suites Pittsfield-Berkshires by IHG](//images.trvl-media.com/lodging/1000000/10000/2100/2067/a50a3d54_y.jpg) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "Everything is clean " [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](//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 "Very clean and roomy lodge (2 bedrooms); conveniently located; has kitchen; recreational facilities a bit dated. Will come back again. " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/eb9d0598_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "Excellent front desk staff. Ask for Steve. Very convenient to Monument Mountain and local ski resorts." [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Best Western Plus Berkshire Hills Inn & Suites](//images.trvl-media.com/lodging/1000000/790000/790000/789964/6acef387_y.jpg) ### Best Western Plus Berkshire Hills Inn & Suites 10/10 Excellent "I have stayed here many times and it is consistently a comfortable, clean and quiet place." [](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![The Williams Inn](//images.trvl-media.com/lodging/36000000/35660000/35658800/35658765/e381d7f2_y.jpg) ### The Williams Inn 10/10 Excellent "Lovely property, friendly, helpful staff. Modern, large rooms. Pretty decor." [](https://expedia.ca/Williamstown-Hotels-The-Williams-Inn.h35658765.Hotel-Information) ![The Yankee, Trademark Collection by Wyndham](//images.trvl-media.com/lodging/1000000/60000/55000/54944/7b3d704c_y.jpg) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Great place. Friendly staff and very well located. Great breakfast options. " [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/130000/128300/128208/62e9a326_y.jpg) ### Quality Inn 10/10 Excellent "Clean and convenient. Great front desk help. " [](https://expedia.ca/Great-Barrington-Hotels-Days-Inn-By-Wyndham-Great-Barrington.h128208.Hotel-Information) ## Find out more about Berkshire County ## Berkshire County Cottages information | Number of reviews | 258 | | --- | --- | | Accommodation | 81 Cottages | | Lowest Price | CA $531 | | 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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