Title: Great Barrington Vacation Home Rentals from CA $215: Search Top Private Vacation Homes for Rent | Expedia.ca [Great Barrington Travel Guide](https://expedia.ca/Great-Barrington.dx110336)[Hotels in Great Barrington](https://expedia.ca/Great-Barrington-Hotels.d110336.Travel-Guide-Hotels)[Vacation Rentals in Great Barrington](https://expedia.ca/Great-Barrington-Vacation-Rentals.d110336.Travel-Guide-VacationRentals)[Flights to Great Barrington](https://expedia.ca/Cheap-Flights-To-Great-Barrington.d110336.Travel-Guide-Flights)[Great Barrington Car Rentals](https://expedia.ca/Car-Rentals-In-Great-Barrington.d110336.Car-Rental-Guide)[Great Barrington Vacation Packages](https://expedia.ca/Great-Barrington.d110336.Destination-Travel-Guides) ![Great Barrington which includes signage and night scenes](https://images.trvl-media.com/place/110336/4c3d827f-8ba1-4754-a7a1-6fe14b81f0f7.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/110336/4c3d827f-8ba1-4754-a7a1-6fe14b81f0f7.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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=110336&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 [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=110336&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 four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Great Barrington vacation homes ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/52bc41a9.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/85000000/84680000/84672900/84672833/c50e9e6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/dcb799f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/6137aab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home in Great Barrington [](https://www.expedia.ca/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) Great Barrington 9.8/10 Exceptional (26 reviews) "Great stay in a cool, new space, totally walkable to Railroad St. I would definitely go back to GB and would try to stay here again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cameron M. CA $203 CA $345 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/862ec0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, electric kettle](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/52345b94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/055ed8a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/9af2b9a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family Ski Getaway in the Berkshires [](https://www.expedia.ca/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information) Great Barrington 9.2/10 Wonderful (7 reviews) "Close to a great bakery and near to a farm market and shopping mall. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cristine C. CA $266 CA $394 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information) ![TV, fireplace, printers](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/4d94597a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/dc9a1bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/772f14ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120150000/120149100/120149051/61aeb8a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires Best / Large Deck with Hotub, Basement with Game room & Fitness room [](https://www.expedia.ca/Great-Barrington-Hotels-Berkshires-Best-Large-Deck-With-Hotub.h120149051.Hotel-Information) Great Barrington 10/10 Exceptional (3 reviews) "Everything was well taken care of, the hosts were extremely nice, and the area is perfect! The city is also different and really cute! Will come back for sure!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roberta CA $791 CA $1,854 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Great-Barrington-Hotels-Berkshires-Best-Large-Deck-With-Hotub.h120149051.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83080000/83078600/83078515/6df69928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83080000/83078600/83078515/ae232c5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83080000/83078600/83078515/5b8e72ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83080000/83078600/83078515/d2195b20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Catamount, Zip Line, Private Setting, Book Now! [](https://www.expedia.ca/Great-Barrington-Hotels-Views-Of-Catamount.h83078515.Hotel-Information) Egremont 10/10 Exceptional (7 reviews) "This was a very lovely home to stay in for our family, everything you need is in the house (basic things minus food of course) We would definitely book this house again when we visit the Berkshires again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason W. [](https://www.expedia.ca/Great-Barrington-Hotels-Views-Of-Catamount.h83078515.Hotel-Information) ![TV, DVD player](https://images.trvl-media.com/lodging/65000000/64120000/64114700/64114663/22e85ff2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/65000000/64120000/64114700/64114663/ad619e32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/65000000/64120000/64114700/64114663/a02dde95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/65000000/64120000/64114700/64114663/fd2d7d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful, Post and Beam Loft, Sleeps 9 [](https://www.expedia.ca/Great-Barrington-Hotels-Peaceful.h64114663.Hotel-Information) New Marlborough 9.8/10 Exceptional (22 reviews) "A very nice post & beam Berkshire house, quiet, clean, great acerage and amenities.Lucas was very accessible to handle minor issues quickly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) HARRELL O. [](https://www.expedia.ca/Great-Barrington-Hotels-Peaceful.h64114663.Hotel-Information) ![Smart TV, DVD player, books, stereo](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/8d87241a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/87b97def.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/64f95c5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29620000/29615600/29615546/d712468a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great Barrington Get Away [](https://www.expedia.ca/Great-Barrington-Hotels-Great-Barrington-Get-Away.h29615546.Hotel-Information) Great Barrington 9.4/10 Exceptional (26 reviews) "We stayed here for Memorial Day weekend and had a wonderful trip. Close to the downtown shops, and all the supplies a family needs staying in a home. Thanks for the great stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elizabeth G. CA $431 CA $772 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Great-Barrington-Hotels-Great-Barrington-Get-Away.h29615546.Hotel-Information) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120050000/120045500/120045407/4f2c31bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120050000/120045500/120045407/b9e06e08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120050000/120045500/120045407/6873f6f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120050000/120045500/120045407/803c069e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy. Clean. Free bagel shop. 3 Fireplaces. [](https://www.expedia.ca/Great-Barrington-Hotels-Cozy-Clean-Free-Bagel-Shop-3-Fireplaces.h120045407.Hotel-Information) Great Barrington 10/10 Exceptional (1 review) "The host was very responsive and friendly. The house was well equipped and very comfortable. We did get breakfast at the Great Barrington Bagel Company and had a great breakfast. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary R. CA $557 CA $923 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Great-Barrington-Hotels-Cozy-Clean-Free-Bagel-Shop-3-Fireplaces.h120045407.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/83d3f833_edited_d758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/c729995e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/a133e616.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/a0f802bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintery Cabin-Berkshires! Dog-friendly. Hike/Ski Appalachian Tr. Walk to lake! [](https://www.expedia.ca/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information) Sherwood Forest 10/10 Exceptional (5 reviews) "We loved it! Lots of local hiking trails and a wonderful relaxing place." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sharon K. CA $203 CA $523 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/3db87cef.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/107000000/106040000/106031100/106031055/bf37a122.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/68707c00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/107000000/106040000/106031100/106031055/38f44943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CT Gate House Goshen CT, Gate House Goshen CT [](https://www.expedia.ca/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information) Goshen 9.4/10 Exceptional (8 reviews) "The property was great and the house was huge even for all 12 of us " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ryan L. CA $148 CA $906 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Goshen-Hotels-Gate-House-Goshen-CT.h106031055.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/2281e60c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/4e64ac0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/8c55822c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wintery Cottage in the Berkshires! Dog friendly, Hot Tub, Hiking, Shopping, Dine [](https://www.expedia.ca/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information) Sherwood Forest 9.6/10 Exceptional (10 reviews) "Very nice location with tons of privacy, yet not too far from things to do. Very easy for our dog to navigate the property as well." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James D. CA $223 CA $549 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/f0ba5959.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/23a17279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/6d1211ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/85000000/84360000/84357600/84357520/1df26d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Berkshires Home Near Tanglewood, Trails & Wineries [](https://www.expedia.ca/New-Lebanon-Hotels-Historic-Berkshires-Home-Near-Tanglewood.h84357520.Hotel-Information) Lebanon Springs 9.0/10 Wonderful (21 reviews) "Great stay in the Berkshires for a wedding. Amanda was very accommodating and communicative. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy D. CA $188 CA $517 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/New-Lebanon-Hotels-Historic-Berkshires-Home-Near-Tanglewood.h84357520.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/4b325a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-b25e9082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/f501a761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/60000000/60000000/59995300/59995220/90-950a0f87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### All the comforts of home [](https://www.expedia.ca/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information) Hudson 9.2/10 Wonderful (29 reviews) "Really liked staying at Steven’s place! The hot tub was a great touch. Stayed in Unit 1 - it’s small but perfect for what we needed it for! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marisa P. CA $164 CA $215 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Hudson-Hotels-All-The-Comforts-Of-Home.h59995220.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/8de4c71d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/06261f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/00cc85e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99250000/99243600/99243554/6b5af50f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Near Tanglewood: Historic Summer Retreat [](https://www.expedia.ca/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information) New Lebanon 9.2/10 Wonderful (25 reviews) "Perfect cosy home to stay at for a Berkshire vacation. Easy to get to everything." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul S. CA $167 CA $490 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/New-Lebanon-Hotels-Near-Tanglewood-Historic-Summer-Retreat.h99243554.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/cd1323be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/412632db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/25e02c23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/110000000/109600000/109590900/109590815/d3c8327e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sun Filled Lenox Retreat - Minutes to Tanglewood! [](https://www.expedia.ca/Sun-Filled-Lenox-Retreat-Minutes-To-Tanglewood.h109590815.Hotel-Information) Lee 9.4/10 Exceptional (3 reviews) "The house is in a great location and is very user friendly and well equipped. The only suggestion I would make is to put an air conditioner in the third bedroom. Overall, a lovely stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sarah D. CA $250 CA $640 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Sun-Filled-Lenox-Retreat-Minutes-To-Tanglewood.h109590815.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90540000/90533800/90533768/886f5b56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/91000000/90540000/90533800/90533768/1cca2542.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90540000/90533800/90533768/e5399220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/91000000/90540000/90533800/90533768/2bced913.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hupi House: A Peaceful, Wooded, Lakeside Sanctuary [](https://www.expedia.ca/Monterey-Hotels-Hupi-House-Tranquil-Home-In-The-Hills.h90533768.Hotel-Information) Monterey 10/10 Exceptional (1 review) "Hupi House was the perfect location for our girls reunion weekend. It was a great mix of a quiet retreat in nature and good meals/shopping in town. The property and house are beautiful and updated. Beds and linens are top notch! Highly recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kim H. [](https://www.expedia.ca/Monterey-Hotels-Hupi-House-Tranquil-Home-In-The-Hills.h90533768.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122160000/122156100/122156037/9bc69856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/123000000/122160000/122156100/122156037/38d4cb32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/123000000/122160000/122156100/122156037/c41e9570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122160000/122156100/122156037/6468f916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 8 Mi to Jiminy Peak Resort: Mtn-View Home w/ Deck [](https://www.expedia.ca/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122156037.Hotel-Information) Stephentown 8.0/10 Very good (1 review) "excellent communication with property manager." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy H. CA $244 CA $784 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Stephentown-Hotels-8-Mi-To-Jiminy-Peak-Resort-Mtn-View-Home-W-Deck.h122156037.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102020000/102018300/102018223/3bd0d6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102020000/102018300/102018223/399488d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102020000/102018300/102018223/6339dfc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102020000/102018300/102018223/8b16599a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sweet Cozy Victorian in Housatonic. Close to everything. [](https://www.expedia.ca/Housatonic-Hotels-Sweet-Cozy-Victorian-In-Housatonic-Close-To-Everything.h102018223.Hotel-Information) Housatonic 10/10 Exceptional (3 reviews) "Emma's property is adorable! Clean, well appointed with fresh flowers on the table to great us. Smooth and easy communication from start to finish. Really close to Tanglewood and all the activities Western Massachusetts has to offer." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cheryl F. CA $188 CA $371 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Housatonic-Hotels-Sweet-Cozy-Victorian-In-Housatonic-Close-To-Everything.h102018223.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78260000/78257600/78257590/b090eb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78260000/78257600/78257590/277bbd12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78257600/78257590/9292b93f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78260000/78257600/78257590/7ecad611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suite 3 - Quiet and private accommodations in a country setting. [](https://www.expedia.ca/Quiet-And-Private-Accommodations-In-A-Country-Setting.h78257590.Hotel-Information) Spencertown 10/10 Exceptional (1 review) "Fantastic place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James CA $296 CA $379 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Quiet-And-Private-Accommodations-In-A-Country-Setting.h78257590.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/dac46480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/18a5d5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/60aae901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658957/c0195267.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hudson Hot Tub & Pet Escape [](https://www.expedia.ca/Hudson-Hotels-Hudson-Hot-Tub-Pet-Escape.h120658957.Hotel-Information) Stottville CA $231 CA $467 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Hudson-Hotels-Hudson-Hot-Tub-Pet-Escape.h120658957.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/f9227a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/3bbdf637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/079bb1c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119330000/119322300/119322276/54590b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3-bedroom house in beautiful Berkshires, close to amenities! [](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-House-In-Beautiful-Berkshires.h119322276.Hotel-Information) Pittsfield CA $303 CA $491 total includes taxes & fees Feb 18 - Feb 19 [](https://www.expedia.ca/Pittsfield-Hotels-3-Bedroom-House-In-Beautiful-Berkshires.h119322276.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=2026-02-01&endDate=2026-02-02®ionId=110336&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=Great+Barrington%2C+Massachusetts%2C+United+States+of+America®ionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America®ionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America®ionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America®ionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America®ionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=APART_HOTEL) Condos [](https://www.expedia.ca/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America®ionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America®ionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Great+Barrington%2C+Massachusetts%2C+United+States+of+America®ionId=110336&latLong=42.19598%2C-73.362007&adults=2&startDate=2026-04-17&d1=2026-04-17&endDate=2026-04-20&d2=2026-04-20&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%2FGreat-Barrington-Private-Vacation-Homes.d110336-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreat-Barrington-Private-Vacation-Homes.d110336-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Great Barrington Hotel Reviews ![Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/be941bed_y.jpg) ### Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut! 10/10 Excellent "Great house with plenty of bedrooms and space! Perfect location for a ski weekend. " [](https://expedia.ca/Great-Barrington-Hotels-Minutes-From-Ski-Butternut.h78701034.Hotel-Information) ![Monument Mountain Motel](https://images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "Unbelieveably clean for the price." [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.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) ![Pocketbook Hotel and Bath](https://images.trvl-media.com/lodging/118000000/117880000/117877800/117877797/w4500h2996x0y0-b2a7729b_y.jpg) ### Pocketbook Hotel and Bath 10/10 Excellent "The front desk was very helpful in making sure we had a good stay. " [](https://expedia.ca/Hudson-Hotels-Pocketbook-Hotel-And-Bath.h117877797.Hotel-Information) ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Great staff, clean comfortable room. " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ## Find out more about Great Barrington ## Great Barrington Vacation Homes information | Number of reviews | 186 | | ----------------- | ------------------ | | Accommodation | 529 Vacation Homes | | Lowest Price | CA $215 | | Highest Price | CA $1,854 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Stockbridge ](https://www.expedia.ca/3Star-Stockbridge-Hotels.s30-0-d162575.Travel-Guide-Filter-Hotels) - [Guest Houses in Alford ](https://www.expedia.ca/Alford-Guest-Houses.d3000421226-aaGuestHouses.Travel-Guide-Accommodation) - [Alford Hotels ](https://www.expedia.ca/Alford-Hotels.d3000421226.Travel-Guide-Hotels) - [Lodges in Alford ](https://www.expedia.ca/Alford-Lodges.d3000421226-aaLodges.Travel-Guide-Accommodation) - [Hotels near Berkshire Botanical Garden ](https://www.expedia.ca/Berkshire-Botanical-Garden-Hotels.0-l553248621532665247-0.Travel-Guide-Filter-Hotels) - [Hotels near Chesterwood ](https://www.expedia.ca/Chesterwood-Hotels.0-l6091841-0.Travel-Guide-Filter-Hotels) - [Inns in Egremont ](https://www.expedia.ca/Egremont-Inns.d553248634998707560-aaInns.Travel-Guide-Accommodation) - [Farmstay in Glendale ](https://www.expedia.ca/Glendale-Agritourism.d901769277689110528-aaAgritourism.Travel-Guide-Accommodation) - [Apartments in Glendale ](https://www.expedia.ca/Glendale-Apartments.d901769277689110528-aaApartments.Travel-Guide-Accommodation) - [Resorts in Glendale ](https://www.expedia.ca/Glendale-Resort-Hotels.d901769277689110528-aaResortHotels.Travel-Guide-Accommodation) - [Housatonic Hotels ](https://www.expedia.ca/Housatonic-Hotels.d3000441135.Travel-Guide-Hotels) - [Cheap Hotels in Lee ](https://www.expedia.ca/Lee-Hotels-Cheap-Hotels.0-0-d8572-tCheapHotels.Travel-Guide-Filter-Hotels) - [Lee Hotels ](https://www.expedia.ca/Lee-Hotels.d8572.Travel-Guide-Hotels) - [Hotels near Lee Premium Outlets ](https://www.expedia.ca/Lee-Premium-Outlets-Hotels.0-l6127084-0.Travel-Guide-Filter-Hotels) - [Hotels near Mahaiwe Performing Arts Center ](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Hotels.0-l553248621532665242-0.Travel-Guide-Filter-Hotels) - [Farmstay in Mill River ](https://www.expedia.ca/Mill-River-Agritourism.d3000748895-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Mill River ](https://www.expedia.ca/Mill-River-Apart-Hotels.d3000748895-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Mill River ](https://www.expedia.ca/Mill-River-Cabins.d3000748895-aaCabins.Travel-Guide-Accommodation) - [Chalets in Mill River ](https://www.expedia.ca/Mill-River-Chalets.d3000748895-aaChalets.Travel-Guide-Accommodation) - [Cottages in Mill River ](https://www.expedia.ca/Mill-River-Cottages.d3000748895-aaCottages.Travel-Guide-Accommodation) - [Guest Houses in Mill River ](https://www.expedia.ca/Mill-River-Guest-Houses.d3000748895-aaGuestHouses.Travel-Guide-Accommodation) - [Mill River Hotels ](https://www.expedia.ca/Mill-River-Hotels.d3000748895.Travel-Guide-Hotels) - [Inns in Mill River ](https://www.expedia.ca/Mill-River-Inns.d3000748895-aaInns.Travel-Guide-Accommodation) - [Motels in Mill River ](https://www.expedia.ca/Mill-River-Motels.d3000748895-aaMotels.Travel-Guide-Accommodation) - [Resorts in Mill River ](https://www.expedia.ca/Mill-River-Resort-Hotels.d3000748895-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in Mill River ](https://www.expedia.ca/Mill-River-Townhomes.d3000748895-aaTownhomes.Travel-Guide-Accommodation) - [Family Hotels in Monterey ](https://www.expedia.ca/Monterey-Hotels-Family-Hotel.0-0-d6005411-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Monterey ](https://www.expedia.ca/Monterey-Hotels-Hotel-With-Pool.0-0-d6005411-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in Monterey ](https://www.expedia.ca/Monterey-Hotels-Hotels-With-Balconies.0-0-d6005411-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Monterey ](https://www.expedia.ca/Monterey-Hotels-Luxury-Hotel.0-0-d6005411-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Monterey Hotels ](https://www.expedia.ca/Monterey-Hotels.d6005411.Travel-Guide-Hotels) - [Cheap Hotels in Mount Washington ](https://www.expedia.ca/Mount-Washington-Hotels-Cheap-Hotels.0-0-d553248634999242901-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels with a Pool in Mount Washington ](https://www.expedia.ca/Mount-Washington-Hotels-Hotel-With-Pool.0-0-d553248634999242901-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Mount Washington ](https://www.expedia.ca/Mount-Washington-Hotels-Luxury-Hotel.0-0-d553248634999242901-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mount Washington Hotels ](https://www.expedia.ca/Mount-Washington-Hotels.d553248634999242901.Travel-Guide-Hotels) - [Hotels near National Shrine of the Divine Mercy ](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Hotels.0-l553248621532665250-0.Travel-Guide-Filter-Hotels) - [Boutique Hotels in New Marlborough ](https://www.expedia.ca/New-Marlborough-Hotels-Boutique-Hotel.0-0-d137834-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in New Marlborough ](https://www.expedia.ca/New-Marlborough-Hotels-Luxury-Hotel.0-0-d137834-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [New Marlborough Hotels ](https://www.expedia.ca/New-Marlborough-Hotels.d137834.Travel-Guide-Hotels) - [Hotels near Norman Rockwell Museum ](https://www.expedia.ca/Norman-Rockwell-Museum-Hotels.0-l6091839-0.Travel-Guide-Filter-Hotels) - [Townhomes in North Egremont ](https://www.expedia.ca/North-Egremont-Townhomes.d553248635976384751-aaTownhomes.Travel-Guide-Accommodation) - [Aparthotels in Sheffield ](https://www.expedia.ca/Sheffield-Apart-Hotels.d157238-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Sheffield ](https://www.expedia.ca/Sheffield-Bed-And-Breakfast.d157238-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Sheffield ](https://www.expedia.ca/Sheffield-Guest-Houses.d157238-aaGuestHouses.Travel-Guide-Accommodation) - [Holiday Park Resorts in Sheffield ](https://www.expedia.ca/Sheffield-Holiday-Parks.d157238-aaHolidayParks.Travel-Guide-Accommodation) - [Boutique Hotels in Sheffield ](https://www.expedia.ca/Sheffield-Hotels-Boutique-Hotel.0-0-d157238-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Sheffield ](https://www.expedia.ca/Sheffield-Hotels-Cheap-Hotels.0-0-d157238-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Sheffield ](https://www.expedia.ca/Sheffield-Hotels-Historic-Hotel.0-0-d157238-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Sheffield ](https://www.expedia.ca/Sheffield-Hotels-Luxury-Hotel.0-0-d157238-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Sheffield Hotels ](https://www.expedia.ca/Sheffield-Hotels.d157238.Travel-Guide-Hotels) - [Lodges in Sheffield ](https://www.expedia.ca/Sheffield-Lodges.d157238-aaLodges.Travel-Guide-Accommodation) - [Hotels near Ski Butternut ](https://www.expedia.ca/Ski-Butternut-Hotels.0-l6182072-0.Travel-Guide-Filter-Hotels) - [B&B in South Egremont ](https://www.expedia.ca/South-Egremont-Bed-And-Breakfast.d183341-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in South Egremont ](https://www.expedia.ca/South-Egremont-Hotels-Pet-Friendly-Hotel.0-0-d183341-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [South Egremont Hotels ](https://www.expedia.ca/South-Egremont-Hotels.d183341.Travel-Guide-Hotels) - [Inns in South Egremont ](https://www.expedia.ca/South-Egremont-Inns.d183341-aaInns.Travel-Guide-Accommodation) - [Guest Houses in South Lee ](https://www.expedia.ca/South-Lee-Guest-Houses.d183343-aaGuestHouses.Travel-Guide-Accommodation) - [Cheap Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Cheap-Hotels.0-0-d183343-tCheapHotels.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Couples-Resorts-Hotels.0-0-d183343-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Family-Hotel.0-0-d183343-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Luxury-Hotel.0-0-d183343-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Pet-Friendly-Hotel.0-0-d183343-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Romantic-Hotel.0-0-d183343-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in South Lee ](https://www.expedia.ca/South-Lee-Hotels-Spa-Hotel.0-0-d183343-tSpaHotel.Travel-Guide-Filter-Hotels) - [South Lee Hotels ](https://www.expedia.ca/South-Lee-Hotels.d183343.Travel-Guide-Hotels) - [Resorts in South Lee ](https://www.expedia.ca/South-Lee-Resort-Hotels.d183343-aaResortHotels.Travel-Guide-Accommodation) - [Townhomes in South Lee ](https://www.expedia.ca/South-Lee-Townhomes.d183343-aaTownhomes.Travel-Guide-Accommodation) - [Luxury Hotels in Southfield ](https://www.expedia.ca/Southfield-Hotels-Luxury-Hotel.0-0-d6339785-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Southfield Hotels ](https://www.expedia.ca/Southfield-Hotels.d6339785.Travel-Guide-Hotels) - [B&B in Stockbridge ](https://www.expedia.ca/Stockbridge-Bed-And-Breakfast.d162575-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Guest Houses in Stockbridge ](https://www.expedia.ca/Stockbridge-Guest-Houses.d162575-aaGuestHouses.Travel-Guide-Accommodation) - [Boutique Hotels in Stockbridge ](https://www.expedia.ca/Stockbridge-Hotels-Boutique-Hotel.0-0-d162575-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Stockbridge ](https://www.expedia.ca/Stockbridge-Hotels-Cheap-Hotels.0-0-d162575-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Stockbridge ](https://www.expedia.ca/Stockbridge-Hotels-Historic-Hotel.0-0-d162575-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Stockbridge ](https://www.expedia.ca/Stockbridge-Hotels-Luxury-Hotel.0-0-d162575-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Stockbridge ](https://www.expedia.ca/Stockbridge-Hotels-Pet-Friendly-Hotel.0-0-d162575-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Stockbridge Hotels ](https://www.expedia.ca/Stockbridge-Hotels.d162575.Travel-Guide-Hotels) - [Resorts in Stockbridge ](https://www.expedia.ca/Stockbridge-Resort-Hotels.d162575-aaResortHotels.Travel-Guide-Accommodation) - [Hotels near Tyringham Cobble ](https://www.expedia.ca/Tyringham-Cobble-Hotels.0-l553248621532665261-0.Travel-Guide-Filter-Hotels) - [Tyringham Hotels ](https://www.expedia.ca/Tyringham-Hotels.d183347.Travel-Guide-Hotels) - [Flights to Monterey ](https://www.expedia.ca/Cheap-Flights-To-Monterey.d6005411.Travel-Guide-Flights) - [Flights to Sheffield ](https://www.expedia.ca/Cheap-Flights-To-Sheffield.d157238.Travel-Guide-Flights) - [Flights to Stockbridge ](https://www.expedia.ca/Cheap-Flights-To-Stockbridge.d162575.Travel-Guide-Flights) - [Flights from Monterey ](https://www.expedia.ca/lp/flights/6005411/flights-from-monterey) - [Lake Buel ](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) - [Lake Mansfield Park ](https://www.expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) - [National Shrine of the Divine Mercy ](https://www.expedia.ca/National-Shrine-Of-The-Divine-Mercy-Stockbridge.d553248621532665250.Vacation-Attraction) - [Naumkeag Museum ](https://www.expedia.ca/Naumkeag-Museum-Stockbridge.d6091843.Vacation-Attraction) - [Norman Rockwell Museum ](https://www.expedia.ca/Norman-Rockwell-Museum-Stockbridge.d6091839.Vacation-Attraction) - [Visit North Egremont ](https://www.expedia.ca/North-Egremont.dx553248635976384751) - [South Egremont Vacations ](https://www.expedia.ca/South-Egremont.d183341.Destination-Travel-Guides) - [Visit South Egremont ](https://www.expedia.ca/South-Egremont.dx183341) - [Visit South Lee ](https://www.expedia.ca/South-Lee.dx183343) - [Visit Stockbridge ](https://www.expedia.ca/Stockbridge.dx162575) - [Avis Rental Cars in Stockbridge ](https://www.expedia.ca/Avis-Car-Rentals-In-Stockbridge.d162575-c41.Car-Rental-Guide-Suppliers) - [Car rental Sheffield ](https://www.expedia.ca/Car-Rentals-In-Sheffield.d157238.Car-Rental-Guide) - [Car rental Stockbridge ](https://www.expedia.ca/Car-Rentals-In-Stockbridge.d162575.Car-Rental-Guide) - [Enterprise Rental Cars in New Marlborough ](https://www.expedia.ca/Enterprise-Car-Rentals-In-New-Marlborough.d137834-c15.Car-Rental-Guide-Suppliers) - [Mex Rent A Car Rental Cars in Mount Washington ](https://www.expedia.ca/Mex-Rent-A-Car-Car-Rentals-In-Mount-Washington.d553248634999242901-c1084.Car-Rental-Guide-Suppliers) - [Mount Washington Vacation Rentals ](https://www.expedia.ca/Mount-Washington-Vacation-Rentals.d553248634999242901.Travel-Guide-VacationRentals) - [Book Vacation Homes in Great Barrington on Expedia.com ](https://www.expedia.com/Great-Barrington-Private-Vacation-Homes.d110336-aaPrivateVacationHomes.Travel-Guide-Accommodation)