Title: Great Barrington Cottages from CA $566 | 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](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/238000/238015-Great-Barrington.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Great Barrington Cottage Rentals from CA $566 ![](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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=110336&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 two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2025-10-31&endDate=2025-11-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=110336&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Great Barrington Cottages ![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/102000000/101470000/101469400/101469345/04dddce7.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) ### The Blue Elm - A Historic Berkshire Cottage Sheffield 10/10 Exceptional (11) "Everything was great...and beautiful!" CA $280 CA $566 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Sheffield-Hotels-The-Blue-Elm-A-Historic-Berkshire-Cottage.h101469345.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/a0bb237f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/b25675ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/9bb4254b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/7a00417e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Hudson Escape w/ Hot Tub Stottville CA $189 CA $422 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/0791e99a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/2cd54c4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/caa0ad88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/df08517c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Berkshires farm, 30+ guests, 50 acres New Lebanon CA $1,175 CA $2,190 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/New-Lebanon-Hotels-Berkshires-Farm.h99407400.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=2025-10-27&endDate=2025-10-28®ionId=110336&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%2FGreat-Barrington-Cottages.d110336-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FGreat-Barrington-Cottages.d110336-aaCottages.Travel-Guide-Accommodation) ## Top Great Barrington Hotel Reviews ![Holiday Inn Express Hotel & Suites Great Barrington by IHG](//images.trvl-media.com/lodging/1000000/900000/892300/892229/4c557ede_y.jpg) ### Holiday Inn Express Hotel & Suites Great Barrington by IHG 10/10 Excellent "The staff was friendly and helpfull. The property was clean and functional." [](https://expedia.ca/Great-Barrington-Hotels-Holiday-Inn-Express-Hotel-Suites-Great-Barrington.h892229.Hotel-Information) ![Monument Mountain Motel](//images.trvl-media.com/lodging/2000000/1080000/1076200/1076188/fa93cb94_y.jpg) ### Monument Mountain Motel 10/10 Excellent "This was an older property, but room was nice and bathroom was updated. " [](https://expedia.ca/Great-Barrington-Hotels-Monument-Mountain-Motel.h1076188.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 "Staff very friendlt" [](https://expedia.ca/Pittsfield-Hotels-Best-Western-Plus-Berkshire-Hills-Inn-Suites.h789964.Hotel-Information) ![Berkshires Untold](//images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/c29ce633_y.jpg) ### Berkshires Untold 10/10 Excellent "Easy parking, great community spaces, beautiful decor! " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![Berkshire Mountain Lodge](//images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Great lodge with 1 bedroom suites and fully stocked kitchens " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![The Black Swan Lee - Lenox, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/30000/20500/20447/588051f1_y.jpg) ### The Black Swan Lee - Lenox, an Ascend Collection Hotel 10/10 Excellent "Clean venue. Very quiet and I highly recommend renting a kayak. You might see a bald eagle:)" [](https://expedia.ca/Lee-Hotels-The-Black-Swan-Lee-Lenox.h20447.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 "This is a fun family resort... a great vacation place .. in a great location.. something for everyone. Perfect family reunion place.. All Ages happy.. " [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![St. Charles Hotel](//images.trvl-media.com/lodging/2000000/1640000/1639400/1639318/d1c362b4_y.jpg) ### St. Charles Hotel 10/10 Excellent "nice and clean space to spend a night" [](https://expedia.ca/Hudson-Hotels-St-Charles-Hotel.h1639318.Hotel-Information) ![Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires](//images.trvl-media.com/lodging/1000000/920000/913200/913175/1d50a551_y.jpg) ### Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires 10/10 Excellent "The property is very nice and the staff was extremely friendly and helpful." [](https://expedia.ca/Great-Barrington-Hotels-Fairfield-Inn-Suites-By-Marriott-Great-Barrington-LenoxBerkshires.h913175.Hotel-Information) ## Find out more about Great Barrington ## Great Barrington Cottages information | Number of reviews | 11 | | --- | --- | | Accommodation | 136 Cottages | | Lowest Price | CA $566 | | Highest Price | CA $2,190 | ## Frequently asked questions ### How much do cottages in Great Barrington cost? > Prices for cottages in Great Barrington range between CA $566 and CA $2,190 per night. Whatever your budget, you're sure to find the perfect place to immerse yourself in nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply. ### How many cottages are there in Great Barrington? > Make use of your vacation days and pick from 136 cottages in Great Barrington. Picturing a place where you can immerse yourself in nature? Expedia will help you find your ideal retreat in a few simple clicks. ### Why book your cottage in Great Barrington with Expedia? > Reserving a cottage in Great Barrington is as simple as working out your travel dates and choosing your ideal place for a getaway in the outdoors. From chic retreats to low-cost stays and cottages that come with amenities like a kitchenette, Expedia has something for all traveler styles. As for the best deals around? We've have them as well! ### How can I find cheap cottages in Great Barrington? > Expedia can help you look for cheap cottages in Great Barrington. To discover a superb stay in a few quick keystrokes, use our convenient filter tool to refine your search results by amenities, star rating and budget. ### What is there to do in Great Barrington near my cottage? > Great Barrington has enough sights and experiences to keep you on the go for weeks, beginning with [Ski Butternut](https://www.expedia.ca/Ski-Butternut-Great-Barrington.d6182072.Vacation-Attraction). [Housatonic River Walk](https://www.expedia.ca/Housatonic-River-Walk-Great-Barrington.d553248621532665241.Vacation-Attraction), [Mahaiwe Performing Arts Center](https://www.expedia.ca/Mahaiwe-Performing-Arts-Center-Great-Barrington.d553248621532665242.Vacation-Attraction) and [Lake Buel](https://www.expedia.ca/Lake-Buel-Great-Barrington.d553248635976196476.Vacation-Attraction) are other fantastic attractions. If you're staying a while longer, [Lake Mansfield Park](https://www.expedia.ca/Lake-Mansfield-Park-Great-Barrington.d553248621560926695.Vacation-Attraction) and [W.E.B. 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