Title: Top Chalets in Massachusetts in 2025 | Expedia.ca [Massachusetts Travel Guide](https://expedia.ca/Massachusetts.dx223)[Massachusetts Hotels](https://expedia.ca/Destinations-In-Massachusetts.d223.Hotel-Destinations)[Vacation Rentals in Massachusetts](https://expedia.ca/Destinations-In-Massachusetts.d223.Vacation-Rental-Destinations)[Massachusetts Flights](https://expedia.ca/Destinations-In-Massachusetts.d223.Flight-Destinations)[Things to do in Massachusetts](https://expedia.ca/Things-To-Do-In-Massachusetts.d223.Travel-Guide-Activities)[Massachusetts Car Rentals](https://expedia.ca/Destinations-In-Massachusetts.d223.Car-Rental-Destinations)[Massachusetts Vacations](https://expedia.ca/Massachusetts.d223.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/483000/483488-barnstable-county.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Chalets in Massachusetts ## 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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=223&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 two weeks [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=223&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Massachusetts ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/475000/475491-Boston.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Boston [](https://expedia.ca/Boston-Chalets.d178239-aaChalets.Travel-Guide-Accommodation) ![Nantucket showing a marina, central business district and a house](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/26000/26131-Nantucket.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Nantucket [](https://expedia.ca/Nantucket-Chalets.d285-aaChalets.Travel-Guide-Accommodation) ![Springfield which includes a city, a high-rise building and a bridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/63000/63440-Springfield-Western-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Springfield [](https://expedia.ca/Springfield-Chalets.d6047669-aaChalets.Travel-Guide-Accommodation) ![Plymouth which includes shopping](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105337-Southeast-Massachusetts.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Plymouth [](https://expedia.ca/Plymouth-Chalets.d9512-aaChalets.Travel-Guide-Accommodation) ![Worcester featuring a fountain, modern architecture and night scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/80000/80021-Worcester-Mass.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Worcester [](https://expedia.ca/Worcester-Chalets.d6023336-aaChalets.Travel-Guide-Accommodation) ![Hyannis showing a marina and a bay or harbour](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105114-Cape-Cod.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hyannis [](https://expedia.ca/Hyannis-Chalets.d1544-aaChalets.Travel-Guide-Accommodation) ## Featured Chalets in Massachusetts ![Outdoor dining](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/2748140e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/2cc76c7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/8d48e384.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/cdc0837e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Little Longbow Lakefront Chalet Becket 9.6/10 Exceptional (18) "We had a lovely 2 week stay! Jaclyn was very helpful and the place is cozy and comfortable. The view is spectacular and exactly what we were looking for. We will definitely consider starting here again, if we get up to the Berkshires again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. [](https://www.expedia.ca/Becket-Hotels-Little-Longbow-Lakefront-Chalet.h82464081.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/7013a423.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/43a16371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/046492f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/84000000/83993500/83993401/e609cc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Chalet Nestled in the Woods of Ashfield Ashfield 9.6/10 Exceptional (20) "The perfect spot for a quiet weekend. Super comfy and beautiful place, highly recommended." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alexandra [](https://www.expedia.ca/Ashfield-Hotels-Sunny-Chalet-Nestled-In-The-Woods-Of-Ashfield.h83993401.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/0c48dd95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, music library, stereo](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/466c6ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/a5f944f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/648486e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, Private Berkshires Retreat w Magic View, 5min to Lake Garfield Beach Monterey 9.8/10 Exceptional (25) "Tastefully decorated, great view, and lots of peace and quiet. All the amenities worked, and the house was equipped with everything you need. A great place for families or a larger group of close friends. Would definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Geert e. [](https://www.expedia.ca/Monterey-Hotels-Private-Berkshires-Hilltop-Retreat-W-Magic-View.h32404738.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/654c4568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/0cc9c308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/37ca2a75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, stovetop, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/89000000/88200000/88197200/88197124/d0f6186b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Chalet at Camp Coldbrook! Barre [](https://www.expedia.ca/Barre-Hotels-Family-Friendly-Property.h88197124.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76380000/76376100/76376053/w905h683x59y0-454aeb02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76380000/76376100/76376053/w506h683x260y0-e38b98a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76380000/76376100/76376053/w525h683x240y0-51070cb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/77000000/76380000/76376100/76376053/w504h683x260y0-993e0fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautifully handcrafted arts and craft style carriage house chalet West Tisbury [](https://www.expedia.ca/Vineyard-Haven-Hotels-Beautifully-Handcrafted-Arts-And-Craft-Style-Carriage-House-Chalet.h76376053.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=2025-11-08&endDate=2025-11-09®ionId=223&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%2FMassachusetts-Chalets.d223-aaChalets.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMassachusetts-Chalets.d223-aaChalets.Travel-Guide-Accommodation) ## Top Massachusetts Hotel Reviews ![Seaport Hotel Boston](//images.trvl-media.com/lodging/1000000/80000/79900/79888/fa9777a9_y.jpg) ### Seaport Hotel Boston 10/10 Excellent "Clean and comfortable. Couldn’t watch Netflix or prime video" [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![Harborside Inn Of Boston](//images.trvl-media.com/lodging/1000000/210000/202900/202814/b3140789_y.jpg) ### Harborside Inn Of Boston 10/10 Excellent "Very clean room. Close to the subway and very walkable." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.Hotel-Information) ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Incredible property with luxurious amenities and very attentive service. Also had a delicious meal. Would recommend." [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.Hotel-Information) ![Omni Boston Hotel at the Seaport](//images.trvl-media.com/lodging/69000000/68020000/68014400/68014393/26d11bc3_y.jpg) ### Omni Boston Hotel at the Seaport 10/10 Excellent "room is very clean ,good location , facilities are great ." [](https://expedia.ca/Boston-Hotels-Omni-Boston-Hotel-At-The-Seaport.h68014393.Hotel-Information) ![Hampton Inn Boston - Logan Airport](//images.trvl-media.com/lodging/1000000/580000/578500/578419/w3839h2488x0y0-d5429574_y.jpg) ### Hampton Inn Boston - Logan Airport 10/10 Excellent "The staff were able to drop off an item i left behind all the way to the airport as i needed the item for my little girl. They went above and beyond for me and i am forever grateful. " [](https://expedia.ca/Boston-Hotels-Hampton-Inn-Boston-Logan-Airport.h578419.Hotel-Information) ![The Godfrey Hotel Boston](//images.trvl-media.com/lodging/11000000/10120000/10118700/10118614/e4d256d2_y.jpg) ### The Godfrey Hotel Boston 10/10 Excellent "Everyone was very nice" [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Hilton Boston Logan Airport](//images.trvl-media.com/lodging/1000000/290000/281600/281536/23c65d09_y.jpg) ### Hilton Boston Logan Airport 10/10 Excellent "Love staying here before an early morning flight. Quick, easy and stress free walk to the airport through the sky bridge " [](https://expedia.ca/Boston-Hotels-Hilton-Boston-Logan-Airport.h281536.Hotel-Information) ![The Langham, Boston](//images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "We enjoyed everything about the hotel and its location. I will be booking here again! " [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.Hotel-Information) ![citizenM Boston Back Bay](//images.trvl-media.com/lodging/97000000/97000000/96998900/96998829/90056141_y.jpg) ### citizenM Boston Back Bay 10/10 Excellent "A cruise ship sized room with universal remote capabilities ..It's not fancy but it's unique and extremely easy to adjust to. My favorite part is mood lighting and soundproof feel topped with electric dark and day window screen technology and quirky signage. This location is one of the best for back bay access . " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-Back-Bay.h96998829.Hotel-Information) ## Find out more about Massachusetts ## Massachusetts Chalets information | Number of reviews | 61 | | --- | --- | | Accommodation | 5 Chalets | | Lowest Price | | | Highest Price | | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Sudbury](https://www.expedia.ca/4Star-Sudbury-Hotels.s40-0-d9770.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sudbury](https://www.expedia.ca/5Star-Sudbury-Hotels.s50-0-d9770.Travel-Guide-Filter-Hotels) - [Boston Hotels](https://www.expedia.ca/Boston-Hotels.d178239.Travel-Guide-Hotels) - [Aparthotels in Concord](https://www.expedia.ca/Concord-Apart-Hotels.d6532-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Concord](https://www.expedia.ca/Concord-Bed-And-Breakfast.d6532-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Concord](https://www.expedia.ca/Concord-Hotels-Cheap-Hotels.0-0-d6532-tCheapHotels.Travel-Guide-Filter-Hotels) - 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