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 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=223&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=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 one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=223&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=223&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) ## 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) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/83000000/82470000/82464100/82464081/27cee0e4.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) ### Little Longbow Lakefront Chalet Becket 9.6/10 Exceptional (18) "Very pleasant place! Recommend!!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Valeriy 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/e609cc3c.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) ### 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) ![Interior](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/648486e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/33000000/32410000/32404800/32404738/7f8306cd.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) ### 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) ![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) ![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) ### 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) ![Interior](https://images.trvl-media.com/lodging/77000000/76380000/76376100/76376053/w517h683x248y0-0fac01b7.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) ![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) ### 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=2025-11-03&endDate=2025-11-04®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 "Excellent hotel - best place we stayed on our trip. Staff great and keen to make your stay as comfortable as possible. " [](https://expedia.ca/Boston-Hotels-Seaport-Hotel-Boston.h79888.Hotel-Information) ![The Dagny Boston](//images.trvl-media.com/lodging/1000000/160000/151300/151201/4c15d693_y.jpg) ### The Dagny Boston 10/10 Excellent "Enjoyed our stay very much. Everyone that worked at the hotel helpful. Room was a little small but very clean. Housekeeping services - outstanding. My only complaint was about the pillows. Asked for foam instead of feather and the foam pillows were terrible!!!!! Buy some new ones. Also, location can’t be beat!!" [](https://expedia.ca/Boston-Hotels-Hilton-Boston-DowntownFaneuil-Hall.h151201.Hotel-Information) ![The Revolution Hotel](//images.trvl-media.com/lodging/31000000/30090000/30080300/30080227/cce5d2b3_y.jpg) ### The Revolution Hotel 10/10 Excellent "Great " [](https://expedia.ca/Boston-Hotels-The-Revolution-Hotel.h30080227.Hotel-Information) ![The Langham, Boston](//images.trvl-media.com/lodging/1000000/10000/2600/2558/9a3ebe8a_y.jpg) ### The Langham, Boston 10/10 Excellent "A beautiful and pristine hotel. All staff were professional, welcoming, and organised. The hotel is really well located. The house toiletries are gorgeous and high quality. The breakfast was delish. Thank you for having us." [](https://expedia.ca/Boston-Hotels-The-Langham.h2558.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 "The room was spacious, clean, with lots of lighting and nice temperature. The property location was ideal for walking to historical areas, tourist amenities (like bus tours, aquarium, ferry to surrounding areas - like Salem), eateries and shopping. The bathroom was small but nicely updated (loved the shower and water temps). Some in-room coffee would've been nice." [](https://expedia.ca/Boston-Hotels-Harborside-Inn-Of-Boston.h202814.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 "The rooms were very clean and the staff was amazing." [](https://expedia.ca/Boston-Hotels-The-Godfrey-Hotel-Boston.h10118614.Hotel-Information) ![Wyndham Boston Beacon Hill](//images.trvl-media.com/lodging/1000000/30000/25700/25655/fa173b31_y.jpg) ### Wyndham Boston Beacon Hill 10/10 Excellent "Was located in a good spot for our viewing for Boston. Nice room and nice hotel" [](https://expedia.ca/Boston-Hotels-Wyndham-Boston-Beacon-Hill.h25655.Hotel-Information) ![citizenM Boston North Station](//images.trvl-media.com/lodging/34000000/33880000/33870600/33870542/0eda38d5_y.jpg) ### citizenM Boston North Station 10/10 Excellent "Perfect location! " [](https://expedia.ca/Boston-Hotels-CitizenM-Boston-North-Station.h33870542.Hotel-Information) ![Encore Boston Harbor](//images.trvl-media.com/lodging/38000000/37060000/37057200/37057112/9dbd3cd5_y.jpg) ### Encore Boston Harbor 10/10 Excellent "Easy in and out via Uber, water taxi to Boston seashore. " [](https://expedia.ca/Boston-Hotels-Encore-Boston-Harbor.h37057112.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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