Title: Western Massachusetts Cottages | Expedia.ca [Western Massachusetts Travel Guide](https://expedia.ca/Western-Massachusetts.dx6234063)[Hotels in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Hotels.d6234063.Travel-Guide-Hotels)[Vacation Rentals in Western Massachusetts](https://expedia.ca/Western-Massachusetts-Vacation-Rentals.d6234063.Travel-Guide-VacationRentals)[Flights to Western Massachusetts](https://expedia.ca/Cheap-Flights-To-Western-Massachusetts.d6234063.Travel-Guide-Flights)[Western Massachusetts Car Rentals](https://expedia.ca/Car-Rentals-In-Western-Massachusetts.d6234063.Car-Rental-Guide)[Western Massachusetts Vacation Packages](https://expedia.ca/Western-Massachusetts.d6234063.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 Western Massachusetts Cottage Rentals - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Western Massachusetts Cottages ![Private kitchen](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/65dc1ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/b367f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/3240d16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/c684f3a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trainmaster's Inn - Caboose Palmer 9.6/10 Exceptional (8) "This place is a unique stay, that's for sure! If you are looking for an unforgettable experience, you should come. If you love trains, you should come. However, if you are not that fond of tight spaces or old-fashioned style and your traveling companions are looking for luxury and privacy, you might want to look elsewhere. The bathroom is a big tight (it's a caboose bathroom). But the location is really fun. And the owners are very accommodating! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa B. CA $210 CA $460 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Palmer-Hotels-Trainmasters-Inn-Caboose.h74444701.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/e39ce86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/4aaa52e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/fb6f97c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/cb267221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake Stafford 9.8/10 Exceptional (29) "I couldn't believe how prepared the house was in every way. I was very pleased with all the supplies and amenities available. The sun sets over the water hope to be back there again.!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul B. CA $164 CA $434 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Stafford-Hotels-Serene-2-Bedroom.h99884118.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) ![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) ![Smart TV, books, music library](https://images.trvl-media.com/lodging/121000000/120660000/120659000/120658954/b10644c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Hudson Escape w/ Hot Tub Stottville CA $213 CA $451 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Hudson-Hotels-Pet-Friendly-Hudson-Escape-W-Hot-Tub.h120658954.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/cc6fa2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/29cb5280.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/b5b0ddbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/e9dcc51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Finnish Cabin with Sauna on Lake Monomonac Rindge 10/10 Exceptional (11) "This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cintromix CA $314 CA $470 total includes taxes & fees Nov 24 - Nov 25 [](https://www.expedia.ca/Rindge-Hotels-Finnish-Cottage-With-Sauna-On-Lake-Monomonac.h106476934.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/123000000/122270000/122265500/122265441/dfc5e901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122270000/122265500/122265441/499283d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122270000/122265500/122265441/2df39a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/123000000/122270000/122265500/122265441/bf6cee23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny house on the Ashuelot river family and pet friendly Swanzey CA $84 CA $122 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Swanzey-Hotels-Tiny-House-On-The-Ashuelot-River-Family-And-Pet-Friendly.h122265441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/812fb1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/303ca4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/56fde17e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/8805b067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grey Cabin with Sauna on Lake Monomonac Rindge 7.6/10 Good (4) "Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David S. CA $365 CA $575 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Rindge-Hotels-Beautiful-Modern-Cottage-With-Sauna-On-Lake-Monomonac.h106489950.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/ad9f4a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/2b3f76c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/4ec9c961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/18e29612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock Rindge 10/10 Exceptional (22) "The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole B. CA $240 CA $508 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Rindge-Hotels-2-Bed.h88302089.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) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/df08517c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![15 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99410000/99407400/99407400/ca2ed981.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) ### Berkshires farm, 30+ guests, 50 acres New Lebanon CA $1,136 CA $2,271 total includes taxes & fees Nov 18 - Nov 19 [](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=2025-11-30&endDate=2025-12-01®ionId=6234063&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Western+Massachusetts%2C+Massachusetts%2C+United+States+of+America®ionId=6234063&latLong=42.373767%2C-72.855241&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CABIN) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Western+Massachusetts%2C+Massachusetts%2C+United+States+of+America®ionId=6234063&latLong=42.373767%2C-72.855241&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=APART_HOTEL) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Western+Massachusetts%2C+Massachusetts%2C+United+States+of+America®ionId=6234063&latLong=42.373767%2C-72.855241&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=APARTMENT) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Western+Massachusetts%2C+Massachusetts%2C+United+States+of+America®ionId=6234063&latLong=42.373767%2C-72.855241&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Western+Massachusetts%2C+Massachusetts%2C+United+States+of+America®ionId=6234063&latLong=42.373767%2C-72.855241&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Western+Massachusetts%2C+Massachusetts%2C+United+States+of+America®ionId=6234063&latLong=42.373767%2C-72.855241&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=COTTAGE) Villas [](https://www.expedia.ca/Hotel-Search?destination=Western+Massachusetts%2C+Massachusetts%2C+United+States+of+America®ionId=6234063&latLong=42.373767%2C-72.855241&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Western+Massachusetts%2C+Massachusetts%2C+United+States+of+America®ionId=6234063&latLong=42.373767%2C-72.855241&adults=2&startDate=2026-02-14&d1=2026-02-14&endDate=2026-02-17&d2=2026-02-17&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%2FWestern-Massachusetts-Cottages.d6234063-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWestern-Massachusetts-Cottages.d6234063-aaCottages.Travel-Guide-Accommodation) ## Top Western Massachusetts Hotel Reviews ### Marriott Springfield Downtown 10/10 Excellent "I did not have breakfast at the hotel " [](https://expedia.ca/Springfield-Hotels-Tower-Square-Hotel-Springfield.h6279.Hotel-Information) ### MGM Springfield 10/10 Excellent "Seamless checking and spotless room! " [](https://expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information) ### The Yankee, Trademark Collection by Wyndham 10/10 Excellent "Great stay!" [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ### Berkshire Mountain Lodge 10/10 Excellent "The suites were large. Nice to have separate bedroom. Kitchen with all the basics. Perfect for a getaway " [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ### Red Roof Inn PLUS+ South Deerfield – Amherst 10/10 Excellent "Stop over hotel " [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ### Howard Johnson by Wyndham Springfield 10/10 Excellent "The room was clean.nice bathroom. " [](https://expedia.ca/Springfield-Hotels-Howard-Johnson-By-Wyndham-Springfield.h54940.Hotel-Information) ### Hotel UMass 10/10 Excellent "Great on campus location!" [](https://expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ### Holiday Inn & Suites Pittsfield-Berkshires by IHG 10/10 Excellent "The staff were awesome! Both ladies at the front desk were so nice and accommodating. Would definitely stay there again!" [](https://expedia.ca/Pittsfield-Hotels-Holiday-Inn-Suites-Pittsfield-Berkshires.h2067.Hotel-Information) ### Holiday Inn Express Springfield Downtown by IHG 10/10 Excellent "The room was very clean, amenities were nice, staff was nice" [](https://expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Springfield-Downtown.h18101636.Hotel-Information) ## Find out more about Western Massachusetts ## Western Massachusetts Cottages information | Number of reviews | | | --- | --- | | Accommodation | Cottages | | Lowest Price | | | Highest Price | | ## Frequently asked questions ### How much do cottages in Western Massachusetts cost? > Cottages in Western Massachusetts range between and per night. These stays offer a chance to reconnect with nature — at a price you can afford. 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 Western Massachusetts? > Western Massachusetts has cottages to choose from. Enter your dates and destination and organize your ideal getaway today. ### Why book your cottage in Western Massachusetts with Expedia? > Reserving a cottage in Western Massachusetts is as easy as entering your travel dates and picking your ideal place for a getaway in nature. From luxurious retreats to low-cost stays and cottages that come with perks like a hot tub, Expedia has something for all styles. As for irresistible deals? We've got you covered! ### How can I find cheap cottages in Western Massachusetts? > Expedia can help you easily locate cheap cottages in Western Massachusetts. To lock in your perfect stay in a few clicks, simply use our handy filter tool to tailor your search results by budget, amenities and star rating. ### What is there to do in Western Massachusetts near my cottage? > The most important travel accessory for your Western Massachusetts trip is a well-organized itinerary! [Titanic Museum](https://www.expedia.ca/Titanic-Museum-Springfield.d6070317.Vacation-Attraction), [Springfield Armory](https://www.expedia.ca/Springfield-Armory-Springfield.d6069988.Vacation-Attraction) and [Springfield City Library](https://www.expedia.ca/Springfield-City-Library-Metro-Center.d6070311.Vacation-Attraction) are some of the well-known sights if you're heading to Springfield. West Springfield is also packed with wonderful attractions, such as [Big E](https://www.expedia.ca/Big-E-West-Springfield.d553248621533116953.Vacation-Attraction). Need more travel inspo? Find time for [Eastern States Exposition](https://www.expedia.ca/Eastern-States-Exposition-West-Springfield.d6070273.Vacation-Attraction) and [Olympia Ice Center](https://www.expedia.ca/Olympia-Ice-Center-West-Springfield.d651739847594532864.Vacation-Attraction) too. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [Hotels near Academy of Music Theater](https://www.expedia.ca/Academy-Of-Music-Theater-Hotels.0-l6070271-0.Travel-Guide-Filter-Hotels) - [Spa Hotels in Chester](https://www.expedia.ca/Chester-Hotels-Spa-Hotel.0-0-d6005399-tSpaHotel.Travel-Guide-Filter-Hotels) - [Chester Hotels](https://www.expedia.ca/Chester-Hotels.d6005399.Travel-Guide-Hotels) - [Apartments in Chesterfield](https://www.expedia.ca/Chesterfield-Apartments.d89029-aaApartments.Travel-Guide-Accommodation) - [B&B in Chesterfield](https://www.expedia.ca/Chesterfield-Bed-And-Breakfast.d89029-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Chesterfield](https://www.expedia.ca/Chesterfield-Cabins.d89029-aaCabins.Travel-Guide-Accommodation) - 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