Title: Western Massachusetts Vacation Home Rentals from CA $209: Search Top Private Vacation Homes for Rent | 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) ![Turners Falls which includes a river or creek and autumn leaves](https://images.trvl-media.com/place/6005422/82beaa09-30f5-4568-8d03-daae3b68c582.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Western Massachusetts Vacation 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 Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6234063&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) In two weeks [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6234063&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) In one month [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6234063&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6234063&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) ## Browse Select Western Massachusetts Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/w1079h810x0y1-a5b49680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/d8c590cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/c94d091e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/73ba4c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Ludlow 8.4/10 Very good (8) "Good stay for an overnight in the area, location was a little tricky to find at night but once I did it was easy to get in. Had all the amenities needed for a short stay and is near the highway for quick on and off." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew H. CA $110 CA $209 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Ludlow-Hotels-Tiny-Home-With-AC-And-WiFi-In-Lovely-Ludlow.h117235714.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/ecdea449.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ![Exterior](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/51a25809.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/162d61f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sherwood Forest 10/10 Exceptional (4) "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 $204 CA $528 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/79a253e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/d695e72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/512b2604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/01ff54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Greenfield 10/10 Exceptional (45) "Our stay was so amazing. The hosts were wonderul and really adapatable to our family needs." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Wendy M. CA $162 CA $283 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103140000/103132500/103132417/4697b9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/104000000/103140000/103132500/103132417/0b5ff1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103140000/103132500/103132417/b6ed4653.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103140000/103132500/103132417/e0a15e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Boston Road 9.2/10 Wonderful (13) "Location was perfect for us; 10 minutes from family. Host was responsive; we had a lovely stay in Springfield." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth P. CA $176 CA $449 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Springfield-Hotels-Cozy-3-Bedroom-Duplex1-With-WiFi.h103132417.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/5dc2bebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/12b81391.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90260000/90251100/90251080/f0c8191e.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/91000000/90260000/90251100/90251080/ade792b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Florida 10/10 Exceptional (4) "Place was super clean. Beds were comfortable. Location was great." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tristan e. CA $257 CA $475 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/North-Adams-Hotels-Florida-Mountain-Log-Cabin.h90251080.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/271afff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/d4ae0376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/219f247f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/3219fa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Holyoke 9.8/10 Exceptional (12) "What a great house and such gracious hosts!The location is just minutes from Mount Holyoke College which was perfect for our trip Super clean and well maintained house. I highly recommend staying here." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric W. CA $182 CA $450 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Holyoke-Hotels-Cozy-Home-In-Holyoke-With-2-Bedrooms.h111942669.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/af01e53f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/c04d3199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/347359ba.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) ### Vacation Home in Sherwood Forest 9.6/10 Exceptional (10) "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 $224 CA $529 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/104000000/103130000/103125900/103125864/94196cbb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103130000/103125900/103125864/f38430da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103130000/103125900/103125864/46912d68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/104000000/103130000/103125900/103125864/70e7be79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Boston Road 9.0/10 Wonderful (10) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angelina O. CA $176 CA $449 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Springfield-Hotels-Cozy-3-Bedroom-Duplex2-In-Beautiful-Springfield-With-WiFi.h103125864.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/08d859c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/73d09dd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, music library, video library](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/d59ece13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/c74cafb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Easthampton Ma. 10/10 Exceptional (72) "The place is wonderful. Our 2nd visit and will be back. Has everything you need and then some. For us its centrally located so more family came for day trips. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Connie P. CA $252 CA $387 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Easthampton-Hotels-The-Creation-Station-Is-A-Cozy-Place-So-Make-Yourself-At-Home.h34080135.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/7cdb6da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/0de209fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/e59491a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/0bb89cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Forest Park 8.8/10 Excellent (3) "This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa A. CA $233 CA $477 total includes taxes & fees Dec 9 - Dec 10 [](https://www.expedia.ca/Springfield-Hotels-Newly-Beautiful-Renovated-First-Floor-Apartment-Getaway.h104205230.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/f01b2eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/7d179dad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/e597dbad.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/111000000/110170000/110169900/110169858/d5a3643f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Chicopee 10/10 Exceptional (11) "The townhouse was perfect for our short trip. It was located close to everything we needed. The house was as described and we would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt G. CA $252 CA $538 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Chicopee-Hotels-Townhouse-With-Pool-Table-Renovated-W-King-Bed.h110169858.Hotel-Information) ![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) ![Exterior](https://images.trvl-media.com/lodging/85000000/84680000/84672900/84672833/e0f691bb.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) ![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) ### Vacation Home in Great Barrington 9.8/10 Exceptional (25) "Enjoyed our stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Fred W. CA $227 CA $380 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Great-Barrington-Hotels-Home-In-Great-Barrington.h84672833.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114880000/114878300/114878238/abcd3f54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114880000/114878300/114878238/5ffcffb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114880000/114878300/114878238/w5278h3491x0y0-d48a63f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/115000000/114880000/114878300/114878238/e6df39fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Russell 10/10 Exceptional (3) "We really enjoyed our stay at the Home in the Woods. We stayed for 1 night on the way to Amherst for a graduation. The home is very cozy and clean. Jessica was easy to communicate with and the check-in/check out process was simple. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Travis H. CA $236 CA $449 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Westfield-Hotels-Home-In-The-Woods.h114878238.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113520000/113519100/113519074/78692cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113520000/113519100/113519074/a2e76ef3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113520000/113519100/113519074/1e124241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113520000/113519100/113519074/3d011b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Colrain 10/10 Exceptional (4) "This place was great! Even though it was raining we enjoyed the hot tub! It was super clean and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) KayKay S. CA $225 CA $509 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Colrain-Hotels-Couples-2-Bedroom-Retreat-Hot-Tub-Air-Hockey-Close-To-ShelburneFalls.h113519074.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/2eb473c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/ba18a7c0_edited_869d.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/111000000/110280000/110277700/110277642/4a3a9396.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/444ed5bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Sixteen Acres 9.0/10 Wonderful (4) "Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren H. CA $290 CA $505 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Springfield-Hotels-Charming-Clean-4-Bedroom-House-With-AC-And-WiFi-In-Wonderful-Springfield.h110277642.Hotel-Information) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1316h878x2y2-5fcc2e9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/1183d1cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1316h879x2y3-65b770cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/123000000/122420000/122414000/122413946/w1316h875x2y0-498e827c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Chicopee CA $168 CA $473 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Chicopee-Hotels-Welcoming-3-Bedroom-House-Gardner-Home.h122413946.Hotel-Information) ![Game room](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/406cc767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/862ec0e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, eco-friendly cleaning products](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/780d89c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/121000000/120310000/120304900/120304823/59edf6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Great Barrington 9.4/10 Exceptional (6) CA $283 CA $416 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Great-Barrington-Hotels-Cozy-Riverfront-Escape-In-Great-Barrington-Whiskers-On-The-Water.h120304823.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w907h683x58y0-59aad182.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w510h683x258y0-04b5e846.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w919h683x60y0-f3238385.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60770000/60763800/60763766/w507h683x259y0-1d5f8c7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Williamstown 9.2/10 Wonderful (24) "The cottage was the perfect accommodations for our overnight stay in town for a funeral. Thank you Claudia. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary Alice H. CA $284 CA $631 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Williamstown-Hotels-Vacation-Getaway-Or-Remote-Workschool-Location.h60763766.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102020000/102018300/102018223/6339dfc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102020000/102018300/102018223/333900eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102020000/102018300/102018223/ac2c5f84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102020000/102018300/102018223/3bd0d6d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Housatonic 10/10 Exceptional (3) "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 $189 CA $339 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Housatonic-Hotels-Sweet-Cozy-Victorian-In-Housatonic-Close-To-Everything.h102018223.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74440000/74431000/74430957/ddba05d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74440000/74431000/74430957/4800b3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74440000/74431000/74430957/c5092ee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74440000/74431000/74430957/d926c08d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Granby 9.4/10 Exceptional (20) "Great overnight stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie M. CA $208 CA $376 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Granby-Hotels-Quiet-3-BR-15-Bath-Duplex-Near-5-Colleges.h74430957.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=2025-12-16&endDate=2025-12-17®ionId=6234063&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AA_BF_PROMO_6234063) ![](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-Private-Vacation-Homes.d6234063-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWestern-Massachusetts-Private-Vacation-Homes.d6234063-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Western Massachusetts Hotel Reviews ![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg) ### Berkshire Mountain Lodge 10/10 Excellent "Friendly staff, room was very clean. Pool area well maintained. Overall a great place to stay" [](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information) ![Hotel UMass](https://images.trvl-media.com/lodging/1000000/490000/480800/480785/4e423f91_y.jpg) ### Hotel UMass 10/10 Excellent "Clean room. Friendly staff at check in and out " [](https://expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ![Hotel Downstreet, an Ascend Collection Hotel](https://images.trvl-media.com/lodging/1000000/10000/3000/2943/73bb1216_y.jpg) ### Hotel Downstreet, an Ascend Collection Hotel 10/10 Excellent "Great property, nice staff, lovely rooms, awesome location." [](https://expedia.ca/North-Adams-Hotels-Holiday-Inn-Berkshires.h2943.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 "Everything was a great experience " [](https://expedia.ca/Lenox-Hotels-Yankee-Inn.h54944.Hotel-Information) ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "Friendly welcoming staff, clean comfortable room, nice breakfast. " [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Springfield MA](https://images.trvl-media.com/lodging/1000000/20000/18100/18056/71c77a60_y.jpg) ### La Quinta Inn & Suites by Wyndham Springfield MA 10/10 Excellent "Newly renovated 11th floor suite was excellent. I will have to return for a longer stay." [](https://expedia.ca/Springfield-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Springfield-MA.h18056.Hotel-Information) ![Red Roof Inn PLUS+ South Deerfield – Amherst](https://images.trvl-media.com/lodging/1000000/790000/789000/788985/20ee398b_y.jpg) ### Red Roof Inn PLUS+ South Deerfield – Amherst 10/10 Excellent "Great" [](https://expedia.ca/South-Deerfield-Hotels-Red-Roof-Inn-PLUS-South-Deerfield-Amherst.h788985.Hotel-Information) ![Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG](https://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 "Great" [](https://expedia.ca/South-Lee-Hotels-Holiday-Inn-Club-Vacations-Oak-N-Spruce-Resort.h20875006.Hotel-Information) ![Inn on Boltwood](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f10073da_y.jpg) ### Inn on Boltwood 10/10 Excellent "Amazing Fall weekend in New England! The comfort and coziness of this "inn" was beyond exceptional. Fireplaces burning, complimentary cider donuts, hot tea in the rooms, and the weekly Farmers Market on the square right as you step out the front door made for a delightful stay. 10/10 recommend. Hope to be back for a future visit. " [](https://expedia.ca/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information) ## Find out more about Western Massachusetts ## Western Massachusetts Vacation Homes information | Number of reviews | 269 | | --- | --- | | Accommodation | 442 Vacation Homes | | Lowest Price | CA $209 | | Highest Price | CA $631 | ## 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) - 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