Title: Montgomery Vacation Home Rentals from CA $209: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Montgomery](https://expedia.ca/Montgomery-Hotels.d553248634998832294.Travel-Guide-Hotels)[Vacation Rentals in Montgomery](https://expedia.ca/Montgomery-Vacation-Rentals.d553248634998832294.Travel-Guide-VacationRentals)[Montgomery Car Rentals](https://expedia.ca/Car-Rentals-In-Montgomery.d553248634998832294.Car-Rental-Guide)[Montgomery Vacation Packages](https://expedia.ca/Montgomery.d553248634998832294.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Montgomery 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 [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=553248634998832294&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 two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=553248634998832294&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 one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248634998832294&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=553248634998832294&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Montgomery Vacation Homes ![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) ![Dining](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/d8c590cb.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) ![Exterior](https://images.trvl-media.com/lodging/118000000/117240000/117235800/117235714/w1079h810x0y1-a5b49680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tiny Home with AC and WiFi in lovely Ludlow Ludlow 9.0/10 Wonderful (7) "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 Nov 2 - Nov 3 [](https://www.expedia.ca/Ludlow-Hotels-Tiny-Home-With-AC-And-WiFi-In-Lovely-Ludlow.h117235714.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) ![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) ![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) ![Dining](https://images.trvl-media.com/lodging/112000000/111950000/111942700/111942669/66bc1ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Home in Holyoke with 3 bedrooms Holyoke 9.6/10 Exceptional (10) "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 $181 CA $449 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Holyoke-Hotels-Cozy-Home-In-Holyoke-With-2-Bedrooms.h111942669.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/971a3d83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/399e3171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/3bb66adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112170000/112167200/112167151/7784d91e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Serene Skyway Retreat Windsor Locks 8.8/10 Excellent (11) "This stay was excellent. Full of comfortable amenities. The host made us feel very welcome. My kids enjoyed the selection of video games. This was an excellent experience!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alyssa M. CA $119 CA $400 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Windsor-Locks-Hotels-The-Serene-Skyway-Retreat.h112167151.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) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103140000/103132500/103132417/c3309e2a.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) ![Miscellaneous](https://images.trvl-media.com/lodging/104000000/103140000/103132500/103132417/0b5ff1e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3-bedroom Duplex1 with WiFi, AC in peaceful Springfield 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 $448 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Springfield-Hotels-Cozy-3-Bedroom-Duplex1-With-WiFi.h103132417.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) ![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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/104000000/103130000/103125900/103125864/4afc0a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3-bedroom Duplex2 in beautiful Springfield with WiFi, central AC 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 $448 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Springfield-Hotels-Cozy-3-Bedroom-Duplex2-In-Beautiful-Springfield-With-WiFi.h103125864.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) ![Interior](https://images.trvl-media.com/lodging/111000000/110170000/110169900/110169858/4a6be0fe.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) ### Townhouse with Pool Table - Renovated w/ King Bed 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 $251 CA $536 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Chicopee-Hotels-Townhouse-With-Pool-Table-Renovated-W-King-Bed.h110169858.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/65000000/65000000/64995100/64995073/9b2e1ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/65000000/65000000/64995100/64995073/w4000h2784x0y0-bb69366b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/65000000/65000000/64995100/64995073/0710c12d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/65000000/65000000/64995100/64995073/w4000h2781x0y0-d8141f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PICON COZY Sixteen Acres 7.4/10 Good (69) "This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Linda W. CA $99 CA $231 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Springfield-Hotels-PICON-COZY.h64995073.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34090000/34080200/34080135/e3cded0d.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) ![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) ### The Creation Station is a cozy place so make yourself at home. Easthampton Ma. 10/10 Exceptional (70) "This was our second time staying here and we had a great time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andy L. CA $251 CA $374 total includes taxes & fees Nov 4 - Nov 5 [](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/75000000/74440000/74431000/74430957/ddba05d2.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) ![Exterior](https://images.trvl-media.com/lodging/75000000/74440000/74431000/74430957/c5092ee5.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) ### Quiet 3 BR 1.5 Bath Duplex Near 5 Colleges, Connecticut River, and Hiking Trails Granby 9.4/10 Exceptional (18) "Great overnight stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carrie M. CA $207 CA $372 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Granby-Hotels-Quiet-3-BR-15-Bath-Duplex-Near-5-Colleges.h74430957.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) ![Exterior](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/444ed5bf.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) ![Interior](https://images.trvl-media.com/lodging/111000000/110280000/110277700/110277642/3d11b4c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield Sixteen Acres 8.8/10 Excellent (3) "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 $289 CA $511 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Springfield-Hotels-Charming-Clean-4-Bedroom-House-With-AC-And-WiFi-In-Wonderful-Springfield.h110277642.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) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/116000000/115470000/115470000/115469906/77e07421.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) ![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) ### Dog Friendly A-Frame in the Berkshires! Hike/Ski Appalachian Tr. Walk to lake! Sherwood Forest 10/10 Exceptional (3) "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 $203 CA $526 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Becket-Hotels-Dog-Friendly-A-Frame-In-The-Berkshires-Walk-To-Lake-With-Beach-Access.h115469906.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/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) ![Interior](https://images.trvl-media.com/lodging/115000000/114880000/114878300/114878238/5ffcffb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home in the Woods Russell 10/10 Exceptional (3) "Jessica's spot is adorable and tidy, at the end of a quiet, shady lane, with lots of peace and privacy. It was a hot, muggy weekend but there were 2 window units and extra fans to keep us comfortable. The house is well-appointed—we had a busy schedule and were sad we didn't have a chance to use the lovely outdoor fire pit area. Good communication after a minor mixup. Would definitely stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer F. CA $236 CA $451 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Westfield-Hotels-Home-In-The-Woods.h114878238.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) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/b1bd85bc.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) ![Dining](https://images.trvl-media.com/lodging/105000000/104210000/104205300/104205230/e59491a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Beautiful renovated first floor apartment getaway Forest Park 8.0/10 Very good (2) "We had an amazing time. This property was easy to find and very close to aloy of restaurants and shops! We had amazing chinese food! The apartment felt very homey. I love that it wasnt echo-y like past places I have stayed! I met Rose, the host, and she was super nice. She was very responsive and explained everything I needed to know before I arrived at the property. Also she lives near by and can address any problems or concerns you may have. The photography on the walls were gorgeous, the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deanna F. CA $238 CA $484 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Springfield-Hotels-Newly-Beautiful-Renovated-First-Floor-Apartment-Getaway.h104205230.Hotel-Information) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/32000000/31100000/31095400/31095318/62c9be07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/32000000/31100000/31095400/31095318/cda1802b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31100000/31095400/31095318/55fc6fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31100000/31095400/31095318/b12618d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself! Forest Park 9.8/10 Exceptional (36) "Amazing stay! Conscientious to Tanglewood, and the property is fabulous. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria E. CA $265 CA $446 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Springfield-Hotels-Upscaled-Home-In-A-Quiet-Neighborhood-You-Have-The-Entire-Home-To-Yourself.h31095318.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/cc66b38a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/a5cf8156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/121000000/120160000/120154600/120154530/86b44e68.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/121000000/120160000/120154600/120154530/75abcbc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL. Windsor Locks CA $211 CA $562 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Windsor-Locks-Hotels-Welcome-To-The-Hangar.h120154530.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/dba15cbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/2278baae.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) ![Dining](https://images.trvl-media.com/lodging/106000000/105240000/105230400/105230373/80124d14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring in the Berkshires! Dog friendly, Hot Tub, Hiking, Canoe, Biking Sherwood Forest 9.6/10 Exceptional (8) "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 $223 CA $550 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Becket-Hotels-Dog-Friendly2B1B-In-The-Berkshires-Private-Lake-Community-Whot-Tub-Canoe.h105230373.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121540000/121532900/121532804/daa4f540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121540000/121532900/121532804/3dbb2061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121540000/121532900/121532804/74a8e218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121540000/121532900/121532804/81a01745.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house in beautiful countryside of Cummington, Ma Cummington CA $272 CA $397 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Cummington-Hotels-Charming-2-Bedroom-House-In-Beautiful-Countryside-Of-Cummington.h121532804.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/045435f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/058c7fd2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/be1e6f28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/114000000/113210000/113200800/113200740/8a868c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do East Granby 9.4/10 Exceptional (3) "Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sgt W. CA $379 CA $698 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/East-Granby-Hotels-The-Olde-Tobacco-Barn-East-Granby-Close-To-Airport.h113200740.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/7377fc19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/f63afa55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/0e82b119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19110000/19107300/19107245/af5c0679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Big farmhouse in the foothills of the Berkshires Russell 10/10 Exceptional (141) "Lovely old farmhouse with authentic yet comfortable furnishings. Would recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jon O. CA $279 CA $507 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Russell-Hotels-Big-Farmhouse-In-The-Foothills-Of-The-Berkshires.h19107245.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92010000/92006700/92006650/5ca442e9.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/93000000/92010000/92006700/92006650/9200d0f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/93000000/92010000/92006700/92006650/e29416c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92010000/92006700/92006650/c4ce9c2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic downtown house. Unscented products and sustainability practices. Northampton 10/10 Exceptional (5) "It’s a beautiful home that worked for our stay as a family " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Camilo W. CA $439 CA $843 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Northampton-Hotels-Renovated.h92006650.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=2025-11-13&endDate=2025-11-14®ionId=553248634998832294&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%2FMontgomery-Private-Vacation-Homes.d553248634998832294-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMontgomery-Private-Vacation-Homes.d553248634998832294-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Montgomery Hotel Reviews ![The Ellery](//images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg) ### The Ellery 10/10 Excellent "Great housekeeping. " [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ![Candlewood Suites Windsor Locks Bradley Arpt by IHG](//images.trvl-media.com/lodging/2000000/1620000/1619200/1619197/f7719b06_y.jpg) ### Candlewood Suites Windsor Locks Bradley Arpt by IHG 10/10 Excellent "Could use the walls updated but wa in good repair over all" [](https://expedia.ca/Hartford-Hotels-Candlewood-Suites-Windsor-Locks-Bradley-Arpt.h1619197.Hotel-Information) ![Motel 6 Chicopee, MA - Springfield](//images.trvl-media.com/lodging/1000000/1000000/996200/996151/f5fa8fea_y.jpg) ### Motel 6 Chicopee, MA - Springfield 10/10 Excellent "The room looked dated. But everything else is good. The location is very convenient." [](https://expedia.ca/Springfield-Hotels-Motel-6-Chicopee.h996151.Hotel-Information) ![MGM Springfield](//images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/c76c1f43_y.jpg) ### MGM Springfield 10/10 Excellent "Good" [](https://expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information) ![Hotel UMass](//images.trvl-media.com/lodging/1000000/490000/480800/480785/4e423f91_y.jpg) ### Hotel UMass 10/10 Excellent "Very pleased with accommodations!" [](https://expedia.ca/Springfield-Hotels-Hotel-UMass.h480785.Hotel-Information) ![Motel 6 Windsor Locks, CT - Hartford](//images.trvl-media.com/lodging/1000000/1000000/996400/996399/6063d228_y.jpg) ### Motel 6 Windsor Locks, CT - Hartford 10/10 Excellent "clean room" [](https://expedia.ca/Hartford-Hotels-Motel-6-Windsor-Locks.h996399.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport](//images.trvl-media.com/lodging/1000000/50000/50000/49978/13428cf5_y.jpg) ### La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport 10/10 Excellent "Cleanliness " [](https://expedia.ca/Hartford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Hartford-Bradley-Airport.h49978.Hotel-Information) ![Sheraton Hartford Hotel at Bradley Airport](//images.trvl-media.com/lodging/1000000/10000/4700/4632/c8edc11d_y.jpg) ### Sheraton Hartford Hotel at Bradley Airport 10/10 Excellent "Very safe, convenient, clean place to stay; current construction caused confusion trying to unload and check-in with blocked drive in. Remodeling also put undue pressure on wait staff with temporary dining area. However, staff at checkin and especially in the restaurant are super competent and super friendly." [](https://expedia.ca/Hartford-Hotels-Sheraton-Hartford-Hotel-At-Bradley-Airport.h4632.Hotel-Information) ![D. Hotel Suites & Spa](//images.trvl-media.com/lodging/1000000/850000/849400/849303/5f3c4e34_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "Always love the D hotel!!! It’s such a hidden gem " [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ## Find out more about Montgomery ## Montgomery Vacation Homes information | Number of reviews | 415 | | --- | --- | | Accommodation | 161 Vacation Homes | | Lowest Price | CA $209 | | Highest Price | CA $843 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [B&B in Blandford](https://www.expedia.ca/Blandford-Bed-And-Breakfast.d80625-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Blandford](https://www.expedia.ca/Blandford-Hotels-Cheap-Hotels.0-0-d80625-tCheapHotels.Travel-Guide-Filter-Hotels) - [Blandford Hotels](https://www.expedia.ca/Blandford-Hotels.d80625.Travel-Guide-Hotels) - [Inns in Blandford](https://www.expedia.ca/Blandford-Inns.d80625-aaInns.Travel-Guide-Accommodation) - [Motels in Blandford](https://www.expedia.ca/Blandford-Motels.d80625-aaMotels.Travel-Guide-Accommodation) - 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