Title: Hampshire County Condo Rentals from CA $414 | Expedia.ca [Hampshire County Hotels](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Hotel-Destinations)[Vacation Rentals in Hampshire County](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Vacation-Rental-Destinations)[Hampshire County Car Rentals](https://expedia.ca/Destinations-In-Hampshire-County.d3000443223.Car-Rental-Destinations)[Hampshire County Vacations](https://expedia.ca/Hampshire-County.d3000443223.Destination-Travel-Guides) ![A6F6E7 AJ9295, Amherst, MA, Massachusetts. Image shot 2001. Exact date unknown.](https://images.trvl-media.com/place/5948/569d230b-3607-47ff-9901-d170437ab921.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/5948/569d230b-3607-47ff-9901-d170437ab921.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 22 - May 24](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 19 - Jun 21](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 17 - Jul 19](https://www.expedia.ca/Hotel-Search?regionId=3000443223&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Cities in Hampshire County ![Aerial panorama of Northampton, Massachusetts, United States on a beautiful day](https://images.trvl-media.com/place/9187/917550ce-43af-4520-8cbc-1ca34d23a90b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Northampton [](https://expedia.ca/Northampton-Condos.d9187-aaCondos.Travel-Guide-Accommodation) ![Fall foliage with the Greater Amherst, Massachusetts urban landscape in the distance](https://images.trvl-media.com/place/5948/3d672e1c-d44b-4fb6-9acd-3c21c3376091.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Amherst [](https://expedia.ca/Amherst-Condos.d5948-aaCondos.Travel-Guide-Accommodation) ![](https://images.trvl-media.com/place/11961/880d2017-bf54-4fbb-adac-6f7ae0031c12.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Hadley [](https://expedia.ca/Hadley-Condos.d11961-aaCondos.Travel-Guide-Accommodation) ![Aerial panorama view of Easthampton, Massachusetts, United States](https://images.trvl-media.com/place/6005401/fdd75d8d-10f1-4a59-8753-60ae9fcf634d.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Easthampton [](https://expedia.ca/Easthampton-Condos.d6005401-aaCondos.Travel-Guide-Accommodation) ![](https://images.trvl-media.com/place/6747/8e138418-ca29-486d-b3e0-877557e390f3.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### South Hadley [](https://expedia.ca/South-Hadley-Condos.d6747-aaCondos.Travel-Guide-Accommodation) ![Fall colors through the trees](https://images.trvl-media.com/place/6005419/6a103a6f-89a3-45b3-a375-ee4504b0214b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Southampton [](https://expedia.ca/Southampton-Condos.d6005419-aaCondos.Travel-Guide-Accommodation) ## Our top choices for Hampshire County condo rentals ![A heated pool](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/493ce049.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/1b5c2068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video games, DVD player, table tennis](https://images.trvl-media.com/lodging/111000000/110320000/110311200/110311175/54bf77ec.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/111000000/110320000/110311200/110311175/17e59565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Club Wyndham Bentley Brook Resort - 2 Bedroom [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h110311175.Hotel-Information) Hancock 8.8/10 Excellent (9 reviews) "Great spot for family ski trip. Location was great. Condo and amenities were great. Overall super happy and would stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ellamae G. [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook-Resort-2-Bedroom.h110311175.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/9e50f1f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/1332cd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/ae75dac8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95480000/95472300/95472240/b1af2160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT LOFT! IN the HEART of JIMINY PEAK VILLAGE! LIFT and MT. VIEWS! [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h95472240.Hotel-Information) Hancock 10/10 Exceptional (16 reviews) "Perfect spot to relax!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tisha C. [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h95472240.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/e2d5b928.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/9d85af68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/w1302h976x0y0-a5f6c1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112060000/112056600/112056501/w1300h976x2y0-df8565d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-Friendly Mountain Retreat at Jiminy Peak, ski on/off, fitness, pool [](https://www.expedia.ca/Hancock-Hotels-Family-Friendly-Mountain-Retreat-At-Jiminy-Peak.h112056501.Hotel-Information) Hancock 10/10 Exceptional (8 reviews) "Good base for Berkshires, responsive host, good rates, secure." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert [](https://www.expedia.ca/Hancock-Hotels-Family-Friendly-Mountain-Retreat-At-Jiminy-Peak.h112056501.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/3e2af0e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Gift shop](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/87c90776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/34492d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111670000/111663300/111663271/c1de7213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Condo Mountain Views At Jiminy Peak- Sleeps 7 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) Hancock 7.6/10 Good (13 reviews) "Perfect spot for Mountain Adventures, property was well equipped with comfortable necessities. It was very clean and spacious for six people, 3 adults and 3 young boys. We would definitely stay again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) PK N. CA $190 CA $470 total includes taxes & fees Apr 1 - Apr 2 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Condo-Mountain-Views-At-Jiminy-Peak-Sleeps-7.h111663271.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/9c584984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/198d536d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/w1170h870x0y0-ad76d082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/75000000/74710000/74703700/74703683/w1170h846x0y0-b5c1c36e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski In & Ski Out - Deluxe 1 Bedroom Condo Sleeps 5 [](https://www.expedia.ca/Hancock-Hotels-Ski-In-Ski-Out-Deluxe-1-Bedroom-Condo.h74703683.Hotel-Information) Hancock 9.8/10 Exceptional (7 reviews) "We love Jiminy Peak and having a week at a ski-in, ski-out unit was fantastic. We skied back for lunch and skied back out for the afternoon; skied in for a quick dinner and the boys skied back out for night skiing. Terrific location! Kitchen was clean and serviceable (no oven but two burners, sink, dishwasher, microwave, and toaster) and beds were good. Everything was easy... check in, check out, so smooth. A great time was had by all!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mimi S. [](https://www.expedia.ca/Hancock-Hotels-Ski-In-Ski-Out-Deluxe-1-Bedroom-Condo.h74703683.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/w1656h1242x0y0-1afe4a3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/992a9c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/53230bb8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/79000000/78360000/78357200/78357134/w3492h2618x0y0-81f3d3a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 2 [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h78357134.Hotel-Information) Hancock 9.8/10 Exceptional (39 reviews) "Great location and fabulous host, very helpful and kind." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard H. [](https://www.expedia.ca/Hancock-Hotels-SKI-IN.h78357134.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/e2552b62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/b5adc5ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/w1304h976x0y0-6793a9df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112050000/112048700/112048690/b9e96575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to the Heart of Jiminy Peak: Country Inn condo with full kitchen, 2 bths [](https://www.expedia.ca/Hancock-Hotels-Escape-To-The-Heart-Of-Jiminy-Peak-Ski-InSki-Out-Apartment-With-Stunning-Views.h112048690.Hotel-Information) Hancock 10/10 Exceptional (3 reviews) "we had an amazing time. The room is great and the location is perfect. If you’re skiing love having our own parking section love the proximity to the mountain. Love the size and space of the room. Everything is really well taken care of. Also host with extremely responsive to any requests of things that we still needed and we’re super helpful Everything a great VRBO rental should be. thank you so much for a wonderful stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul Y. [](https://www.expedia.ca/Hancock-Hotels-Escape-To-The-Heart-Of-Jiminy-Peak-Ski-InSki-Out-Apartment-With-Stunning-Views.h112048690.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/2721d618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/w3156h2368x0y0-e31f5cf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/984f9cbd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66550000/66542300/66542211/4a818b9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SKI-IN, SKI-OUT! LIFT and MT. VIEWS UNBEATABLE LOCATION for ALL SEASONS! Unit 1 [](https://www.expedia.ca/Hancock-Hotels-Ski-In.h66542211.Hotel-Information) Hancock 10/10 Exceptional (43 reviews) "3rd time staying here. The host is great, the place is clean, and the location couldn't be better!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan H. [](https://www.expedia.ca/Hancock-Hotels-Ski-In.h66542211.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/2a7da31c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/f644198b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/72689c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89990000/89988500/89988465/3335e1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-In/Ski-Out at Jiminy Peak in the Country Inn [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-At-Jiminy-Peak-In-The-Country-Inn.h89988465.Hotel-Information) Hancock 9.2/10 Wonderful (29 reviews) "We had a great experience with this rental. Nice location for skiing on and off the mountain and close to the heart of the ski facility. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicole S. [](https://www.expedia.ca/Hancock-Hotels-Ski-InSki-Out-At-Jiminy-Peak-In-The-Country-Inn.h89988465.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/e23fc203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/ac18f3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/8eb29fb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23320000/23314900/23314836/abdd7083.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3 BR+ 4level WINTER SKI RENTAL LOOKING 4 SEASONAL RENTER 1 MILE OFF OF JIMINEY [](https://www.expedia.ca/Lanesborough-Hotels-4-Level-WINTER-SKI-RENTAL-LOOKING-4-SEASONAL-RENTER-1-MILE-OFF-SLOPES-OF-JIMINEY.h23314836.Hotel-Information) Hancock 9.6/10 Exceptional (17 reviews) "Perfect place for our annual ski-cation. Great accommodations minutes from Jiminy Peak. Equipped with everything you need for a great vacation!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy S. [](https://www.expedia.ca/Lanesborough-Hotels-4-Level-WINTER-SKI-RENTAL-LOOKING-4-SEASONAL-RENTER-1-MILE-OFF-SLOPES-OF-JIMINEY.h23314836.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/589cb0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/5367ea15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/ab36cb2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593874/87e42554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquil Lakeside Escape in the Berkshires [](https://www.expedia.ca/Lenox-Hotels-Tranquil-Lakeside-Escape-In-The-Berkshires.h116593874.Hotel-Information) Lenox 10/10 Exceptional (1 review) "perfect location to go everywhere in the Berkshires" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Edward G. [](https://www.expedia.ca/Lenox-Hotels-Tranquil-Lakeside-Escape-In-The-Berkshires.h116593874.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/cdf98da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/912ebb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/7ca2d407.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118090000/118080600/118080540/0b131f87_edited_aacc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 BR Jiminy Peak w Mountain View Sleeps 7 Gorgeous [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) Hancock 9.4/10 Exceptional (3 reviews) "Good stay. Convenient to ski slopes. Thankful for Pet Friendly." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim H. CA $190 CA $414 total includes taxes & fees Mar 30 - Mar 31 [](https://www.expedia.ca/Hancock-Hotels-2-BR-Jiminy-Peak-W-Mountain-View-Sleeps-7-Gorgeous.h118080540.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/124000000/123350000/123345800/123345725/w3840h2558x0y2-9a8b745a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/124000000/123350000/123345800/123345725/ab8c0ddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/124000000/123350000/123345800/123345725/fbc9d1f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/124000000/123350000/123345800/123345725/a021e93e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nurse-Ready Studio Retreat! 2 Mi to Dtwn Holyoke [](https://www.expedia.ca/Holyoke-Hotels-Studio-Near-Holyoke-Medical-Center-Free-WiFi.h123345725.Hotel-Information) Holyoke 10/10 Exceptional (2 reviews) "The studio was clean, new and modern. There are no windows so it was dark and quiet to sleep. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle [](https://www.expedia.ca/Holyoke-Hotels-Studio-Near-Holyoke-Medical-Center-Free-WiFi.h123345725.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/d1155757.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/3996a0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/d9b772da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116600000/116593900/116593867/dba923f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful 1BR Condo with Pond View [](https://www.expedia.ca/Lenox-Hotels-Peaceful-1BR-Condo-With-Pond-View.h116593867.Hotel-Information) Lenox 8.0/10 Very good (2 reviews) "Beautiful grounds and views and so close to Tanglewood! We had a great time. Apartment was clean and very private. It was quiet and quaint.The only issue I should mention is the carpeting; seemed a bit dump and not very appealing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria C. [](https://www.expedia.ca/Lenox-Hotels-Peaceful-1BR-Condo-With-Pond-View.h116593867.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/118000000/117230000/117220500/117220449/2614fbf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/118000000/117230000/117220500/117220449/ba35cba4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117230000/117220500/117220449/cd8ed0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, eco-friendly toiletries, towels, soap](https://images.trvl-media.com/lodging/118000000/117230000/117220500/117220449/edfec0ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom condo with WiFi in Williamstown, MA [](https://www.expedia.ca/Williamstown-Hotels-Charming-3-Bedroom-Condo-With-WiFi-In-Williamstown.h117220449.Hotel-Information) Williamstown [](https://www.expedia.ca/Williamstown-Hotels-Charming-3-Bedroom-Condo-With-WiFi-In-Williamstown.h117220449.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/71000000/70550000/70542800/70542756/38977cb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70550000/70542800/70542756/76d4f637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/71000000/70550000/70542800/70542756/18def257.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70550000/70542800/70542756/9133d105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h70542756.Hotel-Information) Hancock 10/10 Exceptional (5 reviews) "Staff and services were outstanding. Great family gathering." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gerard D. [](https://www.expedia.ca/Hancock-Hotels-Club-Wyndham-Bentley-Brook.h70542756.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/ee219097.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/71000000/70580000/70570900/70570807/3e7063b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/b0766675.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70580000/70570900/70570807/55105600.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook [](https://www.expedia.ca/Hancock-Hotels-The-Berkshires-Jiminy-Mountains-Club-Wyndham-Bentley-Brook.h70570807.Hotel-Information) Hancock 10/10 Exceptional (14 reviews) "Great location, all the amenities were available to us. Right on the base of the mountain. Thx for the stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) lauren t. [](https://www.expedia.ca/Hancock-Hotels-The-Berkshires-Jiminy-Mountains-Club-Wyndham-Bentley-Brook.h70570807.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/71000000/70760000/70758800/70758722/7e311ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/71000000/70760000/70758800/70758722/2fb02413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/71000000/70760000/70758800/70758722/695c659c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/71000000/70760000/70758800/70758722/c372ae2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Berkshire's Jiminy Mountain's Club Wyndham Bentley Brook [](https://www.expedia.ca/Hancock-Hotels-Condo.h70758722.Hotel-Information) Hancock 8.8/10 Excellent (5 reviews) "Staying at the Wyndham made is so easy for us while we were there skiing. The property is right on the slopes and offers a lot of amenities." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrew B. [](https://www.expedia.ca/Hancock-Hotels-Condo.h70758722.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116190000/116185300/116185237/4d7969fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116190000/116185300/116185237/7cf316eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116190000/116185300/116185237/767ae9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/117000000/116190000/116185300/116185237/9e4deb5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thanksgiving Mountain Lodge, Mass.- 1 BR 1 Ba. Bousquet Mt Ski 11/26-11/29/2025 [](https://www.expedia.ca/Pittsfield-Hotels-Thanksgiving-In-Pittsfield.h116185237.Hotel-Information) Pittsfield 8.0/10 Very good (1 review) "Convenient location. Noisy guests in room above ours. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anne C. [](https://www.expedia.ca/Pittsfield-Hotels-Thanksgiving-In-Pittsfield.h116185237.Hotel-Information) ![TV, DVD player, video library](https://images.trvl-media.com/lodging/49000000/48380000/48379000/48378934/38541b45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/49000000/48380000/48379000/48378934/27c20cc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/49000000/48380000/48379000/48378934/9bb18636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/49000000/48380000/48379000/48378934/2ca35f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### IN/OUT SKIING CONDO , POOL, MOVIE THEATER/ KIDS ACTIVITIES [](https://www.expedia.ca/Hancock-Hotels-Inout-Skiing-Condo.h48378934.Hotel-Information) Hancock 10/10 Exceptional (3 reviews) "Our family all met at Jiminy Peak and stayed in this wonderful condo. It was as exactly as advertised, a true ski in & ski out at the base of the mountain. Check in was easy and we were very happy with this beautiful, clean and convenient condo. We had someone sleeping on the pull out couch, finding the sheets was very easy and he said it was comfortable!!! We had a great weekend and plan to stay here again next year!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) JoAnn L. [](https://www.expedia.ca/Hancock-Hotels-Inout-Skiing-Condo.h48378934.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=2026-04-12&endDate=2026-04-13®ionId=3000443223&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=VACATION_HOME) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Hampshire+County%2C+Massachusetts%2C+United+States+of+America®ionId=3000443223&latLong=42.317899%2C-72.631101&adults=2&startDate=2026-06-27&d1=2026-06-27&endDate=2026-06-30&d2=2026-06-30&lodging=VILLA) ![](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%2FHampshire-County-Condos.d3000443223-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FHampshire-County-Condos.d3000443223-aaCondos.Travel-Guide-Accommodation) ## Top Hampshire County Hotel Reviews ![D. Hotel Suites & Spa](https://images.trvl-media.com/lodging/1000000/850000/849400/849303/8974a65a_y.jpg) ### D. Hotel Suites & Spa 10/10 Excellent "No complaints." [](https://expedia.ca/Springfield-Hotels-D-Hotel-Suites-Spa.h849303.Hotel-Information) ![Berkshires Untold](https://images.trvl-media.com/lodging/77000000/76300000/76297700/76297618/3d64e1fb_y.jpg) ### Berkshires Untold 10/10 Excellent "I spent 2 lovely nights here on my way through the Berkshires. Everyone was so kind, helpful and professional. Flatbread was delicious and a cup of tea in the cozy fire nook was perfect. " [](https://expedia.ca/Lenox-Hotels-Berkshires-Untold.h76297618.Hotel-Information) ![MGM Springfield](https://images.trvl-media.com/lodging/28000000/27670000/27664900/27664860/6589d0b2_y.jpg) ### MGM Springfield 6/10 Okay "No breakfast" [](https://expedia.ca/Springfield-Hotels-MGM-Springfield.h27664860.Hotel-Information) ![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/143e42a0_y.jpg) ### The Ellery 10/10 Excellent "Quaint hotel fo my stay in Northampton!" [](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information) ![Comfort Inn & Suites Hadley - Amherst](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/f0e51cc3_y.jpg) ### Comfort Inn & Suites Hadley - Amherst 8/10 Good "Second time at this hotel since November. Staff is pleasant. The room is clean and I appreciate that. I did not have body wash provided in my room, and used bar soap, which I dislike. In November the pool was cold. This visit I was informed that the hot tub wasn't working, so I did not use the pool. Parking is safe and easy. The access to the hotel from Rt 116 is easy, finding it from Russell St is a little challenge. " [](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information) ![Holiday Inn Express & Suites Bradley Airport by IHG](https://images.trvl-media.com/lodging/2000000/1540000/1536000/1535956/c57c2497_y.jpg) ### Holiday Inn Express & Suites Bradley Airport by IHG 4/10 Poor "Clean room but the thermostat did not work properly and it was very noisy and then I had to take the Shuttle was told to be out at 3:10 but the Shuttle actually didn’t come until 420 was almost late for my flight " [](https://expedia.ca/Hartford-Hotels-Holiday-Inn-Express-Suites-Bradley-Airport.h1535956.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/50000/50000/49978/4f68f148_y.jpg) ### La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport 10/10 Excellent "Everything good !!" [](https://expedia.ca/Hartford-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Hartford-Bradley-Airport.h49978.Hotel-Information) ![Publick House Historic Inn and Country Motor Lodge](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/b76d5e91_y.jpg) ### Publick House Historic Inn and Country Motor Lodge 8/10 Good "We were just there to sleep, got in late, left early. Beds were really comfortable and really nice pillows. Beds and bathroom really clean. We had a pet friendly room, which is nice to have as we had our dog. But room did smell of dog, and carpet not too fresh. Still all in all would stay again" [](https://expedia.ca/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information) ![DoubleTree by Hilton Hartford - Bradley Airport](https://images.trvl-media.com/lodging/1000000/20000/14500/14480/b2f4d31b_y.jpg) ### DoubleTree by Hilton Hartford - Bradley Airport 8/10 Good "Shuttle driver was great! Room was clean and gently used. Front desk staff was very friendly and welcoming. I ordered room service and food was very good. " [](https://expedia.ca/Hartford-Hotels-DoubleTree-By-Hilton-Hartford-Bradley-Airport.h14480.Hotel-Information) ## Find out more about Hampshire County ## Hampshire County Condo Rentals information | Number of reviews | 194 | | ----------------- | ---------------- | | Accommodation | 52 Condo Rentals | | Lowest Price | CA $414 | | Highest Price | CA $470 | ## Frequently asked questions ### Why book your condo in Hampshire County with Expedia? ### How can I find cheap condos in Hampshire County? ## 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) - [Hotels near Amherst Golf Course ](https://www.expedia.ca/Amherst-Golf-Course-Hotels.0-l553248621563221012-0.Travel-Guide-Filter-Hotels) - [Beach Hotel Hotels in Amherst ](https://www.expedia.ca/Amherst-Hotels-Beach-Hotel.0-0-d5948-tBeachHotel.Travel-Guide-Filter-Hotels) - 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