Title: Pittsfield Condo Rentals from CA $235 | Expedia.ca [Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d184066.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d184066.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d184066.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Condos Rentals in Pittsfield from CA $235 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Condo Rentals ## Our top choices for Pittsfield condo rentals ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33140000/33137800/33137739/8405d052.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior detail](https://images.trvl-media.com/lodging/34000000/33140000/33137800/33137739/c27112ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33140000/33137800/33137739/90-43f8c5f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33140000/33137800/33137739/dcc668dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Great King Bed studio, close to lifts, spa, indoor pool and great restaurants! Killington 9.0/10 Wonderful (54) "Cozy but all the amenities, great location" CA $118 CA $235 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Killington-Hotels-Great-King-Bed-Studio.h33137739.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66390000/66381100/66381093/5c5a47e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66390000/66381100/66381093/w1199h761x0y0-b7ec5592.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/67000000/66390000/66381100/66381093/w1200h870x0y1-2f8be29f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/67000000/66390000/66381100/66381093/w1199h859x1y1-f3a5695b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Spacious Condo at Killington Resort Killington 9.8/10 Exceptional (39) "Very cozy and comfortable. We loved tge fire place!" [](https://www.expedia.ca/Killington-Hotels-Beautiful-Ski-On-Ski-Off-Spacious-Condo-At-Killington-Resort.h66381093.Hotel-Information) ![Living area](https://images.trvl-media.com/lodging/113000000/112530000/112525800/112525715/7eb69101.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/113000000/112530000/112525800/112525715/f34eee74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/113000000/112530000/112525800/112525715/94af8628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/113000000/112530000/112525800/112525715/c5fe2f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Sapphire Killington 9.2/10 Wonderful (7) "Everything we needed to enjoy your family trip!" [](https://www.expedia.ca/Killington-Hotels-Killington-Sapphire.h112525715.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95780000/95778300/95778268/4f372106.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95780000/95778300/95778268/f21b441a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/96000000/95780000/95778300/95778268/256fa8a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95780000/95778300/95778268/e45c8524.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Trail Creek 75 | Condo in Killington Killington 9.8/10 Exceptional (16) "Very affodrable charming 2 bedroom that accomodated our family perfectly. We enjoyed the use of the indoor pool, hot tub and game room. We will be be back!" [](https://www.expedia.ca/Killington-Hotels-Trail-Creek-75-Condo-In-Killington.h95778268.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71710000/71702200/71702166/82c142ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/72000000/71710000/71702200/71702166/w1542h986x0y0-f28627de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71710000/71702200/71702166/d49e1e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71710000/71702200/71702166/6cfc25ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Large One Bedroom Mountain Side Killington 9.2/10 Wonderful (10) "We had a great time staying here. We could not be happier with the location in relation to the closeness to the slopes. The pool and sauna were a great bonus! We would def stay here again." [](https://www.expedia.ca/Killington-Hotels-Large-One-Bedroom-Mountain-Side.h71702166.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/59000000/58750000/58744500/58744484/c0e222cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/59000000/58750000/58744500/58744484/7a6122f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/59000000/58750000/58744500/58744484/92ef79ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/59000000/58750000/58744500/58744484/a25b64c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Trailside! Bike + Ski On/Off. Closest unit to hot tub, lift, hotel & trail! Killington 10/10 Exceptional (57) "We had a great time at this condo! It was very comfortable and clean. Would stay there again." [](https://www.expedia.ca/Killington-Hotels-Luxe-Trailside-Bike-Ski-OnOff-Closest-Unit-To-Hot-Tub.h58744484.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109342200/109342148/16c3ff69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/110000000/109350000/109342200/109342148/049ac18a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109350000/109342200/109342148/73b65e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109342200/109342148/f121f651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Retreat Killington 9.6/10 Exceptional (11) "Had a great time staying so close to Killington. Sauna, hot tub and pool were a great way to warm up after a day of skiing." [](https://www.expedia.ca/Killington-Hotels-Killington-Retreat.h109342148.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/84000000/83450000/83448600/83448504/8f63d4be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/84000000/83450000/83448600/83448504/212d8b3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83450000/83448600/83448504/ec23aca6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/84000000/83450000/83448600/83448504/a4b27a37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk-to-lifts, ski-in trail condo, sauna, indoor pool, hot tub, gym, w/d Killington 9.0/10 Wonderful (24) "Awesome accommodations " [](https://www.expedia.ca/Killington-Hotels-Ski-Inski-Out-Condo-With-Wood-Burning-Fireplace.h83448504.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/91000000/90090000/90083300/90083254/5fbed05d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/91000000/90090000/90083300/90083254/874b2c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90090000/90083300/90083254/754dc458.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/91000000/90090000/90083300/90083254/0c1d4eca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful ski condo, close to multiple ski mtns Mendon 10/10 Exceptional (31) "Great property, great location!!!" [](https://www.expedia.ca/Rutland-Hotels-Beautiful-Ski-Condo.h90083254.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900635/2faf12ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900635/ce4e12ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900635/1c075170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900635/c5d00377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Snowcub- AC, Pool, Hot tub, Tennis, Grill! Killington 10/10 Exceptional (20) "great spot for kids. easy check in and lots of local spots! definitely download guide! " CA $366 CA $829 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Killington-Hotels-SnowCub-Indoor-Pool-Hot-Tub-Sauna-Fireplace.h101900635.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110630000/110624800/110624798/8e8698a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/111000000/110630000/110624800/110624798/befcefa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110630000/110624800/110624798/d8e6e2d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110630000/110624800/110624798/7384e6db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Summit Suite at Whiffletree Killington: Shuttle Bus. Pool. Discounted Ski Rentals. Killington 8.8/10 Excellent (3) "Perfect spot for a Killington ski weekend. Just two of us, and that was ideal. So close to the mountain, and so well maintained. I highly recommend this rental for our next trip up." [](https://www.expedia.ca/Killington-Hotels-The-Summit-Suite-At-Whiffletree-Killington-Shuttle-Bus-Pool-Discounted-Lift-Tickets.h110624798.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38820000/38814400/38814306/79714129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Combined shower/tub, hair dryer, towels](https://images.trvl-media.com/lodging/39000000/38820000/38814400/38814306/1b5be9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38820000/38814400/38814306/bc9c974f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38820000/38814400/38814306/6c030034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW Killington Studio: Great Location! Comfy. 431 Killington 9.6/10 Exceptional (4) "Great place to stay!" [](https://www.expedia.ca/Central-Vermont-Killington-Hotels-NEW-Killington-Studio-Great-Location-Comfy.h38814306.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73250000/73240800/73240740/78f9071f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/74000000/73250000/73240800/73240740/c6243cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73250000/73240800/73240740/1e932b6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73250000/73240800/73240740/ed99d720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 BR Best Location! Pools/Massage Chair/Hottubs! Summer '25 long term rental ok! Killington 10/10 Exceptional (13) "My family had a wonderful ski trip staying at this condo! " [](https://www.expedia.ca/Killington-Hotels-1-BR-Across-From-Slopes-MASSAGE-CHAIR.h73240740.Hotel-Information) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106570000/106565400/106565312/1ee78688.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106570000/106565400/106565312/6e9b1a5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106570000/106565400/106565312/715650ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106570000/106565400/106565312/7964cd91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski In/Out Sunrise West Glade 3 BR 3 BA Trailside, Sauna, Pool, Hot Tub Killington 9.4/10 Exceptional (15) "Very nice townhouse." [](https://www.expedia.ca/Killington-Hotels-Ski-On-Off-Sunrise-Trailside-Townhome.h106565312.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/41000000/40010000/40003600/40003520/de554055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/41000000/40010000/40003600/40003520/fd793ab9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/41000000/40010000/40003600/40003520/fde146c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/41000000/40010000/40003600/40003520/a7b0e198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy studio with balcony, full kitchen, and free WiFi - walk to lifts Killington 8.0/10 Very good (35) "Convenient for skiing and visiting the greater VT area. Unit has what you need for your stay." [](https://www.expedia.ca/Killington-Hotels-Cozy-Studio-With-Balcony.h40003520.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/61000000/60280000/60276000/60275959/45800a08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/61000000/60280000/60276000/60275959/w1920h2113x0y0-f51f2d35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/61000000/60280000/60276000/60275959/w828h546x0y3-bf2a1b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/61000000/60280000/60276000/60275959/w1980h1318x0y0-28191568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ⛷ 1BR Ski-Home Condo. Pool/Hot Tub/Sauna. Short walk 2 lifts, golf, hikes. Killington 10/10 Exceptional (19) "Excellent location " [](https://www.expedia.ca/Killington-Hotels-1BR-Ski-Home-Condo-PoolHot-TubSauna-Short-Walk-2-Lifts.h60275959.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21660000/21655100/21655063/4d175cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21660000/21655100/21655063/916bd0d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/22000000/21660000/21655100/21655063/1334ac62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21660000/21655100/21655063/9fd090f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-In/ski-out condo with views, pool, hot tubs, gym & tennis access Killington 8.4/10 Very good (61) "This property was a great place to stay and enjoy the quite Vermont wilderness. We took advantage of the clubhouse pool and hot tub as well as scenic woodland walks through the trails right outside the front door." [](https://www.expedia.ca/Killington-Hotels-Ski-Inski-Out-Condo-With-Views.h21655063.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72100000/72094500/72094459/ce495fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/73000000/72100000/72094500/72094459/1719fcf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72100000/72094500/72094459/98b8b129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/73000000/72100000/72094500/72094459/01a936d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Green Resort with Free WiFi and Full Kitchen — Walk to Slopes Killington 8.4/10 Very good (18) "Beautiful ski condo, very conveniently located, super clean with a very comfy bed! Had a great stay." CA $173 CA $481 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Killington-Hotels-Mountain-Green-Resort-With-Free-WiFi-And-Full-Kitchen-Walk-To-Slopes.h72094459.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/19000000/18980000/18973500/18973404/35d4b680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/19000000/18980000/18973500/18973404/ba0a2218.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18980000/18973500/18973404/57f80d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18980000/18973500/18973404/093c6a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SUNRISE 3BR - 2 Story Remodeled Condo - SKI ON & OFF. Pool + Trailside Killington 10/10 Exceptional (180) "Great location for ski on/off, updated kitchen and bathrooms, quiet, spacious and comfortable. Plan on coming back." [](https://www.expedia.ca/Killington-Hotels-SUNRISE-3BR-2-Story-Remodeled-Condo-SKI-ON-OFF-Pool-Trailside.h18973404.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/112000000/111040000/111033800/111033722/w1170h916x0y15-a549b696.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111040000/111033800/111033722/w1170h780x0y2-5612868f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/112000000/111040000/111033800/111033722/w1170h880x0y0-191a5fe7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111040000/111033800/111033722/w1170h780x0y57-05c4f624.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington condo 5 min to killington resort Killington 9.2/10 Wonderful (7) "We loved staying here. It was comfortable, had everything we needed. 100% would stay here again!" CA $197 CA $519 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Killington-Hotels-Killington-Condo-5-Min-To-Killington-Resort.h111033722.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=2025-10-08&endDate=2025-10-09®ionId=184066&adults=2&lodging=CONDO&sort=RECOMMENDED&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%2FPittsfield-Condos.d184066-aaCondos.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Condos.d184066-aaCondos.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "Excellent Vintage style B&B. " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Brandon Inn](//images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg) ### Brandon Inn 10/10 Excellent "The room was clean and lovely! " [](https://expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![Comfort Inn Rutland - Killington](//images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "The room was very clean and comfortable." [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "." [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![My Place Hotel-Randolph VT](//images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg) ### My Place Hotel-Randolph VT 10/10 Excellent "Property has convenient parking and is safe and clean." [](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "An absolutely amazing place to stay. The rooms I loved. I get so tired of the regular cookie cutter fancy hotel rooms. This is a ski lodge and it's designed and decorated as such. The staff is super friendly. There is adequate parking outside. It's in a beautiful area with restaurants and bars within driving distance The breakfast options were very plentiful Continental breakfast and it included fruit three different kinds of cereal a few different kinds of bagels muffins donuts there was some orange juice hot tea and coffee more than enough.. I will definitely be back it was a great place to stay and the beds were so comfortable It was one of the most comfortable beds I've ever slept in" [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](//images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 10/10 Excellent "Everything was good " [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Après Inn Killington](//images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/eb483cb8_y.jpg) ### Après Inn Killington 10/10 Excellent "Great service and clean room " [](https://expedia.ca/Apres-Inn-Killington.h104893073.Hotel-Information) ![Emrose Luxury Cabins](//images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/fb359a4e_y.jpg) ### Emrose Luxury Cabins 10/10 Excellent "My wife was the one that talk with the staff. She said they were very polite and helpful individuals. I drive a full size longer pick up and had a little trouble parking in between the buildings. It was a little tight." [](https://expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Condo Rentals information | Number of reviews | 475 | | --- | --- | | Accommodation | 603 Condo Rentals | | Lowest Price | CA $235 | | Highest Price | CA $829 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Killington](https://www.expedia.ca/4Star-Killington-Hotels.s40-0-d10780.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Cheap-Hotels.0-0-d184042-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Luxury-Hotel.0-0-d184042-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Mountain-Hotels.0-0-d184042-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Pet-Friendly-Hotel.0-0-d184042-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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