Title: Pittsfield Condo Rentals from CA $567 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d553248635975875351.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d553248635975875351.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d553248635975875351.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d553248635975875351.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 15 - May 17](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 12 - Jun 14](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield condo rentals ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/307e53a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/d061362d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/5552340f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/6f76afc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14 [](https://www.expedia.ca/Clymer-Hotels-Peek-N-Peak.h73496096.Hotel-Information) Clymer 9.8/10 Exceptional (82 reviews) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Colin S. CA $270 CA $567 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Clymer-Hotels-Peek-N-Peak.h73496096.Hotel-Information) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/e21e1c15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/4cf7f77a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/4577e219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/78459618.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit [](https://www.expedia.ca/Jamestown-Hotels-8409-Peek-N-Peak-Slope-Side-SKI-Inout-Golf-Lift-8.h66107872.Hotel-Information) Clymer 9.8/10 Exceptional (87 reviews) "Great stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bob T. CA $436 CA $905 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Jamestown-Hotels-8409-Peek-N-Peak-Slope-Side-SKI-Inout-Golf-Lift-8.h66107872.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=2026-03-03&endDate=2026-03-04®ionId=553248635975875351&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_553248635975875351) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CONDO) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=VACATION_HOME) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Pennsylvania%2C+United+States+of+America®ionId=553248635975875351&latLong=41.835614%2C-79.381438&adults=2&startDate=2026-05-18&d1=2026-05-18&endDate=2026-05-21&d2=2026-05-21&lodging=CHALET) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Condos.d553248635975875351-aaCondos.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Condos.d553248635975875351-aaCondos.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![DoubleTree by Hilton Jamestown](https://images.trvl-media.com/lodging/1000000/20000/11500/11426/8fd588ff_y.jpg) ### DoubleTree by Hilton Jamestown 10/10 Excellent "Good experience " [](https://expedia.ca/Jamestown-Hotels-DoubleTree-By-Hilton-Jamestown.h11426.Hotel-Information) ![Quality Inn & Suites Warren](https://images.trvl-media.com/lodging/10000000/9700000/9699900/9699897/eeaa9d62_y.jpg) ### Quality Inn & Suites Warren 10/10 Excellent "Staff was great!" [](https://expedia.ca/Warren-Hotels-Quality-Inn-Suites.h9699897.Hotel-Information) ![Holiday Inn Express & Suites Jamestown by IHG](https://images.trvl-media.com/lodging/10000000/9870000/9866800/9866721/bbe23dc2_y.jpg) ### Holiday Inn Express & Suites Jamestown by IHG 10/10 Excellent "Very nice young woman at the counter, helpful and friendly. And the room was clean. The floor of the shower needs some help, it isnt the fault of the cleaner, I tried scrubbing it and it doesn't come off. KRC7 might work or bleach. I was disappointed the pool was closed." [](https://expedia.ca/Jamestown-Hotels-Holiday-Inn-Express-Suites-Jamestown.h9866721.Hotel-Information) ![Peek'n Peak Resort Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/b2139787_y.jpg) ### Peek'n Peak Resort Trademark Collection by Wyndham 10/10 Excellent "All was good ...very relaxing and fun." [](https://expedia.ca/Jamestown-Hotels-Peekn-Peak-Resort-Trademark-Collection-By-Wyndham.h5261672.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Jamestown](https://images.trvl-media.com/lodging/1000000/980000/978100/978061/3af0ac86_y.jpg) ### La Quinta Inn & Suites by Wyndham Jamestown 10/10 Excellent "Great experience!" [](https://expedia.ca/Jamestown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Jamestown.h978061.Hotel-Information) ![8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/11fb19fb_y.jpg) ### 8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit 10/10 Excellent "This was our second stay in this property. Randy offers great communication with his guests and the location is hard to beat! Had a great time here, thanks!" [](https://expedia.ca/Jamestown-Hotels-8409-Peek-N-Peak-Slope-Side-SKI-Inout-Golf-Lift-8.h66107872.Hotel-Information) ![Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake](https://images.trvl-media.com/lodging/34000000/33500000/33492100/33492082/w846h566x1y1-060b6e6a_y.jpg) ### Chalet on 250 acres, Private, 1 Mi from Chautauqua Institution / Lake 10/10 Excellent "The cabin was meticulously built in the most beautiful setting. " [](https://expedia.ca/Mayville-Hotels-Chalet-On-250-Acres.h33492082.Hotel-Information) ![Chautauqua Harbor Hotel - Jamestown](https://images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a14ac39d_y.jpg) ### Chautauqua Harbor Hotel - Jamestown 10/10 Excellent "Easy check-in and beautiful room. We did not expect the beautiful view that came with the room!! 5 Stars!!" [](https://expedia.ca/Celoron-Hotels-Chautauqua-Harbor-Hotel-Jamestown.h23832022.Hotel-Information) ![Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/0861e277_y.jpg) ### Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14 10/10 Excellent "We had a great stay! Perfect condo for a weekend getaway. " [](https://expedia.ca/Clymer-Hotels-Peek-N-Peak.h73496096.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Condo Rentals information | Number of reviews | 169 | | ----------------- | ---------------- | | Accommodation | 58 Condo Rentals | | Lowest Price | CA $567 | | Highest Price | CA $905 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Centerville ](https://www.expedia.ca/4Star-Centerville-Hotels.s40-0-d553248634998807404.Travel-Guide-Filter-Hotels) - [Allegheny National Forest Hotels ](https://www.expedia.ca/Allegheny-National-Forest-Hotels.d6090475.Travel-Guide-Hotels) - [Hotels near Allegheny River ](https://www.expedia.ca/Allegheny-River-Hotels.0-l553248621532660618-0.Travel-Guide-Filter-Hotels) - [Canadohta Lake Hotels ](https://www.expedia.ca/Canadohta-Lake-Hotels.d553248634999200459.Travel-Guide-Hotels) - [Cheap Hotels in Centerville ](https://www.expedia.ca/Centerville-Hotels-Cheap-Hotels.0-0-d553248634998807404-tCheapHotels.Travel-Guide-Filter-Hotels) - 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