Title: Pittsfield Condo Rentals from CA $498 | 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) # Search Condos Rentals in Pittsfield from CA $498 ![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 In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&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=553248635975875351&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=553248635975875351&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975875351&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=CONDO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Condo Rentals ## Our top choices for Pittsfield condo rentals ![Exterior](https://images.trvl-media.com/lodging/69000000/68050000/68046200/68046106/4b470e1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/69000000/68050000/68046200/68046106/381e88b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68050000/68046200/68046106/d3fb4692.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/69000000/68050000/68046200/68046106/aa967246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Peek'n Peak Highlands Condo Clymer 10/10 Exceptional (105) "The house is amazing and great accommodations!" [](https://www.expedia.ca/Jamestown-Hotels-Beautiful-Peekn-Peak-Highlands-Condo.h68046106.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/75000000/74270000/74261900/74261863/8ef2532f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74270000/74261900/74261863/2aedb330.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/75000000/74270000/74261900/74261863/401b3df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/75000000/74270000/74261900/74261863/7b013194.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Location! Next to Main Lodge, Mountain&Summer Adventures. 3Bed&3Full Bath. Clymer 10/10 Exceptional (72) "This is the second time we stayed at this property. Great location, clean and comfortable." [](https://www.expedia.ca/Clymer-Hotels-Peek-N-Peak-3BR3BA-Condo-Golf-Ski-Clean-Family-Friendly.h74261863.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/0861e277.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) ![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73500000/73496100/73496096/bcd199c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Peek' n Peak, Camelot Loft Condo, Clymer, NY, 250 Yards to Chair 8, Sleeps 14 Clymer 9.8/10 Exceptional (72) "The location was great. Everything. Was very nice. The pig came over and fixed the stairs right away. After the step broke and I fell through it." CA $249 CA $536 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Clymer-Hotels-Peek-N-Peak.h73496096.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/1c1c038d.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) ![Interior](https://images.trvl-media.com/lodging/67000000/66110000/66107900/66107872/7f6b88ce.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) ### 8409 PEEK N PEAK SLOPE SIDE SKI IN/OUT GOLF LIFT 8,Firepit Clymer 9.8/10 Exceptional (79) "Property was clean and as pictured Host was responsive and helpful " [](https://www.expedia.ca/Jamestown-Hotels-8409-Peek-N-Peak-Slope-Side-SKI-Inout-Golf-Lift-8.h66107872.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/92000000/91760000/91752300/91752236/14d28865.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91760000/91752300/91752236/9b4bb073.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/92000000/91760000/91752300/91752236/de5de8f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/92000000/91760000/91752300/91752236/5e9561a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Aldine Bowman Suite STUNNING updated 2-bdrm w/lake views in the heart of CHQ! Chautauqua 10/10 Exceptional (10) "Nice size and fully stocked gear in kitchen!" [](https://www.expedia.ca/Mayville-Hotels-Aldine-Bowman-Suite-STUNNING-Updated-2-Bdrm-Wlake-Views-In-The-Heart-Of-CHQ.h91752236.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185927/6619ede1_edited_2aa8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185927/cb94173e_edited_f60e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185927/d063e853_edited_76c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/56000000/55190000/55186000/55185927/ab6ce178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Bemus Bay condominium with Chautauqua Lake access and views Bemus Point [](https://www.expedia.ca/Bemus-Point-Hotels-Bemus-Bay-Condominium.h55185927.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/80000000/79810000/79801000/79800941/3dfe796d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/80000000/79810000/79801000/79800941/c119cb40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/80000000/79810000/79801000/79800941/d8a95c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/80000000/79810000/79801000/79800941/d88282e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy ski and golf condo at Peek n Peak Clymer 9.0/10 Wonderful (37) "Nice location " [](https://www.expedia.ca/Clymer-Hotels-Cozy-Ski-And-Golf-Condo-At-Peek-N-Peak.h79800941.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95900000/95898100/95898009/65a43016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95900000/95898100/95898009/5e7c2e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/96000000/95900000/95898100/95898009/41fbe107.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95900000/95898100/95898009/4c163c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### GOLF AND SKI @ Peak n Peak! French Creek 10/10 Exceptional (12) "Condo was great size for our group of adults and kids for skiing at Peek and Peak. It was clean with spacious bedrooms and a great location close to the slopes." [](https://www.expedia.ca/Clymer-Hotels-Cozy-Ski-And-Golf-Retreat.h95898009.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111250000/111242400/111242351/2387aec3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111250000/111242400/111242351/650091cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/112000000/111250000/111242400/111242351/w1284h963x0y15-eadb008d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111250000/111242400/111242351/3e3d0f8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Slopeside, ski-in, ski-out condo-perfectly set along run 24 at Peek'n'Peek! Clymer 10/10 Exceptional (10) "Such a lovely ski in ski out! Very cozy & comfortable. " [](https://www.expedia.ca/Clymer-Hotels-Slopeside.h111242351.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18870000/18861300/18861230/6c4f7d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18870000/18861300/18861230/e1e49c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/19000000/18870000/18861300/18861230/b53bb5de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/19000000/18870000/18861300/18861230/bc05696c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adorable Condo Close To Ski Hills At Peak N Peek Resort Recently Renovated Clymer 9.8/10 Exceptional (73) "Perfect spot! Very nice place and will be staying again! " [](https://www.expedia.ca/Jamestown-Hotels-Adorable-Condo-Close-To-Ski-Hills-At-Peak-N-Peek-Resort.h18861230.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29630000/29625100/29625062/db41f3d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29630000/29625100/29625062/e2a4c43e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/30000000/29630000/29625100/29625062/4df75d18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29630000/29625100/29625062/f8e95426.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winterberry Lodge: Ski In/Out of this slopeside single condo. Best location! Clymer 10/10 Exceptional (76) "The Winterberry Lodge is perfect for a large group. The home is true ski in/ski out in an excellent location, spacious and has great views. This was our second stay at this property and we definitely hope to return. The host Kelly responds quickly and is super helpful. 10/10 stay!" [](https://www.expedia.ca/Clymer-Hotels-Winterberry-Lodge-Ski-InOut-Of-This-Slopeside-Single-Condo-Best-Location.h29625062.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/71000000/70870000/70869300/70869247/1fd0fe83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70870000/70869300/70869247/28e5b8d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70870000/70869300/70869247/2755c31e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70870000/70869300/70869247/bf0056b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peek-N-Peak Studio Loft Condo w/ Fireplace Clymer 10/10 Exceptional (43) "Perfect location to go skiing, and have a warm place to relax!" [](https://www.expedia.ca/Clymer-Hotels-Peek-N-Peak-GolfSki-Resort-Spa-Studio-Loft-Condo-W-Fireplace.h70869247.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/63000000/62610000/62600300/62600204/48527dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/63000000/62610000/62600300/62600204/ecfcd97e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/63000000/62610000/62600300/62600204/6ad65e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/63000000/62610000/62600300/62600204/663dc817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Brand New Luxury Condo⚓️ Bemus Point 10/10 Exceptional (53) "Another great stay in Bemus Point, condo was well updated, has an amazing view and plenty of room. Will be staying again!" [](https://www.expedia.ca/Bemus-Point-Hotels-Lakeside-Brand-New-Luxury-Condo.h62600204.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/102000000/101250000/101243500/101243430/w1316h1666x0y0-abe51642.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101250000/101243500/101243430/9db66caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101250000/101243500/101243430/1faef885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101250000/101243500/101243430/690eb15e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Prime Location! Next to Main Lodge, Mountain&Summer Adventures. 3Bed&3Full Bath. Clymer 10/10 Exceptional (17) "Excellent location and best location! Very comfortable stay and had a wonderful time!" [](https://www.expedia.ca/Clymer-Hotels-New-Listing-Ski-InSki-Out.h101243430.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33497900/33497854/6741ae7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33500000/33497900/33497854/229eece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33500000/33497900/33497854/a16e6cc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33500000/33497900/33497854/12834f61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peek'n Peak Clubhome - the Ultimate in Luxury Accommodations Clymer 10/10 Exceptional (59) "Location is perfect for anyone looking to golf and house is very nice as well." [](https://www.expedia.ca/Clymer-Hotels-Peekn-Peak-Clubhome-The-Ultimate-In-Luxury-Accommodations.h33497854.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/78000000/77120000/77111100/77111042/61ed76e5.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/78000000/77120000/77111100/77111042/507e4eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/78000000/77120000/77111100/77111042/5ab62931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, books](https://images.trvl-media.com/lodging/78000000/77120000/77111100/77111042/26fb1947.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski and Golf Retreat by Hole 8 Clymer 9.2/10 Wonderful (5) "Very nice and comfortable " [](https://www.expedia.ca/Clymer-Hotels-Ski-And-Golf-Retreat-By-Hole-8.h77111042.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/54000000/53820000/53819100/53819060/b3b64165.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/54000000/53820000/53819100/53819060/bdb994c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/54000000/53820000/53819100/53819060/30860d6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/54000000/53820000/53819100/53819060/7165d371.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peek'n Peak 2 Bedroom Condo, Ground Floor Clymer 10/10 Exceptional (81) "Property was very nice and cozy. Well thought out we actually had everything we needed and wanted. Craig was very helpful and a class act! " CA $247 CA $498 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Clymer-Hotels-Peekn-Peak-2-Bedroom-Condo.h53819060.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35850000/35843700/35843686/841142a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/36000000/35850000/35843700/35843686/w1193h1340x0y155-c9be8aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/36000000/35850000/35843700/35843686/1749caf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/36000000/35850000/35843700/35843686/5dc97bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ✨TOP & CENTER Peek’n Peak KIKO SKI IN/OUT LIFT#3~SITUATED ON GOLF COURSE #9 TEE Clymer 10/10 Exceptional (101) "This is a great place to stay for skiing." [](https://www.expedia.ca/Clymer-Hotels-TOP-CENTER-Peekn-Peak-KIKO-SKI-INOUT-LIFT3SITUATED-ON-GOLF-COURSE-9-TEE.h35843686.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/35000000/34160000/34153000/34152982/1270ba89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34160000/34153000/34152982/w800h599x0y1-0ccf4b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/35000000/34160000/34153000/34152982/2176630d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/35000000/34160000/34153000/34152982/w799h600x1y0-662f2f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peek'N'Peak Condo, great location, sleeps 10 Findley Lake 10/10 Exceptional (179) "Wonderful property that was very clean and suited us perfectly for a few days at the slopes. " [](https://www.expedia.ca/Jamestown-Hotels-Peeknpeak-Condo.h34152982.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/94000000/93390000/93385500/93385420/8908d92c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/94000000/93390000/93385500/93385420/cafa8577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/94000000/93390000/93385500/93385420/e01e938d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, foosball](https://images.trvl-media.com/lodging/94000000/93390000/93385500/93385420/26035b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Roomy Beautiful Golf/Ski Condo Clymer 10/10 Exceptional (14) "Great location for property ." [](https://www.expedia.ca/Clymer-Hotels-Roomy-Beautiful-GolfSki-Condo.h93385420.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=553248635975875351&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.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 ![Eagle's Peak Cottage](//images.trvl-media.com/lodging/112000000/111750000/111747400/111747321/97aa0d60_y.jpg) ### Eagle's Peak Cottage 10/10 Excellent "Everything was great - including communication with the owner. Would absolutely recommend this place to anyone wanting to getaway!! " [](https://expedia.ca/West-Hickory-Hotels-Eagles-Peak-Cottage.h111747321.Hotel-Information) ![Bemus Point Lake Front Cottage with Dock](//images.trvl-media.com/lodging/68000000/67430000/67421300/67421253/d76ef459_y.jpg) ### Bemus Point Lake Front Cottage with Dock 10/10 Excellent "It was a great stay! Communication was great with the host!" [](https://expedia.ca/Jamestown-Hotels-Bemus-Point-Lake-Front-Cottage-With-Dock.h67421253.Hotel-Information) ![Clarion Pointe Jamestown - Falconer](//images.trvl-media.com/lodging/1000000/10000/600/559/d3313137_y.jpg) ### Clarion Pointe Jamestown - Falconer 10/10 Excellent "Close to town" [](https://expedia.ca/Jamestown-Hotels-Clarion-Pointe-Jamestown-Falconer.h559.Hotel-Information) ![Chautauqua Harbor Hotel - Jamestown](//images.trvl-media.com/lodging/24000000/23840000/23832100/23832022/a14ac39d_y.jpg) ### Chautauqua Harbor Hotel - Jamestown 10/10 Excellent "Amazing hotel and location. It’s definitely a hidden gem. " [](https://expedia.ca/Celoron-Hotels-Chautauqua-Harbor-Hotel-Jamestown.h23832022.Hotel-Information) ![Peek'n Peak Resort Trademark Collection by Wyndham](//images.trvl-media.com/lodging/6000000/5270000/5261700/5261672/b2139787_y.jpg) ### Peek'n Peak Resort Trademark Collection by Wyndham 10/10 Excellent "Everything was really nice. The coffee was the absolute BEST!! Only thing that was uncomfortable were the sheets. I am ususally not that fussy with bedding but these sheets were beyond worn out pilled and rough. " [](https://expedia.ca/Jamestown-Hotels-Peekn-Peak-Resort-Trademark-Collection-By-Wyndham.h5261672.Hotel-Information) ![Charming Resort in the Heart of Bemus Village on CHQ Lake](//images.trvl-media.com/lodging/49000000/48630000/48627000/48626943/6bd0fe23_y.jpg) ### Charming Resort in the Heart of Bemus Village on CHQ Lake 10/10 Excellent "Amazing experience. We will be back." [](https://expedia.ca/Jamestown-Hotels-Resort-On-Main-In-The-Heart-Of-Bemus-Point-On-Lake-Chautauqua.h48626943.Hotel-Information) ![Cobblestone Inn & Suites - Corry](//images.trvl-media.com/lodging/10000000/9020000/9013700/9013700/c9a7af98_y.jpg) ### Cobblestone Inn & Suites - Corry 10/10 Excellent "Very nice place to stay. I will recommend it to friends " [](https://expedia.ca/Corry-Hotels-Cobblestone-Inn-Suites-Corry.h9013700.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Jamestown](//images.trvl-media.com/lodging/1000000/980000/978100/978061/3af0ac86_y.jpg) ### La Quinta Inn & Suites by Wyndham Jamestown 10/10 Excellent "We ended up having to park in a lot up the street due to the parking lot being full upon arrival. Great stay overall with friendly staff and a clean room." [](https://expedia.ca/Jamestown-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Jamestown.h978061.Hotel-Information) ![Secluded Chautauqua Lake House, private dock & beach, short stroll to town!](//images.trvl-media.com/lodging/65000000/65000000/64995600/64995546/038ceb78_y.jpg) ### Secluded Chautauqua Lake House, private dock & beach, short stroll to town! 10/10 Excellent "Love staying here; the home is amazing and I love the view of the lake from most parts of the house. My siblings and I keep coming back!!" [](https://expedia.ca/Jamestown-Hotels-100-Feet-Lakefront-Secluded-Resort-Property.h64995546.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Condo Rentals information | Number of reviews | 1,055 | | --- | --- | | Accommodation | 57 Condo Rentals | | Lowest Price | CA $498 | | Highest Price | CA $536 | ## 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) - [Centerville Hotels](https://www.expedia.ca/Centerville-Hotels.d553248634998807404.Travel-Guide-Hotels) - [Farmstay in Cherry Grove](https://www.expedia.ca/Cherry-Grove-Agritourism.d6340518-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Cherry Grove](https://www.expedia.ca/Cherry-Grove-Apart-Hotels.d6340518-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Cherry Grove](https://www.expedia.ca/Cherry-Grove-Bed-And-Breakfast.d6340518-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cherry Grove Hotels](https://www.expedia.ca/Cherry-Grove-Hotels.d6340518.Travel-Guide-Hotels) - [B&B in Clarendon](https://www.expedia.ca/Clarendon-Bed-And-Breakfast.d6192436-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Clarendon](https://www.expedia.ca/Clarendon-Hotels-Cheap-Hotels.0-0-d6192436-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Clarendon](https://www.expedia.ca/Clarendon-Hotels-Historic-Hotel.0-0-d6192436-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Free Parking in Clarendon](https://www.expedia.ca/Clarendon-Hotels-Hotels-With-Free-Parking.0-0-d6192436-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in Clarendon](https://www.expedia.ca/Clarendon-Hotels-Wedding-Hotels.0-0-d6192436-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Clarendon Hotels](https://www.expedia.ca/Clarendon-Hotels.d6192436.Travel-Guide-Hotels) - [Motels in Clarendon](https://www.expedia.ca/Clarendon-Motels.d6192436-aaMotels.Travel-Guide-Accommodation) - [Farmstay in Corry](https://www.expedia.ca/Corry-Agritourism.d6338943-aaAgritourism.Travel-Guide-Accommodation) - [Chalets in Corry](https://www.expedia.ca/Corry-Chalets.d6338943-aaChalets.Travel-Guide-Accommodation) - [Cheap Hotels in Corry](https://www.expedia.ca/Corry-Hotels-Cheap-Hotels.0-0-d6338943-tCheapHotels.Travel-Guide-Filter-Hotels) - [Family Hotels in Corry](https://www.expedia.ca/Corry-Hotels-Family-Hotel.0-0-d6338943-tFamilyHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Corry](https://www.expedia.ca/Corry-Hotels-Luxury-Hotel.0-0-d6338943-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Corry](https://www.expedia.ca/Corry-Hotels-Romantic-Hotel.0-0-d6338943-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Corry Hotels](https://www.expedia.ca/Corry-Hotels.d6338943.Travel-Guide-Hotels) - [Historic Hotels in Warren County](https://www.expedia.ca/Destinations-In-Warren-County-Historic-Hotel.0-0-d553248635996998402-tHistoricHotel.Hotel-Filter-Destinations) - [Apartments in Endeavor](https://www.expedia.ca/Endeavor-Apartments.d553248635975872661-aaApartments.Travel-Guide-Accommodation) - [Cottages in Endeavor](https://www.expedia.ca/Endeavor-Cottages.d553248635975872661-aaCottages.Travel-Guide-Accommodation) - [Hotels near Kinzua Dam](https://www.expedia.ca/Kinzua-Dam-Hotels.0-l6090479-0.Travel-Guide-Filter-Hotels) - [Ludlow Hotels](https://www.expedia.ca/Ludlow-Hotels.d6340514.Travel-Guide-Hotels) - [Hotels near North Hills Golf Course](https://www.expedia.ca/North-Hills-Golf-Course-Hotels.0-l553248621560511170-0.Travel-Guide-Filter-Hotels) - [Northwest Pennsylvania Hotels](https://www.expedia.ca/Northwest-Pennsylvania-Hotels.d6057538.Travel-Guide-Hotels) - [Pleasantville Hotels](https://www.expedia.ca/Pleasantville-Hotels.d553248634998747940.Travel-Guide-Hotels) - [Farmstay in Russell](https://www.expedia.ca/Russell-Agritourism.d3000455548-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Russell](https://www.expedia.ca/Russell-Bed-And-Breakfast.d3000455548-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Russell](https://www.expedia.ca/Russell-Chalets.d3000455548-aaChalets.Travel-Guide-Accommodation) - [Russell Hotels](https://www.expedia.ca/Russell-Hotels.d3000455548.Travel-Guide-Hotels) - [Inns in Russell](https://www.expedia.ca/Russell-Inns.d3000455548-aaInns.Travel-Guide-Accommodation) - [Farmstay in Sheffield](https://www.expedia.ca/Sheffield-Agritourism.d553248634998864430-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Sheffield](https://www.expedia.ca/Sheffield-Bed-And-Breakfast.d553248634998864430-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Sheffield Hotels](https://www.expedia.ca/Sheffield-Hotels.d553248634998864430.Travel-Guide-Hotels) - [Inns in Sheffield](https://www.expedia.ca/Sheffield-Inns.d553248634998864430-aaInns.Travel-Guide-Accommodation) - [Cheap Hotels in Spartansburg](https://www.expedia.ca/Spartansburg-Hotels-Cheap-Hotels.0-0-d3000455607-tCheapHotels.Travel-Guide-Filter-Hotels) - [Spartansburg Hotels](https://www.expedia.ca/Spartansburg-Hotels.d3000455607.Travel-Guide-Hotels) - [Apartments in Spring Creek](https://www.expedia.ca/Spring-Creek-Apartments.d553248635975874375-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Spring Creek](https://www.expedia.ca/Spring-Creek-Cabins.d553248635975874375-aaCabins.Travel-Guide-Accommodation) - [Condo Rentals in Spring Creek](https://www.expedia.ca/Spring-Creek-Condos.d553248635975874375-aaCondos.Travel-Guide-Accommodation) - [Spring Creek Hotels](https://www.expedia.ca/Spring-Creek-Hotels.d553248635975874375.Travel-Guide-Hotels) - [Aparthotels in Tidioute](https://www.expedia.ca/Tidioute-Apart-Hotels.d553248634998894766-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Tidioute](https://www.expedia.ca/Tidioute-Bed-And-Breakfast.d553248634998894766-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Tidioute](https://www.expedia.ca/Tidioute-Hotels-Cheap-Hotels.0-0-d553248634998894766-tCheapHotels.Travel-Guide-Filter-Hotels) - [Tidioute Hotels](https://www.expedia.ca/Tidioute-Hotels.d553248634998894766.Travel-Guide-Hotels) - [Inns in Tidioute](https://www.expedia.ca/Tidioute-Inns.d553248634998894766-aaInns.Travel-Guide-Accommodation) - [Aparthotels in Tiona](https://www.expedia.ca/Tiona-Apart-Hotels.d3000455653-aaApartHotels.Travel-Guide-Accommodation) - [Tiona Hotels](https://www.expedia.ca/Tiona-Hotels.d3000455653.Travel-Guide-Hotels) - [Cheap Hotels in Tionesta](https://www.expedia.ca/Tionesta-Hotels-Cheap-Hotels.0-0-d3000455654-tCheapHotels.Travel-Guide-Filter-Hotels) - [Tionesta Hotels](https://www.expedia.ca/Tionesta-Hotels.d3000455654.Travel-Guide-Hotels) - [Beach Hotel Hotels in Titusville](https://www.expedia.ca/Titusville-Hotels-Beach-Hotel.0-0-d183924-tBeachHotel.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Titusville](https://www.expedia.ca/Titusville-Hotels-Cheap-Hotels.0-0-d183924-tCheapHotels.Travel-Guide-Filter-Hotels) - [Golf Hotels in Titusville](https://www.expedia.ca/Titusville-Hotels-Golf-Hotel.0-0-d183924-tGolfHotel.Travel-Guide-Filter-Hotels) - [Ski Hotels in Titusville](https://www.expedia.ca/Titusville-Hotels-Ski-Hotel.0-0-d183924-tSkiHotel.Travel-Guide-Filter-Hotels) - [Titusville Hotels](https://www.expedia.ca/Titusville-Hotels.d183924.Travel-Guide-Hotels) - [Cheap Hotels in Union City](https://www.expedia.ca/Union-City-Hotels-Cheap-Hotels.0-0-d3000455670-tCheapHotels.Travel-Guide-Filter-Hotels) - [Union City Hotels](https://www.expedia.ca/Union-City-Hotels.d3000455670.Travel-Guide-Hotels) - [B&B in Warren](https://www.expedia.ca/Warren-Bed-And-Breakfast.d6213486-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Warren](https://www.expedia.ca/Warren-Cottages.d6213486-aaCottages.Travel-Guide-Accommodation) - [B&B in Warren County](https://www.expedia.ca/Warren-County-Bed-And-Breakfast.d553248635996998402-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Warren](https://www.expedia.ca/Warren-Hotels-Cheap-Hotels.0-0-d6213486-tCheapHotels.Travel-Guide-Filter-Hotels) - [Historic Hotels in Warren](https://www.expedia.ca/Warren-Hotels-Historic-Hotel.0-0-d6213486-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Warren](https://www.expedia.ca/Warren-Hotels-Luxury-Hotel.0-0-d6213486-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Warren](https://www.expedia.ca/Warren-Hotels-Pet-Friendly-Hotel.0-0-d6213486-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Warren](https://www.expedia.ca/Warren-Hotels-Romantic-Hotel.0-0-d6213486-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Warren Hotels](https://www.expedia.ca/Warren-Hotels.d6213486.Travel-Guide-Hotels) - [Inns in Warren](https://www.expedia.ca/Warren-Inns.d6213486-aaInns.Travel-Guide-Accommodation) - [Lodges in Warren](https://www.expedia.ca/Warren-Lodges.d6213486-aaLodges.Travel-Guide-Accommodation) - [Motels in Warren](https://www.expedia.ca/Warren-Motels.d6213486-aaMotels.Travel-Guide-Accommodation) - [Lodges in Warren South](https://www.expedia.ca/Warren-South-Lodges.d553248634998758966-aaLodges.Travel-Guide-Accommodation) - [Wattsburg Hotels](https://www.expedia.ca/Wattsburg-Hotels.d553248634999020994.Travel-Guide-Hotels) - [Youngsville Hotels](https://www.expedia.ca/Youngsville-Hotels.d553248634998743959.Travel-Guide-Hotels) - [Flights to Allegheny National Forest](https://www.expedia.ca/Cheap-Flights-To-Allegheny-National-Forest.d6090475.Travel-Guide-Flights) - [Flights from Spartansburg](https://www.expedia.ca/lp/flights/3000455607/flights-from-spartansburg) - [Flights from Youngsville](https://www.expedia.ca/lp/flights/553248634998743959/flights-from-youngsville) - [Flights from Sheffield](https://www.expedia.ca/lp/flights/553248634998864430/flights-from-sheffield) - [Flights from Tidioute](https://www.expedia.ca/lp/flights/553248634998894766/flights-from-tidioute) - [Flights from Bear Lake](https://www.expedia.ca/lp/flights/553248634998967775/flights-from-bear-lake) - [Flights from Grand Valley](https://www.expedia.ca/lp/flights/553248635975860251/flights-from-grand-valley) - [Flights from Warren County](https://www.expedia.ca/lp/flights/553248635996998402/flights-from-warren-county) - [Flights from Clarendon](https://www.expedia.ca/lp/flights/6192436/flights-from-clarendon) - [Flights from Warren](https://www.expedia.ca/lp/flights/6213486/flights-from-warren) - [Allegheny National Forest Vacations](https://www.expedia.ca/Allegheny-National-Forest.d6090475.Destination-Travel-Guides) - [Clarendon Vacations](https://www.expedia.ca/Clarendon.d6192436.Destination-Travel-Guides) - [Northwest Pennsylvania Vacations](https://www.expedia.ca/Northwest-Pennsylvania.d6057538.Destination-Travel-Guides) - [Visit Northwest Pennsylvania](https://www.expedia.ca/Northwest-Pennsylvania.dx6057538) - [Warren Vacations](https://www.expedia.ca/Warren.d6213486.Destination-Travel-Guides) - [Budget Rental Cars in Warren](https://www.expedia.ca/Budget-Car-Rentals-In-Warren.d6213486-c39.Car-Rental-Guide-Suppliers) - [Car rental Clarendon](https://www.expedia.ca/Car-Rentals-In-Clarendon.d6192436.Car-Rental-Guide) - [Car rentals near Northwest Pennsylvania](https://www.expedia.ca/Car-Rentals-In-Northwest-Pennsylvania.d6057538.Car-Rental-Guide) - [Car rental Warren](https://www.expedia.ca/Car-Rentals-In-Warren.d6213486.Car-Rental-Guide) - [Enterprise Rental Cars in Pleasantville](https://www.expedia.ca/Enterprise-Car-Rentals-In-Pleasantville.d553248634998747940-c15.Car-Rental-Guide-Suppliers) - [Russell Vacation Rentals](https://www.expedia.ca/Russell-Vacation-Rentals.d3000455548.Travel-Guide-VacationRentals) - [Things to do in Northwest Pennsylvania](https://www.expedia.ca/Things-To-Do-In-Northwest-Pennsylvania.d6057538.Travel-Guide-Activities) - [Book Condo Rentals in Pittsfield on Expedia.com](https://www.expedia.com/Pittsfield-Condos.d553248635975875351-aaCondos.Travel-Guide-Accommodation)