Title: Pittsfield Vacation Home Rentals from CA $301: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d146411.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d146411.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d146411.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d146411.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/1/20ffc1c1fd9890df2c042f65a516b89f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Pittsfield Vacation Rentals ![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=146411&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=146411&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=146411&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=146411&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Vacation Homes ![Dining](https://images.trvl-media.com/lodging/39000000/38760000/38750700/38750608/269b2632.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38760000/38750700/38750608/7adb2ec2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/39000000/38760000/38750700/38750608/9b551050.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/39000000/38760000/38750700/38750608/60663cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS! Bluffs 10/10 Exceptional (58) "We enjoyed our stay at this beautiful country home. " CA $250 CA $301 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Completely-Renonvated-Country-Home-With-Llamas-Just-Outside-THE-Windows.h38750608.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/3f150da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/8790074c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/d501d6d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/90-1f6f1b63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods! Griggsville 9.8/10 Exceptional (79) "Fabulous" [](https://www.expedia.ca/Pittsfield-Hotels-PICKLEBALL.h34582445.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117620000/117611300/117611248/d0d01dc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/118000000/117620000/117611300/117611248/2c57070a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117620000/117611300/117611248/w4320h1977x0y7-4e8cf0de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/118000000/117620000/117611300/117611248/1e0aac28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 6-bedroom house in rural Versailles with many amenities included. Versailles 10/10 Exceptional (1) "We stayed for our Mendota FFA Chapter Officer Retreat. It was very accommodating for our group of nine high school students and two adult chaperones. The house itself is a bit chopped up, but has a lot of charm and many unique decor elements. The bar/kitchen was very unique. We utilized both outdoor grill and firepit area to prepare evening meals. The pool table in the basement was a big hit with the boys. Air fresheners were a little overpowering. " [](https://www.expedia.ca/Versailles-Hotels-Spacious-6-Bedroom-House-In-Wonderful-Versailles-With-AC.h117611248.Hotel-Information) ![5 bedrooms, desk, travel crib, free WiFi](https://images.trvl-media.com/lodging/96000000/95980000/95977000/95976949/dcbf4fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95980000/95977000/95976949/a454eeca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95980000/95977000/95976949/cbf678f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/96000000/95980000/95977000/95976949/57734c51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Yellow Rose Historic Home Louisiana 10/10 Exceptional (11) "We are 7 sisters aged 50-76. We had a wonderful stay at the Yellow Rose. This beautiful old home had rooms and beds for all of us. Would definitely stay here again" CA $307 CA $438 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Louisiana-Hotels-The-Yellow-Rose-Historic-Home.h95976949.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114230000/114220200/114220103/d3320038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114230000/114220200/114220103/e5de583c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114230000/114220200/114220103/c8047328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/115000000/114230000/114220200/114220103/319d5a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Retreat in the heart of Pike County Illinois Nebo [](https://www.expedia.ca/Nebo-Hotels-Outdoor-Lovers-Retreat-In-The-Heart-Of-Pike-County-Illinois.h114220103.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=2025-10-11&endDate=2025-10-12®ionId=146411&adults=2&lodging=VACATION_HOME&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-Private-Vacation-Homes.d146411-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Private-Vacation-Homes.d146411-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![River's Edge Motel](//images.trvl-media.com/lodging/13000000/12240000/12232200/12232142/9e5d5186_y.jpg) ### River's Edge Motel 10/10 Excellent "Staff is very friendly " [](https://expedia.ca/Hannibal-Hotels-Rivers-Edge-Motel.h12232142.Hotel-Information) ![The Eagles Nest Inn](//images.trvl-media.com/lodging/112000000/111950000/111944700/111944656/9536012a_y.jpg) ### The Eagles Nest Inn 10/10 Excellent "I was pleasantly surprised with the Inn, as the town appears to be in a funk. The room was spacious, comfortable and nicer than expected! I was able to see the sunrise from the room every morning!" [](https://expedia.ca/Louisiana-Hotels-The-Eagles-Nest-Inn.h111944656.Hotel-Information) ![William Watson Hotel](//images.trvl-media.com/lodging/7000000/6660000/6659600/6659525/080807c1_y.jpg) ### William Watson Hotel 10/10 Excellent "Great place to stay off the beaten path!" [](https://expedia.ca/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information) ![ COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS!](//images.trvl-media.com/lodging/39000000/38760000/38750700/38750608/269b2632_y.jpg) ### COUNTRY HOME WITH LLAMAS JUST OUTSIDE THE WINDOWS! 10/10 Excellent "Beautiful place, highly recommend " [](https://expedia.ca/Completely-Renonvated-Country-Home-With-Llamas-Just-Outside-THE-Windows.h38750608.Hotel-Information) ![Rodeway Inn](//images.trvl-media.com/lodging/6000000/5640000/5637500/5637460/0aa674c1_y.jpg) ### Rodeway Inn 10/10 Excellent "Air conditioning | Pet-friendly | Clean room | Staf" [](https://expedia.ca/Pittsfield-Hotels-Rodeway-Inn.h5637460.Hotel-Information) ![Bunkhouse Seventy-Four ](//images.trvl-media.com/lodging/104000000/103430000/103428500/103428476/w906h683x60y0-f10f078b_y.jpg) ### Bunkhouse Seventy-Four 10/10 Excellent "Very cute bunkhouse. The perfect sized getaway for a couple. The mattress was a bit springy, though. The peacefulness was worth being outside of town. Ecologically speaking, their prairie needs work, though. Lots of invasive grasses." [](https://expedia.ca/Jacksonville-Hotels-Bunkhouse-Seventy-Four.h103428476.Hotel-Information) ![PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!](//images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/3f150da0_y.jpg) ### PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods! 10/10 Excellent "Look no further. This place was perfect. Old and young alike had a great time. David and Becky are wonderful hosts. " [](https://expedia.ca/Pittsfield-Hotels-PICKLEBALL.h34582445.Hotel-Information) ![Spacious 6-bedroom house in rural Versailles with many amenities included.](//images.trvl-media.com/lodging/118000000/117620000/117611300/117611248/d0d01dc8_y.jpg) ### Spacious 6-bedroom house in rural Versailles with many amenities included. 10/10 Excellent "We stayed for our Mendota FFA Chapter Officer Retreat. It was very accommodating for our group of nine high school students and two adult chaperones. The house itself is a bit chopped up, but has a lot of charm and many unique decor elements. The bar/kitchen was very unique. We utilized both outdoor grill and firepit area to prepare evening meals. The pool table in the basement was a big hit with the boys. Air fresheners were a little overpowering. " [](https://expedia.ca/Versailles-Hotels-Spacious-6-Bedroom-House-In-Wonderful-Versailles-With-AC.h117611248.Hotel-Information) ![Audrey's Abode ](//images.trvl-media.com/lodging/104000000/103430000/103428500/103428480/w449h683x287y0-7464266c_y.jpg) ### Audrey's Abode 10/10 Excellent "We stayed to go to the Warren Zeiders concert. It was a 12 minute easy drive to the fairgrounds. The cabin is awesome, the upstairs was hot, but they do have fans there." [](https://expedia.ca/Jacksonville-Hotels-Audreys-Abode.h103428480.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Vacation Homes information | Number of reviews | 146 | | --- | --- | | Accommodation | 8 Vacation Homes | | Lowest Price | CA $301 | | Highest Price | CA $438 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Barry](https://www.expedia.ca/3Star-Barry-Hotels.s30-0-d3000433380.Travel-Guide-Filter-Hotels) - [Alsey Hotels](https://www.expedia.ca/Alsey-Hotels.d3000346086.Travel-Guide-Hotels) - [Arenzville Hotels](https://www.expedia.ca/Arenzville-Hotels.d3000346095.Travel-Guide-Hotels) - [B&B in Atlas](https://www.expedia.ca/Atlas-Bed-And-Breakfast.d3000346106-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Atlas](https://www.expedia.ca/Atlas-Cabins.d3000346106-aaCabins.Travel-Guide-Accommodation) - [Hotels with a Pool in Atlas](https://www.expedia.ca/Atlas-Hotels-Hotel-With-Pool.0-0-d3000346106-tHotelwithPool.Travel-Guide-Filter-Hotels) - 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