Title: Pittsfield Vacation Home Rentals from CA $211: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d6053891.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d6053891.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d6053891.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d6053891.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Pittsfield Vacation Rentals ![](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 Next weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Vacation Homes ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/f312f5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/bf91d158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/b385ea09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/b11f313d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming In-Town New Build – Comfortable, Convenient, Efficient Pittsfield CA $184 CA $397 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Pittsfield-Hotels-Charming-In-Town-New-Build-Stylish.h120690958.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121710000/121709900/121709874/8b35343e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121710000/121709900/121709874/d8edb774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121710000/121709900/121709874/579b86fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121710000/121709900/121709874/257fce69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pine Tree Trail Lodge Pittsfield CA $209 CA $399 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Pittsfield-Hotels-Pine-Tree-Trail-Lodge.h121709874.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/4b703bf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/aed9cb99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/e447dc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/c8d60c8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Guest House on Farm - Pets Welcome Oakland 10/10 Exceptional (7) "Enjoyed a 2 night stay at this quiet country retreat. Our host was friendly and took time to visit. The kitchen was well stocked and it's a charming historic structure, equipped with modern conveniences. What more could you want! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alvin W. CA $245 CA $372 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/5d63eee3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/24687d8e_edited_120b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/9219ab3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/2be335e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Discover Oakland charm near Colby College 10 min Oakland 10/10 Exceptional (6) "New, clean and had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lara B. CA $131 CA $368 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/e0ffec4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/2dd0dee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/27f2044c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/14681d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine Madison 9.0/10 Wonderful (4) "Excellent service and perfect for our stay. Would book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $166 CA $211 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information) ![BBQ/picnic area](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/143036a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/5bd003a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/fb55cac2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121270000/121269300/121269271/79d4c0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### My Valhalla Farm Oakland CA $351 CA $523 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Oakland-Hotels-My-Valhalla-Farm.h121269271.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107860000/107856700/107856647/89280a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107860000/107856700/107856647/ffd77f17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107860000/107856700/107856647/f94dbcde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107860000/107856700/107856647/0e3db68c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pretty old house in Newport with WiFi Newport CA $167 CA $377 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Newport-Hotels-Pretty-Old-House-In-Newport-With-WiFi.h107856647.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/b6073572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/f5af7b97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/eeafa7fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/97c016b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ice fishing, king size beds, dog friendly Canaan 10/10 Exceptional (3) "Great spot on the lake! The house was super clean, beds were very comfortable, kitchen was well stocked and had everything we needed while we were there. The neighbor's house is really close to the property along the shared beach, and while it was never an issue for us, you may hear the neighbors as they come and go from their house. Overall a fantastic stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Evan S. CA $173 CA $475 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Canaan-Hotels-3-Bedroom-Lakefront-Home-With-Beach-Front.h113961345.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/7a0496bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/678944d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/17c726b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/dcb9cbb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maine Lake House with an Amazing Sand Beach! Burnham 8.8/10 Excellent (6) "Great stay, property was a great fit for a few day stay to visit family." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy M. [](https://www.expedia.ca/Burnham-Hotels-The-Maine-Lake-House-With-An-Amazing-Sand-Beach.h78497731.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=2025-11-13&endDate=2025-11-14®ionId=6053891&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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.d6053891-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.d6053891-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Hampton Inn Waterville](//images.trvl-media.com/lodging/1000000/730000/721100/721075/3c11b972_y.jpg) ### Hampton Inn Waterville 10/10 Excellent "Great room. Close to good food." [](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information) ![Cabin in scenic woods with hiking trails, firepit, horseback riding nearby](//images.trvl-media.com/lodging/32000000/31190000/31189900/31189874/0def602e_y.jpg) ### Cabin in scenic woods with hiking trails, firepit, horseback riding nearby 10/10 Excellent "We enjoyed our visit and it felt just like home to us. We hope we can come back and visit again " [](https://expedia.ca/Exeter-Hotels-Cabin-In-Scenic-Woods-With-Hiking-Trails.h31189874.Hotel-Information) ![The Elmwood](//images.trvl-media.com/lodging/72000000/71560000/71556000/71555928/6685e6ca_y.jpg) ### The Elmwood 10/10 Excellent "Great spot to stay near Colby College. Easy in/out and very clean. It’s a motel, but the rooms are updated and modern with comfortable beds. Would stay again. " [](https://expedia.ca/Waterville-Hotels-The-Elmwood.h71555928.Hotel-Information) ![Best Western Plus Waterville Grand Hotel](//images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg) ### Best Western Plus Waterville Grand Hotel 10/10 Excellent "Pet friendly. Rooms were lovely. Food was great staff was great " [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information) ![Fireside Inn & Suites Waterville](//images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "It was a pleasant stay. Thanks." [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Lockwood Hotel](//images.trvl-media.com/lodging/79000000/78100000/78095000/78094968/d4c480e1_y.jpg) ### Lockwood Hotel 10/10 Excellent "Easy place to stay off highway " [](https://expedia.ca/Waterville-Hotels-Lockwood-Hotel.h78094968.Hotel-Information) ![The Skowhegan By Kasa](//images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/f4aad0c9_y.jpg) ### The Skowhegan By Kasa 10/10 Excellent "It was cozy" [](https://expedia.ca/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information) ![The Cabin Skowhegan](//images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/4eb6a4b2_y.jpg) ### The Cabin Skowhegan 10/10 Excellent "Larry was a very responsive and kind, personable host. We appreciated his timely and detailed communications, and his flexibility with our reservation. The cabin was warm and cozy and perfectly located for our needs. We also appreciated how dog-friendly both the property and host were. A great experience overall, thank you. " [](https://expedia.ca/Skowhegan-Hotels-Free-Private-Parking.h76995336.Hotel-Information) ![Holiday Inn Express & Suites Waterville - North by IHG](//images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg) ### Holiday Inn Express & Suites Waterville - North by IHG 10/10 Excellent "My stay was excellent! Prior to arrival I read some mixed reviews. There was someone that took issue with a few dehumidifiers being by the side entrance on the first floor. There was no fowl smell or anything, a few stains on the carpet? Sure, but I don't know what the hell people had such an issue with. Room was immaculate, linens were clean, bed was very comfortable. Breakfast was great, typical full-breakfast hotel type foods (eggs were probably powdered, but decent). Front desk staff were friendly and let me use a phone charger. Gas station, grocery store, restaurants within walking distance. Would definetely stay here again, 5 star review. " [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Vacation Homes information | Number of reviews | 17 | | --- | --- | | Accommodation | 41 Vacation Homes | | Lowest Price | CA $211 | | Highest Price | CA $523 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Dixmont](https://www.expedia.ca/4Star-Dixmont-Hotels.s40-0-d553248635975849550.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Detroit](https://www.expedia.ca/5Star-Detroit-Hotels.s50-0-d6333765.Travel-Guide-Filter-Hotels) - [Bangor Hotels](https://www.expedia.ca/Bangor-Hotels.d6050918.Travel-Guide-Hotels) - [Capsule Hotels in Bar Harbor](https://www.expedia.ca/Bar-Harbor-Capsule-Hotels.d561-aaCapsuleHotels.Travel-Guide-Accommodation) - [Condo Rentals in Burnham](https://www.expedia.ca/Burnham-Condos.d553248635975876553-aaCondos.Travel-Guide-Accommodation) - 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