Title: Pittsfield Vacation Home Rentals from CA $257: 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://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 [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6053891&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield vacation homes ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/0abd7285.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/e4daea6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/5e0a34d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/cb9a5d91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cozy Home- New, Comfortable, Centrally located [](https://www.expedia.ca/Pittsfield-Hotels-Charming-In-Town-New-Build-Stylish.h120690958.Hotel-Information) Pittsfield 10/10 Exceptional (1 review) "Great host great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) thomas v. CA $169 CA $337 total includes taxes & fees Jan 22 - Jan 23 [](https://www.expedia.ca/Pittsfield-Hotels-Charming-In-Town-New-Build-Stylish.h120690958.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/114000000/113530000/113522100/113522019/17a87d2f.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/b51d7b49.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) ### Cozy getaway: farmhouse with wood stove & jacuzzi tub [](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) Oakland 10/10 Exceptional (8 reviews) "It was that was said to be The host was very nice and helpful . I enjoyed my stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Andrea C. CA $271 CA $507 total includes taxes & fees Jan 20 - Jan 21 [](https://www.expedia.ca/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/4c3bafc7.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) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/2dd0dee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1-bedroom building with WiFi, AC in brilliant Madison Maine [](https://www.expedia.ca/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information) Madison 9.0/10 Wonderful (4 reviews) "Excellent service and perfect for our stay. Would book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $208 CA $257 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/1d81fc0e.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/3d43d563.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 [](https://www.expedia.ca/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information) Oakland 10/10 Exceptional (6 reviews) "New, clean and had everything we needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lara B. CA $124 CA $360 total includes taxes & fees Jan 21 - Jan 22 [](https://www.expedia.ca/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/cde4979d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/9fa0568e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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/79000000/78500000/78497800/78497731/4470ba7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maine Lake House with an Amazing Sand Beach! [](https://www.expedia.ca/Burnham-Hotels-The-Maine-Lake-House-With-An-Amazing-Sand-Beach.h78497731.Hotel-Information) Burnham 8.8/10 Excellent (6 reviews) "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. CA $276 CA $714 total includes taxes & fees Jan 18 - Jan 19 [](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=2026-01-30&endDate=2026-01-31®ionId=6053891&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=VACATION_HOME) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CONDO) ![](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 ![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/0fbc096a_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "Nice hotel " [](https://expedia.ca/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.Hotel-Information) ![Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore](https://images.trvl-media.com/lodging/108000000/107350000/107340300/107340207/20d8d18f_y.jpg) ### Lakefront 3 bedroom pet friendly on Messalonskee. Relax, rejuvenate, and restore 10/10 Excellent "Yes, thank you again Diane" [](https://expedia.ca/Oakland-Hotels-Lakefront-3-Bedroom-Pet-Friendly-On-Messalonski.h107340207.Hotel-Information) ![Hampton Inn Waterville](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/3c11b972_y.jpg) ### Hampton Inn Waterville 10/10 Excellent "Clean room, friendly staff" [](https://expedia.ca/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information) ![Cabin in scenic woods with hiking trails, firepit, horseback riding nearby](https://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 "Beautiful and scenic. Very cozy. An excellent getaway for the holidays. " [](https://expedia.ca/Exeter-Hotels-Cabin-In-Scenic-Woods-With-Hiking-Trails.h31189874.Hotel-Information) ![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/f4aad0c9_y.jpg) ### The Skowhegan By Kasa 10/10 Excellent "." [](https://expedia.ca/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information) ![Holiday Inn Express & Suites Waterville - North by IHG](https://images.trvl-media.com/lodging/1000000/810000/802200/802109/d5d283f3_y.jpg) ### Holiday Inn Express & Suites Waterville - North by IHG 10/10 Excellent "The breakfast was wonderful it was hot, fresh and staff are very accommodating to anything we needed. I enjoyed my stay and look forward to future visits Thank you " [](https://expedia.ca/Augusta-Hotels-Holiday-Inn-Express-Suites-Waterville-North.h802109.Hotel-Information) ![Best Western Plus Waterville Grand Hotel](https://images.trvl-media.com/lodging/1000000/30000/22100/22003/c76e225a_y.jpg) ### Best Western Plus Waterville Grand Hotel 10/10 Excellent "Front desk attendant was friendly. Our room was clean, comfy king size bed. Easy highway access, shopping and restaurants in the area" [](https://expedia.ca/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information) ![The Towne Motel](https://images.trvl-media.com/lodging/6000000/5500000/5490200/5490125/82b2c35d_y.jpg) ### The Towne Motel 10/10 Excellent "Everything about our stay was excellent! Room was clean. Beds were very comfortable and the blankets were warm and soft. Continental breakfast was great. It snowed a half a foot during our stay and the parking lot was clear in no time. The staff was extremely friendly and welcoming. Rates were very fair and affordable. This is by far the best place to stay in Skowhegan. Mark - McKinney, Texas" [](https://expedia.ca/Skowhegan-Hotels-The-Towne-Motel.h5490125.Hotel-Information) ![Large Secluded Cabin on the Lake - Now booking 2+ night stays](https://images.trvl-media.com/lodging/84000000/83570000/83565700/83565695/58eac4b5_y.jpg) ### Large Secluded Cabin on the Lake - Now booking 2+ night stays 10/10 Excellent "Everything was super! It was cosy and relaxing. Our host was great!" [](https://expedia.ca/Smithfield-Hotels-Large-Secluded-Cabin-On-The-Lake-Now-Booking-2-Night-Stays.h83565695.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Vacation Homes information | Number of reviews | 17 | | ----------------- | ----------------- | | Accommodation | 40 Vacation Homes | | Lowest Price | CA $257 | | Highest Price | CA $714 | ## 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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