Title: Holiday Rentals Pittsfield from £113: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Pittsfield](https://expedia.co.uk/Pittsfield-Hotels.d6053891.Travel-Guide-Hotels)[Pittsfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Pittsfield.d6053891.Car-Hire-Guide)[Pittsfield Holidays](https://expedia.co.uk/Pittsfield.d6053891.Holidays-City-Breaks) ![Farm](https://images.trvl-media.com/place/6053891/1dbadbe0-84b7-4851-af74-a077f5919903.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6053891/1dbadbe0-84b7-4851-af74-a077f5919903.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 [10 Apr - 12 Apr](https://www.expedia.co.uk/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 two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=6053891&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6053891&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=6053891&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield holiday rentals ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/6636bd76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/67387a1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/9da55179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89760000/89759100/89759088/d3ba341c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Angel Mist Retreat Garage Apartment [](https://www.expedia.co.uk/Pittsfield-Hotels-Welcome-To-Angel-Mist-Retreat.h89759088.Hotel-Information) Pittsfield 10/10 Exceptional (14 reviews) "Great stay. Very comfortable, roomy, clean and good overall value." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rob K. £230 includes taxes & fees 28 Mar - 29 Mar [](https://www.expedia.co.uk/Pittsfield-Hotels-Welcome-To-Angel-Mist-Retreat.h89759088.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/0abd7285.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) ![TV](https://images.trvl-media.com/lodging/121000000/120700000/120691000/120690958/2b3fa485.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) ### The Cozy Home- New, Comfortable, Centrally located [](https://www.expedia.co.uk/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. £173 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Pittsfield-Hotels-Charming-In-Town-New-Build-Stylish.h120690958.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/f312599a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/b67f120e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/df06a28f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/77000000/76995400/76995336/38840bc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabin Skowhegan [](https://www.expedia.co.uk/Skowhegan-Hotels-Free-Private-Parking.h76995336.Hotel-Information) Skowhegan 9.8/10 Exceptional (52 reviews) "Very quiet and relaxing - just what we wanted." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary D. £158 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Skowhegan-Hotels-Free-Private-Parking.h76995336.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/515b6a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/effc1142.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/2088d126.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107720000/107715600/107715523/576b2944.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming cabin in the birches right on the atv trail! [](https://www.expedia.co.uk/Fairfield-Hotels-Charming-Cabin-In-The-Birches-Right-On-The-Atv-Trail.h107715523.Hotel-Information) Fairfield 9.2/10 Wonderful (7 reviews) "Very neat cabin. Spacious all utilities and a fire pit" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa O. £113 includes taxes & fees 28 Mar - 29 Mar [](https://www.expedia.co.uk/Fairfield-Hotels-Charming-Cabin-In-The-Birches-Right-On-The-Atv-Trail.h107715523.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/17014025.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/577bfe71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/72956d5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/82000000/81920000/81916300/81916204/37656f80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cabin on 30 acre of privacy. Fire pit, picnic table, trails & close to town. [](https://www.expedia.co.uk/Madison-Hotels-Gorgeous-Cabin-On-20-Acres.h81916204.Hotel-Information) Madison 10/10 Exceptional (42 reviews) "Everything was amazing" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Antwan B. £257 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Madison-Hotels-Gorgeous-Cabin-On-20-Acres.h81916204.Hotel-Information) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/108000000/107210000/107203300/107203280/a73f1760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107210000/107203300/107203280/w1284h953x0y2-ab7feef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107210000/107203300/107203280/96788d44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107210000/107203300/107203280/2a8ea55b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 2-bedroom house in awesome Sangerville with WiFi, AC and big yard [](https://www.expedia.co.uk/Sangerville-Hotels-Charming-2-Bedroom-House-In-Awesome-Sangerville-With-WiFi.h107203280.Hotel-Information) Sangerville 10/10 Exceptional (11 reviews) "Beautiful place and location. Highly recommend and would stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michelle W. £228 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Sangerville-Hotels-Charming-2-Bedroom-House-In-Awesome-Sangerville-With-WiFi.h107203280.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/a00de8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table football, books](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/5408df77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table football, books](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/b1aad0c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113950000/113946100/113946059/c86c7808.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sister A-Frame in Woods B [](https://www.expedia.co.uk/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.Hotel-Information) Oakland 10/10 Exceptional (9 reviews) "Great stay. Would stay here again if in the area." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda M. £182 includes taxes & fees 13 Apr - 14 Apr [](https://www.expedia.co.uk/Oakland-Hotels-Sister-A-Frame-In-Woods-B.h113946059.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) ![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/14681d34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115930000/115923400/115923334/d59c99fb.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.co.uk/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information) Madison 9.2/10 Wonderful (5 reviews) "Excellent service and perfect for our stay. Would book again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott £118 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Madison-Hotels-Charming-1-Bedroom-Building-With-WiFi.h115923334.Hotel-Information) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/ea4831c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/682fc57d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/de936a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/108000000/107170000/107166600/107166584/43a37948.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The heart of the Belgrade Lakes [](https://www.expedia.co.uk/Oakland-Hotels-The-Heart-Of-The-Belgrade-Lakes.h107166584.Hotel-Information) Oakland 9.0/10 Wonderful (9 reviews) "Host was very accommodating " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maureen £176 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/Oakland-Hotels-The-Heart-Of-The-Belgrade-Lakes.h107166584.Hotel-Information) ![Fireplace](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/0abe9bb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/e92ffd0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/66092648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/122000000/121960000/121957200/121957135/196b58dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Forest Cabin with Wall of Windows [](https://www.expedia.co.uk/Brooks-Hotels-Wall-Of-Windows-Super-Clean-Solar-Powered.h121957135.Hotel-Information) Jackson 10/10 Exceptional (1 review) "The space was warm and clean and had everything we needed. The hosts were incredibly friendly and helpful. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ally L. £155 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Brooks-Hotels-Wall-Of-Windows-Super-Clean-Solar-Powered.h121957135.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) ![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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107414500/107414470/02a26a70_edited_16e3.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) ### Discover Oakland charm near Colby College 10 min [](https://www.expedia.co.uk/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information) Oakland 10/10 Exceptional (6 reviews) "Very clean and comfy. A pleasure to stay there. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vicki W. £157 includes taxes & fees 9 Apr - 10 Apr [](https://www.expedia.co.uk/Oakland-Hotels-Oakland-Condo-Furnished-2-Bdrm-1-Bath-Newly-Built.h107414470.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/7d964cab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/317266d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/7aac303c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88920000/88914700/88914690/e33a9b40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious modern living in a quite neighborhood [](https://www.expedia.co.uk/Madison-Hotels-Spacious-Modern-Living-In-A-Quite-Neighborhood.h88914690.Hotel-Information) Madison £118 includes taxes & fees 3 Apr - 4 Apr [](https://www.expedia.co.uk/Madison-Hotels-Spacious-Modern-Living-In-A-Quite-Neighborhood.h88914690.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) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/e447dc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/2431f770.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) ### Peaceful Farmhouse Retreat- Pets welcome [](https://www.expedia.co.uk/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) Oakland 10/10 Exceptional (11 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. £272 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.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) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/4470ba7e.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) ![Exterior](https://images.trvl-media.com/lodging/79000000/78500000/78497800/78497731/9fa0568e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maine Lake House with an Amazing Sand Beach! [](https://www.expedia.co.uk/Burnham-Hotels-The-Maine-Lake-House-With-An-Amazing-Sand-Beach.h78497731.Hotel-Information) Burnham 9.0/10 Wonderful (7 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. £375 includes taxes & fees 29 Mar - 30 Mar [](https://www.expedia.co.uk/Burnham-Hotels-The-Maine-Lake-House-With-An-Amazing-Sand-Beach.h78497731.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/1cde160c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/da46180d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/c6ac2316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102640000/102639500/102639493/f3992758.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minutes to Colby [](https://www.expedia.co.uk/Waterville-Hotels-Minutes-To-Colby.h102639493.Hotel-Information) Waterville 8.8/10 Excellent (22 reviews) "Easy check in and spacious apartment. Excellent location- within minutes of Colby and downtown restaurants. Super comfy living room to relax in after a full day of Parents Weekend:" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jodie M. £189 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Waterville-Hotels-Minutes-To-Colby.h102639493.Hotel-Information) ![Microwave, oven, stovetop](https://images.trvl-media.com/lodging/125000000/124450000/124444200/124444128/4c561747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/125000000/124450000/124444200/124444128/a76eaf29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124450000/124444200/124444128/8898af95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/125000000/124450000/124444200/124444128/4c40e8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Superb 2-bedroom Home with AC in Detroit [](https://www.expedia.co.uk/Detroit-Hotels-Superb-2-Bedroom-Home-With-AC-In-Detroit.h124444128.Hotel-Information) Detroit £157 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Detroit-Hotels-Superb-2-Bedroom-Home-With-AC-In-Detroit.h124444128.Hotel-Information) ![DVD player, books, offices](https://images.trvl-media.com/lodging/108000000/107860000/107856700/107856647/76b64f18.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) ![Exterior](https://images.trvl-media.com/lodging/108000000/107860000/107856700/107856647/89280a44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107860000/107856700/107856647/bcee5072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pretty old house in Newport with WiFi [](https://www.expedia.co.uk/Newport-Hotels-Pretty-Old-House-In-Newport-With-WiFi.h107856647.Hotel-Information) Newport £200 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Newport-Hotels-Pretty-Old-House-In-Newport-With-WiFi.h107856647.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121280000/121274700/121274646/c1f2bd14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/122000000/121280000/121274700/121274646/8b356d7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121280000/121274700/121274646/213bd53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121280000/121274700/121274646/dc2dee03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Stylish Guest Suite – Cozy & Quiet Stay in charming Sangerville [](https://www.expedia.co.uk/Sangerville-Hotels-Stylish-Guest-Loft-Cozy-Quiet-Stay-In-Charming-Sangerville.h121274646.Hotel-Information) Sangerville 8.0/10 Very good (1 review) "Cozy room, very nice bathroom and shower, beautiful setti ng and very accomadating and available host" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judith L. £133 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Sangerville-Hotels-Stylish-Guest-Loft-Cozy-Quiet-Stay-In-Charming-Sangerville.h121274646.Hotel-Information) ![Smart TV, books](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/07480620.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/d65eda33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/637ba451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113970000/113961400/113961345/966437ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Salt water hot tub, king size beds, dog friendly, ice fishing [](https://www.expedia.co.uk/Canaan-Hotels-Salt-Water-Hot-Tub.h113961345.Hotel-Information) Canaan 10/10 Exceptional (5 reviews) "Awesome stay right on the water. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Timothy S. £259 includes taxes & fees 31 Mar - 1 Apr [](https://www.expedia.co.uk/Canaan-Hotels-Salt-Water-Hot-Tub.h113961345.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/126000000/125260000/125253800/125253746/b2d1af31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/126000000/125260000/125253800/125253746/3845b726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125260000/125253800/125253746/4e4e28f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/126000000/125260000/125253800/125253746/acdac02d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy newly built 1-bedroom unit 2 Kentucky Bay in charming Smithfield Maine [](https://www.expedia.co.uk/Smithfield-Hotels-Cozy-Newly-Built-1-Bedroom-Apartment-In-Charming-Smithfield.h125253746.Hotel-Information) Smithfield £125 includes taxes & fees 6 Apr - 7 Apr [](https://www.expedia.co.uk/Smithfield-Hotels-Cozy-Newly-Built-1-Bedroom-Apartment-In-Charming-Smithfield.h125253746.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.co.uk/Hotel-Search?startDate=2026-04-10&endDate=2026-04-11®ionId=6053891&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=APARTMENT) Cabins [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=CABIN) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&lodging=COTTAGE) Condos [](https://www.expedia.co.uk/Hotel-Search?destination=Pittsfield%2C+Maine%2C+United+States+of+America®ionId=6053891&latLong=44.782511%2C-69.383392&adults=2&startDate=2026-06-24&d1=2026-06-24&endDate=2026-06-27&d2=2026-06-27&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Holiday-Rentals.d6053891.Travel-Guide-HolidayRentals)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Holiday-Rentals.d6053891.Travel-Guide-HolidayRentals) ## Top Pittsfield Hotel Reviews ![Fireside Inn & Suites Waterville](https://images.trvl-media.com/lodging/1000000/20000/19700/19607/w4224h2819x5y5-25572f1f_y.jpg) ### Fireside Inn & Suites Waterville 10/10 Excellent "Very nice. Older refurbished hotel. Economical. Our room was very clean. " [](https://expedia.co.uk/Augusta-Hotels-Fireside-Inn-Suites-Waterville.h19607.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 "Excellent " [](https://expedia.co.uk/Augusta-Hotels-Best-Western-Plus-Waterville-Grand-Hotel.h22003.Hotel-Information) ![The Skowhegan By Kasa](https://images.trvl-media.com/lodging/115000000/114720000/114717300/114717254/3ae6e250_y.jpg) ### The Skowhegan By Kasa 10/10 Excellent "clean and comfortable! " [](https://expedia.co.uk/Skowhegan-Hotels-The-Skowhegan-By-Kasa.h114717254.Hotel-Information) ![Hampton Inn Waterville](https://images.trvl-media.com/lodging/1000000/730000/721100/721075/3c11b972_y.jpg) ### Hampton Inn Waterville 10/10 Excellent "The room was very clean, Jessica did an amazing job! The gym was clean and equipment in good repair, the pool was heated and the kids loved it!, and the hotel was very clean with friendly staff." [](https://expedia.co.uk/Augusta-Hotels-Hampton-Inn-Waterville.h721075.Hotel-Information) ![Belmont Motel](https://images.trvl-media.com/lodging/103000000/102340000/102332400/102332392/28d269d3_y.jpg) ### Belmont Motel 10/10 Excellent "Great night sleep." [](https://expedia.co.uk/Skowhegan-Hotels-Belmont-Motel.h102332392.Hotel-Information) ![Lockwood Hotel](https://images.trvl-media.com/lodging/79000000/78100000/78095000/78094968/d4c480e1_y.jpg) ### Lockwood Hotel 10/10 Excellent "Everything was absolutely fine Breakfast was outstanding !!!!" [](https://expedia.co.uk/Waterville-Hotels-Lockwood-Hotel.h78094968.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 "It was a cozy cabin and would definitely recommend staying here." [](https://expedia.co.uk/Exeter-Hotels-Cabin-In-Scenic-Woods-With-Hiking-Trails.h31189874.Hotel-Information) ![Peaceful Farmhouse Retreat- Pets welcome](https://images.trvl-media.com/lodging/114000000/113530000/113522100/113522019/4b703bf0_y.jpg) ### Peaceful Farmhouse Retreat- Pets welcome 10/10 Excellent "Kathleen is an incredibly thoughtful and gracious host. From coffee and oatmeal on the kitchen counter to a tea pot filled with water upon our late night arrival, Kathleen had thoughtful touches throughout. The kitchen was well equipped, towels were plentiful, and we even had a fun visit with the animals." [](https://expedia.co.uk/Oakland-Hotels-Cozy-Farm-Stay-Pet-Friendly-Peaceful.h113522019.Hotel-Information) ![The Elmwood](https://images.trvl-media.com/lodging/72000000/71560000/71556000/71555928/5778ded9_y.jpg) ### The Elmwood 8/10 Good "When I checked in the staff did not tell me there’s a continental breakfast with coffee. Also the website hadn’t listed it in amenities. Only one bar of soap, no shower gel for the bathroom. Bathroom could use an additional towel rack. " [](https://expedia.co.uk/Waterville-Hotels-The-Elmwood.h71555928.Hotel-Information) ## Find out more about Pittsfield **Everything you need to know about** **Pittsfield** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pittsfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pittsfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. **Pittsfield holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Pittsfield. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pittsfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Pittsfield holiday rentals we have selected for you start as low as £113 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Pittsfield rentals** At Expedia, we put the best Pittsfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. To find some top Pittsfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pittsfield holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittsfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold ](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District ](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals ](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals ](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals ](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals ](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Can I find holiday rentals in Pittsfield? ### What are some of the best holiday rentals that Pittsfield has to offer? ### How many holiday rentals will I find in Pittsfield? ### What can I see and do in Pittsfield? ### What are holiday rentals like in Pittsfield? ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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