Title: Pittsfield Cottages from CA $249 | Expedia.ca [Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d3000447085.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d3000447085.Travel-Guide-VacationRentals)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d3000447085.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d3000447085.Destination-Travel-Guides) ![Lake Autumn Foliage fog](https://images.trvl-media.com/place/3000447085/bebfedbe-6e27-4c51-aa11-c7bf97b34247.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Pittsfield Cottage Rentals from CA $249 - ![](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 [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000447085&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) In two months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-02-06&endDate=2026-02-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Pittsfield cottages ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121240000/121233000/121232998/0522720b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121240000/121233000/121232998/9b4a1a49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121240000/121233000/121232998/58443375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/122000000/121240000/121233000/121232998/92ecff2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### On Baxter Lake: Wooded Retreat Near Trails Farmington CA $136 CA $525 total includes taxes & fees Jan 1 - Jan 2, 2026 [](https://www.expedia.ca/Farmington-Hotels-On-Baxter-Lake-Wooded-Retreat-Near-Trails.h121232998.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/89000000/88660000/88656300/88656238/e8ade1ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88660000/88656300/88656238/c28c5e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88660000/88656300/88656238/0e804321.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, memory foam beds, desk, iron/ironing board](https://images.trvl-media.com/lodging/89000000/88660000/88656300/88656238/85d61a9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic Rose Cottage of Historic West Lebanon Lebanon 10/10 Exceptional (24) "Everything about our stay was lovely! Check-in was smooth, the property was gorgeous, and the cottage was full of charm. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel S. CA $179 CA $349 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Lebanon-Hotels-Rustic-Rose-Cottage-Of-Historic-West-Lebanon.h88656238.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73635000/73634950/25c5d3fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/74000000/73640000/73635000/73634950/e2822ee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73640000/73635000/73634950/ae2a6c96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73635000/73634950/5181889b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 10 - 1 Bedroom w/ Loft / 1 Bath Wolfeboro 10/10 Exceptional (4) "We had a perfect stay. Super cute cabin, clean and very comfortable.We thoroughly enjoyed or time there. Very easy process and would absolutely recommend and book again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jessica G. CA $207 CA $256 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-10-1-Bedroom-W-Loft-1-Bath.h73634950.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114277500/114277402/970c7839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/115000000/114280000/114277500/114277402/94ba3bfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/115000000/114280000/114277500/114277402/e04ed936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114280000/114277500/114277402/c7c91372.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage on a Lake, near Gunstock Mountain Gilmanton 9.0/10 Wonderful (2) "We had a great time. Loved the cabin super cute. Neighborhood & neighbors very nice. The lake & private beaches were great. We enjoyed the hot tub & fire pit. I brought a few games, but you had a nice selection as well. Kitchen was very nice with everything we needed for some nice big breakfasts to start our day. We did run into a bit of a problem with the water running out. During showers, but we worked through it. Over all it was a great place. Thank you. Kim, Steve,Brianna,Cam & Brody " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) kim M. CA $237 CA $547 total includes taxes & fees Dec 22 - Dec 23 [](https://www.expedia.ca/Gilmanton-Hotels-Cozy-Cottage-On-A-Lake.h114277402.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634833/02bd108f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634833/w3179h1510x0y0-ae033c71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634833/66514554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634833/05d080a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 7 - Year Round - Pet Friendly - Stand Alone 1 Bedroom / 1 Bath Wolfeboro 10/10 Exceptional (4) "Great location & comfortable! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeanine L. CA $207 CA $256 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-7-Stand-Alone-1-Bedroom-1-Bath.h73634833.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635099/a3863e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635099/76513f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635099/3886d3b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635099/w1037h687x0y0-102e19a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 12 - Year Round - Pet Friendly -1 King Bed / 1 Bath & Courtyard Wolfeboro 10/10 Exceptional (16) "Very nice spot nice get away would stay there again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alan T. CA $207 CA $256 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-12-1-King-Bed-1-Bath-Courtyard.h73635099.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634899/790de7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634899/07b974e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634899/w3179h1510x0y0-e6be37a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/74000000/73640000/73634900/73634899/f915d58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 8-9 - Year Round - Pet Friendly - Stand Alone 2 Bedroom / 2 Bath Wolfeboro 10/10 Exceptional (4) "Everything was great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah F. CA $304 CA $377 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-8-9-Stand-Alone-2-Bedroom-2-Bath.h73634899.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635040/c4307c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635040/w1920h1861x0y96-5d731ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635040/c8558033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73640000/73635100/73635040/ecf79e58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage 11 - Year Round - Pet Friendly - 1 Bed / 1 Bath w/ Private Courtyard Wolfeboro 10/10 Exceptional (5) "Booked a last minute trip with the family and it was perfect. Right near downtown and a cozy place to rest with the kids." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sean P. CA $202 CA $249 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/Wolfeboro-Hotels-Cottage-11-1-Bed-1-Bath-W-Private-Courtyard.h73635040.Hotel-Information) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114350000/114340400/114340373/ef7d27ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114350000/114340400/114340373/d394793c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114350000/114340400/114340373/1c63870c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (1 Bedroom) | Interior](https://images.trvl-media.com/lodging/115000000/114350000/114340400/114340373/ee5ea332.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hiking & Snowmobile Trails On-site: Alton Retreat! Alton CA $115 CA $301 total includes taxes & fees Dec 23 - Dec 24 [](https://www.expedia.ca/Alton-Hotels-Hiking-Snowmobile-Trails-On-Site-Alton-Retreat.h114340373.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=2025-12-24&endDate=2025-12-25®ionId=3000447085&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+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CABIN) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=COTTAGE) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=VACATION_HOME) Condos [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CONDO) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=APARTMENT) Aparthotels [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=APART_HOTEL) Villas [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=CHALET) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=HOUSE_BOAT) Residences [](https://www.expedia.ca/Hotel-Search?destination=Pittsfield%2C+New+Hampshire%2C+United+States+of+America®ionId=3000447085&latLong=43.305801%2C-71.324699&adults=2&startDate=2026-03-10&d1=2026-03-10&endDate=2026-03-13&d2=2026-03-13&lodging=RESIDENCE) ![](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-Cottages.d3000447085-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Cottages.d3000447085-aaCottages.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Best Western Concord Inn & Suites](https://images.trvl-media.com/lodging/1000000/520000/517600/517529/8828b70b_y.jpg) ### Best Western Concord Inn & Suites 10/10 Excellent "Room was clean and breakfast was good." [](https://expedia.ca/Manchester-Hotels-Best-Western-Concord-Inn-Suites.h517529.Hotel-Information) ![Winnisquam Lake Inn](https://images.trvl-media.com/lodging/39000000/38990000/38988500/38988484/e228095d_y.jpg) ### Winnisquam Lake Inn 10/10 Excellent "Excellent " [](https://expedia.ca/Laconia-Hotels-Winnisquam-Lake-Inn.h38988484.Hotel-Information) ![Homewood Suites by Hilton Dover](https://images.trvl-media.com/lodging/3000000/2210000/2202700/2202669/c4baf367_y.jpg) ### Homewood Suites by Hilton Dover 10/10 Excellent "The hotel was wonderful, with a clean room and comfy bed. The staff was great too. I am never delighted with hotel breakfasts but I know I'm too picky. I would recommend this hotel." [](https://expedia.ca/Portsmouth-Hotels-Homewood-Suites-By-Hilton-Dover.h2202669.Hotel-Information) ![Hampton Inn by Hilton Concord/Bow](https://images.trvl-media.com/lodging/1000000/20000/18900/18833/635b84bc_y.jpg) ### Hampton Inn by Hilton Concord/Bow 10/10 Excellent "The room was good. The staff on the second day was absolutely fantastic! " [](https://expedia.ca/Manchester-Hotels-Hampton-Inn-By-Hilton-ConcordBow.h18833.Hotel-Information) ![TownePlace Suites by Marriott Gilford](https://images.trvl-media.com/lodging/3000000/2700000/2699400/2699325/406a36b6_y.jpg) ### TownePlace Suites by Marriott Gilford 10/10 Excellent "Staff was courteous and room was very clean." [](https://expedia.ca/Laconia-Hotels-TownePlace-Suites-By-Marriott-Gilford.h2699325.Hotel-Information) ![Quality Inn Loudon-Concord](https://images.trvl-media.com/lodging/1000000/550000/548800/548769/d4e2c3c2_y.jpg) ### Quality Inn Loudon-Concord 10/10 Excellent "Comfortable room" [](https://expedia.ca/Manchester-Hotels-Quality-Inn-Loudon-Concord.h548769.Hotel-Information) ![The Lake Estate on Winnisquam](https://images.trvl-media.com/lodging/118000000/117070000/117063100/117063020/9ca5f4d4_y.jpg) ### The Lake Estate on Winnisquam 10/10 Excellent "Great stay " [](https://expedia.ca/Tilton-Hotels-The-Lake-Estate-On-Winnisquam.h117063020.Hotel-Information) ![Comfort Inn Concord South End](https://images.trvl-media.com/lodging/1000000/10000/1600/1577/148042aa_y.jpg) ### Comfort Inn Concord South End 10/10 Excellent "Great experience " [](https://expedia.ca/Manchester-Hotels-Comfort-Inn-Concord.h1577.Hotel-Information) ![The Centennial](https://images.trvl-media.com/lodging/1000000/50000/42700/42642/e7221520_y.jpg) ### The Centennial 10/10 Excellent "Spectacular in every way. Great service, fabulous room, nice bar. We'll worth it. " [](https://expedia.ca/Manchester-Hotels-The-Centennial.h42642.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Cottages information | Number of reviews | 47 | | ----------------- | ------------ | | Accommodation | 158 Cottages | | Lowest Price | CA $249 | | Highest Price | CA $547 | ## Frequently asked questions ### Why book your cottage in Pittsfield with Expedia? ### How can I find cheap cottages in Pittsfield? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Center Barnstead ](https://www.expedia.ca/4Star-Center-Barnstead-Hotels.s40-0-d3000446834.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Southern New Hampshire ](https://www.expedia.ca/5Star-Southern-New-Hampshire-Hotels.s50-0-d6057417.Travel-Guide-Filter-Hotels) - [Allenstown Hotels ](https://www.expedia.ca/Allenstown-Hotels.d3000421386.Travel-Guide-Hotels) - [Farmstay in Barnstead ](https://www.expedia.ca/Barnstead-Agritourism.d3000446813-aaAgritourism.Travel-Guide-Accommodation) - 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