Title: Pittsfield Vacation Home Rentals from CA $262: Search Top Private Vacation Homes for Rent | 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) ![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) # 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=3000447085&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=3000447085&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/115000000/114290000/114286300/114286250/2d90d170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114290000/114286300/114286250/b4da8a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, toaster](https://images.trvl-media.com/lodging/115000000/114290000/114286300/114286250/f14c40c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/115000000/114290000/114286300/114286250/42b4c749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Barn - Lake View and Pet Friendly Pittsfield 6.0/10 (1) "It was peaceful and quiet, nice water view from the picture window , whole place was nice sized, Nice sized kitchen downstairs and office room, The main bathroom upstairs was nice and balcony was very nice, However the strong smell of animal urin all upstairs in the living room/bedroom was overwhelming, We brought our own lysol wipes to wipe everything down and used our Febreeze air spray to try to clean the smell upstairs , the little sofa looked stained and smelled, We sprayed it with... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joseph G. [](https://www.expedia.ca/Pittsfield-Hotels-The-Barn-Lake-View-And-Pet-Friendly.h114286250.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78560000/78557100/78557035/725a1cda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78560000/78557100/78557035/a82862b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78560000/78557100/78557035/c36d7f69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/79000000/78560000/78557100/78557035/8a119feb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Attractive & convenient studio steps to water w/WiFi, water views, & kitchenette Alton 9.0/10 Wonderful (22) "Nice small place on the water" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darrick T. [](https://www.expedia.ca/Alton-Bay-Hotels-Attractive-Convenient-Studio-Steps-To-Water-WWiFi.h78557035.Hotel-Information) ![TV](https://images.trvl-media.com/lodging/79000000/78730000/78729400/78729315/3c6cfd4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78730000/78729400/78729315/71a1cb8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78730000/78729400/78729315/ac827f13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/79000000/78730000/78729400/78729315/1db387e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy hotel-style suite right on the water, shared patio, free WiFi Alton 8.8/10 Excellent (17) "It is a very peaceful setting. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Priscilla [](https://www.expedia.ca/Alton-Bay-Hotels-Cozy-Hotel-Style-Suite-Right-On-The-Water.h78729315.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/115000000/114400000/114397100/114397007/a8ac7c73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/115000000/114400000/114397100/114397007/bb0937c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114400000/114397100/114397007/ccf358eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/115000000/114400000/114397100/114397007/3368f2ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Village of Paugus Bay Studio Close To It All! Gilford 9.0/10 Wonderful (9) "Parking and access to the room was great, the view not so much. Overall it was perfect for our need and will definitely stay again in the future. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William [](https://www.expedia.ca/Gilford-Hotels-The-Village-Of-Paugus-Bay-Studio-Close-To-It-All.h114397007.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118010000/118001300/118001286/1219f8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/119000000/118010000/118001300/118001286/a6d6e580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/119000000/118010000/118001300/118001286/c9f99140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/119000000/118010000/118001300/118001286/d6c6b16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Alton Bay – Sleeps 4, Pool, Trails & More! Alton 10/10 Exceptional (1) "This is a classic old-style cabin that reminded us of our childhood family trips in the 60’s. It’s not new, but a heck of a lot of fun if you’re in the right head space. Easily walked to town for dinner and to the shore. Clean and had everything we needed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christine F. [](https://www.expedia.ca/Alton-Hotels-Cottage-In-Alton-Bay-Sleeps-4.h118001286.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/73000000/72130000/72128200/72128119/a6ea1da9_edited_a500.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/73000000/72130000/72128200/72128119/1e1c3bdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72130000/72128200/72128119/w677h683x173y0-6402a095.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/73000000/72130000/72128200/72128119/36b28551.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Taigh Loch - Lakes Region Retreat! Alton 9.8/10 Exceptional (13) "It was clean and comfortable. We enjoyed our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurel C. [](https://www.expedia.ca/Alton-Bay-Hotels-Taigh-Loch-Lake-Region-Retreat.h72128119.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/115000000/114580000/114577300/114577298/4cb096c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/115000000/114580000/114577300/114577298/a35fee6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114580000/114577300/114577298/f0939953.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114580000/114577300/114577298/61c9541e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakeside Serenity! 3BR/2B Lake Front Retreat with Stunning Views Barrington 10/10 Exceptional (11) "The house is superbly equipped and beautifully furnished. The host ist very friendly and easy to reach. We had a wonderful time. We loved the lake and the boats. " ![Germany](https://a.travel-assets.com/egds/marks/flags/de.svg) Maja M. [](https://www.expedia.ca/Lakeside-Serenity-3BR2B-Lake-Front-Retreat-With-Stunning-Views.h114577298.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/116000000/115190000/115181400/115181351/53336087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/116000000/115190000/115181400/115181351/f259d8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115190000/115181400/115181351/68c30ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115190000/115181400/115181351/cf41a7bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cool New Dover Home Dover 10/10 Exceptional (8) "Beautiful home and the property manager answered any questions very quickly. Everything went without a hitch. Check-in was flawless, the house was immaculate and extremely comfortable. They left water in the fridge (which we didn’t need), cute little toothbrushes and toothpaste in the bathrooms along with combs, shampoo, condition and body wash. This house had everything of we had forgotten something. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charity R. [](https://www.expedia.ca/Dover-Hotels-Cool-New-Dover-Home.h115181351.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78570000/78569100/78569082/ffba2709.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78570000/78569100/78569082/d3094ae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78570000/78569100/78569082/94cc3f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78570000/78569100/78569082/c21ba134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Home for 14 Guests Near Lake Winnisquam – Close to Everything! Sanbornton 10/10 Exceptional (12) "The check-in process was easy. The house was beautiful and accommodated our family well. There was plenty of space for all of us. Communication with the host was easy, fast and efficient. Timothy was always able to help with any questions I had. The beds were super comfortable! And the house was decorated beautifully. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Denise G. [](https://www.expedia.ca/Sanbornton-Hotels-House.h78569082.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/83000000/82900000/82892100/82892054/c78e9f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82900000/82892100/82892054/7119e6f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/83000000/82900000/82892100/82892054/2fd2d2b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82900000/82892100/82892054/196adda4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blue Breeze - Private lakefront w/ Hot Tub Middleton 8.8/10 Excellent (3) "My brother and I with his son stayed here while visiting family nearby. The house was clean and comfortable. When we arrived the lower level sliding glass door was open and I could not figure out how to lock it. Other than that I have no complaints. There was a snow storm during our stay, they cleared the driveway and stairs within 24 hours of the storm. The beds were comfortable and there were plenty of linens. We weren’t at the house much but the view was pretty. When we stopped for gas in our... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie D. [](https://www.expedia.ca/Middleton-Hotels-Blue-Breeze-Spacious-Lakefront-W-Private-Beach.h82892054.Hotel-Information) ![TV, stereo](https://images.trvl-media.com/lodging/74000000/73490000/73484600/73484564/409f9c36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/74000000/73490000/73484600/73484564/8b4e7014.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/74000000/73490000/73484600/73484564/4bfcc548.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/74000000/73490000/73484600/73484564/17a19fe3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stay in Venice our Modern Steps from the Lake with Dock! Alton 10/10 Exceptional (7) "Very clean and in a great location." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark B. [](https://www.expedia.ca/Alton-Bay-Hotels-Stay-In-Venice-Our-Modern-Steps-From-The-Lake-With-Dock.h73484564.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/66000000/66000000/65996200/65996127/da391a07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/66000000/65996200/65996127/b46a1406.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/66000000/66000000/65996200/65996127/7e60317a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/66000000/66000000/65996200/65996127/4946dad7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Idyllic Mountain and Lake Getaway Gilford 10/10 Exceptional (71) "Beautiful property. We enjoyed our trip." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) DEBORAH [](https://www.expedia.ca/Laconia-Hotels-Idyllic-Mountain-And-Lake-Getaway.h65996127.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78560000/78557100/78557033/453c0e72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78560000/78557100/78557033/f94f1489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78560000/78557100/78557033/22bdc378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free internet, bed sheets](https://images.trvl-media.com/lodging/79000000/78560000/78557100/78557033/773012a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous studio suite just a few steps from the water w/WiFi, bay views Alton 9.0/10 Wonderful (14) "3rd year here and we will be back. Love the area, the room's, and the people" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney T. [](https://www.expedia.ca/Alton-Bay-Hotels-Fabulous-Studio-Suite-Just-A-Few-Steps-From-The-Water-WWiFi.h78557033.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115930000/115928700/115928692/12fb7e73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115930000/115928700/115928692/983a7f66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115930000/115928700/115928692/449efd26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/116000000/115930000/115928700/115928692/a04502bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Maplewood Getaway – Family Comfort & Serenity Gilford [](https://www.expedia.ca/Gilford-Hotels-Entertainers-Dream-Retreat-Spacious-Central.h115928692.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743539/82d0bc2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743539/3b877d00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743539/693c6bd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743539/8afc21e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terrific studio suite right on the water w/free WiFi, bay views, kitchenette Alton 9.0/10 Wonderful (6) "A quiet place with wonderful views. We stay here quiet often." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony G. [](https://www.expedia.ca/Alton-Bay-Hotels-Terrific-Studio-Suite-Right-On-The-Water-Wfree-WiFi.h78743539.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743542/d6c86466.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743542/483d2ca9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743542/0b3f507a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78750000/78743600/78743542/ce39a921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Attractive studio in waterfront location w/free WiFi, water views, kitchenette Alton 8.2/10 Very good (11) "Beautiful! We will return!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Christina [](https://www.expedia.ca/Alton-Bay-Hotels-Attractive-Studio-In-Waterfront-Location-Wfree-WiFi.h78743542.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106730000/106727900/106727896/9c3cfa3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106730000/106727900/106727896/f2f09156.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/107000000/106730000/106727900/106727896/3cd40d43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106730000/106727900/106727896/b3f6e637.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake, grill, s'mores, hike, golf! 4Bd 2.5Bath Gilford 9.6/10 Exceptional (17) "Nice property, suitable for our needs. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Katie H. [](https://www.expedia.ca/Gilford-Hotels-Lovely-4-Bed-With-AC.h106727896.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/109000000/108440000/108439500/108439474/ed79a297.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108439500/108439474/4deb9305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108440000/108439500/108439474/51004727.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108440000/108439500/108439474/67dff4e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverside Retreat w/ Hot Tub, Gym & Dock Webster 10/10 Exceptional (4) "The house was perfect! It fully met our expectations from the listing and was a great place to stay! There is a hot tub, sauna, gym, a comfy living room, and a functional kitchen! It was great, we had so much fun staying there. We were there in the Spring and had a blast, and could only imagine how awesome it would be in the winter with the fireplaces. I would strongly recommend staying here if it meets your needs!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Neil A. [](https://www.expedia.ca/Webster-Hotels-Riverside-Retreat-W-Hot-Tub.h108439474.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/81000000/80960000/80954900/80954845/1d579580.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/81000000/80960000/80954900/80954845/3520e559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/81000000/80960000/80954900/80954845/a4127e96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/81000000/80960000/80954900/80954845/25831aa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home w/ Private Dock Epsom 10/10 Exceptional (20) "Our family had a wonderful time at this lake house. It had everything we needed for cooking, playing in the lake and relaxing. Would definitely stay again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley H. [](https://www.expedia.ca/Epsom-Hotels-Waterfront-Home-W-Private-Dock.h80954845.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/120000000/119240000/119231900/119231810/c88be62e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119240000/119231900/119231810/d40a2b91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119240000/119231900/119231810/be5b0aa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119240000/119231900/119231810/0cadb472.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Explore the Wagner Ranch Land • Huge Outdoor Spaces • Pets Allowed • Prime Hiking Location Gilford 10/10 Exceptional (2) "We had a great time at the Wagner Ranch. The bedrooms were comfy and the kitchen had all necessary items. Definitely will stay there again. The hosts were Great!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) dave b. [](https://www.expedia.ca/Gilford-Hotels-Live-Like-A-Dutton-At-Wagner-Ranch-Huge-Outdoor-Spaces-Pets-Allowed.h119231810.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=2025-11-12&endDate=2025-11-13®ionId=3000447085&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.d3000447085-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.d3000447085-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![Holiday Inn Express Hotel & Suites Rochester by IHG](//images.trvl-media.com/lodging/2000000/1760000/1753900/1753823/430aade8_y.jpg) ### Holiday Inn Express Hotel & Suites Rochester by IHG 10/10 Excellent "Great experience. Everyone from front desk to breakfast attendants so friendly and helpful Good selections for breakfast and the baked cookies at the front desk were delicious and a very nice gesture - not found in any other hotel on our vacation This hotel was great and surrounding area very convenient Rooms very clean and well supplied " [](https://expedia.ca/Portsmouth-Hotels-Holiday-Inn-Express-Hotel-Suites-Rochester.h1753823.Hotel-Information) ![Hampton Inn Dover](//images.trvl-media.com/lodging/2000000/1760000/1753900/1753841/7a5eba83_y.jpg) ### Hampton Inn Dover 10/10 Excellent "Great location, quiet, and close to highway and various retail options." [](https://expedia.ca/Portsmouth-Hotels-Hampton-Inn-Dover.h1753841.Hotel-Information) ![Best Western Plus Landmark Inn](//images.trvl-media.com/lodging/3000000/2610000/2601700/2601613/ace38470_y.jpg) ### Best Western Plus Landmark Inn 10/10 Excellent "-" [](https://expedia.ca/Laconia-Hotels-Best-Western-Plus-Landmark-Inn.h2601613.Hotel-Information) ![Winnisquam Lake Inn](//images.trvl-media.com/lodging/39000000/38990000/38988500/38988484/e228095d_y.jpg) ### Winnisquam Lake Inn 10/10 Excellent "Everything is ok" [](https://expedia.ca/Laconia-Hotels-Winnisquam-Lake-Inn.h38988484.Hotel-Information) ![TownePlace Suites by Marriott Gilford](//images.trvl-media.com/lodging/3000000/2700000/2699400/2699325/406a36b6_y.jpg) ### TownePlace Suites by Marriott Gilford 10/10 Excellent "Room slightly small but compact w/ functional furniture and kitchen " [](https://expedia.ca/Laconia-Hotels-TownePlace-Suites-By-Marriott-Gilford.h2699325.Hotel-Information) ![Tilton Lodge Inn and Suites ](//images.trvl-media.com/lodging/114000000/113040000/113037100/113037036/w1352h865x8y0-dc9b2b4e_y.jpg) ### Tilton Lodge Inn and Suites 10/10 Excellent "It's was very great for the price " [](https://expedia.ca/Tilton-Hotels-Tilton-Lodge-Inn-And-Suites.h113037036.Hotel-Information) ![Hampton Inn by Hilton Concord/Bow](//images.trvl-media.com/lodging/1000000/20000/18900/18833/635b84bc_y.jpg) ### Hampton Inn by Hilton Concord/Bow 10/10 Excellent "I was pleased how clean the room was and the breakfast was good. I did have to heat it up because it was a little cold." [](https://expedia.ca/Manchester-Hotels-Hampton-Inn-By-Hilton-ConcordBow.h18833.Hotel-Information) ![The Naswa Resort](//images.trvl-media.com/lodging/6000000/5060000/5059100/5059005/ca1dd37a_y.jpg) ### The Naswa Resort 10/10 Excellent "Absolutely loved this place. Will be a returning customer " [](https://expedia.ca/Laconia-Hotels-The-Naswa-Resort.h5059005.Hotel-Information) ![Steele Hill Resorts](//images.trvl-media.com/lodging/2000000/1160000/1155600/1155531/9fe074b5_y.jpg) ### Steele Hill Resorts 10/10 Excellent "Very nice location for a wedding " [](https://expedia.ca/Laconia-Hotels-Steele-Hill-Resorts.h1155531.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Vacation Homes information | Number of reviews | 204 | | --- | --- | | Accommodation | 400 Vacation Homes | | Lowest Price | CA $262 | | Highest Price | CA $1,381 | ## 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) - 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