Title: Top Pittsfield Cabin Rentals | Expedia.ca [Pittsfield Travel Guide](https://expedia.ca/Pittsfield.dx184066)[Hotels in Pittsfield](https://expedia.ca/Pittsfield-Hotels.d184066.Travel-Guide-Hotels)[Vacation Rentals in Pittsfield](https://expedia.ca/Pittsfield-Vacation-Rentals.d184066.Travel-Guide-VacationRentals)[Flights to Pittsfield](https://expedia.ca/Cheap-Flights-To-Pittsfield.d184066.Travel-Guide-Flights)[Pittsfield Car Rentals](https://expedia.ca/Car-Rentals-In-Pittsfield.d184066.Car-Rental-Guide)[Pittsfield Vacation Packages](https://expedia.ca/Pittsfield.d184066.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) # Find Cabins in Pittsfield for Rent from CA $325 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](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 [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-03&endDate=2025-10-05&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=184066&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=CABIN&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Pittsfield Cabin Rentals ## Our top choices for Pittsfield cabin rentals ![Front of property](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/e989f724.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/3d510c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/383f0611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![48-inch flat-screen TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/8b7c60dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski in & out Spruce Glen Townhomes on Great Eastern Trail Killington 9.0/10 Wonderful (49) "very clean and easy to access close to mountain" [](https://www.expedia.ca/Killington-Hotels-Ski-In-Out-Spruce-Glen-Townhomes-On-Great-Eastern-Trail.h21432554.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/60000000/59790000/59784500/59784421/434c8b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/60000000/59790000/59784500/59784421/cfad498e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/60000000/59790000/59784500/59784421/w1489h2003x24y23-7588e291.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/60000000/59790000/59784500/59784421/0f99e29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Loft for two with Hot Tub & Mtn Views Granville 10/10 Exceptional (260) "The perfect spot, great amenities. We had the best time getting away for one on one time." [](https://www.expedia.ca/Granville-Hotels-Romantic-Loft-With-Hot-Tub.h59784421.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/25000000/24300000/24292300/24292231/8b4c140f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/25000000/24300000/24292300/24292231/606c167a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/25000000/24300000/24292300/24292231/4662ce9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/25000000/24300000/24292300/24292231/4c1af109.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Retreat: Mt. Views, Hot Tub, Movie Theater Granville 10/10 Exceptional (513) "Fantastic, will be back!" [](https://www.expedia.ca/Granville-Hotels-Romantic-Retreat-10-Acres.h24292231.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/119000000/118190000/118186200/118186125/df69e4a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/119000000/118190000/118186200/118186125/fd5321da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/119000000/118190000/118186200/118186125/233812bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/119000000/118190000/118186200/118186125/32879fed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Cabin Randolph 10/10 Exceptional (3) "The cabin was lovely and I appreciated that my cat could stay with me and that I could park my 5x8 uhaul trailer on the property during my stay. Al was helpful in all matters, I was especially grateful that he helped me reattach the trailer to my car at the end of my stay." [](https://www.expedia.ca/Randolph-Hotels-Vineyard-Cabin.h118186125.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34330000/34326500/34326405/78ed4eea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/35000000/34330000/34326500/34326405/1273bce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34330000/34326500/34326405/1d3cfd4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34330000/34326500/34326405/1446bec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic Vermont Cabin on 2.5 acres Lake Frontage Salisbury 9.8/10 Exceptional (114) "Visiting family in Vermont, very charming place to stay, quaint, quiet, fun in the lake, grandkids visited, great cookout, although the steps to the one bedroom were challenging for my handicapped wife, never thought a futon would be so comfortable, especially for me, at 6’2”, 260 lbs, it was great, we had loads of fun, short trips to restaurants, and another visit to Tom and Jerry’s, thanks so much, it was awesome, will be back!" [](https://www.expedia.ca/Middlebury-Warren-Hotels-Classic-Vermont-Cabin-On-25-Acres-With-Lake-Frontage.h34326405.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/75000000/74590000/74583300/74583296/af166be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/75000000/74590000/74583300/74583296/d9a718b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/75000000/74590000/74583300/74583296/0fc5fcaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74590000/74583300/74583296/060c4f48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded retreat in the trees Roxbury 10/10 Exceptional (27) "The place was great ,it fit into our budget and the owners were more than helpful." CA $174 CA $325 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Randolph-Hotels-Sunny.h74583296.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33150000/33141400/33141363/e39b8080.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33150000/33141400/33141363/851538f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/34000000/33150000/33141400/33141363/600fda3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace, books](https://images.trvl-media.com/lodging/34000000/33150000/33141400/33141363/190c0a51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stetson Hollow Cabin by Stetson Brook Warren 9.8/10 Exceptional (151) "My best friend and I came to the cute cabin. We got to see lots of Vermont items that are nearby. " CA $299 CA $611 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Warren-Hotels-Stetson-Hollow-Cabin-By-Stetson-Brook.h33141363.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119300000/119291400/119291343/910ca7f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/120000000/119300000/119291400/119291343/3015d9f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/120000000/119300000/119291400/119291343/18868340.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/120000000/119300000/119291400/119291343/00f75293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Skye Ridge lodge Carriage house w AC and hot tub in charming Killington VT Killington CA $553 CA $983 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Killington-Hotels-New-Carriage-House-With-AC-And-Hot-Tub-In-Charming-Killington-VT.h119291343.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/97000000/96930000/96927400/96927304/dd607980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/97000000/96930000/96927400/96927304/c1849844.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, internet, bed sheets](https://images.trvl-media.com/lodging/97000000/96930000/96927400/96927304/6bd692f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96930000/96927400/96927304/e20094aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous cabin with Pack 'n Play, private dock, lovely deck, firepit, wood stove Castleton 9.8/10 Exceptional (12) "We loved the cottage and the proximity to a wonderful lake!" [](https://www.expedia.ca/Brandon-Hotels-Gorgeous-Cabin-With-Pack-N-Play.h96927304.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/117360000/117359700/117359648/c04bdc45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/118000000/117360000/117359700/117359648/w1019h683x0y0-31f80c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/118000000/117360000/117359700/117359648/1cea8465.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/118000000/117360000/117359700/117359648/4f95cbd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Brookside Cabin + Hot Tub | Woodstock & Killington Bridgewater 10/10 Exceptional (2) "The property is very clean and well maintained. The hosts have put a lot of thought into the stocked amenities not only for comfort and convenience but also for quality. We enjoyed the outdoor area, the deep soak bathtub, cooking in the kitchen, and doing a puzzle. Will definitely stay again." [](https://www.expedia.ca/Bridgewater-Corners-Hotels-Cozy-Brookside-Cabin-With-Hot-Tub-Woodstock-VT.h117359648.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/21000000/20490000/20480500/20480495/dbed2683.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, video library](https://images.trvl-media.com/lodging/21000000/20490000/20480500/20480495/4c08adfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20490000/20480500/20480495/d80f6e1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/21000000/20490000/20480500/20480495/b392a193.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Hideaway near Ludlow/Okemo. HOT TUB!! Mount Holly 9.8/10 Exceptional (219) "We had a wonderful stay! The house was extremely clean, and well organized. It has everything we need. " [](https://www.expedia.ca/Mount-Holly-Hotels-Cozy-Hideaway-Near-Ludlowokemo-HOT-Tub.h20480495.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119080000/119077800/119077762/e1afaf97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119080000/119077800/119077762/009948bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/120000000/119080000/119077800/119077762/b17b2f77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/120000000/119080000/119077800/119077762/aac60a32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Welcoming to this cozy 3-bedroom cabin on 100 acres, in Tunbridge Tunbridge [](https://www.expedia.ca/Tunbridge-Hotels-Welcoming-To-This-Cozy-3-Bedroom-Cabin-In-Tunbridge.h119077762.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105800000/105791000/105790996/1049e328.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/106000000/105800000/105791000/105790996/bd501acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105800000/105791000/105790996/d4f62f10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/106000000/105800000/105791000/105790996/db94daaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wobbly Cabin: 2BR/1.5 Bath Charming Killington Retreat Close to Everything Killington 10/10 Exceptional (6) "This was the perfect mountain cabin. Everything you needed in modern day but in a cabin setting. It is in the woods but close to town. Impeccably maintained. I would come back here in a heartbeat." CA $204 CA $671 total includes taxes & fees Sep 25 - Sep 26 [](https://www.expedia.ca/Killington-Hotels-Wobbly-Cabin-2BR15-Bath-Charming-Ski-Home-Discounted-Lift-Tickets.h105790996.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/104000000/103780000/103773500/103773441/0e243344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/104000000/103780000/103773500/103773441/f5b18ebc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/104000000/103780000/103773500/103773441/6bdc7950.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103780000/103773500/103773441/de0c2f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming farmhouse, dog friendly, Appalachian trail access Bridgewater 7.8/10 Good (6) "A lovely "get-away" in beautiful Vermont." [](https://www.expedia.ca/Woodstock-Hotels-Farmhouse-Red-Charmer-With-Wood-Stove.h103773441.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61190000/61181100/61181034/f26415fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/62000000/61190000/61181100/61181034/75640e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61190000/61181100/61181034/b81e6f61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61190000/61181100/61181034/d4432dae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington / Mendon CLEAN, 1 bedroom cabin Mendon 9.8/10 Exceptional (20) "Clean and close to the mountain" [](https://www.expedia.ca/Rutland-Hotels-Killington-Mendon-CLEAN.h61181034.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/62000000/61200000/61197500/61197418/2868122a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/62000000/61200000/61197500/61197418/2d253a01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/62000000/61200000/61197500/61197418/5fdc412b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/62000000/61200000/61197500/61197418/4530ff45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington / Mendon CLEAN, 2 bedroom cabin Mendon 9.8/10 Exceptional (6) "This cabin was the perfect home base for a ski weekend at Pico. The kitchen made it easy to cook and reheat food too. " [](https://www.expedia.ca/Rutland-Hotels-Killington-Mendon-CLEAN.h61197418.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/118000000/118000000/117999600/117999578/w3068h2045x0y1-7c82e6fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/118000000/117999600/117999578/29f578d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/118000000/117999600/117999578/1a7065ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/118000000/117999600/117999578/115bfd3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic cabin close to Sugarbush w/ porch Warren 10/10 Exceptional (1) "Beautiful property and house. The layout was wonderful. The house felt spacious even though it was small. The kitchen had everything we needed. The porch in back was perfect for reading. The furnishings were lovely. The proximity to Warren (2 miles) was great. The only issues were the low water pressure in the master bath shower (the large showerhead?) and a smell coming from the utility closet off of the master bedroom which we could not identify. Other than that, a perfect stay. We would like... [](https://www.expedia.ca/Warren-Hotels-Modern-Log-Cabin-Retreat-Ski.h117999578.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/c3a6cb3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/1b339bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/4d9d08b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/5c77cce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabin that brings people together Bridgewater 9.6/10 Exceptional (82) "Had a blast staying in this beautiful cabin. Missed the teepee but couldn't have asked for a better stay!" [](https://www.expedia.ca/Bridgewater-Corners-Hotels-The-Cabin-That-Brings-People-Together.h29946843.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34210000/34200400/34200310/fb336e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34210000/34200400/34200310/9a405830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34210000/34200400/34200310/8401afda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34210000/34200400/34200310/f2a7792c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SPRING IN THE GREEN MOUNTAINS/PET FRIENDLY-WOOF Mount Holly 10/10 Exceptional (90) "terrific time at this wonderful cabin. they had everything we needed to have fun on the lake." [](https://www.expedia.ca/Mount-Holly-Hotels-SPRING-IN-THE-GREEN-MOUNTAINSPET-FRIENDLY-WOOF.h34200310.Hotel-Information) ![Cabin 1 (Pet Free) - Peak Perspective ](https://images.trvl-media.com/lodging/17000000/16350000/16341300/16341282/6d2e67b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/17000000/16350000/16341300/16341282/96663a9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cabin 5 (Pet Friendly) - Owl's Branch | Exterior](https://images.trvl-media.com/lodging/17000000/16350000/16341300/16341282/4ce94b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/17000000/16350000/16341300/16341282/c5f12917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Robert Frost Mountain Cabins Ripton 10/10 Exceptional (40) "Owners are super helpful and cinnamon rolls were yummy. Off the beaten path and lovely" CA $371 CA $405 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Ripton-Hotels-Robert-Frost-Mountain-Cabins.h16341282.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=2025-10-08&endDate=2025-10-09®ionId=184066&adults=2&lodging=CABIN&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-Cabins.d184066-aaCabins.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FPittsfield-Cabins.d184066-aaCabins.Travel-Guide-Accommodation) ## Top Pittsfield Hotel Reviews ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "Excellent Vintage style B&B. " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ![Brandon Inn](//images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg) ### Brandon Inn 10/10 Excellent "The room was clean and lovely! " [](https://expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![Comfort Inn Rutland - Killington](//images.trvl-media.com/lodging/1000000/10000/4700/4621/15d4fef0_y.jpg) ### Comfort Inn Rutland - Killington 10/10 Excellent "The room was very clean and comfortable." [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "." [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![My Place Hotel-Randolph VT](//images.trvl-media.com/lodging/106000000/105670000/105665800/105665795/a55aa0fa_y.jpg) ### My Place Hotel-Randolph VT 10/10 Excellent "Property has convenient parking and is safe and clean." [](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "An absolutely amazing place to stay. The rooms I loved. I get so tired of the regular cookie cutter fancy hotel rooms. This is a ski lodge and it's designed and decorated as such. The staff is super friendly. There is adequate parking outside. It's in a beautiful area with restaurants and bars within driving distance The breakfast options were very plentiful Continental breakfast and it included fruit three different kinds of cereal a few different kinds of bagels muffins donuts there was some orange juice hot tea and coffee more than enough.. I will definitely be back it was a great place to stay and the beds were so comfortable It was one of the most comfortable beds I've ever slept in" [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Days Inn by Wyndham Rutland/Killington Area](//images.trvl-media.com/lodging/1000000/890000/889600/889570/2b102593_y.jpg) ### Days Inn by Wyndham Rutland/Killington Area 10/10 Excellent "Everything was good " [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![Après Inn Killington](//images.trvl-media.com/lodging/105000000/104900000/104893100/104893073/eb483cb8_y.jpg) ### Après Inn Killington 10/10 Excellent "Great service and clean room " [](https://expedia.ca/Apres-Inn-Killington.h104893073.Hotel-Information) ![Emrose Luxury Cabins](//images.trvl-media.com/lodging/111000000/110250000/110247200/110247154/fb359a4e_y.jpg) ### Emrose Luxury Cabins 10/10 Excellent "My wife was the one that talk with the staff. She said they were very polite and helpful individuals. I drive a full size longer pick up and had a little trouble parking in between the buildings. It was a little tight." [](https://expedia.ca/Brandon-Hotels-Emrose-Luxury-Cabins.h110247154.Hotel-Information) ## Find out more about Pittsfield ## Pittsfield Cabin Rentals information | Number of reviews | 1,459 | | --- | --- | | Accommodation | 82 Cabin Rentals | | Lowest Price | CA $325 | | Highest Price | CA $983 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Killington](https://www.expedia.ca/4Star-Killington-Hotels.s40-0-d10780.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Cheap-Hotels.0-0-d184042-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Luxury-Hotel.0-0-d184042-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Mountain-Hotels.0-0-d184042-tMountainHotels.Travel-Guide-Filter-Hotels) - [Pet-Friendly Hotels in Chittenden](https://www.expedia.ca/Chittenden-Hotels-Pet-Friendly-Hotel.0-0-d184042-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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