Title: Stockbridge Vacation Home Rentals from CA $131: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Stockbridge](https://expedia.ca/Stockbridge-Hotels.d6357893.Travel-Guide-Hotels)[Vacation Rentals in Stockbridge](https://expedia.ca/Stockbridge-Vacation-Rentals.d6357893.Travel-Guide-VacationRentals)[Stockbridge Car Rentals](https://expedia.ca/Car-Rentals-In-Stockbridge.d6357893.Car-Rental-Guide)[Stockbridge Vacation Packages](https://expedia.ca/Stockbridge.d6357893.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) # Stockbridge 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 In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-01-02&endDate=2026-01-04&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-01-30&endDate=2026-02-01&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Stockbridge Vacation Homes ![Property grounds](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/05c88f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/3e08156e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/a44b8ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/8ee81541.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski home Mountain Views near Killington/Woodstock Stockbridge 10/10 Exceptional (2) "Exactly as pictured, specious, clean. Owners were extremely responsive and kind." CA $320 CA $980 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Stockbridge-Hotels-Ski-Home-Mountain-Views-Near-KillingtonWoodstock.h112839912.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/2fc621b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/c9226253.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/0ce5f02a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/860d4be4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski Home Mountain Views Near Killington/Woodstock Stockbridge 10/10 Exceptional (2) "Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100." CA $328 CA $991 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Stockbridge-Hotels-SkiMTB-Home-With-Mountain-Views-Near-KillingtonWoodstockGreen-Mountain-Trails.h113737902.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106410000/106407300/106407210/ddfc6783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106410000/106407300/106407210/34c96a2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106410000/106407300/106407210/6aa603d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106410000/106407300/106407210/60c5ff3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you Chelsea 10/10 Exceptional (27) "Lovely farm and friendly hosts" CA $168 CA $220 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Chelsea-Hotels-Barn-Stay-With-Dairy-Goats-Your-Clean-Cozy-Spot-In-The-Barn-Is-Waiting-For-You.h106407210.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109080000/109073500/109073427/8ab70085.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109080000/109073500/109073427/cdf61965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Toilet paper](https://images.trvl-media.com/lodging/110000000/109080000/109073500/109073427/f6f584ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109080000/109073500/109073427/e3fee229.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Off Grid Glamping Shed with River Access Randolph 10/10 Exceptional (1) CA $82 CA $131 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Off-Grid-Glamping-Shed-With-River-Access.h109073427.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/161747cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/b8dcd1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/5f4e824d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/b319d1f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home located in the Mad River Valley Warren 9.8/10 Exceptional (39) "We had a great time staying at this house during our Sugarbush skiing trip this February. The place is easy to access and is close to the ski resort. The house had everything we needed for a comfortable stay. I highly recommend this rental." [](https://www.expedia.ca/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h68047644.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/ea91e459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/2fbac199.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/120000000/119100000/119097900/119097860/d8ed7a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/906f227a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Condo Tucked in the Heart of Killington Killington 8.0/10 Very good (1) "The condo was in a beautiful location but was rather isolated from grocery and dining options. Our host was good at communicating however we received a message about the fireplace not being available to us a day before we came and we got there in the dark with no lights on. The condo itself could not really be called "luxury" as it was dated and lacked some basics like soap in the bathroom, a towel hook in the 1/2 bath, kleenex, cracked dishes, etc. Liked that it was near a waterfall and hiking... CA $146 CA $430 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/0a51ad2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/4a020446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/c88e2df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/17915502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit Bridgewater 9.4/10 Exceptional (16) "Very nice home! Plenty of room for everyone and a short drive to the mountain! Perfect " CA $192 CA $689 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-NEW-Blueberry-Hill-Escape-Pet-Friendly-King-Bed-Fire-Pit-Grill.h78342432.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/109000000/108620000/108611900/108611818/39d074f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/109000000/108620000/108611900/108611818/b8d48b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/109000000/108620000/108611900/108611818/5d61da3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/109000000/108620000/108611900/108611818/6320bd7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Feel the real VT! Fall foliage, hikes, foodie’s delight! Proctor 10/10 Exceptional (1) "Clean and comfortable home. Plenty of space for our family! Great quiet neighborhood made it easy to relax on our trip." CA $208 CA $741 total includes taxes & fees Oct 21 - Oct 22 [](https://www.expedia.ca/Proctor-Hotels-Feel-The-Real-VT-Lakes.h108611818.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209745/391cb838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209745/5452474c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209745/a57bbbed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209745/89e36b7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home located in the Mad River Valley Warren 10/10 Exceptional (21) "Great spot in the Mad River Valley. Great host and close to lots!" [](https://www.expedia.ca/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h68209745.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/c575999d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/404aed07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/45e652e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/82d94d09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Grizz- AC, Pool, Sauna, Gym, Near Resort Killington 10/10 Exceptional (4) "Place was overall great and just as advertised. Beds were awesome including the Murphy bed. Thanks for a wonderful weekend! I would definitely stay again. " CA $144 CA $602 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Killington-Hotels-TheGrizz-Bike-And-Ski-Shuttle-On-Off-By-Golf.h101243826.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101400000/101392400/101392369/15b7ade4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101400000/101392400/101392369/63616e04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101400000/101392400/101392369/04527bf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101400000/101392400/101392369/3451095f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mad Mountain Meadows - Stunning Mountain Views! East Warren 10/10 Exceptional (2) "Great house great location!" CA $228 CA $895 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Warren-Hotels-Mad-Mountain-Meadows-Stunning-Mountain-Views.h101392369.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/1340ba74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/7adb4eb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/04c513a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/b5820dd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5/2 Old Farmhome-Beautiful Valley Views-Near Skiing-Sugarbush granville 9.4/10 Exceptional (81) "Cool old farm house with an old fashioned set-up. Good value for the money considering how many people the house sleeps. Bathrooms are updated, kitchen is from the 80s. Furniture is outdated and ready to be replaced. Beds were very soft, not supportive. " CA $140 CA $447 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Hancock-Hotels-52-Old-Farmhome-Beautiful-Valley-Views-Near-Skiing-Sugarbush.h22479176.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/1c960e95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/6d068748.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/c038023d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/be338c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Powder Park Place: Lower Unit. Cozy and close to the Mountain! Discounted ski rentals. Killington 10/10 Exceptional (2) "A very comfortable stay for a family of four. Close to everything, clean, well stocked for breakfast making, and just enough room for everyone. We really enjoyed the fireplace after a day of skiing.Not sure why the heat setting turned to low 60s every night, but our blankets were warm." CA $169 CA $579 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Killington-Hotels-Powder-Park-Place-Lower-Unit-Cozy-And-Close-To-The-Mountain-Discounted-Lift-Tickets.h104789606.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/602db30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/c184f626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/2bf4dfa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/25803efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Stay | Save 10% This Week Only | Hiking Bridgewater 9.6/10 Exceptional (7) "My family enjoyed this house and there was plenty of space for sleeping and for the kids to play. Conveniently located for skiing at Killington." CA $282 CA $775 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Bridgewater-Hotels-Bridgewater-Inn-2-King-Beds-Game-Room-Skiing.h90692944.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/dcbc9b92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/42b859a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/ec60e8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/53d0c8fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fun In Fun Out Ski Home: Main Floor. Renovated 3BR/2BA. Hot Tub. Killington 10/10 Exceptional (1) "Such an awesome place! The booking/check-in process was seamless and the location cannot be beat! Will definitely be booking again. " CA $239 CA $763 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Killington-Hotels-Fun-In-Fun-Out-Ski-Home-Main-Floor-Renovated-3BR2BA-Hot-Tub-Lift-Tickets.h105777639.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90300000/90299400/90299304/5f15a1ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90300000/90299400/90299304/e562d88f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90300000/90299400/90299304/0b55ac4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90300000/90299400/90299304/78db4a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home located in the Mad River Valley Warren 9.0/10 Wonderful (6) "Good area" [](https://www.expedia.ca/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h90299304.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/112000000/111240000/111231500/111231408/eec0ec39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111240000/111231500/111231408/f94f3edd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111240000/111231500/111231408/ce2ab39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111240000/111231500/111231408/b364bc2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 3BR, 2-Story Retreat with Hot Tub, Pet Friendly, Deck, Grill, Fire Table, 5 min to Killington Killington 9.2/10 Wonderful (5) "Our group was in town for an archery event nearby and the location was perfect. Its peaceful and quiet but close to everything. It is an older house but well taken care of. Would definitely recommend. " CA $185 CA $640 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Killington-Hotels-The-SHACK-3BR15BA-Home-W-Hot-Tub-And-Discounted-Lift-Ticket-Deals.h111231408.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/a9515c86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/w1175h800x25y0-e4bf9cad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/5e456de4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109480000/109476300/109476281/35078f3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont North Sherburne 10/10 Exceptional (1) "Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this... CA $223 CA $735 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Pittsfield-Hotels-Peak-Hill-3-Bedroom.h109476281.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110740000/110730500/110730408/975347c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/111000000/110740000/110730500/110730408/875c7003.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/111000000/110740000/110730500/110730408/7274add7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110740000/110730500/110730408/84ee4171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Mountain Getaway with Hot tub and Views! Granville 10/10 Exceptional (2) "Very nice place & convenient to Sugarbush & Rochester.We had 10 guys mountain biking in the area and worked out perfectly." CA $175 CA $858 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Granville-Hotels-Secluded-Mountain-Getaway-With-Hot-Tub-And-Views.h110730408.Hotel-Information) ![Smart TV, fireplace, foosball, offices](https://images.trvl-media.com/lodging/121000000/120670000/120663200/120663187/7a76e14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120670000/120663200/120663187/d8e327f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120670000/120663200/120663187/f056f0b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/121000000/120670000/120663200/120663187/9a68181d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BR Killington Home Perfect for Families, Pet-Friendly North Sherburne 10/10 Exceptional (22) "This was our second time staying at the house. Fantastic house for a long weekend skiing at Killington. Plenty of room for the adults and teens to unwind after a day on the slopes! Will definitely visit again. " CA $283 CA $970 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Killington-Hotels-4BR-Killington-Home-Perfect-For-Families.h120663187.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=2025-10-27&endDate=2025-10-27®ionId=6357893&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%2FStockbridge-Private-Vacation-Homes.d6357893-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FStockbridge-Private-Vacation-Homes.d6357893-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Stockbridge Hotel Reviews ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "It was a great hotel with a great view. " [](https://expedia.ca/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![Mountain Sports Inn](//images.trvl-media.com/lodging/2000000/1340000/1339900/1339833/7b3b252e_y.jpg) ### Mountain Sports Inn 10/10 Excellent "Clean room, friendly staff " [](https://expedia.ca/Killington-Hotels-Mountain-Sports-Inn.h1339833.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Very nice property. Would love to visit again." [](https://expedia.ca/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Holiday Inn Express Hotel & Suites White River Junction by IHG](//images.trvl-media.com/lodging/2000000/1140000/1138300/1138208/634c6a80_y.jpg) ### Holiday Inn Express Hotel & Suites White River Junction by IHG 10/10 Excellent "Everything was very clean, the staff was attentive. Great one bedroom unit. Easy check-in." [](https://expedia.ca/White-River-Junction-Hotels-Holiday-Inn-Express-Hotel-Suites-White-River-Junction.h1138208.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 staff was pleasant and we enjoyed our stay. We loved the pool, hot tub and breakfast in the morning! " [](https://expedia.ca/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.Hotel-Information) ![The Mountain Inn at Killington](//images.trvl-media.com/lodging/1000000/980000/975400/975389/29356441_y.jpg) ### The Mountain Inn at Killington 10/10 Excellent "Amazing area!" [](https://expedia.ca/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.Hotel-Information) ![North Star Lodge and Resort](//images.trvl-media.com/lodging/1000000/190000/185900/185873/0612ebf1_y.jpg) ### North Star Lodge and Resort 10/10 Excellent "Off season, so lounge/cafe closed. However plenty of brewed coffee availary 0500 to 11 am. Dining options a few minutes away. Great bed. " [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.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 "The room was extremely clean" [](https://expedia.ca/My-Place-Hotel-Randolph-VT.h105665795.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Had road view but was ok for the amount of time spent there. Located in perfect spot for easy walking to grocery store and downtown shopping. Hotel offers complimentary Coffee Bar, waters, cookies and even bicycles to ride" [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ## Find out more about Stockbridge ## Stockbridge Vacation Homes information | Number of reviews | 200 | | --- | --- | | Accommodation | 672 Vacation Homes | | Lowest Price | CA $131 | | Highest Price | CA $991 | ## 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 Barnard](https://www.expedia.ca/Barnard-Hotels-Cheap-Hotels.0-0-d184038-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Barnard](https://www.expedia.ca/Barnard-Hotels-Luxury-Hotel.0-0-d184038-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Barnard](https://www.expedia.ca/Barnard-Hotels-Spa-Hotel.0-0-d184038-tSpaHotel.Travel-Guide-Filter-Hotels) - 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