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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=6357893&startDate=2026-03-06&endDate=2026-03-08&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) ![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) ![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) ### Ski home Mountain Views near Killington/Woodstock Stockbridge 10/10 Exceptional (2) "We met some family here to have a weekend together. The house was amazing! It was very clean and had everything we needed. The host was amazing with all our needs and very helpful. You would not regret this home! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) james s. CA $249 CA $890 total includes taxes & fees Nov 13 - Nov 14 [](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) ![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) ![Interior](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/30eadeda.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) "We had a great time! Love the deck and the fire pit. We had the perfect at night to relax at the fire and watch the sky. House is new and clean. Can recommend it to anyone!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Csilla G. CA $249 CA $890 total includes taxes & fees Nov 16 - Nov 17 [](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) ![Exterior](https://images.trvl-media.com/lodging/107000000/106410000/106407300/106407210/45c5fd4b.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) ![Interior](https://images.trvl-media.com/lodging/107000000/106410000/106407300/106407210/6aa603d4.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 (35) "Dave and Miken have been so welcoming, we have discovered a real Vermont farm, the kids have just loved it !It is not just a place to stay, it is an experience ! " ![France](https://a.travel-assets.com/egds/marks/flags/fr.svg) gladys b. CA $168 CA $220 total includes taxes & fees Nov 13 - Nov 14 [](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 Nov 13 - Nov 14 [](https://www.expedia.ca/Off-Grid-Glamping-Shed-With-River-Access.h109073427.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) ![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/f922de49.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) "It was a great location for what we were looking to do. Great size and we loved the hot tub. Very comfortable. We enjoyed our stay and would come again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley G. CA $192 CA $688 total includes taxes & fees Nov 13 - Nov 14 [](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/91000000/90700000/90693000/90692944/602db30e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90700000/90693000/90692944/fd584ad3.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) ### Mountain Stay | Skiing | Hiking | Sleeps 8 Bridgewater 9.6/10 Exceptional (7) "Very large place for 6 to 8 people. Great location between Woodstock and Killington. Lots of living spaces and great king-size beds and mattresses" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) frank CA $266 CA $755 total includes taxes & fees Nov 13 - Nov 14 [](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/101000000/100510000/100501900/100501897/c9400bbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/acc10e06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/743b417c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100510000/100501900/100501897/f1b12770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### CozyDen-Location, Fireplace, Ski Off/Shuttle On! Killington 10/10 Exceptional (1) "Very quiet and private feeling even though it is in a condo like setting. Very clean, and had all the conveniences we needed (A/C, coffee maker, full kitchen appliances). And so kind and personal to leave some souvenirs of the area. We felt very comfortable when every we finished our day of sightseeing to come back to our home away from home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) denise k. CA $121 CA $392 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Killington-Hotels-CozyDen-AC.h100501897.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/815e1d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, offices](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/0ede4bdc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/af77614e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/64000000/63950000/63942500/63942414/5ad0db17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home offering privacy on 7 acres with private pond West Windsor 10/10 Exceptional (30) "Lots of space inside and out for my family to enjoy here! The sunny living room with its many windows brings the outside indoors." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eileen W. CA $285 CA $682 total includes taxes & fees Nov 14 - Nov 15 [](https://www.expedia.ca/Windsor-Hotels-Beautiful-Home-Offering-Privacy-On-7-Acres-With-Private-Pond.h63942414.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) ![Pool](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/906f227a.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119100000/119097900/119097860/a40db391.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... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean CA $167 CA $452 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/52000000/51290000/51280800/51280745/2ae285d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/52000000/51290000/51280800/51280745/fb1b77a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/52000000/51290000/51280800/51280745/13bcf3e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/52000000/51290000/51280800/51280745/b2f27533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious country home, beautiful sunsets, 40 acres Tunbridge 9.8/10 Exceptional (42) "The accommodations were great with plenty of room. We all wanted to lay on the living room couches because they were so comfortable! The property was nice and peaceful with lots of flowers, bushes and trees to observe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen P. CA $168 CA $634 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Spacious-Country-Home.h51280745.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) ![Exterior](https://images.trvl-media.com/lodging/69000000/68050000/68047700/68047644/9f569e37.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) ![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) ### Beautiful home located in the Mad River Valley Warren 9.8/10 Exceptional (39) "Great location. Walk to the falls!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sheri n. [](https://www.expedia.ca/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h68047644.Hotel-Information) ![Golf](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/c685e8e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/2dd85cca.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/102000000/101250000/101243900/101243826/400bb017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101250000/101243900/101243826/87e28119.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TheGrizz! Shuttle on/off! Killington 10/10 Exceptional (4) "We went to Killington to ski and we were pleasantly surprised at how close everything was. The drive distance to the ski lifts and the access road for apres was minutes. Dan & Holly were super informative about everything and easy to communicate with the whole time we were there. Fabulous accommodations, very comfortable and very clean with all the comforts of home." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth R. CA $144 CA $597 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Killington-Hotels-TheGrizz-Bike-And-Ski-Shuttle-On-Off-By-Golf.h101243826.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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104790000/104789700/104789606/b4350eb6.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." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria K. [](https://www.expedia.ca/Killington-Hotels-Powder-Park-Place-Lower-Unit-Cozy-And-Close-To-The-Mountain-Discounted-Lift-Tickets.h104789606.Hotel-Information) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/3523e734.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/436afeca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/0bf9adcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/101000000/100830000/100822600/100822513/df0eafeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bearmont- Pool, HotTub, Fireplace The Woods 10/10 Exceptional (6) "Great location and a great place. Felt right at home" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler B. CA $174 CA $685 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Killington-Hotels-Bearmont-Pool.h100822513.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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209745/a0113f21.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) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68210000/68209800/68209745/5452474c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful home located in the Mad River Valley Warren 10/10 Exceptional (22) "A perfect cozy weekend getaway for skiing for my family of 4." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen S. [](https://www.expedia.ca/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h68209745.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) ![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) ![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) ![Exterior detail](https://images.trvl-media.com/lodging/23000000/22480000/22479200/22479176/7adb4eb9.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 (83) "Great place! Comfortable and conveniently located. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Violet R. CA $126 CA $432 total includes taxes & fees Nov 13 - Nov 14 [](https://www.expedia.ca/Hancock-Hotels-52-Old-Farmhome-Beautiful-Valley-Views-Near-Skiing-Sugarbush.h22479176.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) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105780000/105777700/105777639/47ba2040.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) ![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) ### 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Catherine S. CA $265 CA $799 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Killington-Hotels-Fun-In-Fun-Out-Ski-Home-Main-Floor-Renovated-3BR2BA-Hot-Tub-Lift-Tickets.h105777639.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/112000000/111420000/111411200/111411190/5e2fb8ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111420000/111411200/111411190/d6f36570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111420000/111411200/111411190/5200e83b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/112000000/111420000/111411200/111411190/90789a76.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful oasis, stunning views, less than 10 mins from Woodstock Village Pomfret 10/10 Exceptional (3) "Enjoyed the cleanliness and the convenience of being close to Woodstock, and not too far from Stowe." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dee Dee H. CA $210 CA $534 total includes taxes & fees Dec 11 - Dec 12 [](https://www.expedia.ca/South-Pomfret-Hotels-Peaceful-Oasis.h111411190.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/a33a0cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/0d07615f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/e5d88ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/62168f7c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola Bridgewater Corners 10/10 Exceptional (3) "Very clean, cozy, & had exactly what we needed for the last leg of our vacation. Bed was comfy, & nice to have the hot tub, we appreciated that after all the driving. We had just stayed at a vrbo that was not clean, so it was a great contrast! Thanks Russ & family for sharing your cute little cottage with us! Mark & Sherry" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry M. CA $98 CA $466 total includes taxes & fees Nov 19 - Nov 20 [](https://www.expedia.ca/Bridgewater-Corners-Hotels-New-2021-Ski-House-2-Min-Drive-To-Killington-Gondola.h73076828.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 9.2/10 Wonderful (7) "The location of the property was great. The photos in the listing are not an accurate representation of the condition of the interior." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie M. [](https://www.expedia.ca/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h90299304.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=2025-11-26&endDate=2025-11-27®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 ![Hampton Inn Rutland](//images.trvl-media.com/lodging/2000000/1530000/1523000/1522922/f4f05fc2_y.jpg) ### Hampton Inn Rutland 10/10 Excellent "Loved the whole hotel staff was great and very helpful and it was very clean!!!" [](https://expedia.ca/Rutland-Hotels-Hampton-Inn-Rutland.h1522922.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Large, clean room with nice view. Unique. " [](https://expedia.ca/Woodstock-Hotels-The-Shire-Woodstock.h10453651.Hotel-Information) ![Align Inn Vermont](//images.trvl-media.com/lodging/1000000/10000/1200/1108/996cad8e_y.jpg) ### Align Inn Vermont 10/10 Excellent "The room was clean and comfortable, the front desk staff was friendly (especially considering we arrived really late at night), and the breakfast was solid. " [](https://expedia.ca/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.Hotel-Information) ![Brandon Inn](//images.trvl-media.com/lodging/26000000/25190000/25184700/25184647/ec2b6d3b_y.jpg) ### Brandon Inn 10/10 Excellent "The Brandon Inn is one of my favorite places to stay. The location is great, with 2 outstanding taverns/pubs, a breakfast/lunch diner brewery and a fine dining resturant all within a 2 minute walk. The Inn itself is outstanding. With the historic ambiance, antique furniture and artifacts through out the halls and rooms, and the renovation and preservation of what the Inn was like 200 years ago, it is truly a trip back through time. May the Brandon Inn have success for many years to come. " [](https://expedia.ca/Brandon-Hotels-Brandon-Inn.h25184647.Hotel-Information) ![On The River Inn](//images.trvl-media.com/lodging/9000000/8320000/8318900/8318875/528a7f5b_y.jpg) ### On The River Inn 10/10 Excellent "Staff were fantastic " [](https://expedia.ca/Woodstock-Hotels-506-On-The-River-Inn.h8318875.Hotel-Information) ![White River Inn and Suites](//images.trvl-media.com/lodging/1000000/30000/28000/27933/f779e2ff_y.jpg) ### White River Inn and Suites 10/10 Excellent "Excellent " [](https://expedia.ca/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.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 "Staff was very polite and curious " [](https://expedia.ca/Rutland-Hotels-Days-Inn-By-Wyndham-RutlandKillington-Area.h889570.Hotel-Information) ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "Loved the casual, comfortable, easy atmosphere. Homey and welcoming but never overbearing. Staff were all wonderful and personable. " [](https://expedia.ca/Woodstock-Hotels-The-Jackson-House-Inn.h181337.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 "Everything was great except for the mattress was shot it caved in the center ,yes I would return ." [](https://expedia.ca/Killington-Hotels-North-Star-Lodge-And-Resort.h185873.Hotel-Information) ## Find out more about Stockbridge ## Stockbridge Vacation Homes information | Number of reviews | 253 | | --- | --- | | Accommodation | 672 Vacation Homes | | Lowest Price | CA $131 | | Highest Price | CA $937 | ## 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) - [Barnard Hotels](https://www.expedia.ca/Barnard-Hotels.d184038.Travel-Guide-Hotels) - 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