Title: Holiday Rentals Stockbridge from £74: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Stockbridge Travel Guide](https://expedia.co.uk/Stockbridge.dx6357893)[Hotels in Stockbridge](https://expedia.co.uk/Stockbridge-Hotels.d6357893.Travel-Guide-Hotels)[Stockbridge Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Stockbridge.d6357893.Car-Hire-Guide)[Stockbridge Holidays](https://expedia.co.uk/Stockbridge.d6357893.Holidays-City-Breaks) ![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) # Search Holiday Rentals in Stockbridge - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) - ![](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 Tonight [8 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6357893&startDate=2025-11-08&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [9 Nov - 10 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6357893&startDate=2025-11-09&endDate=2025-11-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6357893&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [21 Nov - 23 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=6357893&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Stockbridge ![Dining](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/98a04e79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/c33b35a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/a20acb9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/b2a8b57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gnome Home Mountain Ski Chalet w/Sauna Killington Stockbridge 10/10 Exceptional (4) "The Gnome Home was everything we hoped for and more. The hosts are so helpful with communication, especially when a hefty snow storm hit. The home is cozy, clean and very well stocked with everything you need." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah S. £387 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Stockbridge-Hotels-Gnome-Home-Mountain-Ski-Chalet-WSauna-Killington.h87515446.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/05c88f21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112840000/112840000/112839912/57c9d5ae.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) "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. £493 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Stockbridge-Hotels-Ski-Home-Mountain-Views-Near-KillingtonWoodstock.h112839912.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117980000/117978800/117978738/ed72ae22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117980000/117978800/117978738/88327f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117980000/117978800/117978738/48d1db94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/118000000/117980000/117978800/117978738/fdc626a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Vermont Mountain Retreat | 4BR/4BA | Near Killington & Hiking | Perfect for Groups Stockbridge 8.0/10 Very good (1) "Would like to have had a tv in all the bedrooms. The back yard needed mowed. Other than that it was a good stay. Nice place" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Troy H. £708 includes taxes & fees 17 Nov - 18 Nov [](https://www.expedia.co.uk/Stockbridge-Hotels-Spacious-Vermont-Mountain-Retreat-4BR4BA-Near-Killington-Hiking-Perfect-For-Groups.h117978738.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) ![Interior](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/30eadeda.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) ![Exterior](https://images.trvl-media.com/lodging/114000000/113740000/113738000/113737902/c9226253.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. £493 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/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) ![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 cot, 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 (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. £122 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/Chelsea-Hotels-Barn-Stay-With-Dairy-Goats-Your-Clean-Cozy-Spot-In-The-Barn-Is-Waiting-For-You.h106407210.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/10b7883b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/2f37dfc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/c07b5f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/367c70d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit Cavendish 10/10 Exceptional (9) "Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nicholas M. £239 includes taxes & fees 20 Nov - 21 Nov [](https://www.expedia.co.uk/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/09218223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/99e2bd8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/9974e428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/c863f86e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treehouse at Wise Pines- SoBo Woodstock 9.8/10 Exceptional (24) "The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Victoria M. £145 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Treehouse-At-Wise-Pines-SoBo.h96381283.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/69000000/68050000/68047700/68047644/5f4e824d.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) ### 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.co.uk/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h68047644.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/4db62919.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/66bd663f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/4b80a474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119700000/119697100/119697097/ede6bd11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Escape to this private and peaceful tiny home with hot tub in Sharon, VT! Sharon 10/10 Exceptional (2) "Cabin was spotless and exactly what I expected" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) mark g. £208 includes taxes & fees 13 Nov - 14 Nov [](https://www.expedia.co.uk/South-Royalton-Hotels-Escape-To-This-Private-And-Peaceful-Tiny-Home-With-Hot-Tub-In-Sharon.h119697097.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) ![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) ![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.co.uk/Warren-Hotels-Beautiful-Home-Located-In-The-Mad-River-Valley.h68209745.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82970000/82961200/82961114/8975dc2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82970000/82961200/82961114/69a236d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/83000000/82970000/82961200/82961114/452ffb91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books](https://images.trvl-media.com/lodging/83000000/82970000/82961200/82961114/0d2faf4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pristine Custom Cottage, Grand Piano, Massage Studio on Site Leicester 10/10 Exceptional (65) "Host was very friendly,, property was emaculate, would definitely stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dyana B. £118 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Brandon-Hotels-Luxurious-Secluded-Cottage-Massage-Studio-On-Site.h82961114.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/d509eb7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/f75e0894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/d8e1f275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115091/86e914a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ben & Jerry Suite | Minutes to Woodstock | Hiking Bridgewater 9.2/10 Wonderful (7) "Close to Woodstock and market. Easy check in. Very quiet. Kurig, no cups for coffee." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy £144 includes taxes & fees 16 Nov - 17 Nov [](https://www.expedia.co.uk/Bridgewater-Hotels-NEW-Ben-Jerrys-Suite-At-The-Bridgewater-Inn.h90115091.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/e8333158.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/887a3213.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/27fe7b1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/108000000/107910000/107909000/107908933/d79ef6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland. Mendon 9.8/10 Exceptional (11) "Nice time, great location" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew K. £333 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Rutland-Hotels-The-Mendon-Cottage-Charming-Home-Close-To-Killington-Discounted-Lift-Tickets.h107908933.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63030000/63026900/63026865/87d01392.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/64000000/63030000/63026900/63026865/883353e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/64000000/63030000/63026900/63026865/d42e6390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63030000/63026900/63026865/747dbd0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dreamy Artist Chalet in Secluded Historic Village East Warren 9.2/10 Wonderful (10) "My friend and I came to ride horses for two days at the Icelandic Horse Farm in Fayston, and we knew we wanted a comfortable place nearby for the night in between. The Chalet was in the perfect location between places to eat (we had pizza at the Blue Stone) and the stable. And it is LOVELY inside, beautifully furnished and stocked with everything you need, Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gail N. £315 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Warren-Hotels-Dreamy-Artist-Chalet-In-Secluded-Historic-Village.h63026865.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... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dean £250 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Killington-Hotels-Luxury-Condo-Tucked-In-The-Heart-Of-Killington.h119097860.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/ba537308.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/b1cd5c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/58db806d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/102000000/101910000/101900700/101900661/115990ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jack S\`Bearo - Slopes, Fireplace, Pool. Killington 10/10 Exceptional (11) "Nice space for 2 people - condo is well outfitted and incredibly convenient for Pico skiing. Nightlife in Killing still very convenient. Overall a very positive experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jen R. £211 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Killington-Hotels-Jack-SBearo-Slopeside-At-Pico-Shuttle-To-Killy.h101900661.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/ad2f042c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/0df9f82e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/98873e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/e717b065.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-friendly winter retreat in the woods near Okemo + Killington Plymouth 10/10 Exceptional (14) "Excellent week at a cozy property, convenient to Killington and Okemo. Easy check in and check out; highly responsive and helpful host. Would recommend to those looking for a great VT escape." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amanda L. £348 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Plymouth-Hotels-BIGFOOT-CHALET.h106157385.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/46000000/45900000/45894300/45894206/a58ea33a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45900000/45894300/45894206/5915fdfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/46000000/45900000/45894300/45894206/04d3908c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel cot, free WiFi, bed sheets](https://images.trvl-media.com/lodging/46000000/45900000/45894300/45894206/118f0dcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Bill Condo w/ Kitchenette Sleeps 4 Killington 9.4/10 Exceptional (13) "The condo was so clean and had everything we needed! The location was incredible - we could grab breakfast and hope right on the shuttle. Can't wait for next time!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen M. £218 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Central-Vermont-Killington-Hotels-Amazing-Killington-Condo-W-Kitchenette-Sleeps-4-221.h45894206.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/109000000/108150000/108145100/108145018/062d6295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/109000000/108150000/108145100/108145018/3fe10aec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/109000000/108150000/108145100/108145018/fd2e2cd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/109000000/108150000/108145100/108145018/35c6aa0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wade\`s World Ski Home FirePlace Shuttle location Killington 9.6/10 Exceptional (5) "This space was perfect for my wife and I as we explored Vermont. Its relative proximity to Woodstock made it an ideal stay for a few days while enjoyed everything the area had to offer. The owner’s instructions for check-in and check-out were simple and clear. It was very clean and orderly, but homely and comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacob G. £266 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Killington-Hotels-Wades-World-AC-Pool-Fireplace-Bike-And-Ski-Home.h108145018.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) ![1 bedroom, iron/ironing board, travel cot, 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/acc10e06.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. £217 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Killington-Hotels-CozyDen-AC.h100501897.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.co.uk/Hotel-Search?startDate=2025-11-22&endDate=2025-11-23®ionId=6357893&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FStockbridge-Holiday-Rentals.d6357893.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FStockbridge-Holiday-Rentals.d6357893.Travel-Guide-HolidayRentals) ## Top Stockbridge Hotel Reviews ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "I’ve traveled a lot around the world and this hotel has to be in my top 3 ever. Especially beautiful in autumn" [](https://expedia.co.uk/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Everything was awesome! Great view and very clean. Just what we were looking for. Very easy check in and out" [](https://expedia.co.uk/Woodstock-Hotels-The-Shire-Woodstock.h10453651.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 "Excellent hotel. " [](https://expedia.co.uk/Killington-Hotels-The-Mountain-Inn-At-Killington.h975389.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, pool was warm, breakfast was basic but good. " [](https://expedia.co.uk/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.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 "Everything was outstanding!" [](https://expedia.co.uk/My-Place-Hotel-Randolph-VT.h105665795.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 "Quiet and low key. " [](https://expedia.co.uk/Rutland-Hotels-Comfort-Inn-Trolley-Square.h4621.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 "The restaurant was very nice. Great service. Delicious food." [](https://expedia.co.uk/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 "Everyone and everything was great!!" [](https://expedia.co.uk/White-River-Junction-Hotels-White-River-Inn-And-Suites.h27933.Hotel-Information) ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "The owner and staff were great. Whole experience was very good. Highly recommend " [](https://expedia.co.uk/Woodstock-Hotels-The-Jackson-House-Inn.h181337.Hotel-Information) ## Find out more about Stockbridge **Everything you need to know about** **Stockbridge** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Stockbridge holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Stockbridge holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Stockbridge holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Stockbridge. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Stockbridge holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Stockbridge holiday rentals we have selected for you start as low as £74 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Stockbridge rentals** At Expedia, we put the best Stockbridge holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Stockbridge rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Stockbridge holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Stockbridge. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.co.uk ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - [Herefordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Herefordshire.d6046203.Holiday-Rental-Destinations) - [Essex Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Essex.d6046201.Holiday-Rental-Destinations) - [Cumbria Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cumbria.d6046194.Holiday-Rental-Destinations) - [Yorkshire Holiday Rentals](https://www.expedia.co.uk/Yorkshire-Holiday-Rentals.d6342462.Travel-Guide-HolidayRentals) - [South Wales Holiday Rentals](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals) - [North Wales Holiday Rentals](https://www.expedia.co.uk/North-Wales-Holiday-Rentals.d6054276.Travel-Guide-HolidayRentals) - [London Holiday Rentals](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals) - [York Holiday Rentals](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals) - [Blackpool Holiday Rentals](https://www.expedia.co.uk/Blackpool-Holiday-Rentals.d619.Travel-Guide-HolidayRentals) - [Isle of Wight Holiday Rentals](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations) - [Scarborough Holiday Rentals](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals) - [Edinburgh Holiday Rentals](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals) - [Bath Holiday Rentals](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals) - [Bournemouth Holiday Rentals](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals) - [England Holiday Rentals](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations) - [Scotland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations) - [Cornwall Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations) - [Wales Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations) - [Northern Ireland Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations) ## Frequently asked questions ### Are there holiday rentals in Stockbridge? > Yes, there are holiday rentals close to the most popular sights in Stockbridge, or you can select a more secluded option if you're looking for a relaxing stay. ### What are some of the best holiday rentals that Stockbridge has to offer? > [Lakefront house with skiing nearby, dock, and amazing views - dog-friendly](https://www.expedia.co.uk/Ludlow-Hotels-Stylish-Cabin-On-The-Lake-W-A-Scenic-Deck.h64535948.Hotel-Information): This holiday home rental outside of Stockbridge is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of books. ### How many holiday rentals are there in Stockbridge? > With 11 Expedia holiday rentals, you're guaranteed to find just the right place for your Stockbridge stay. ### What’s there to see and do in Stockbridge? > While exploring the area, visit family-friendly sights like Killington Adventure Center, or get outside and enjoy nature at Green Mountain National Forest. Les Newell Wildlife Management Area and Belcher Library are other places to visit while you're in town. ### What’s a holiday rental in Stockbridge like? > Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Stockbridge. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from public hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)