Title: Holiday Rentals Windsor County from £145: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Windsor County Hotels](https://expedia.co.uk/Destinations-In-Windsor-County.d553248635976432508.Hotel-Destinations)[Windsor County Car Hire](https://expedia.co.uk/Destinations-In-Windsor-County.d553248635976432508.Car-Hire-Destinations)[Windsor County Holidays](https://expedia.co.uk/Windsor-County.d553248635976432508.Holidays-City-Breaks) ![Weston featuring interior views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/93000/93824-Central-Vermont.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Search Holiday Rentals in Windsor County - ![](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 ## Windsor County Accommodation: Most Popular Cities to Stay ![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Windsor [](https://expedia.co.uk/Windsor-Holiday-Rentals.d7881.Travel-Guide-HolidayRentals) ![](https://mediaim.expedia.com/destination/2/6e1ce19989493034a8e8934b004054dd.jpg?impolicy=fcrop&w=384&h=216&q=medium) #### Norwich [](https://expedia.co.uk/Norwich-Holiday-Rentals.d184063.Travel-Guide-HolidayRentals) ## Top Holiday Rentals in Windsor County ![Exterior](https://images.trvl-media.com/lodging/32000000/31140000/31137700/31137653/dd998d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/32000000/31140000/31137700/31137653/c707b887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31140000/31137700/31137653/a5bdbf23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/32000000/31140000/31137700/31137653/70722da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo Ludlow 9.8/10 Exceptional (127) "Enjoyed our stay immensely" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) jim m. [](https://www.expedia.co.uk/Ludlow-Hotels-Traveling-With-Kids-Check-This-Secluded-Update-3-Bedroom-Home-Close-To-Okemo.h31137653.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/7f99722e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/ce1e5a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/3d411f82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player](https://images.trvl-media.com/lodging/22000000/21700000/21692200/21692155/57672945.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski-in/out mountainside condo close to everything with full kitchen - tranquil Clock Tower Base Area 9.0/10 Wonderful (73) "It was a perfect location and had everything we needed for a great stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danna K. £197 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/64a51502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Winter Place Two Bedroom plus Loft Ski In/Out | Individually decorated, individually furnished, free WiFi, bed sheets](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/6a064e37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Mountainside (Winter Place, plus Loft) | Private kitchen | Fridge, microwave](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/459fe6c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sports facility](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/3cf7aa32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Winterplace at Okemo Clock Tower Base Area 8.8/10 Excellent (25) "I think it needs some wall touch ups and new shower liners , other than that is was a pleasant stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jocelin [](https://www.expedia.co.uk/Ludlow-Hotels-Winterplace-At-Okemo.h12522689.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131806/5c4d09d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, Internet, bed sheets](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131806/50590f04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131806/c05c5eaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131806/f6b88b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Classic ski home with hot tub, washer/dryer, mountain views, fireplace, & cable Ludlow 8.0/10 Very good (41) "This Vrbo has been housing people since the 1960's, and we're so glad to be a part of this place's history It is truly a timeless home within a beautiful area with great outdoor activites, generous people and good food (we recommend The Hatchery). Both showers (the top floor shower and the middle floor) did have a leak, but our hosts responded quickly to our concerns and addressed them within a timely manner :) " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John Q. [](https://www.expedia.co.uk/Ludlow-Hotels-Classic-Ski-Home-With-Hot-Tub.h72131806.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) ![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) ![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) ### 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/97000000/96390000/96381300/96381283/09218223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/w2439h1625x0y0-7dca8401.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) ### 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 16 Nov - 17 Nov [](https://www.expedia.co.uk/Treehouse-At-Wise-Pines-SoBo.h96381283.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/w4028h3020x0y0-824cec6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/5a7758a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/6bc69edc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/f692459b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Log Cabin - Lake Pauline Waterfront - 2 Miles To Okemo Mountain/Jackson Gore Ludlow 10/10 Exceptional (95) "Our stay was great! Very nice cabin on the water with wood burning fireplace, fire pit, gas grill, and everything else you need for a pleasant get a way!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason B. [](https://www.expedia.co.uk/Ludlow-Hotels-Log-Cabin-Lake-Pauline-Waterfront-2-Miles-To-Okemo-MountainJackson-Gore.h56895931.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23270000/23269400/23269333/180-0caf3793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/24000000/23270000/23269400/23269333/789af461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23270000/23269400/23269333/90d0526c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/24000000/23270000/23269400/23269333/b28e884a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Idyllic Lakefront House Suited Two Families Ludlow 9.6/10 Exceptional (171) "This was a great rental for our family. Lots to do nearby but the lake is where we spent most of our time - paddle boarding, kayaking and fishing. The swimming from the dock was not ideal but when we hopped on our paddle board it was very nice to swim in the central part the lake. Creemees at the sugar house were very good; also really enjoyed buttermilk falls and okemo." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robin C. [](https://www.expedia.co.uk/Ludlow-Hotels-Idyllic-Lakefront-House-Suited-Two-Families.h23269333.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/117000000/116350000/116342000/116341928/d384a324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116350000/116342000/116341928/bb1058cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116350000/116342000/116341928/3397c2fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116350000/116342000/116341928/54319dea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Highland Golf, Walk to Club - Lakeland Village 2D Quechee "Golf was incredible. Place was in great location. Very nice condo." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Zach A. [](https://www.expedia.co.uk/Quechee-Hotels-Highland-Golf.h116341928.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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/367c70d7.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) ![Interior](https://images.trvl-media.com/lodging/108000000/107010000/107005900/107005892/c678f87b.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) ![Exterior](https://images.trvl-media.com/lodging/99000000/98630000/98624200/98624120/1487350e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98630000/98624200/98624120/29447a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/99000000/98630000/98624200/98624120/21287767.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/99000000/98630000/98624200/98624120/11fec3a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated lakefront cottage w/ hot tub, dock, kayaks, swim platform, & firepit Ludlow 9.6/10 Exceptional (19) "We loved the location and home! So close to Okemo, beautiful home right on the lake. The hottub and gas fireplace were appreciated after a day of skiing. We would definitely come back again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristen R. [](https://www.expedia.co.uk/Ludlow-Hotels-Renovated-Lakefront-Cottage-With-Deep-Water-Dock.h98624120.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/e091fd10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/ab74825d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/b2c2887d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/cf76ca02.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Amazing home on 90 acres - AC, fireplace & great mountain views Quechee 9.0/10 Wonderful (43) "Enjoyed our stay immensely. Great location with a lot of privacy but still close to everything you would need." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen A & Jeanne L. [](https://www.expedia.co.uk/Quechee-Hotels-Amazing-Home-On-90-Acres-Dog-Friendly-AC.h87739040.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/e50a37f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/6c6e04a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table football, ping pong](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/6b78a6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113430000/113421900/113421884/4f6dfe14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming mountain retreat with pool, fire pit, glamping loft, and endless views Weston 9.8/10 Exceptional (8) "Absolutely gorgeous home with a lovely host! The endless views and cozy but elegant atmosphere of the property were exactly what we wanted for our Vermont stay. Highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jackie L. £688 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Weston-Hotels-Charming-Ski-House-With-Heated-Plunge-Pool-In-Peaceful-Weston.h113421884.Hotel-Information) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/1b339bf4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/5c77cce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/17569c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/30000000/29950000/29946900/29946843/4d9d08b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cabin that brings people together Bridgewater 9.6/10 Exceptional (82) "Everyone, including myself, couldn’t help but rave about this place!! It exceeded our expectations from top to bottom. Blown away by how perfect it was and how clean, organized and like every little detail was thought about and considered and it made our stay so comfortable and so fun!!! Definitely would come back next year for our next reunion! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie M. [](https://www.expedia.co.uk/Bridgewater-Corners-Hotels-The-Cabin-That-Brings-People-Together.h29946843.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/73000000/72140000/72131800/72131736/73ed4359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131800/72131736/b15bf966.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player](https://images.trvl-media.com/lodging/73000000/72140000/72131800/72131736/ceefcc91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/73000000/72140000/72131800/72131736/6a8a92cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rustic home with a private hot tub, fireplace, cable, & washer/dryer Plymouth 9.6/10 Exceptional (61) "We were so happy with our stay. The house and surrounding area is beautiful and peaceful." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Angela C. [](https://www.expedia.co.uk/Plymouth-Hotels-Rustic-Home-With-A-Hot-Tub.h72131736.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/b26aecc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/1abb18c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/9868dcd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/89000000/88940000/88933400/88933370/1fbf18a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area Chester 10/10 Exceptional (23) "Peaceful vacation" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Naga Veerendra G. [](https://www.expedia.co.uk/Chester-Hotels-Luxury-Glamping-Cabin-Close-To-Hiking-And-15-Minutes-From-Ski-Area.h88933370.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/74000000/73770000/73760600/73760577/a2012be6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73770000/73760600/73760577/e57ebe3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73770000/73760600/73760577/47b2e124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/74000000/73770000/73760600/73760577/2f235cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nana's House Bridgewater 10/10 Exceptional (47) "Great property, lovely home, gracious hostess - what more can you ask for? Well, a beautiful setting close to Woodstock, mountain-biking, Killington all provided the backdrop for a lovely stay! Beds are quite comfortable. Love that we could bring our pups with us. Can definitely see coming back in the winter for stayover on our ski trips." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kate R. [](https://www.expedia.co.uk/Bridgewater-Hotels-Nanas-House.h73760577.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961408/3825f7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961408/9f0b3b0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961408/83fb1dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33970000/33961500/33961408/c40494bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### PRIVATE & AFFORDABLE charming custom ranch in S. Woodstock. WIFI and AC. Woodstock 9.8/10 Exceptional (226) "All around great" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anthony g. [](https://www.expedia.co.uk/Woodstock-Hotels-PRIVATE-AFFORDABLE-Charming-Custom-Ranch-In-S-Woodstock-WIFI-And-AC.h33961408.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107420000/107412000/107411911/6d6a1ee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table football, books](https://images.trvl-media.com/lodging/108000000/107420000/107412000/107411911/576bd133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/108000000/107420000/107412000/107411911/5b149e3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, table football, books](https://images.trvl-media.com/lodging/108000000/107420000/107412000/107411911/8def53a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Adventure-filled getaway, ponds, trails, dog-friendly, w/d, BBQ, views & more Barnard 9.0/10 Wonderful (12) "Great location and beautiful setting." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peter T. [](https://www.expedia.co.uk/Woodstock-Hotels-Adventure-Filled-Getaway.h107411911.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376610/4a27625d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376610/d7d8c22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376610/bf337fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/120000000/119380000/119376700/119376610/cc3bad1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Trails & Village +Pets - Highland Cabin Woodstock [](https://www.expedia.co.uk/Woodstock-Hotels-Mt-Peg-Hiking.h119376610.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=553248635976432508&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%2FDestinations-In-Windsor-County.d553248635976432508.Holiday-Rental-Destinations)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Windsor-County.d553248635976432508.Holiday-Rental-Destinations) ## Top Windsor County Hotel Reviews ![Pointe at Castle Hill Resort](//images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg) ### Pointe at Castle Hill Resort 10/10 Excellent "Nice clean room and friendly staff. I was there off season (early November) so some restaurants weren’t open but there were still plenty of options. " [](https://expedia.co.uk/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information) ![Norwich Inn](//images.trvl-media.com/lodging/3000000/2520000/2519600/2519573/30ba8066_y.jpg) ### Norwich Inn 10/10 Excellent "Excellent Inn " [](https://expedia.co.uk/Norwich-Hotels-Norwich-Inn.h2519573.Hotel-Information) ![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) ![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) ![Holiday Inn Club Vacations Mount Ascutney Resort by IHG](//images.trvl-media.com/lodging/1000000/430000/425200/425171/fead325a_y.jpg) ### Holiday Inn Club Vacations Mount Ascutney Resort by IHG 10/10 Excellent "We loved this hotel as everything was very clean. The staff was very friendly and helpful. They provided us with information as to other areas or places we could go with our family. They were very informative. And they do provide just about everything you need." [](https://expedia.co.uk/Brownsville-Hotels-Holiday-Inn-Club-Vacations-Mount-Ascutney-Resort.h425171.Hotel-Information) ![Best Western Springfield Hotel](//images.trvl-media.com/lodging/1000000/20000/17800/17753/f0e2c480_y.jpg) ### Best Western Springfield Hotel 10/10 Excellent "Stayed for an overnight trip to visit family. Breakfast was good and the room was comfortable. " [](https://expedia.co.uk/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Hotel Coolidge](//images.trvl-media.com/lodging/2000000/1110000/1100200/1100199/w2880h2170x0y0-a69a5404_y.jpg) ### Hotel Coolidge 10/10 Excellent "Charming place to stay! Very clean and easy access to restaurant and the highway. Highly recommend if you want to avoid a chain hotel. " [](https://expedia.co.uk/White-River-Junction-Hotels-Hotel-Coolidge.h1100199.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) ## Find out more about Windsor County **Everything you need to know about** **Windsor County** **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 Windsor County 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 Windsor County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.  **Windsor County holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Windsor County. 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 Windsor County 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 Windsor County holiday rentals we have selected for you start as low as £145 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Windsor County rentals** At Expedia, we put the best Windsor County 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 Windsor County 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 Windsor County 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 Windsor County. 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 - Popular Windsor County Cities - [Norwich Holiday Rentals](https://expedia.co.uk/Norwich-Holiday-Rentals.d184063.Travel-Guide-HolidayRentals) - [Plymouth Holiday Rentals](https://expedia.co.uk/Plymouth-Holiday-Rentals.d146918.Travel-Guide-HolidayRentals) - [Windsor Holiday Rentals](https://expedia.co.uk/Windsor-Holiday-Rentals.d7881.Travel-Guide-HolidayRentals) - [Hartland Holiday Rentals](https://expedia.co.uk/Hartland-Holiday-Rentals.d6052375.Travel-Guide-HolidayRentals) - [Reading Holiday Rentals](https://expedia.co.uk/Reading-Holiday-Rentals.d177836.Travel-Guide-HolidayRentals) - [Stockbridge Holiday Rentals](https://expedia.co.uk/Stockbridge-Holiday-Rentals.d6357893.Travel-Guide-HolidayRentals)