Title: Holiday Rentals Windsor County from £188: 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 ![price find illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![bed illustration](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 ## Our top choices for Windsor County holiday rentals ![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, 3 Bedrooms (Winter Place, Ski/Out) | Private kitchen | Fridge, microwave](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/14b2363d.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 (24) "I love everything about staying here!! The front desk are so nice and welcoming!! I really appreciate and recommend this place " [](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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131806/7ff65ad2.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 place was great for my family and I. It is very close to Okemo and town " [](https://www.expedia.co.uk/Ludlow-Hotels-Classic-Ski-Home-With-Hot-Tub.h72131806.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33570000/33564100/33564060/7a34869a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33564100/33564060/0e398f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33570000/33564100/33564060/8a3bdf43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, in-room safe, desk, travel cot](https://images.trvl-media.com/lodging/34000000/33570000/33564100/33564060/f7c70f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fabulous Luxury Log Home, 6 BR 4BA, Pool Table, Hot Tub, BEST Location Ludlow 9.8/10 Exceptional (176) "Gorgeous log home , spacious, cozy , fun and comfortable ." [](https://www.expedia.co.uk/Ludlow-Hotels-Fabulous-Log-Home.h33564060.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/32000000/31140000/31137700/31137653/dd998d3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/32000000/31140000/31137700/31137653/70722da7.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) ### Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo Ludlow 9.8/10 Exceptional (126) "Terrific and comfortable place to stay! Amazing firepit!" [](https://www.expedia.co.uk/Ludlow-Hotels-Traveling-With-Kids-Check-This-Secluded-Update-3-Bedroom-Home-Close-To-Okemo.h31137653.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73660000/73652500/73652440/c91b1761.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/74000000/73660000/73652500/73652440/d0421a41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/74000000/73660000/73652500/73652440/bc9a734b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/74000000/73660000/73652500/73652440/6c689ce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vermont Retreat Bridgewater 10/10 Exceptional (26) "Lovely banana bread greeted me when I arrived and there was fresh milk and orange juice as well. A bit off the beaten track, but a lovely one bedroom apartment just right for a weekend in Vermont. " [](https://www.expedia.co.uk/Bridgewater-Hotels-Vermont-Retreat.h73652440.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) ![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) ![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/fadced98.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 (72) "Perfect location for a quick ski trip. " £188 includes taxes & fees 29 Sept - 30 Sept [](https://www.expedia.co.uk/Ludlow-Hotels-Ski-Inout-Mountainside-Condo-Close-To-Everything-With-Full-Kitchen-Tranquil.h21692155.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 (7) "Very relaxing stay! Cabins are beautiful, location is private and Wendi was very helpful with our stay" £254 includes taxes & fees 22 Oct - 23 Oct [](https://www.expedia.co.uk/Cavendish-Hotels-Luxury-Cabin-1-Hot-Tub.h107005892.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/24000000/23270000/23269400/23269333/180-3ae1422e.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 (166) "We really enjoyed our stay at the lake house. We had great views of the lake and the kitchen was very well stocked. The beds were comfortable and the house was very clean and nicely decorated. Thank you for the incredible stay and we will be staying again!" [](https://www.expedia.co.uk/Ludlow-Hotels-Idyllic-Lakefront-House-Suited-Two-Families.h23269333.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) ![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) ![Exterior](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/99e2bd8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Treehouse at Wise Pines- SoBo Woodstock 9.8/10 Exceptional (21) "The treehouse is super comfortable and spacious and the lodge was very cozy with everything you need! Breakfast was great too :)" £190 includes taxes & fees 24 Sept - 25 Sept [](https://www.expedia.co.uk/Treehouse-At-Wise-Pines-SoBo.h96381283.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115830000/115822300/115822265/18c28c2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115830000/115822300/115822265/f7efcf71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115830000/115822300/115822265/7055b76c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/116000000/115830000/115822300/115822265/40164f9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fireplace, Game Room, Corner Condo - Sugar Hill 3E Quechee 6.0/10 (1) [](https://www.expedia.co.uk/Quechee-Hotels-Fireplace.h115822265.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109420000/109414700/109414664/640dbd18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109420000/109414700/109414664/6f9002a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109420000/109414700/109414664/9abd9420.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/110000000/109420000/109414700/109414664/ce7130a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Dog-friendly house w/ deck, EV charger, fireplace, partial a/c, BBQ, w/d, wifi Plymouth 10/10 Exceptional (6) "Lovely rustic and cozy cabin stay" [](https://www.expedia.co.uk/Plymouth-Hotels-Dog-Friendly-House-W-Deck.h109414664.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/74000000/73770000/73760600/73760577/4497618b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nana's House Bridgewater 10/10 Exceptional (43) "I'm not much for reviews, but everything about this place was perfect! We can't wait to go back!" [](https://www.expedia.co.uk/Bridgewater-Hotels-Nanas-House.h73760577.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) ![TV, books](https://images.trvl-media.com/lodging/88000000/87740000/87739100/87739040/d7cca97a.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) ![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) "Was good older log cabin with decent amenities. Everything worked. family was comfortable. nice area." [](https://www.expedia.co.uk/Quechee-Hotels-Amazing-Home-On-90-Acres-Dog-Friendly-AC.h87739040.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106380000/106378900/106378825/09ea757c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/107000000/106380000/106378900/106378825/a80acd27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books](https://images.trvl-media.com/lodging/107000000/106380000/106378900/106378825/8859c66a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106380000/106378900/106378825/da0d79ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak Barnard 9.8/10 Exceptional (77) "The feel was so relaxing, felt like home.Im at a loss for words was just wonderful." [](https://www.expedia.co.uk/Barnard-Hotels-Charming-Waterfront-2BR-House.h106378825.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/88000000/87430000/87429500/87429452/52dc46e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, offices](https://images.trvl-media.com/lodging/88000000/87430000/87429500/87429452/8dfe0cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87430000/87429500/87429452/3f41c319.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/88000000/87430000/87429500/87429452/dfb983c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Converted Carriage Barn - The Carriage House Unit1 Hartford 9.8/10 Exceptional (22) " Very nice and quiet location. Close to various restaurants. Enjoyed our stay!" [](https://www.expedia.co.uk/Quechee-Hotels-The-Carriage-House-Quechee-Lakes.h87429452.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97010000/97004300/97004263/4df2d864.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/98000000/97010000/97004300/97004263/01866570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, computer monitors](https://images.trvl-media.com/lodging/98000000/97010000/97004300/97004263/fd57e01b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/98000000/97010000/97004300/97004263/30b83a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Perfect Woodstock Getaway! Lovely Riverside Home Woodstock 9.8/10 Exceptional (8) "We had a wonderful weekend at Charlie's house. The property was clean and welcoming and the fenced in backyard was excellent for our dog Riley" [](https://www.expedia.co.uk/Woodstock-Hotels-Perfect-Woodstock-Getaway-Lovely-Riverside-Home.h97004263.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/36000000/35280000/35271500/35271430/05eaa38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/36000000/35280000/35271500/35271430/1d6da415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35280000/35271500/35271430/5e1bd6c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/36000000/35280000/35271500/35271430/f1eac1d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 🌺Luxury Estate🌳 25 Gorgeous Acres of Privacy 🌳Family Getaway🌳Swimming Pond🌺 Woodstock 9.8/10 Exceptional (15) "The Property and surrounding country were spectacular and me and my family and our pets had a lovely time. If you love the outdoors and staying in a wonderful home this is the place!" [](https://www.expedia.co.uk/Woodstock-Hotels-Luxury-Estate-25-Gorgeous-Acres-Of-Privacy-Family-GetawaySwimming-Pond.h35271430.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/69000000/68410000/68407800/68407736/c5456b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68410000/68407800/68407736/a2797870.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68410000/68407800/68407736/7f8dc719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68410000/68407800/68407736/9cf0cb10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hawks Mountain Farm, full apartment on a working farm. Baltimore 9.8/10 Exceptional (42) "Very nice place " [](https://www.expedia.co.uk/Baltimore-Hotels-Hawks-Mountain-Farm.h68407736.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83370000/83366700/83366622/a6c30c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83370000/83366700/83366622/69ebcb00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83370000/83366700/83366622/8323dea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83370000/83366700/83366622/18e82374.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BRIDGEWATER RETREAT Bridgewater 10/10 Exceptional (9) "A true gem." [](https://www.expedia.co.uk/Bridgewater-Corners-Hotels-Luxurious-Country-Retreat-In-The-Mountains.h83366622.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/22000000/21130000/21125500/21125409/24d2a380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21130000/21125500/21125409/8a89bea0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table football](https://images.trvl-media.com/lodging/22000000/21130000/21125500/21125409/609182a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, table football](https://images.trvl-media.com/lodging/22000000/21130000/21125500/21125409/457bc7e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunlit VT Country Home w/Hot Tub. Ideal location near Woodstock village West Woodstock 10/10 Exceptional (94) "Exceptional hosts; beautiful and peaceful property; everything we needed for a perfect adventure in Woodstock. We wouldn’t hesitate to stay here again!" [](https://www.expedia.co.uk/Woodstock-Hotels-Sunlit-VT-Country-Home-WHot-Tub-Ideal-Location-Near-Woodstock-Village.h21125409.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=2025-10-07&endDate=2025-10-08®ionId=553248635976432508&adults=2&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.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 ![Kedron Valley Inn](//images.trvl-media.com/lodging/5000000/4610000/4603200/4603194/7e388eb9_y.jpg) ### Kedron Valley Inn 10/10 Excellent "Nice place to stay. Would stay there again & recommend it to friends and family " [](https://expedia.co.uk/South-Woodstock-Hotels-Kedron-Valley-Inn.h4603194.Hotel-Information) ![The Shire Woodstock](//images.trvl-media.com/lodging/11000000/10460000/10453700/10453651/3700fd69_y.jpg) ### The Shire Woodstock 10/10 Excellent "Excellent all around. Loved the room, so comfortable and well furnished and, of course, the balcony looking over the river. Easy check-in and they accommodated my request fro a ground floor room. Parking right outside your room which helps a lot when you have a ton of luggage. We don't travel light!" [](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 "Best hotel in the area, feels like home, the staff are so warm and welcoming, especially Chelsea. She gave us so many local recommendations, the Mexican restaurant next door is excellent. The rooms and cozy and clean. " [](https://expedia.co.uk/Quechee-Hotels-Quality-Inn-At-Quechee-Gorge.h1108.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 "Convenient access off I-91. Friendly & helpful staff. Breakfast included - hot, great coffee! Well curated library. Yes books! Really good pizza & grinders just across the NH border - Charlston House of Pizza (CHOP). I would return. " [](https://expedia.co.uk/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information) ![Lincoln Inn & Gallery](//images.trvl-media.com/lodging/114000000/113900000/113896300/113896234/5d2c48fa_y.jpg) ### Lincoln Inn & Gallery 10/10 Excellent "Loved our stay here! Beautiful!" [](https://expedia.co.uk/Woodstock-Hotels-Lincoln-Inn-Gallery.h113896234.Hotel-Information) ![Sleep Woodstock Motel](//images.trvl-media.com/lodging/10000000/9660000/9658900/9658860/7b3a7c11_y.jpg) ### Sleep Woodstock Motel 10/10 Excellent "Very hospitable and well appointed motel, 5 minute drive into woodstock. Very cute. spotlessly clean and had everything you couild need. Note - cannabis dispensary directly next door just FYI" [](https://expedia.co.uk/Woodstock-Hotels-Sleep-Woodstock-Motel.h9658860.Hotel-Information) ![The Quechee Inn at Marshland Farm](//images.trvl-media.com/lodging/2000000/1930000/1924800/1924710/c8372335_y.jpg) ### The Quechee Inn at Marshland Farm 10/10 Excellent "Beautiful property and large spacious room" [](https://expedia.co.uk/Quechee-Hotels-The-Quechee-Inn-At-Marshland-Farm.h1924710.Hotel-Information) ![Jackson Gore Village](//images.trvl-media.com/lodging/3000000/2420000/2417100/2417009/7193c148_y.jpg) ### Jackson Gore Village 10/10 Excellent "The hotel was peaceful and clean, perfect for the weekend getaway." [](https://expedia.co.uk/Ludlow-Hotels-Jackson-Gore-Village.h2417009.Hotel-Information) ![The Jackson ](//images.trvl-media.com/lodging/1000000/190000/181400/181337/f642c888_y.jpg) ### The Jackson 10/10 Excellent "Beautiful property and rooms are modern amenities in a quaint environment. " [](https://expedia.co.uk/Woodstock-Hotels-The-Jackson-House-Inn.h181337.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 £188 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) - [Stockbridge Holiday Rentals](https://expedia.co.uk/Stockbridge-Holiday-Rentals.d6357893.Travel-Guide-HolidayRentals) - [Reading Holiday Rentals](https://expedia.co.uk/Reading-Holiday-Rentals.d177836.Travel-Guide-HolidayRentals)