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 ![Beach](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/ad2f042c.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) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106160000/106157400/106157385/36b6b61c.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/117000000/116350000/116341300/116341257/4a7f2bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/5afbd4d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/4ccd0baf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116350000/116341300/116341257/4e43f1be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Addie's Place: A Quiet and Quirky Private Guesthouse Hartford 10/10 Exceptional (4) "Perfect size and location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lyn H. £146 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Wilder-Hotels-Addies-Place-A-Quiet-And-Quirky-Private-Guesthouse.h116341257.Hotel-Information) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/00eb8e63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/5b2f2adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/9098a28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90120000/90115100/90115097/b2050abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2 Queens | 10 Mins to the Mountains | Foliage Bridgewater 8.8/10 Excellent (5) "We really loved the location because we wanted to be close to Bridgewater Corners where our son just purchased a property. We loved the “Two Queens” unit and appreciated all the attention to detail with kitchen appliances, separate entrance, covered deck, available parking and very nicely landscaped side yard. Hoping to be able to stay there again this fall when we come back to VT to visit family and experience the VT fall season. Location made it so easy to go to many fun restaurants from the... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller £149 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Bridgewater-Hotels-NEW-Ski-VT-Suite-At-The-Bridgewater-Inn.h90115097.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/c678f87b.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) ### 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/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/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 (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/97000000/96390000/96381300/96381283/09218223.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) ![Fitness facility](https://images.trvl-media.com/lodging/97000000/96390000/96381300/96381283/9974e428.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) ### 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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102350000/102344700/102344670/c2860dca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/103000000/102350000/102344700/102344670/4b80a3a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102350000/102344700/102344670/d24ea7fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102350000/102344700/102344670/5ed14255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski Haven: 1-Bed Ski-in/out Condo, Okemo Base Area Clock Tower Base Area 9.8/10 Exceptional (10) "The place was great. Exactly like the listing described. Ski lift right off the rear of the building. Great location. Walking distance to some nightlife and food. And just a short drive for all other needs. Place was clean and nicely equipped kitchen. Will definitely be looking to stay again in the future." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) ian w. £273 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Ludlow-Hotels-Ski-Haven-1-Bed-Ski-Inout-Condo.h102344670.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/1058a1f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/49c2071e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/d6466227.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83540000/83532200/83532143/160cd324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Let it Snow-Perfect Getaway! Cozy, Modern & convenience to everything! Ludlow 9.8/10 Exceptional (74) "This was a perfect spot for two to stay. Close walk to town and quick drive to Okemo. Had everything you would need to cook simple meals also." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dominique P. £182 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Ludlow-Hotels-Perfect-Getaway-Cozy.h83532143.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/8583048f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/1cf3d726.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/ac902f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/102000000/101340000/101332300/101332217/fcd88235.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2nd-floor downtown Ludlow studio condo with kitchenette, streaming Ludlow 8.6/10 Excellent (4) "Clean room. Glad that the text responses are quick. We weren't initially provided a room number and then the door code we were given would not work. Host responded and was able to reset code from afar. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ana Maria C. £182 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Ludlow-Hotels-2nd-Floor-Downtown-Ludlow-Studio-Condo-With-Kitchenette.h101332217.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/4e6773ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/1f2d7230.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/dd9dbbe8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87140000/87136000/87135975/0d26f53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Whimsical Room & Private Bathroom in Historic Inn Chester Depot 8.8/10 Excellent (9) "The room was really cozy and the community area was quaint and comfortable. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bethany £127 includes taxes & fees 14 Nov - 15 Nov [](https://www.expedia.co.uk/Chester-Hotels-Whimsical-Room-Private-Bathroom-In-Historic-Inn.h87135975.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/12f8539a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/a614894c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/cca5bf07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66050000/66042300/66042213/eeae5e99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Efficient condo near slopes with kitchenette & great location Ludlow 8.6/10 Excellent (32) "Stay was good. Couldn’t figure out the TV - Not sure if there was actually cable or not. Close to the main road so traffic was a bit loud. Other than that great stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Michael £157 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Ludlow-Hotels-Efficient-Condo-Near-Slopes-With-Kitchenette-Great-Location.h66042213.Hotel-Information) ![Internet, bed sheets](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/023bb657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/68f24199.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/a9f17f8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Towels](https://images.trvl-media.com/lodging/75000000/74110000/74100200/74100124/a8fc6b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Studio Condo with Great Location, WiFi & Kitchenette Ludlow 8.6/10 Excellent (28) "Perfect spot to stay for a ski weekend at Okemo. It’s literally down the block. Can’t say enough great things about the room. Clean, comfortable, safe. It had everything I needed. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Vincent £168 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Ludlow-Hotels-Cozy-Studio-Condo-With-Great-Location.h74100124.Hotel-Information) ![Microwave, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038655/811f5334.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, Internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038655/aa578f44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038655/ed39671f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90040000/90038700/90038655/f304b3e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo in the heart of town near skiing - less than a mile to Okemo Mountain Ludlow 9.0/10 Wonderful (14) "Great location and very comfortable." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard J. £203 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Ludlow-Hotels-Light-Filled-Condo-In-The-Heart-Of-Town-Less-Than-A-Mile-To-Okemo-Mountain.h90038655.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/0a51ad2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/4a020446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, books, offices](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/c88e2df0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78350000/78342500/78342432/17915502.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Blueberry Hill Escape | Pet Friendly | HotTub | Fire pit Bridgewater 9.4/10 Exceptional (16) "It was a great location for what we were looking to do. Great size and we loved the hot tub. Very comfortable. We enjoyed our stay and would come again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ashley G. £380 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Bridgewater-Corners-Hotels-NEW-Blueberry-Hill-Escape-Pet-Friendly-King-Bed-Fire-Pit-Grill.h78342432.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/a33a0cba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/1d650f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/0d07615f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73080000/73076900/73076828/e5d88ed7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Newly Renovated Cottage, Hot Tub, Fire place, 5min to Killington Ski Gondola Bridgewater Corners 10/10 Exceptional (3) "Very clean, cozy, & had exactly what we needed for the last leg of our vacation. Bed was comfy, & nice to have the hot tub, we appreciated that after all the driving. We had just stayed at a vrbo that was not clean, so it was a great contrast! Thanks Russ & family for sharing your cute little cottage with us! Mark & Sherry" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sherry M. £284 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Bridgewater-Corners-Hotels-New-2021-Ski-House-2-Min-Drive-To-Killington-Gondola.h73076828.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/88000000/87520000/87515500/87515446/98a04e79.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) ![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) ### 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. £364 includes taxes & fees 10 Nov - 11 Nov [](https://www.expedia.co.uk/Stockbridge-Hotels-Gnome-Home-Mountain-Ski-Chalet-WSauna-Killington.h87515446.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/7acc5bb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/1d0d61a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/4ed0f838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/62000000/61640000/61636400/61636331/3ecbdb03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown Condo w/ Electric Fireplace, WiFi & Shuttle Stop Across the Street Ludlow 9.0/10 Wonderful (22) "This modest property was super clean and convenient to Okemo ski resort. Access was simple as the door codes were emailed. I do wish there was an interior deadbolt/chain-lock for security in addition to just the exterior access combo.This whole unit was freshly painted. The all purpose room was spacious. The kitchen corner was modestly equipped but offered the necessities. The couch was comfortable and the TV was average. The bathroom was spacious but had a dated floor and shower. The... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) John £182 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Ludlow-Hotels-Downtown-Condo-W-Electric-Fireplace.h61636331.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/cb045568.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/f68608f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/f3ef2aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/22000000/21710000/21708500/21708413/7deeec13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Condo with Seasonal Pool & Tennis Courts - Walk to Ski Trails Ludlow 7.6/10 Good (53) "Property great location but needs interior renovations" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William D. £247 includes taxes & fees 1 Dec - 2 Dec [](https://www.expedia.co.uk/Ludlow-Hotels-Condo-With-Seasonal-Pool-Tennis-Courts-Walk-To-Ski-Trails.h21708413.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/122000000/121860000/121855900/121855853/f743d1a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/122000000/121860000/121855900/121855853/01618d13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121860000/121855900/121855853/defccb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/122000000/121860000/121855900/121855853/b46c3163.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 15 min to Killington & Okemo 4-bedroom Chalet w/ Private Sauna & Hot Tub Plymouth £605 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Plymouth-Hotels-15-Min-To-Killington-Okemo-4-Bedroom-Chalet-W-Private-Sauna-Hot-Tub.h121855853.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/f1003380.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/aa44f0f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/c1d69bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119140000/119130500/119130417/82ebadba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Terrific 3-bedroom cottage with AC in charming Cavendish Cavendish £383 includes taxes & fees 12 Nov - 13 Nov [](https://www.expedia.co.uk/Cavendish-Hotels-Terrific-3-Bedroom-Cottage-With-AC-In-Charming-Cavendish.h119130417.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&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 ![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)