Title: Holiday Rentals Windsor from £145: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Hotels in Windsor](https://expedia.co.uk/Windsor-Hotels.d7881.Travel-Guide-Hotels)[Windsor Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Windsor.d7881.Car-Hire-Guide)[Windsor Holidays](https://expedia.co.uk/Windsor.d7881.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/e6f5a135e5990faead3b19a2481c6d2b.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by William E Berry Jr. # Search Holiday Rentals in Windsor - ![](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 [4 Nov - 5 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=7881&startDate=2025-11-04&endDate=2025-11-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [5 Nov - 6 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=7881&startDate=2025-11-05&endDate=2025-11-06&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [7 Nov - 9 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=7881&startDate=2025-11-07&endDate=2025-11-09&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [14 Nov - 16 Nov](https://www.expedia.co.uk/Hotel-Search?regionId=7881&startDate=2025-11-14&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Windsor ![Indoor pool](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/a745affc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room (Studio) | View from room](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/6773baa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | View from room](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/cf0bfccb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/101000000/101000000/100996900/100996829/07a181c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Green Killington 6.6/10 (13) "Wasnt clean and the front of the building looked terrible with the construction going on." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matthew £190 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Killington-Hotels-Mountain-Green.h100996829.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/6ca4befa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/3d510c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![48-inch flat-screen TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/8b7c60dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/22000000/21440000/21432600/21432554/383f0611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ski in & out Spruce Glen Townhomes on Great Eastern Trail Killington 9.0/10 Wonderful (53) "Absolutely perfect! Very nice location. Quiet and cozy little townhome. Short drive to Bear Mountain and Killington Ski Resort. Amazing area with plenty of awesome views." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David [](https://www.expedia.co.uk/Killington-Hotels-Ski-In-Out-Spruce-Glen-Townhomes-On-Great-Eastern-Trail.h21432554.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, free WiFi](https://images.trvl-media.com/lodging/32000000/31140000/31137700/31137653/70722da7.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) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31140000/31137700/31137653/270-fc011965.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) ![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) ![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) ### 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) ![Sports facility](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/3cf7aa32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Condo, 2 Bedrooms, Mountainside (Winter Place, plus Loft) | Living room | 24-inch flat-screen TV with cable channels, fireplace, DVD player](https://images.trvl-media.com/lodging/13000000/12530000/12522700/12522689/f29c7f91.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) ![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/62670e78.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/28000000/27120000/27117200/27117112/becbfa0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Books, stereo](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/04dd28e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27117200/27117112/306e8880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Fully Renovated One-Room Schoolhouse on 22+ acres Grafton 9.6/10 Exceptional (165) "We very much enjoyed our stay, check in was a breeze and we found the cabin to be a cozy retreat. We have been looking for a place that had a bed and bath on first floor to accommodate some mobility limitations and this home was perfect having a single step on the front porch. We look forward to booking another trip with this host " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer £278 includes taxes & fees 11 Nov - 12 Nov [](https://www.expedia.co.uk/Grafton-Hotels-Charming-Fully-Renovated-One-Room-Schoolhouse-On-22-Acres.h27117112.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/32000000/31880000/31878400/31878355/626be540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/32000000/31880000/31878400/31878355/84c7eba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/32000000/31880000/31878400/31878355/w1904h1080x16y0-a9fca5fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/32000000/31880000/31878400/31878355/c23ced49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 Season Secluded Lakefront Home near Ski Mountains Mt Holly 9.4/10 Exceptional (76) "Overall a nice spot and great location for skiing and probably other activities. We were skiing.House is a bit rustic but very nice for what we were looking for and value for the money. Owner was very helpful and followed up after our stay. Would do it again and recommend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Craig B. [](https://www.expedia.co.uk/Mount-Holly-Hotels-4-Season-Secluded-Lakefront-Home-Near-Ski-Mountains.h31878355.Hotel-Information) ![3 bedrooms, Internet, bed sheets](https://images.trvl-media.com/lodging/72000000/71550000/71546900/71546851/5fc6b5db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71550000/71546900/71546851/88834012.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71550000/71546900/71546851/01bfc43c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, ping pong, books](https://images.trvl-media.com/lodging/72000000/71550000/71546900/71546851/8f7be5d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing Andover 9.0/10 Wonderful (29) "The property was beautiful with a gorgeous view. The cleanliness of the house was less than expected. Cobwebs, stained bedspread, dirty cabinets, and handprints all over the loft windows gave the impression that it hadn't been thoroughly cleaned in a while. There were also several lightbulbs that were burned out on arrival. If it were cleaned up properly, it would be a great place to stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephen T. [](https://www.expedia.co.uk/Ludlow-Hotels-Secluded-Cabin-W-Private-Hot-Tub.h71546851.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) ![Terrace/patio](https://images.trvl-media.com/lodging/73000000/72140000/72131900/72131806/f6b88b6d.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) ### 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) ![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/74000000/73080000/73074900/73074830/80acf506.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, table football](https://images.trvl-media.com/lodging/74000000/73080000/73074900/73074830/48767428.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/74000000/73080000/73074900/73074830/4550d044.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/74000000/73080000/73074900/73074830/62240af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Mountain Home! HotTub & 5 min to Skiing! by RedAwning Killington 8.4/10 Very good (13) "This house was fully equipped with everything we needed! Very spacious and cozy! It’s right in the heart of Killington with everything you need within reach! Grocery, gift shops, restaurants and lots of activities! We had a wonderful visit! And the adventure park was just. 10 minute drive! We will definitely be back! Thanks for everything!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maura Y. [](https://www.expedia.co.uk/Killington-Hotels-Killington-Mountain-Home-HotTub-5-Min-To-Skiing-By-RedAwning.h73074830.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87720000/87714700/87714614/ffc672b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87720000/87714700/87714614/05b5add6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87720000/87714700/87714614/30f18a35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87720000/87714700/87714614/34863af4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautifully renovated with fireplace and coffee bar Hartford 10/10 Exceptional (127) "This place was quite simply brilliant. I stay with my wife and four kids. The kids range in age from 10-17 and we had a great stay exploring the Upper Valley area" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Matthew C. [](https://www.expedia.co.uk/White-River-Junction-Hotels-Beautifully-Renovated-2BR-Townhome-With-Fireplace.h87714614.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 (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 14 Nov - 15 Nov [](https://www.expedia.co.uk/Treehouse-At-Wise-Pines-SoBo.h96381283.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) ![Exterior](https://images.trvl-media.com/lodging/24000000/23270000/23269400/23269333/90d0526c.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) ![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) "We had a great time. The house is very comfortable, but dated. We had a wonderful time in the water. However, the area directly in front of the property was so filled with leaves and muck, it was hard to enjoy it, until you were further out in the water. For this reason, i would not recommend it for young children." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brenda l. [](https://www.expedia.co.uk/Ludlow-Hotels-Idyllic-Lakefront-House-Suited-Two-Families.h23269333.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/121000000/120640000/120630700/120630645/479a3b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120640000/120630700/120630645/w2048h1364x0y0-c6dc8edb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/121000000/120640000/120630700/120630645/8a470398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/121000000/120640000/120630700/120630645/d0a94171.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BR Home Near Lake & Mountain - Sleeps 9 - Sunapee Retreat Newbury [](https://www.expedia.co.uk/Newbury-Hotels-Spacious-3BR-Home-Near-Lake-Mountain-Sleeps-9-Sunapee-Retreat.h120630645.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) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56900000/56896000/56895931/d27c1e32.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) ### 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/33000000/32140000/32139200/32139178/a04844f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/a864b6fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/67490bcd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32140000/32139200/32139178/1dee613c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clean & bright condo with mountain views & modern kitchen - walk to lifts Killington 7.2/10 Good (44) "Quick trip to and from Killington mt" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phillip F. £198 includes taxes & fees 9 Nov - 10 Nov [](https://www.expedia.co.uk/Killington-Hotels-Clean-Bright-Condo-With-Mountain-Views-Modern-Kitchen-Walk-To-Lifts.h32139178.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109342200/109342148/16c3ff69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109350000/109342200/109342148/73b65e25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109342200/109342148/f121f651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/110000000/109350000/109342200/109342148/88238680.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Retreat Killington 9.6/10 Exceptional (15) "Had a great time staying so close to Killington. Sauna, hot tub and pool were a great way to warm up after a day of skiing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) shawn c. [](https://www.expedia.co.uk/Killington-Hotels-Killington-Retreat.h109342148.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/39000000/38110000/38105500/38105422/52b4b8dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38110000/38105500/38105422/49a50bed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38110000/38105500/38105422/8b6e8ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/39000000/38110000/38105500/38105422/226bc21e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Killington Chalet - Great Space and Location! The Woods 9.6/10 Exceptional (15) "Perfect for 5 guys who want to skiing. Close to 3 ski slopes. We cooked breakfast and dinner. Owner was super responsive." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) George F. [](https://www.expedia.co.uk/Killington-Hotels-Killington-Chalet-Great-Space-And-Location.h38105422.Hotel-Information) ![Solitude Village Two Bedroom Suite Mountainside | Private kitchen | Fridge, microwave, stovetop, toaster](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/676d662f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Solitude Village Two Bedroom Suite Mountainside | 2 bedrooms, premium bedding, individually decorated](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/7174f6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/57033131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12530000/12521300/12521237/740d68de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Solitude Village at Okemo Clock Tower Base Area 8.0/10 Very good (31) "Our room was really nice! It was the bathrooms the reason why we didn't rate this place better. We did let the front desk know Both bathrooms had mold in the showers. One person in our party is extremely allergic to mold. I myself could clean the mold off, which I did partially. The dishwasher had dirty dishes in also." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Larry [](https://www.expedia.co.uk/Ludlow-Hotels-Solitude-Village-At-Okemo.h12521237.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/28000000/27690000/27681800/27681800/6d0c358e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/28000000/27690000/27681800/27681800/99ca754c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27690000/27681800/27681800/f434d579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27690000/27681800/27681800/770e0622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Racquetball House - Home to the BIGGEST hot tub in Killington! Killington 9.6/10 Exceptional (67) "We enjoyed the racquetball house more than we could have expected. It was a beautiful and clean space perfect for a family getaway." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James S. [](https://www.expedia.co.uk/Killington-Hotels-The-Racquetball-House-Home-To-The-Biggest-Hot-Tub-In-Killington.h27681800.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=2025-11-18&endDate=2025-11-19®ionId=7881&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%2FWindsor-Holiday-Rentals.d7881.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWindsor-Holiday-Rentals.d7881.Travel-Guide-HolidayRentals) ## Top Windsor Hotel Reviews ![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) ![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) ![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) ![Hilton Garden Inn Hanover Lebanon](//images.trvl-media.com/lodging/22000000/21500000/21490500/21490448/0ffc6821_y.jpg) ### Hilton Garden Inn Hanover Lebanon 10/10 Excellent "The building, rooms, cleanliness and modern design of the Hotel is absolutely beautiful and in a great location that's not too busy." [](https://expedia.co.uk/Lebanon-Hotels-Hilton-Garden-Inn-HanoverLebanon.h21490448.Hotel-Information) ![Woodstock Inn & Resort](//images.trvl-media.com/lodging/1000000/30000/25700/25690/6bca8eff_y.jpg) ### Woodstock Inn & Resort 10/10 Excellent "Great staff. Wonderful property, close to the village. " [](https://expedia.co.uk/Woodstock-Hotels-Woodstock-Inn-Resort.h25690.Hotel-Information) ![Hideaway Inn Mt.Sunapee](//images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg) ### Hideaway Inn Mt.Sunapee 10/10 Excellent "Great " [](https://expedia.co.uk/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.Hotel-Information) ## Find out more about Windsor **Everything you need to know about** **Windsor** **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 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Windsor holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Windsor. 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 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 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 rentals** At Expedia, we put the best Windsor 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 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 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. 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 ### Can I find a holiday rental in Windsor? > Yes, there are holiday rentals in Windsor close to Path of Life Garden, or you can select a more secluded option if you're looking for a relaxing stay. Windsor is known for its breweries and golf courses. Make sure you have time to check out the forests while you're in the area. ### What are some of the best holiday rentals that Windsor has to offer? > [Traveling with kids? Try this secluded & updated 3-bedroom home close to Okemo](https://www.expedia.co.uk/Ludlow-Hotels-Traveling-With-Kids-Check-This-Secluded-Update-3-Bedroom-Home-Close-To-Okemo.h31137653.Hotel-Information): This holiday home rental outside of Windsor is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games. ### How many holiday rentals are there in Windsor? > With 10 Expedia holiday rentals, you're guaranteed to find just the right place for your Windsor stay. ### What can I see and do in Windsor? > Connecticut River and Path of Life Garden are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include The Sustainable Farmer. Other places in town to visit include Harpoon Brewery and Mt Ascutney State Park. ### What are holiday rentals like in Windsor? > Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windsor. Holiday rentals feature amenities such as patios, hot tubs and fire pits to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have 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 family trip or 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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)