Title: Winchester Holiday Homes from £85: Search Holiday Homes in Winchester | Expedia.co.uk [Hotels in Winchester](https://expedia.co.uk/Winchester-Hotels.d6344696.Travel-Guide-Hotels)[Holiday Rentals in Winchester](https://expedia.co.uk/Winchester-Holiday-Rentals.d6344696.Travel-Guide-HolidayRentals)[Winchester Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Winchester.d6344696.Car-Hire-Guide)[Winchester Holidays](https://expedia.co.uk/Winchester.d6344696.Holidays-City-Breaks) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=6344696&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [22 May - 24 May](https://www.expedia.co.uk/Hotel-Search?regionId=6344696&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [19 Jun - 21 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=6344696&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [17 Jul - 19 Jul](https://www.expedia.co.uk/Hotel-Search?regionId=6344696&startDate=2026-07-17&endDate=2026-07-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Winchester holiday homes ![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/84e10e54.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/cdf8d65c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/ff63ec1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114410000/114405800/114405712/aabc77ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Country Bungalow [](https://www.expedia.co.uk/North-Dundas-Hotels-Cozy-Country-Bungalow.h114405712.Hotel-Information) Mountain 10/10 Exceptional (1 review) "Nice" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Marko I. £136 includes taxes & fees 1 Apr - 2 Apr [](https://www.expedia.co.uk/North-Dundas-Hotels-Cozy-Country-Bungalow.h114405712.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/4dc433a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/a1255e8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/w1500h768x0y0-59c6dd65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116720000/116717900/116717828/ea3b204a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegance and serenity on Parkview Terrace/Élégance et sérénité sur Parkview Terr [](https://www.expedia.co.uk/Russell-Hotels-Elegance-And-Serenity-On-Parkview-TerraceElegance-Et-Serenite-Sur-Parkview-Terr.h116717828.Hotel-Information) Russell 2.0/10 (1 review) "This property was listed as 3 Bedrooms / 1 Bath BUT, after reserving, I was told it was a Single Room with a SHARED Bath!! The listing explicitly says, per the VRBO guidelines, that you have the whole house and only share with your family. I cancelled immediately BUT have not heard from either the Property Owner or VRBO about a REFUND. NOT ACCEPTAB:E" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) Mike £85 includes taxes & fees 30 Mar - 31 Mar [](https://www.expedia.co.uk/Russell-Hotels-Elegance-And-Serenity-On-Parkview-TerraceElegance-Et-Serenite-Sur-Parkview-Terr.h116717828.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=2026-04-11&endDate=2026-04-12®ionId=6344696&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find holiday rentals that suit your style Apartments [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+North+Dundas%2C+Ontario%2C+Canada®ionId=6344696&latLong=45.092877%2C-75.35299&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=APARTMENT) Private holiday homes [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+North+Dundas%2C+Ontario%2C+Canada®ionId=6344696&latLong=45.092877%2C-75.35299&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=VACATION_HOME) Cottages [](https://www.expedia.co.uk/Hotel-Search?destination=Winchester%2C+North+Dundas%2C+Ontario%2C+Canada®ionId=6344696&latLong=45.092877%2C-75.35299&adults=2&startDate=2026-06-26&d1=2026-06-26&endDate=2026-06-29&d2=2026-06-29&lodging=COTTAGE) ![](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%2FWinchester-Private-Holiday-Homes.d6344696-aaPrivateHolidayHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Holiday-Homes.d6344696-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![SureStay Hotel by Best Western Kemptville](https://images.trvl-media.com/lodging/30000000/29060000/29059900/29059815/w3837h2555x3y0-1969a72f_y.jpg) ### SureStay Hotel by Best Western Kemptville 10/10 Excellent "Stayed multiple times, always a great experience!" [](https://expedia.co.uk/Ottawa-Hotels-SureStay-Hotel-By-Best-Western-Kemptville.h29059815.Hotel-Information) ![Hard Rock Hotel & Casino Ottawa](https://images.trvl-media.com/lodging/106000000/105820000/105813000/105812923/d180b51b_y.jpg) ### Hard Rock Hotel & Casino Ottawa 10/10 Excellent "Great time in Ottawa, I even won a little money. " [](https://expedia.co.uk/Ottawa-Hotels-Hard-Rock-Hotel-Casino-Ottawa.h105812923.Hotel-Information) ![Kemptville Suites](https://images.trvl-media.com/lodging/11000000/10090000/10082300/10082221/fb40856b_edited_19a3_y.jpg) ### Kemptville Suites 10/10 Excellent "Paq" [](https://expedia.co.uk/Ottawa-Hotels-Kemptville-Suites.h10082221.Hotel-Information) ![KC's Country Inn](https://images.trvl-media.com/lodging/9000000/8790000/8782500/8782416/af6ab60f_y.jpg) ### KC's Country Inn 8/10 Good "Facilite was safe, breakfast was good, staff friendly" [](https://expedia.co.uk/Ottawa-Hotels-KCs-Country-Inn.h8782416.Hotel-Information) ![Bed & Stay](https://images.trvl-media.com/lodging/97000000/96800000/96798800/96798748/8bea93e1_y.jpg) ### Bed & Stay 10/10 Excellent "Clean, staff was very responsive, parking was easy. Laundry wasn't used but brand new ones. " [](https://expedia.co.uk/Russell-Hotels-659-Parkview-Ter.h96798748.Hotel-Information) ![Strathmere Country Retreat](https://images.trvl-media.com/lodging/124000000/123580000/123576800/123576711/a03a4448_y.jpg) ### Strathmere Country Retreat 2/10 Terrible "The reservation did not exist when i arrived Either Expedia or strathmere messed up badly" [](https://expedia.co.uk/Ottawa-Hotels-Strathmere-Country-Retreat.h123576711.Hotel-Information) ![Stunning Home close to Ottawa](https://images.trvl-media.com/lodging/121000000/120070000/120068200/120068174/w1179h736x0y0-2a7cba21_y.jpg) ### Stunning Home close to Ottawa 10/10 Excellent "Great location, very clean and bright. Host was very accommodating. Will definitely be back!" [](https://expedia.co.uk/Ottawa-Hotels-Stunning-Home-Close-To-Ottawa.h120068174.Hotel-Information) ![Terrace Green Bed & Breakfast](https://images.trvl-media.com/lodging/11000000/10590000/10584000/10583909/fc6c4930_y.jpg) ### Terrace Green Bed & Breakfast 10/10 Excellent "Everything was great had a great time highly recommend " [](https://expedia.co.uk/North-Dundas-Hotels-Terrace-Green-Bed-Breakfast.h10583909.Hotel-Information) ![Private Room in Ottawa close to the airport](https://images.trvl-media.com/lodging/121000000/120870000/120862900/120862808/5a56b65c_y.jpg) ### Private Room in Ottawa close to the airport 2/10 Terrible "The bed was so hard and uncomfortable,i slept on the floor. Thin blankets, chilly room so wife and I both slept clothed. No bedroom furniture like nightstands except the broken folding chair. Not the entire home like add said, not allowed to use the living room. Shared with someone else. 1 bath, not 2\. Not able to park in the driveway, nothing available near." [](https://expedia.co.uk/Ottawa-Hotels-Room-In-Ottawa-Close-To-The-Airport.h120862808.Hotel-Information) ## Find out more about Winchester ## Winchester Holiday Homes information | Number of reviews | 2 | | ----------------- | ---------------- | | Accommodation | 12 Holiday Homes | | Lowest Price | £85 | | Highest Price | £136 | ## Explore a world of travel with Expedia - More ways to book - [Book Holiday Homes in Winchester on Expedia.ca ](https://www.expedia.ca/Winchester-Private-Vacation-Homes.d6344696-aaPrivateVacationHomes.Travel-Guide-Accommodation)