Title: Winchester Vacation Home Rentals from CA $235: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d6046207.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d6046207.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d6046207.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d6046207.Destination-Travel-Guides) ![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) # Winchester Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](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 [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-01-09&endDate=2026-01-11&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6046207&startDate=2026-02-06&endDate=2026-02-08&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Vacation Homes ![Interior](https://images.trvl-media.com/lodging/104000000/103890000/103889400/103889344/617bd1dc.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/104000000/103890000/103889400/103889344/1289c177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103890000/103889400/103889344/787248f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103890000/103889400/103889344/8495d850.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Modern space close to BSU/DWTN/Hospital Muncie 10/10 Exceptional (2) "Nice college neighborhood and best fried chicken at corner gas station. One note: just take a broom and one minute to knock down spider webs at front porch " CA $126 CA $327 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Muncie-Hotels-Modern-Space-Close-To-BSUDWTNHospital.h103889344.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102445100/102445023/055796df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102450000/102445100/102445023/w1024h455x0y114-9cc96f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/103000000/102450000/102445100/102445023/2756ee3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102450000/102445100/102445023/w1024h454x0y115-790feae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cardinal Cottage - 2 bedroom cozy home Muncie 9.8/10 Exceptional (26) "Great stay " CA $126 CA $235 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Muncie-Hotels-Cardinal-Cottage-2-Bedroom-Cozy-Home.h102445023.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w905h683x59y0-2af7acef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w632h683x196y0-0369056d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w508h683x258y0-c2215ae9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95510000/95506300/95506257/w692h683x167y0-1bb538e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Boho Bungalow off Main-one block from Lovely Park Richmond 9.0/10 Wonderful (12) "We very much enjoyed our 1 night visit at the Boho Bungalow! The house was cozy and charming. Everything was clean and the property host gave clear information for our stay. We highly recommend this location." CA $133 CA $251 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Richmond-Hotels-Boho-Bungalow-Off-Main-One-Block-From-Lovely-Park.h95506257.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103560000/103559700/103559615/81825f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/104000000/103560000/103559700/103559615/849344a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103560000/103559700/103559615/7ed57866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103560000/103559700/103559615/41c19a21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vintage Bungalow Greens Fork 7.0/10 Good (2) "Not impressed, glad by niece and her children didnt come. No diner table to have a meal at. Lack of dishes, silverware, no coffe table, no nightstands. No place to put your suitcases on, used the floor. Owners mother walked in the house, without knocking. Luckily my dog didnt get out. Shower had a hair ball in drain, feces in toilet, gunk all over tile in bathroom tiles. I had to wash the storm door, to see in or out." CA $120 CA $602 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Greens-Fork-Hotels-Vintage-Bungalow.h103559615.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/ae7889b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/6184ce26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/6580be7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, in-room safe, travel crib, WiFi](https://images.trvl-media.com/lodging/107000000/106820000/106812900/106812845/f0cb3572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house in tranquil Greenville with WiFi, AC, and game room. Greenville 8.8/10 Excellent (6) "Didn’t get in the house" CA $217 CA $344 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Greenville-Hotels-Charming-3-Bedroom-House-In-Tranquil-Greenville-With-WiFi.h106812845.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/5eab9d5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/acf8a0dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/8d5c0d84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/104000000/103850000/103842500/103842461/3f3a5901.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Home! Prime Location! Dog-Friendly! Richmond 10/10 Exceptional (11) "Great house! Just what we needed and in an amazing Richmond neighborhood. " CA $221 CA $462 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Richmond-Hotels-Charming-Home-Close-To-All-Richmond-Has-To-Offer-Dog-Friendly.h103842461.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/120000000/119610000/119609900/119609846/ee077b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/120000000/119610000/119609900/119609846/dad3b525.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119610000/119609900/119609846/cb251a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/120000000/119610000/119609900/119609846/957a628e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family-friendly home, beautiful fenced-in yard, short walk to Ball State Campus Muncie 10/10 Exceptional (1) "House is cute - loved all the wood floors although they're noisy. beds were comfortable. only stayed one night but it was walkable back and forth to campus so that was great" CA $157 CA $246 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Muncie-Hotels-Family-Friendly-Home.h119609846.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/a73b76bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/16a4aa3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/8fb92747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/116000000/115590000/115587500/115587430/81fbe85c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 3-bedroom house with AC, WiFi in Greenville Greenville 9.0/10 Wonderful (6) CA $220 CA $347 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Greenville-Hotels-Charming-3-Bedroom-House-With-AC.h115587430.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/111000000/110690000/110682000/110681924/cb34ab95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110690000/110682000/110681924/1cfd5414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/111000000/110690000/110682000/110681924/cd5ed359.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/111000000/110690000/110682000/110681924/a54091a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Retro Home Close to Campus Muncie 9.8/10 Exceptional (6) "Nice property no hassel stay!" CA $189 CA $413 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Muncie-Hotels-Retro-Home-Close-To-Campus.h110681924.Hotel-Information) ![8 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/3a569ecb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/659a7705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/37035f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90260000/90254300/90254204/2682307b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Westcott Mansion with Pickleball Court & Huge Gazebo Richmond 9.8/10 Exceptional (34) "We had a nice time celebrating my sons graduation from Earlham college. There was plenty of room for everyone to have their own bedroom. Very unique property with very nice furnishings. A historic property. We had everything we needed for our stay. Definitely would recommend." CA $231 CA $466 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Richmond-Hotels-Westcott-Mansion-With-Pickleball-Court-Huge-Gazebo.h90254204.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/40000000/39090000/39083800/39083718/w1080h1285x0y0-80386403.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/40000000/39090000/39083800/39083718/80937ecf_edited_fc9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39090000/39083800/39083718/w1440h949x0y0-2d5c1027.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/40000000/39090000/39083800/39083718/w1440h948x0y0-2d755dec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country living 4 Bedroom House Delaware Township CA $1,261 CA $1,613 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Albany-Hotels-Country-Living-4-Bedroom-House.h39083718.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/8b039b3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/b5a5139f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/00a66832.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113760000/113751300/113751269/f951338b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Underground Speakeasy Experience in Historic Fort Recovery - Sleeps 14 Fort Recovery 10/10 Exceptional (2) "We had an AMAZING time at Elm & Ivy!! What a beautiful venue for a chill bachelorette party!! There were so many perfect little touches that added to our stay. Highly recommend- we already talked about coming back again!!" CA $529 CA $605 total includes taxes & fees Oct 15 - Oct 16 [](https://www.expedia.ca/Fort-Recovery-Hotels-Fort-Recoverys-Historic-1940s-Chapel-With-Speakeasy-Hideaway-Sleeps-10.h113751269.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.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28®ionId=6046207&adults=2&lodging=VACATION_HOME&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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Vacation-Homes.d6046207-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Private-Vacation-Homes.d6046207-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Comfort Suites](//images.trvl-media.com/lodging/93000000/92420000/92418500/92418479/d689bf19_y.jpg) ### Comfort Suites 10/10 Excellent "." [](https://expedia.ca/Richmond-Hotels-Comfort-Suites.h92418479.Hotel-Information) ![Baymont by Wyndham Richmond I-70](//images.trvl-media.com/lodging/1000000/10000/4400/4345/97f2f944_y.jpg) ### Baymont by Wyndham Richmond I-70 10/10 Excellent "The staff were very friendly and accommodating, the room was clean, and the bed was comfortable. Richard, the breakfast room attendant, was wonderful and even made eggs to order! I had probably the best breakfast I've had at a hotel." [](https://expedia.ca/Richmond-Hotels-Comfort-Inn-Richmond-I-70.h4345.Hotel-Information) ![Quality Inn and Conference Center](//images.trvl-media.com/lodging/1000000/30000/25900/25869/ebc0f494_y.jpg) ### Quality Inn and Conference Center 10/10 Excellent "nice place to stay" [](https://expedia.ca/Richmond-Hotels-Quality-Inn-And-Conference-Center.h25869.Hotel-Information) ![Hampton Inn & Suites Richmond, IN](//images.trvl-media.com/lodging/2000000/1600000/1590100/1590037/1e53a5db_y.jpg) ### Hampton Inn & Suites Richmond, IN 10/10 Excellent "The breakfast was satisfactory. The breakfast staff were polite & efficient." [](https://expedia.ca/Richmond-Hotels-Hampton-Inn-Suites-Richmond.h1590037.Hotel-Information) ![Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy](//images.trvl-media.com/lodging/56000000/55620000/55612100/55612074/6f3d9f6c_y.jpg) ### Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy 10/10 Excellent "This was a great location. The gym was a blast for the kids, the pool and hot tub were in great shape, and we have no complaints." [](https://expedia.ca/Fort-Recovery-Hotels-Inviting-Family-Retreat-With-Pool.h55612074.Hotel-Information) ![Comfort Inn & Suites Muncie](//images.trvl-media.com/lodging/3000000/2150000/2141800/2141769/6054e777_y.jpg) ### Comfort Inn & Suites Muncie 10/10 Excellent "Staff were very kind " [](https://expedia.ca/Muncie-Hotels-Comfort-Inn-Suites-Muncie.h2141769.Hotel-Information) ![Super 8 by Wyndham Muncie/Ball St. College Area](//images.trvl-media.com/lodging/1000000/440000/439900/439869/317e7c62_y.jpg) ### Super 8 by Wyndham Muncie/Ball St. College Area 10/10 Excellent "Very nice stay for the price. " [](https://expedia.ca/Muncie-Hotels-Super-8-By-Wyndham-MuncieBall-St-College-Area.h439869.Hotel-Information) ![Courtyard Muncie at Horizon Convention Center](//images.trvl-media.com/lodging/13000000/12760000/12755900/12755848/6aef882b_y.jpg) ### Courtyard Muncie at Horizon Convention Center 10/10 Excellent "Rooms clean lots of parking bank " [](https://expedia.ca/Muncie-Hotels-Courtyard-Muncie-At-Horizon-Convention-Center.h12755848.Hotel-Information) ![Days Inn by Wyndham Muncie -Ball State University](//images.trvl-media.com/lodging/1000000/10000/4600/4571/edaea515_y.jpg) ### Days Inn by Wyndham Muncie -Ball State University 10/10 Excellent "Clean room" [](https://expedia.ca/Muncie-Hotels-Days-Inn-By-Wyndham-Muncie-Ball-State-University.h4571.Hotel-Information) ## Find out more about Winchester ## Winchester Vacation Homes information | Number of reviews | 98 | | --- | --- | | Accommodation | 43 Vacation Homes | | Lowest Price | CA $235 | | Highest Price | CA $1,613 | ## Explore a world of travel with Expedia - 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