Title: Winchester Apartment Rentals from CA $135 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d3000435714.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d3000435714.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d3000435714.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d3000435714.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) # Search Apartment Rentals in Winchester - ![](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 Next weekend [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2025-11-28&endDate=2025-11-30&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2025-12-05&endDate=2025-12-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000435714&startDate=2026-01-16&endDate=2026-01-18&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Apartments ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/0aadb1d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/0a889b11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/64202e71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22130000/22120700/22120643/c9590e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Peaceful studio retreat surrounded by prairie, wildlife, and open skies. Murrayville 10/10 Exceptional (25) "We had a great stay. The environment is just cuddling. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $100 CA $135 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Murrayville-Hotels-Peace-On-The-Prairie-Native-Prairie-Setting-Pets-Allowed.h22120643.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348849/ad1fc48b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348849/94a390c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, printers](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348849/0e153112.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/21000000/20350000/20348900/20348849/ff0589d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Farmhouse Loft "Greene County's Guesthouse" Carrollton 9.8/10 Exceptional (60) "Very cute place!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Debbie S. CA $119 CA $230 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Carrollton-Hotels-The-Farmhouse-Loft-Greene-Countys-Guesthouse.h20348849.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=2025-12-01&endDate=2025-12-02®ionId=3000435714&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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-Apartments.d3000435714-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Apartments.d3000435714-aaApartments.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Quality Inn Jacksonville near I-72](//images.trvl-media.com/lodging/1000000/480000/474300/474237/aba9334b_y.jpg) ### Quality Inn Jacksonville near I-72 10/10 Excellent "Staff was great and a quick check-in." [](https://expedia.ca/Springfield-Hotels-Quality-Inn.h474237.Hotel-Information) ### Hampton Inn Jacksonville 10/10 Excellent "Noe at the front desk was so friendly and the place was extremely clean and very quiet at night…" [](https://expedia.ca/Springfield-Hotels-Hampton-Inn-Jacksonville.h1376212.Hotel-Information) ![Sleep Inn & Suites](//images.trvl-media.com/lodging/24000000/23840000/23831900/23831866/e80734a3_y.jpg) ### Sleep Inn & Suites 10/10 Excellent "Room was spotless, breakfast was great and place was quiet. One night stay, college visit" [](https://expedia.ca/Springfield-Hotels-Sleep-Inn-Suites.h23831866.Hotel-Information) ![Best Western Jacksonville Inn](//images.trvl-media.com/lodging/1000000/130000/124300/124218/4f58843e_y.jpg) ### Best Western Jacksonville Inn 10/10 Excellent "Room was clean, continental breakfast, easy check-in" [](https://expedia.ca/Springfield-Hotels-Best-Western-Jacksonville-Inn.h124218.Hotel-Information) ![Super 8 by Wyndham Jacksonville](//images.trvl-media.com/lodging/1000000/130000/123200/123170/52a6b400_y.jpg) ### Super 8 by Wyndham Jacksonville 10/10 Excellent "We rec'd a refund for 2 nights when we had to leave 2 days early because of a family emergency. REALLY appreciated that!" [](https://expedia.ca/Springfield-Hotels-Super-8-By-Wyndham-Jacksonville.h123170.Hotel-Information) ### William Watson Hotel 10/10 Excellent "Everything about our stay was great. We will stay here again. The parking was good, as it was in front of the building. The restaurant was excellent." [](https://expedia.ca/Pittsfield-Hotels-William-Watson-Hotel.h6659525.Hotel-Information) ![Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.](//images.trvl-media.com/lodging/34000000/33300000/33294600/33294577/3245f16c_y.jpg) ### Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee. 10/10 Excellent "We had such a great experience staying here. The property was beautiful and the hosts were very welcoming and friendly. The property was very pet friendly as well. We will definitely go back for the peace and quiet!" [](https://expedia.ca/Murrayville-Hotels-Peace-On-The-Prairie-Too-Tiny-House.h33294577.Hotel-Information) ![Holiday Inn Express Hotel & Suites Jacksonville by IHG](//images.trvl-media.com/lodging/2000000/1800000/1793100/1793078/46171e6f_y.jpg) ### Holiday Inn Express Hotel & Suites Jacksonville by IHG 10/10 Excellent "Didnt make it to breakfast but could still obtain banana and yoghurt. This was super nice of them. Had kecard glutch but Chris the evening desk man literally ran upstairs after rescanning ours to check that it worked. Beds were very comfy. Wood surfaces were a little worn...a minor flaw." [](https://expedia.ca/Springfield-Hotels-Holiday-Inn-Express-Hotel-Suites-Jacksonville.h1793078.Hotel-Information) ![PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!](//images.trvl-media.com/lodging/35000000/34590000/34582500/34582445/3f150da0_y.jpg) ### PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods! 10/10 Excellent "Becky and Dave are excellent hosts. We had the best time. The 3 six year olds brought their bikes and had the best time pretending the front driveway was a race track. If you want to make great memories with your family I would highly recommend this house. " [](https://expedia.ca/Pittsfield-Hotels-PICKLEBALL.h34582445.Hotel-Information) ## Find out more about Winchester ## Winchester Apartments information | Number of reviews | 84 | | --- | --- | | Accommodation | 2 Apartments | | Lowest Price | CA $135 | | Highest Price | CA $230 | ## Frequently asked questions ### What's it like to stay at an apartment in Winchester? > You might not have many choices centrally in Winchester, but Expedia can help you search for accommodations in the area with similar amenities to an apartment. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. Even filter by similar properties such as vacation homes, condos, or cabins. ### Why choose apartments instead of traditional hotels? > An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families wanting the conveniences of home. ### What's the top apartment for my stay in Winchester? > Here are some of the more popular apartments in the area to choose from: [Peaceful studio retreat surrounded by prairie, wildlife, and open skies.](https://www.expedia.ca/Murrayville-Hotels-Peace-On-The-Prairie-Native-Prairie-Setting-Pets-Allowed.h22120643.Hotel-Information): Located in Murrayville, 16.3 mi/26.3 km from the heart of Winchester. Includes free WiFi, sofa beds, and Smart TVs. Access to onsite laundry facilities is available on site. [The Farmhouse Loft "Greene County's Guesthouse"](https://www.expedia.ca/Carrollton-Hotels-The-Farmhouse-Loft-Greene-Countys-Guesthouse.h20348849.Hotel-Information): Located 22.8 mi/36.6 km away in Carrollton. Amenities include Smart TVs. A fitness center and onsite laundry facilities are on site. ### What will the weather be like during my trip to Winchester? > Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 73°F, while the coldest months are January and February with an average of 35°F. Average annual precipitation for Winchester is 49 inches. ### What are the must-see places to visit in Winchester? > While you're exploring the area, Lake Jacksonville and Jacksonville Community Park are a couple of picturesque spots to get outside and enjoy nature. 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