Title: Winchester Apartment Rentals from CA $164 | Expedia.ca [Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d12104.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d12104.Travel-Guide-VacationRentals)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d12104.Car-Rental-Guide)[Winchester Vacation Packages](https://expedia.ca/Winchester.d12104.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.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 [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-10-31&endDate=2025-11-02&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-11-14&endDate=2025-11-16&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-12-12&endDate=2025-12-14&adults=2&lodging=APARTMENT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Apartments ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/107000000/106920000/106918700/106918670/c1a1fb93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106920000/106918700/106918670/ddb8344d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/107000000/106920000/106918700/106918670/757b4633.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106920000/106918700/106918670/a25e8e91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### the Bunkhouse coyote- Private Studio Retreat Room Winston 10/10 Exceptional (1) "The views are out of this world! The horses on property are gorgeous! This truly felt like a vacation within a vacation (drove that way for the wildlife safari park). We plan to come back again! Property owner is a sweetheart! " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles B. CA $107 CA $166 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseburg-Hotels-The-Bunkhouse-Coyote-Private-Studio-Retreat-Room.h106918670.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/122000000/121520000/121510300/121510244/00dc72d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/122000000/121520000/121510300/121510244/a3be8bb1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/122000000/121520000/121510300/121510244/52424a7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/122000000/121520000/121510300/121510244/2c9b998f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bunkhouse Bear Room -Private Studio Retreat Roseburg CA $105 CA $164 total includes taxes & fees Oct 23 - Oct 24 [](https://www.expedia.ca/Roseburg-Hotels-Bunkhouse-Bear-Room-Private-Studio-Retreat.h121510244.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38320000/38315200/38315160/a698d623.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/39000000/38320000/38315200/38315160/b5e0464b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/39000000/38320000/38315200/38315160/4e4d35d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/39000000/38320000/38315200/38315160/0bd3e475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants Roseburg 10/10 Exceptional (3) "Terry's place was such a treat! The apartment exceeded so many of our expectations and was perfect for our mini vacation. Wonderful features and amenities. Beautiful finishes, linens and furnishings. Super responsive host. We look forward to our next stay!" ![](https://a.travel-assets.com/egds/marks/flags/us.svg) CARISSA F. CA $378 CA $594 total includes taxes & fees Nov 1 - Nov 2 [](https://www.expedia.ca/Roseburg-Hotels-Historic-Downtown-Luxurious-Apartment-Only-Steps-Away-From-Local-Restaurants.h38315160.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107250000/107246700/107246639/dd3a5054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107250000/107246700/107246639/c7c0d579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/108000000/107250000/107246700/107246639/3bed00ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/108000000/107250000/107246700/107246639/1557bdc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### the Bunkhouse Deer - Private Studio Retreat Room Winston 10/10 Exceptional (2) "The Coyote room was just perfect! Peaceful, walking places, friendly folks, just right! " ![](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy P. CA $119 CA $178 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Roseburg-Hotels-The-Bunkhouse-Deer-Private-Studio-Retreat-Room.h107246639.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37920000/37912100/37912072/d29e7b69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/38000000/37920000/37912100/37912072/a7f4ba48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/38000000/37920000/37912100/37912072/75dff4ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/38000000/37920000/37912100/37912072/403a2e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants Roseburg CA $420 CA $645 total includes taxes & fees Oct 31 - Nov 1 [](https://www.expedia.ca/Roseburg-Hotels-Historic-Downtown-Luxurious-Apartment-Only-Steps-Away-From-Local-Restaurants.h37912072.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=2025-10-31&endDate=2025-11-01®ionId=12104&adults=2&lodging=APARTMENT&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-Apartments.d12104-aaApartments.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWinchester-Apartments.d12104-aaApartments.Travel-Guide-Accommodation) ## Top Winchester Hotel Reviews ![Comfort Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg) ### Comfort Inn Roseburg 10/10 Excellent "Nice staff at check in. Rooms are spacious and clean. Pillows were amazing. " [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.Hotel-Information) ![Sleep Inn & Suites Roseburg North Near Medical Center](//images.trvl-media.com/lodging/1000000/540000/539600/539504/32f54617_y.jpg) ### Sleep Inn & Suites Roseburg North Near Medical Center 10/10 Excellent "The room was way bigger than it looked in the pictures online, so was the bathroom. Our room was super clean, the main hallway could have used a vacuum, but it’s a high traffic area, so that’s to be expected. Breakfast was good and the staff was amazing. We checked out and ended up having to stay in town another night so booked here again and when we came back in the evening, the girl at the desk remembered our names, which people don’t always take the time for little things like that. There was no clock in the room, which is no big deal, just odd, lol. Great place for the money, we will stay here again for sure!" [](https://expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.Hotel-Information) ![Riverfront Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg) ### Riverfront Inn Roseburg 10/10 Excellent "Older hotel with nice view of the river." [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ![Hampton Inn & Suites Roseburg](//images.trvl-media.com/lodging/23000000/22280000/22270800/22270751/df80a59c_y.jpg) ### Hampton Inn & Suites Roseburg 10/10 Excellent "The staff was incredible. They were kind to our little family, and made us feel right at home." [](https://expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.Hotel-Information) ![Motel 6 Sutherlin, OR](//images.trvl-media.com/lodging/1000000/430000/426000/425916/9d536feb_y.jpg) ### Motel 6 Sutherlin, OR 10/10 Excellent "Staff was nice, room was clean" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.Hotel-Information) ![Rosewood Inn and Suites](//images.trvl-media.com/lodging/1000000/920000/920000/919945/198b0811_y.jpg) ### Rosewood Inn and Suites 10/10 Excellent "great people ,truck parking " [](https://expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) ![Motel 6 Roseburg, OR](//images.trvl-media.com/lodging/2000000/1040000/1037800/1037746/247b3334_y.jpg) ### Motel 6 Roseburg, OR 10/10 Excellent "Great for a quick trip" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![Howard Johnson by Wyndham Roseburg](//images.trvl-media.com/lodging/1000000/10000/6800/6739/6746169e_y.jpg) ### Howard Johnson by Wyndham Roseburg 10/10 Excellent "very nice room " [](https://expedia.ca/Roseburg-Hotels-Howard-Johnson-By-Wyndham-Roseburg.h6739.Hotel-Information) ![Holiday Inn Express Roseburg by IHG](//images.trvl-media.com/lodging/1000000/30000/22800/22705/a366b61d_y.jpg) ### Holiday Inn Express Roseburg by IHG 10/10 Excellent "I had a very good experience staying at this hotel everything was clean comfortable and the staff was great. " [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.Hotel-Information) ## Find out more about Winchester ## Winchester Apartments information | Number of reviews | | | --- | --- | | Accommodation | 10 Apartments | | Lowest Price | CA $164 | | Highest Price | CA $645 | ## Frequently asked questions ### What's it like to stay at an apartment in Winchester? > There might not be many choices centrally in Winchester, but Expedia can help you locate 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 guest houses. ### Are you thinking about apartments over traditional hotel rooms? > An apartment is often more spacious than a traditional hotel room and includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas. ### What's a favorite apartment I should consider for a stay in Winchester? > Listed below are some of the more popular apartments in the area: [Lost World Lodge - Your Jurassic Park Vacation Rental](https://www.expedia.ca/Sutherlin-Hotels-Lost-World-Lodge-Your-Jurassic-Park-Vacation-Rental.h95104211.Hotel-Information): Located in Sutherlin, 7.5 mi/12 km from the heart of Winchester. Includes private patios. Onsite laundry facilities and a game room are on site. [5 min walk to downtown! Newly renovated with original hardwoods and clawfoot tub](https://www.expedia.ca/Roseburg-Hotels-5-Min-Walk-To-Downtown-Newly-Renovated-With-Original-Hardwoods-And-Clawfoot-Tub.h100177822.Hotel-Information): Located 5.1 mi/8.2 km away in Roseburg. Fireplaces and Smart TVs are included. Access to onsite laundry facilities is available on site. [Cozy apartment in Roseburg](https://www.expedia.ca/Roseburg-Hotels-Cozy-Apartment-In-Roseburg.h99272067.Hotel-Information): It's located in Roseburg, 5.1 mi/8.2 km away. [Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants](https://www.expedia.ca/Roseburg-Hotels-Historic-Downtown-Luxurious-Apartment-Only-Steps-Away-From-Local-Restaurants.h37912072.Hotel-Information): 4.9 mi/8 km away in Roseburg. Free WiFi, fireplaces, and Smart TVs are included. [Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants](https://www.expedia.ca/Roseburg-Hotels-Historic-Downtown-Luxurious-Apartment-Only-Steps-Away-From-Local-Restaurants.h38315160.Hotel-Information): It's located in Roseburg, 4.9 mi/8 km from Winchester. Includes free WiFi, fireplaces, and Smart TVs. ### What can I expect from the weather during my trip to Winchester? > Though weather is just one factor, it can really affect your travel plans, especially if you are planning a longer stay in Winchester. The hottest months are usually August and July with an average temp of 64°F, while the coldest months are December and February with an average of 41°F. Average annual precipitation for Winchester is 49 inches. ### What are the must-see places to visit in Winchester? > Explore the area and family-friendly sights such as Douglas County Museum of History and Natural History, or get out into nature at a spot like North Umpqua River. 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