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://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 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=12104&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 months [Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=12104&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Winchester Apartments ![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) ![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) ![Interior](https://images.trvl-media.com/lodging/107000000/106920000/106918700/106918670/242efe42.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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Charles B. CA $107 CA $166 total includes taxes & fees Nov 3 - Nov 4 [](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) ![Bed sheets](https://images.trvl-media.com/lodging/122000000/121520000/121510300/121510244/a90aae69.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) ![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 Nov 3 - Nov 4 [](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) ![Interior](https://images.trvl-media.com/lodging/39000000/38320000/38315200/38315160/d1ffc9b2.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) ![Interior](https://images.trvl-media.com/lodging/39000000/38320000/38315200/38315160/4e4d35d6.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!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) CARISSA F. CA $377 CA $592 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Roseburg-Hotels-Historic-Downtown-Luxurious-Apartment-Only-Steps-Away-From-Local-Restaurants.h38315160.Hotel-Information) ![1 bedroom, bed sheets](https://images.trvl-media.com/lodging/108000000/107250000/107246700/107246639/156c2555.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) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107250000/107246700/107246639/c7c0d579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107250000/107246700/107246639/dd3a5054.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! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy P. CA $119 CA $178 total includes taxes & fees Nov 3 - Nov 4 [](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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/38000000/37920000/37912100/37912072/900b7532.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) ### Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants Roseburg CA $419 CA $643 total includes taxes & fees Nov 3 - Nov 4 [](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=2025-11-16&endDate=2025-11-17®ionId=12104&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.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 ![Super 8 by Wyndham Roseburg](//images.trvl-media.com/lodging/1000000/160000/159100/159048/ccce26bb_y.jpg) ### Super 8 by Wyndham Roseburg 10/10 Excellent "Perfect place to stay for early morning medical appt. I didnt have to get up at 4am shower and make it to town by 7am" [](https://expedia.ca/Roseburg-Hotels-Super-8-By-Wyndham-Roseburg.h159048.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 "Clean room. Nothing fancy, but everything I needed for a quick sleep before hitting the road again. Quiet and comfortable." [](https://expedia.ca/Roseburg-Hotels-Motel-6-Sutherlin.h425916.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 "Amanda (Amandasaurus) is AMAZING! Best customer service EVER!" [](https://expedia.ca/Roseburg-Hotels-Motel-6-Roseburg.h1037746.Hotel-Information) ![Comfort Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/17800/17750/61f465bf_y.jpg) ### Comfort Inn Roseburg 10/10 Excellent "Very nice- no problems except I Left a few articles of clothing when I checked out and we are working on that with the staff to get them back." [](https://expedia.ca/Roseburg-Hotels-Comfort-Inn.h17750.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 "Excellent " [](https://expedia.ca/Roseburg-Hotels-Hampton-Inn-Suites-Roseburg.h22270751.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 "Amazing!" [](https://expedia.ca/Roseburg-Hotels-Holiday-Inn-Express-Roseburg.h22705.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 "This facility and is staff was a WONDERFUL surprise on our 17 hour 2-day drive from California Wine Country to Vancouver, BC, Canada this weekend. Very clean, beautifully appointed and great crew. We often select overnight hospitality due to the free breakfast provided and the Sleep Inn’s morning breakfast is just superb. Great selection of healthy protein items and presented beautifully. As we make this long road trip often THIS will be our go-to half way stop. I would offer MORE stars if I could. " [](https://expedia.ca/Roseburg-Hotels-Sleep-Inn-Suites-Roseburg-North-Near-Medical-Center.h539504.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 "Good" [](https://expedia.ca/Roseburg-Hotels-Rosewood-Inn-And-Suites.h919945.Hotel-Information) ![Riverfront Inn Roseburg](//images.trvl-media.com/lodging/1000000/20000/16100/16066/81d2a043_y.jpg) ### Riverfront Inn Roseburg 10/10 Excellent "Great " [](https://expedia.ca/Roseburg-Hotels-Riverfront-Inn-Roseburg.h16066.Hotel-Information) ## Find out more about Winchester ## Winchester Apartments information | Number of reviews | | | --- | --- | | Accommodation | 10 Apartments | | Lowest Price | CA $164 | | Highest Price | CA $643 | ## 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: [The Bunkhouse coyote- Private Studio Retreat Room](https://www.expedia.ca/Roseburg-Hotels-The-Bunkhouse-Coyote-Private-Studio-Retreat-Room.h106918670.Hotel-Information): Situated in Roseburg, 13.2 mi/21.2 km from the heart of Winchester. [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 7.5 mi/12 km away in Sutherlin. Amenities include 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 in Roseburg, 5.1 mi/8.2 km away. Includes fireplaces and Smart TVs. Access to onsite laundry facilities is available on site. [The Bunkhouse Deer - Private Studio Retreat Room](https://www.expedia.ca/Roseburg-Hotels-The-Bunkhouse-Deer-Private-Studio-Retreat-Room.h107246639.Hotel-Information): 13.2 mi/21.2 km away in Roseburg. [Cozy apartment in Roseburg](https://www.expedia.ca/Roseburg-Hotels-Cozy-Apartment-In-Roseburg.h99272067.Hotel-Information): It's situated in Roseburg, 5.1 mi/8.2 km from Winchester. ### 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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