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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Apartments in Winchester

Fridge, microwave, oven, stovetop
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Apartment in Roseburg

2.0 star property
10.0 out of 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
CARISSA F.
The price is SAR 747
SAR 1,245 total
includes taxes & fees
29 Dec - 30 Dec
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Fridge, microwave, oven, stovetop
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Apartment in Roseburg

2.0 star property
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants
Terrace/patio
the Bunkhouse coyote- Private Studio Retreat Room

Apartment in Winston

2.0 star property
10.0 out of 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
Charles B.
The price is SAR 287
SAR 444 total
includes taxes & fees
16 Dec - 17 Dec
the Bunkhouse coyote- Private Studio Retreat Room
Terrace/patio
the Bunkhouse Deer - Private Studio Retreat Room

Apartment in Winston

10.0 out of 10, Exceptional, (2)
"The Coyote room was just perfect! Peaceful, walking places, friendly folks, just right! "
United States
Nancy P.
The price is SAR 319
SAR 476 total
includes taxes & fees
16 Dec - 17 Dec
the Bunkhouse Deer - Private Studio Retreat Room
Terrace/patio
Bunkhouse Bear Room -Private Studio Retreat

Apartment in Roseburg

2.0 star property
The price is SAR 282
SAR 438 total
includes taxes & fees
2 Jan - 3 January 2026
Bunkhouse Bear Room -Private Studio Retreat
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.
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Top Winchester Hotel Reviews

Riverfront Inn Roseburg

Riverfront Inn Roseburg

10/10 Excellent
"I was pleased they had left the lights on for our after dark arrival. The pet area was convenient to the room and really nice. I will stay again. "
Julie 1-night trip
Posted 3 days ago
Riverfront Inn Roseburg

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: Situated in Roseburg, 13.2 mi/21.2 km from the heart of Winchester. Lost World Lodge - Your Jurassic Park Vacation Rental: Located 7.5 mi/12 km away in Sutherlin. Amenities include private patios. Onsite laundry facilities and a game room are on site. Cozy apartment in Roseburg: It's located in Roseburg, 5.1 mi/8.2 km away. The Bunkhouse Deer - Private Studio Retreat Room: 13.2 mi/21.2 km away in Roseburg. 5 min walk to downtown! Newly renovated with original hardwoods and clawfoot tub: Located in Roseburg, 5.1 mi/8.2 km from Winchester. Includes fireplaces and Smart TVs. Access to onsite laundry facilities is available on site.
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 Wildlife Safari, or get out into nature at a spot like North Umpqua River. In the larger area, you'll find Melrose Vineyards and Reustle Prayer Rock Vineyards.