Search Apartments in Winchester

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 10 Apartments in Winchester with updated reviews, rates, and availability.

Lost World Lodge - Your Jurassic Park Vacation Rental

9.4 out of 10, Exceptional, (6)
"such a cool concept and the queen bed was so comfy"
Lost World Lodge - Your Jurassic Park Vacation Rental

Cozy apartment in Roseburg

Cozy apartment in Roseburg

5 min walk to downtown! Newly renovated with original hardwoods and clawfoot tub

9.0 out of 10, Wonderful, (2)
"Cute and clean apartment, super easy check in/out, no hot tub, but great claw, and the most comfortable mattresses ever! Close to local culture with easy access."
5 min walk to downtown! Newly renovated with original hardwoods and clawfoot tub

Cozy 1-bedrm apartment near Wildlife Safari with fitness room on the horse ranch

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! "
Cozy 1-bedrm apartment near Wildlife Safari with fitness room on the horse ranch

Soothing coyote-themed apartment with fitness room in Winston

10.0 out of 10, Exceptional, (2)
"The Coyote room was just perfect! Peaceful, walking places, friendly folks, just right! "
The price is AED 312
AED 466 total
includes taxes & fees
31 May - 1 Jun
Soothing coyote-themed apartment with fitness room in Winston

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

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!"
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

2.0 star property
Historic Downtown Luxurious Apartment Only Steps Away from Local Restaurants

Aviation Suites: The Hangar Suite

Aviation Suites: The Hangar Suite

Aviation Suites: Flight Deck

Aviation Suites: Flight Deck
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.
Don't see what you're looking for?
See all available properties in Winchester
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Winchester

Singing Waters at N. Umpqua

10.0 out of 10, Exceptional, (5)
"Extremely relaxing. Beautifully done house on the North Umpqua River. Just lovely. Look forward to future stays!"
Singing Waters at N. Umpqua

Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins

9.6 out of 10, Exceptional, (12)
"Inviting and comfortable "
The price is AED 327
AED 640 total
includes taxes & fees
9 May - 10 May
Blue Downtown Stay ~ Eco & Pet Friendly Tiny Twins

Firewater Lodge Cabin Experience

10.0 out of 10, Exceptional, (55)
"We are repeat renters and thoroughly enjoy our home away from home every year. Thank you!"
Firewater Lodge Cabin Experience
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.

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: 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: 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. Soothing coyote-themed apartment with fitness room in Winston: It’s located in Roseburg, 13.2 mi/21.2 km away. Cozy 1-bedrm apartment near Wildlife Safari with fitness room on the horse ranch: 13.2 mi/21.2 km away in Roseburg. Cozy apartment in Roseburg: 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 Wildlife Safari, or get out into nature at a spot like North Umpqua River. In the larger area, you’ll find Stewart Park and Melrose Vineyards.