Search Apartment Rentals in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Mar 6 - Mar 8
In two months
Apr 17 - Apr 19
In three months
May 15 - May 17
In four months
Jun 12 - Jun 14

Our top choices for Winchester apartments

Dining

Peace on the Prairie — Quiet Nature Retreat on 24 Acres

Peace on the Prairie — Quiet Nature Retreat on 24 Acres
Murrayville
10.0 out of 10, Exceptional, (27 reviews)
"We had a great stay. The environment is just cuddling. "
United States
Anonymous traveller
The price is CA $100
CA $135 total
includes taxes & fees
Feb 23 - Feb 24
Peace on the Prairie — Quiet Nature Retreat on 24 Acres
2 bedrooms, desk, iron/ironing board, travel crib

The Farmhouse Loft "Greene County's Guesthouse"

The Farmhouse Loft "Greene County's Guesthouse"
Carrollton
9.8 out of 10, Exceptional, (61 reviews)
"Stayed at the Farmhouse Loft for a local wedding. It met all our expectations. Great location on the town square. Will definitely stay there again "
United States
Gregory D.
The price is CA $116
CA $225 total
includes taxes & fees
Feb 26 - Feb 27
The Farmhouse Loft "Greene County's Guesthouse"
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

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

Hampton Inn Jacksonville

Hampton Inn Jacksonville

10/10 Excellent
"We can't say enough good things about our stay"
Saundra 2-night trip
Posted 5 days ago
Hampton Inn Jacksonville

Find out more about Winchester

Winchester Apartments information

Number of reviews
88
Accommodation
2 Apartments
Lowest Price
CA $135
Highest Price
CA $225

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: The Farmhouse Loft "Greene County's Guesthouse": Located in Carrollton, 22.8 mi/36.6 km from the heart of Winchester. Includes Smart TVs. A fitness center and onsite laundry facilities are on site. Peace on the Prairie — Quiet Nature Retreat on 24 Acres: Located 16.3 mi/26.3 km away in Murrayville. Free WiFi, sofa beds, and Smart TVs are included. Access to onsite laundry facilities is available 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, Jacksonville Community Park and Lake Jacksonville are a couple of picturesque spots to get outside and enjoy nature. Morgan County Fairgrounds and Illinois College are a couple of places you'll find in the larger area.

Explore a world of travel with Expedia