Apartments in Winchester for Rent

Compare 3 Apartments in Winchester with updated reviews, rates, and availability.

2 bedrooms, iron/ironing board, WiFi, bed sheets
Art Themed Loft Apartment in Jacksonville
9.6 out of 10, Exceptional, (4)
"So cutely decorated! Much bigger than expected. Would definitely stay here again."
The price is $95
$150 total
includes taxes & fees
Jun 4 - Jun 5
Art Themed Loft Apartment in Jacksonville
Fridge, microwave, oven, stovetop
The Farmhouse Loft "Greene County's Guesthouse"
9.8 out of 10, Exceptional, (45)
"My daughter and I came up to explore our geneology and visit local cemeteries. I wish I had known how steep the stairs were, but we made it. We would chiise a different venue next time."
The price is $85
$155 total
includes taxes & fees
Jun 2 - Jun 3
The Farmhouse Loft "Greene County's Guesthouse"
Fridge, microwave, oven, stovetop
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
10.0 out of 10, Exceptional, (19)
"Great spot for our weekend away!"
The price is $90
$115 total
includes taxes & fees
May 29 - May 30
Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees
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See all available properties in Winchester
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.

Other property types in Winchester

Property grounds
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
9.8 out of 10, Exceptional, (43)
"The place is really comfortable, and the trails and nature around are perfect for exploring, especially with my dog. It was so easy to relax and just enjoy the quiet. Great spot if you want a break from it all and don’t want to worry about leaving your pet behind. Definitely recommend!"
The price is $110
$137 total
includes taxes & fees
Jun 3 - Jun 4
Peace on the Prairie Too - Tiny House, Pets Allowed, No cleaning fee.
Property grounds
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
9.8 out of 10, Exceptional, (66)
"Beautiful, spacious and delightful"
PICKLEBALL, Heated Pool, Game Room, Outdoor Oasis, Tennis, Basketball, & woods!
Exterior
Home with great location
10.0 out of 10, Exceptional, (9)
"Loved the property. Perfect place for our family while attending our daughter’s graduation. Conveniently located. House is so quaint. Highly recommend it."
Home with great location
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.

Winchester Apartments information

Number of reviews
68
Accommodation
3 Apartments
Lowest Price
$85
Highest Price
$95

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: Art Themed Loft Apartment in Jacksonville: Situated in Jacksonville, 13.8 mi/22.2 km from the heart of Winchester. The Farmhouse Loft “Greene County’s Guesthouse”: Located 22.8 mi/36.6 km away in Carrollton. Amenities include Smart TVs. Access to a fitness center is available on site. Peace on the Prairie: Native prairie setting - Pets allowed. No cleaning fees: It’s situated in Murrayville, 16.3 mi/26.3 km away. Includes free WiFi, sofa beds, and Smart TVs.
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, Lake Jacksonville and Jacksonville Community Park 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.

Recent reviews of Winchester hotels
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