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

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

10.0 out of 10, Exceptional, (7)
"Ck in had some snags due to equipment bugs. However once in contact with host it was handled quickly and very professionally. We enjoyed this rental and will stay here again when visiting family. Michelle is a superhost and very congenial. "
The price is SAR 259
SAR 605 total
includes taxes & fees
24 Feb - 25 Feb
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

THE STARR LOFT- Earlham, IUEast, Historic District

9.2 out of 10, Wonderful, (20)
"This was a great place to stay. We were in town for a concert in indy and everything in indy was a fortune. We found this place a little outside of indy but not too far. The place is amazing and beautiful. The decor fits it real.well the exposed rafters i love. Its kind of a vintage feel. I told my daughter when we got there i loved the place so much im not leaving. She told me i have to because she plans on not leaving. Plenty of food and dining just a mile or two away. I dont know if ill...
THE STARR LOFT- Earlham, IUEast, Historic District

New Hagerstown Apartment - Self Check-in. Sleeps 4+

9.6 out of 10, Exceptional, (14)
"What a cute little apartment that fit my needs of my trip. The whole place was so clean and updated. Bed was so comfortable. Was so relaxing late evenings with fireplace on watching a movie with a glass of wine. My brother’s girlfriend commented how nice and wide the steps were up to the quaint little patio. Getting I was a breeze. The host was very accommodating and checking to make sure I had everything I needed. The only negative thing I could say was bed pillow was too hard for me but I...
The price is SAR 206
SAR 504 total
includes taxes & fees
13 Feb - 14 Feb
New Hagerstown Apartment - Self Check-in. Sleeps 4+

Newly renovated studio in Hagerstown--Self Check-in

10.0 out of 10, Exceptional, (25)
"The apartment was cute and clean. We had no problems whatsoever!!"
The price is SAR 188
SAR 483 total
includes taxes & fees
13 Feb - 14 Feb
Newly renovated studio in Hagerstown--Self Check-in

Cozy apartment in tranquil Muncie with AC, WiFi

The price is SAR 300
SAR 630 total
includes taxes & fees
14 Mar - 15 Mar
Cozy apartment in tranquil Muncie with AC, WiFi
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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Other property types in Winchester

Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

10.0 out of 10, Exceptional, (181)
"Our family tries to get together at least once each year, normally around the Christmas holiday. We (2 grandparents, 8 children and spouses, and 15 grandchildren ages 7 to 30) came to this Ft Recovery gem from Ohio, Illinois, New York, Los Angeles and Virginia. The main floor open kitchen, living room and eating spaces, game area in the lower floor, and fantastic adjacent building with full basketball/volleyball court and loft with wet bar allowed us to spread out and spend time in small groups...
Inviting family retreat with a seasonal saltwater pool, gymnasium and privacy

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.8 out of 10, Exceptional, (21)
"Such an interesting place. It was a great stay. We would definitely stay there again!"
The price is SAR 431
SAR 827 total
includes taxes & fees
22 Feb - 23 Feb
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

9.8 out of 10, Exceptional, (7)
"The house was just as describedThe host was great and quickly responded with when i had questions. We arrived to find a nice note and home baked cookies. The berries was great and it was very spacious for our large group. Definitely recommend"
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.
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?
You might not have many choices centrally in Winchester, but Expedia can help you search for accommodations within the larger 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. You can also filter by similar properties such as vacation homes, condos, or cabins.
How do you know if an apartment is the right choice for you?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families wanting the conveniences of home.
What's the top apartment I should consider for a stay in Winchester?
Below are some of the top apartments in the area: THE STARR LOFT- Earlham, IUEast, Historic District: Situated in Richmond, 23.8 mi/38.4 km from the heart of Winchester. Includes Smart TVs. Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+: Located 20.5 mi/33 km away in Hagerstown. Free WiFi and Smart TVs are included. New Hagerstown Apartment - Self Check-in. Sleeps 4+: It’s situated in Hagerstown, 20.2 mi/32.4 km away. Includes free WiFi, private patios, and fireplaces. Newly renovated studio in Hagerstown–Self Check-in: 20.2 mi/32.4 km away in Hagerstown. Free WiFi and Smart TVs are included. Cozy apartment in tranquil Muncie with AC, WiFi: It’s situated in Muncie, 21.4 mi/34.5 km from Winchester.
What can I expect from the weather in 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 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Winchester is 47 inches.
What are the must-see places to visit in Winchester?
While you’re exploring the area, Prairie Creek Reservoir and Campground and Summit Lake State Park are a couple of picturesque spots to get outside and enjoy nature. While here, Winchester Golf Club and Winchester Speedway are other places worth a visit.
What's the best way to get to and around Winchester?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Muncie, IN (MIE-Delaware County), which is located 21.9 mi (35.2 km) away from the city center. If you’d like to venture out around the area, consider renting a car to take in more sights.