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Apartments in Winchester

Our top choices for Winchester apartments

The Pythian Building Penthouse Apt. is centrally located on the city square.
Exterior

The Pythian Building Penthouse Apt. is centrally located on the city square.

10.0 out of 10, Exceptional, (39)
"Joe is a great host that shared interesting history about his property. We had a great time during our stay finding easter eggs within the space."
The price is SAR 436
SAR 596 total
includes taxes & fees
2 Sep - 3 Sep
The Pythian Building Penthouse Apt. is centrally located on the city square.
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.
Fridge, microwave, oven, stovetop

Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

2.0 star property
9.6 out of 10, Exceptional, (15)
"My stat at this property was wonderful. Oksana was very responsive when I had any questions. "
The price is SAR 368
SAR 680 total
includes taxes & fees
2 Sep - 3 Sep
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.
Lakeside Tiny Home in The Retreat by Water's Edge
Smart TV, offices

Lakeside Tiny Home in The Retreat by Water's Edge

10.0 out of 10, Exceptional, (21)
"This was by far my best experience in any place. Beautiful home. Well stocked. Gorgeous location! "
Lakeside Tiny Home in The Retreat by Water's Edge
The "Loft at Sewanee" is a tranquil apartment near the University of the South.
Fridge, microwave, oven, stovetop

The "Loft at Sewanee" is a tranquil apartment near the University of the South.

10.0 out of 10, Exceptional, (41)
"Perfect location for a Sewanee sporting event!"
The "Loft at Sewanee" is a tranquil apartment near the University of the South.
Newly Remodled Suite in Monteagle TN!
Terrace/patio

Newly Remodled Suite in Monteagle TN!

9.6 out of 10, Exceptional, (8)
"Convenient to Sewanee and comfortable. "
The price is SAR 201
SAR 507 total
includes taxes & fees
30 Sep - 1 Oct
Newly Remodled Suite in Monteagle TN!
Beautiful cottage, close to rivers, creeks, lakes for fishing, boating, hunting
Property grounds

Beautiful cottage, close to rivers, creeks, lakes for fishing, boating, hunting

9.8 out of 10, Exceptional, (27)
"This property was perfect for us. We really enjoyed ourselves. "
Beautiful cottage, close to rivers, creeks, lakes for fishing, boating, hunting
Beautifully Renovated Studio 2 miles from the Marina
Fridge, microwave, coffee/tea maker, toaster

Beautifully Renovated Studio 2 miles from the Marina

9.8 out of 10, Exceptional, (15)
"One-night stay to go to the lake next day. Close to the town square and about 15 min from Tim’s Ford Marina. "
The price is SAR 244
SAR 673 total
includes taxes & fees
2 Sep - 3 Sep
Beautifully Renovated Studio 2 miles from the Marina
Community Courtyard & Fireplace: Cowan Apt!
Apartment (1 Bedroom) | Interior

Community Courtyard & Fireplace: Cowan Apt!

3.0 star property
Community Courtyard & Fireplace: Cowan Apt!
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels
2 bedrooms, desk, iron/ironing board, travel crib

“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels

10.0 out of 10, Exceptional, (2)
"Excellent downtown property!!! Close to everything. "
The price is SAR 539
SAR 727 total
includes taxes & fees
2 Sep - 3 Sep
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels
Oasis on the Square
Dining

Oasis on the Square

9.6 out of 10, Exceptional, (8)
"Great accommodations in downtown Winchester! "
The price is SAR 326
SAR 677 total
includes taxes & fees
8 Sep - 9 Sep
Oasis on the Square
Luxury Loft DWTN | Whiskey Trail + River + Lake
Smart TV, books

Luxury Loft DWTN | Whiskey Trail + River + Lake

9.6 out of 10, Exceptional, (4)
"Beautiful loft in downtown. Central location for travel needs. Cat was fabulous and responsive. Thanks for a great stay. "
The price is SAR 863
SAR 1,321 total
includes taxes & fees
4 Sep - 5 Sep
Luxury Loft DWTN | Whiskey Trail + River + Lake
Hook, Wine, Sinker Unit B
Interior

Hook, Wine, Sinker Unit B

Hook, Wine, Sinker Unit B
Winchester's Premier Downtown Loft!
TV, fireplace

Winchester's Premier Downtown Loft!

9.6 out of 10, Exceptional, (8)
"This was my first Vrbo and I couldn’t have had a better experience. The loft was very clean and welcoming. Our host was great with communicating with us all the information to make our stay great. "
The price is SAR 413
SAR 777 total
includes taxes & fees
30 Sep - 1 Oct
Winchester's Premier Downtown Loft!
3 Bedroom Cozy Home Minutes from Tims Ford Lake
Fridge, microwave, oven, stovetop

3 Bedroom Cozy Home Minutes from Tims Ford Lake

9.0 out of 10, Wonderful, (4)
"The unit is small and cozy. All we needed to get back to after long days up the mountain. Thanks!"
The price is SAR 289
SAR 842 total
includes taxes & fees
30 Sep - 1 Oct
3 Bedroom Cozy Home Minutes from Tims Ford Lake
Renovated Cozy Home Minutes from Tims Ford Lake
Interior

Renovated Cozy Home Minutes from Tims Ford Lake

4.0 out of 10, (2)
"This property was well located for our business trip. The picture of the property shown on the listing is a somewhat deceptive, the actual entrance to the rental can't be seen. The inside was clean and supplied for our visit. Wash cloths, hand towels and toilet paper were in short supply for our 4 day visit. Outside the grounds were somewhat cluttered and the picnic table had a broken seat. A leaking toilet valve and loose kitchen faucet will need attention."
The price is SAR 281
SAR 756 total
includes taxes & fees
30 Sep - 1 Oct
Renovated Cozy Home Minutes from Tims Ford Lake
Spacious Historic 3-bedroom apartment with AC, WiFi in charming Winchester
Interior

Spacious Historic 3-bedroom apartment with AC, WiFi in charming Winchester

8.0 out of 10, Very Good, (1)
Spacious Historic 3-bedroom apartment with AC, WiFi in charming Winchester
Brand New Studio with a Bluff View
Miscellaneous

Brand New Studio with a Bluff View

Brand New Studio with a Bluff View
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

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You'll find 6 apartments to choose from in Winchester for your vacation.
Are you thinking about apartments over traditional hotel rooms?
Offering a kitchen for convenient meals, an apartment often has more space than a traditional hotel room. Apartments are a good option for solo travelers who want to live like locals, but also for families wanting the conveniences of home.
What's the best apartment for a stay in Winchester?
Beautifully Renovated Studio 2 miles from the Marina: Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Hook, Wine, Sinker Unit B: Includes free WiFi. Onsite laundry facilities and a game room are on site. Winchester's Premier Downtown Loft!: Fireplaces and separate dining areas are included. Access to onsite laundry facilities is available on site. Spacious Historic 3-bedroom apartment with AC, WiFi in charming Winchester: Includes Smart TVs. Access to onsite laundry facilities is available on site.
How many apartments can I expect to find in Winchester?
Expedia has 6 apartments to book in Winchester.
What can I expect from the weather in Winchester?
Weather is only one factor, but it can really affect your travel plans, especially if you're planning an extended stay in Winchester. The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 43°F. Average annual precipitation for Winchester is 64 inches.
What are the must-see places to visit in Winchester?
Family-friendly attractions include Twin Creeks Marina and Tim's Ford Marina, whereas Harvey's Garden and Tims Ford are a couple of great spots to enjoy the outdoors. While here, Tims Ford State Park and Tims Ford Lake 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 save you time when you get to your destination. Fly into Chattanooga Metropolitan Airport (CHA), which is located 52.8 mi (85 km) away from the city center. Otherwise, you can search for flights to Huntsville International Airport (HSV), which is 52.8 mi (85 km) away. If you'd like to explore around the area, you may want a rental car for your journey.