A calm lake with autumn foliage, a dock, and houses along the shore.

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Our top choices for Winchester apartments

Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.6 out of 10, Exceptional, (14 reviews)
"It was wonderful and right in the center of downtown winchester. Very clean and beautiful loft and amazing lighting to have long night talks. Truly amazing"
United States
Gianmarco
The price is CA $147
CA $287 total
includes taxes & fees
Jul 20 - Jul 21
Winchester's Premier Downtown Loft!

Oasis on the Square

Oasis on the Square
Winchester
9.8 out of 10, Exceptional, (13 reviews)
"Great location on the square with plenty of dining options a short walk away."
United States
possible Amanda H
The price is CA $139
CA $276 total
includes taxes & fees
Jul 26 - Jul 27
Oasis on the Square

Beautifully Renovated Studio 2 miles from the Marina

Beautifully Renovated Studio 2 miles from the Marina
Winchester
9.8 out of 10, Exceptional, (15 reviews)
"The place was exactly as pictured with an easy check-in and out process. Was a perfect little place for us to stay for a long weekend!"
United States
Anonymous traveller
The price is CA $106
CA $273 total
includes taxes & fees
Jul 6 - Jul 7
Beautifully Renovated Studio 2 miles from the Marina

Boutique Suite in Historic Tracy City!

Boutique Suite in Historic Tracy City!
Tracy City
10.0 out of 10, Exceptional, (3 reviews)
"Great stay, host was very accommodating. Would stay again! Clean accommodations, great location, and very comfortable."
United States
Eric S.
The price is CA $57
CA $142 total
includes taxes & fees
Jul 6 - Jul 7
Boutique Suite in Historic Tracy City!

Newly Remodled Suite in Monteagle TN!

Newly Remodled Suite in Monteagle TN!
Monteagle
9.4 out of 10, Exceptional, (11 reviews)
"comfy and cute stay!"
United States
Kylee
The price is CA $99
CA $269 total
includes taxes & fees
Jul 9 - Jul 10
Newly Remodled Suite in Monteagle TN!

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

The Pythian Building Penthouse Apt. is centrally located on the city square.
Fayetteville
10.0 out of 10, Exceptional, (50 reviews)
"The penthouse is a fantastical property, we enjoyed our stay very much."
United States
Jinny
The price is CA $197
CA $264 total
includes taxes & fees
Jul 15 - Jul 16
The Pythian Building Penthouse Apt. is centrally located on the city square.

Cozy 2-bedroom apartment in charming downtown South Pittsburg, TN

Cozy 2-bedroom apartment in charming downtown South Pittsburg, TN
South Pittsburg
8.8 out of 10, Excellent, (3 reviews)
"Located in a small, old and run down part of town. It’s ok if you want something inexpensive but not fancy. Host was nice."
United States
Kim H.
The price is CA $108
CA $193 total
includes taxes & fees
Jul 19 - Jul 20
Cozy 2-bedroom apartment in charming downtown South Pittsburg, TN

Lounges at Lynchburg Black House - within walking distance to Jack Daniels!

Lounges at Lynchburg Black House - within walking distance to Jack Daniels!
Lynchburg
10.0 out of 10, Exceptional, (9 reviews)
The price is CA $170
CA $220 total
includes taxes & fees
Jul 5 - Jul 6
Lounges at Lynchburg Black House - within walking distance to Jack Daniels!

D-town w/ Balcony. Walk to Shops & Eats.

D-town w/ Balcony. Walk to Shops & Eats.
Fayetteville
10.0 out of 10, Exceptional, (6 reviews)
"Great stay!"
United States
Donna R.
The price is CA $124
CA $250 total
includes taxes & fees
Jul 5 - Jul 6
D-town w/ Balcony. Walk to Shops & Eats.

Comfort Time after time in Fayetteville Tennessee. 3-bedroom pet friendly apt.

Comfort Time after time in Fayetteville Tennessee. 3-bedroom pet friendly apt.
Fayetteville
10.0 out of 10, Exceptional, (13 reviews)
"Loved our stay at Monica’s home! She has stocked everything you could need! "
United States
Emma B.
The price is CA $192
CA $248 total
includes taxes & fees
Jul 6 - Jul 7
Comfort Time after time in Fayetteville Tennessee. 3-bedroom pet friendly apt.

Luxury Loft DWTN | Whiskey Trail + River + Lake

Luxury Loft DWTN | Whiskey Trail + River + Lake
Fayetteville
9.8 out of 10, Exceptional, (10 reviews)
"The host was great and the loft was beautiful "
United States
Kitty O.
The price is CA $235
CA $397 total
includes taxes & fees
Jul 14 - Jul 15
Luxury Loft DWTN | Whiskey Trail + River + Lake

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

Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.
Shelbyville
9.6 out of 10, Exceptional, (19 reviews)
"The place had a very cozy feel. Easy to access and it felt welcoming!"
United States
Kimmi G.
The price is CA $126
CA $242 total
includes taxes & fees
Jul 15 - Jul 16
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

3 Bedroom Cozy Home Minutes from Tims Ford Lake, Way better than a hotel!

3 Bedroom Cozy Home Minutes from Tims Ford Lake, Way better than a hotel!
Decherd
8.0 out of 10, Very good, (6 reviews)
"Property as described and quiet. Nice neighborhood and easy to find. Close to everything."
United States
John R.
The price is CA $117
CA $339 total
includes taxes & fees
Jul 20 - Jul 21
3 Bedroom Cozy Home Minutes from Tims Ford Lake, Way better than a hotel!

Sleeps 6. Two Downtown Lofts Combined.

Sleeps 6. Two Downtown Lofts Combined.
Fayetteville
10.0 out of 10, Exceptional, (2 reviews)
"Our girlfriend group loved this little getaway on the square. It was such a treat to come back and relax in the larger loft space after checking out downtown’s shops and eats. Hospitality was extended by the hosts and everyone we encountered in Fayetteville. A wonderful stay!"
United States
Eileen G.
The price is CA $222
CA $449 total
includes taxes & fees
Jul 5 - Jul 6
Sleeps 6. Two Downtown Lofts Combined.

Renovated Cozy Home Minutes from Tims Ford Lake

Renovated Cozy Home Minutes from Tims Ford Lake
Decherd
4.0 out of 10, (2 reviews)
"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."
United States
Frank Y.
The price is CA $107
CA $289 total
includes taxes & fees
Jul 6 - Jul 7
Renovated Cozy Home Minutes from Tims Ford Lake
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

Find out more about Winchester

Winchester Apartments information

Number of reviews
159
Accommodation
30 Apartments
Lowest Price
CA $142
Highest Price
CA $449

Frequently asked questions

What's it like to stay at an apartment in Winchester?
You'll find 9 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?
Dry Jack Tim-Hot Tub, Water Views, Marina: Includes free WiFi and fireplaces. Onsite laundry facilities and a hot tub are on site. Winchester's Premier Downtown Loft!: Fireplaces and separate dining areas are included. Access to onsite laundry facilities is available on site. Beautifully Renovated Studio 2 miles from the Marina: Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Best Views on Lake, TIki Hut, Boat Rental: Free WiFi, private balconies, and fireplaces are included. Onsite laundry facilities and a game room are on site. Lakeside Retreat with Golf Cart, Game Room, Fireplace, Pool: Includes free WiFi, fireplaces, and sofa beds. Onsite laundry facilities and a game room are on site.
How many apartments can I expect to find in Winchester?
Expedia has 9 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 Tims Ford and Tims Ford Lake are a couple of great spots to enjoy the outdoors. While here, Franklin County Farmers Market and Tims Ford State Park 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.

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