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Our top choices for Winchester apartments

Oasis on the Square

Oasis on the Square
Winchester
9.8 out of 10, Exceptional, (12 reviews)
"Great location on the square with plenty of dining options a short walk away."
United States
possible Amanda H
The price is AED 350
AED 698 total
includes taxes & fees
12 May - 13 May
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 traveler
The price is AED 275
AED 704 total
includes taxes & fees
12 May - 13 May
Beautifully Renovated Studio 2 miles from the Marina

Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.8 out of 10, Exceptional, (13 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 AED 380
AED 733 total
includes taxes & fees
8 Jun - 9 Jun
Winchester's Premier Downtown Loft!

Boutique Suite in Historic Tracy City!

Boutique Suite in Historic Tracy City!
Tracy City
10.0 out of 10, Exceptional, (2 reviews)
"Clean room and a nice quick getaway "
United States
Shaletia T.
The price is AED 220
AED 441 total
includes taxes & fees
12 May - 13 May
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 AED 255
AED 557 total
includes taxes & fees
12 May - 13 May
Newly Remodled Suite in Monteagle TN!

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

D-town w/ Balcony. Walk to Shops & Eats.
Fayetteville
10.0 out of 10, Exceptional, (5 reviews)
" My stay at this loft with balcony was an extremely good experience, The host was very helpful answering questions and the amenities were superior!I would highly recommend this location to all."
United States
Donna R.
The price is AED 345
AED 674 total
includes taxes & fees
17 May - 18 May
D-town w/ Balcony. Walk to Shops & Eats.

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, (49 reviews)
"Very cool place to stay"
United States
ZBIGNIEW
The price is AED 460
AED 623 total
includes taxes & fees
12 May - 13 May
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.

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 AED 327
AED 627 total
includes taxes & fees
12 May - 13 May
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

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

“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels
Fayetteville
10.0 out of 10, Exceptional, (3 reviews)
"Excellent downtown property!!! Close to everything. "
United States
Scotty L.
The price is AED 661
AED 974 total
includes taxes & fees
12 May - 13 May
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels

Luxury Loft DWTN | Whiskey Trail + River + Lake

Luxury Loft DWTN | Whiskey Trail + River + Lake
Fayetteville
9.8 out of 10, Exceptional, (10 reviews)
"Truly and excellent space in downtown!"
United States
Arch T.
The price is AED 406
AED 780 total
includes taxes & fees
12 May - 13 May
Luxury Loft DWTN | Whiskey Trail + River + Lake

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
9.0 out of 10, Wonderful, (4 reviews)
"Property as described and quiet. Nice neighborhood and easy to find. Close to everything."
United States
John R.
The price is AED 261
AED 821 total
includes taxes & fees
26 May - 27 May
3 Bedroom Cozy Home Minutes from Tims Ford Lake, Way better than a hotel!

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 AED 404
AED 642 total
includes taxes & fees
12 May - 13 May
Cozy 2-bedroom apartment in charming downtown South Pittsburg, TN

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, (8 reviews)
"Monica has the cutest place. So many personal touches that made our stay enjoyable. We are so impressed, and if decide to come back to Fayetteville we will stay here again. "
United States
Corie G.
The price is AED 496
AED 641 total
includes taxes & fees
12 May - 13 May
Comfort Time after time in Fayetteville Tennessee. 3-bedroom pet friendly apt.

Lakeside Tiny Home in The Retreat by Water's Edge

Lakeside Tiny Home in The Retreat by Water's Edge
Tracy City
10.0 out of 10, Exceptional, (26 reviews)
"The host was very attentive, the house incredibly accommodating, anything you can think you’ll need is ready and available for you! Beautiful property, in great condition. Fully recommended."
United States
Albani R.
The price is AED 525
AED 1,315 total
includes taxes & fees
27 May - 28 May
Lakeside Tiny Home in The Retreat by Water's Edge

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, (3 reviews)
"The property allows pets and is walking distance to the Jack Daniels distillery and we did the tour the day we arrived. The place looks brand new, the bed was comfortable, and the shower was fantastic."
United States
Brett H.
The price is AED 441
AED 569 total
includes taxes & fees
17 May - 18 May
Lounges at Lynchburg Black House - within walking distance to Jack Daniels!

Downtown View. Walk to Shops & Eats.

Downtown View. Walk to Shops & Eats.
Fayetteville
10.0 out of 10, Exceptional, (2 reviews)
"Steve and Patti are great hosts. Everything was perfect. Loved the location and the loft was loft was very nice. "
United States
Ricky J.
The price is AED 313
AED 637 total
includes taxes & fees
13 May - 14 May
Downtown View. Walk to Shops & Eats.

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 AED 275
AED 740 total
includes taxes & fees
17 May - 18 May
Renovated Cozy Home Minutes from Tims Ford Lake

Sleeps 6. Two Downtown Lofts Combined.

Sleeps 6. Two Downtown Lofts Combined.
Fayetteville
10.0 out of 10, Exceptional, (1 review)
"We absolutely loved this place! Beautifully done. So spacious. Perfect location on the square. Can’t say enough great things about the property and its kind and communicative hosts! Only 10 minutes from the Sacred Stone wedding venue!! Loved out stay!"
United States
Amanda C.
The price is AED 643
AED 1,238 total
includes taxes & fees
17 May - 18 May
Sleeps 6. Two Downtown Lofts Combined.
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 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. 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. Winchester's Premier Downtown Loft!: Includes fireplaces and separate dining areas. Access to onsite laundry facilities is available on site. Lakeside Retreat with Golf Cart, Game Room, Fireplace, Pool: Free WiFi, fireplaces, and sofa beds are included. 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, Tims Ford State Park and Elk River 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.