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Compare 16 Apartments in Winchester with updated reviews, rates, and availability.

2BD/2BA Luxury Loft on Historic Fayetteville Square

9.0 out of 10, Wonderful, (2)
"Everything was great except music from The Elk Taproom below us. Even though it ended at 10 p.m.It still was annoying trying to wind down and watch tv."
The price is AED 629
AED 1,149 total
includes taxes & fees
20 Mar - 21 Mar
2BD/2BA Luxury Loft on Historic Fayetteville Square

Lakeside Tiny Home in The Retreat by Water's Edge

10.0 out of 10, Exceptional, (15)
"This property is fantastic. Super cute and the beds are so comfortable. We had a girlfriend getaway and enjoyed every second. I highly recommend-we will be back!!"
Lakeside Tiny Home in The Retreat by Water's Edge

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

10.0 out of 10, Exceptional, (1)
"This place was super fun and adorable. Loads of thoughtful touches (lots of TN themed decor, local snacks, nice toiletries). Plenty of things are within walking distance. It was perfect for our weekend visit. The host was super responsive to all requests. "
The price is AED 528
AED 719 total
includes taxes & fees
12 Mar - 13 Mar
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels

Oasis on the Square

10.0 out of 10, Exceptional, (1)
"We spent three nights in this awesome apartment. It was perfectly located and had everything we needed. The inside was very well done and the owner was very communicative. I would definitely stay here again. Maybe next time it won’t be 10 degrees and we can explore the downtown a little more"
The price is AED 261
AED 596 total
includes taxes & fees
12 Mar - 13 Mar
Oasis on the Square

Newly Remodled Suite in Monteagle TN!

10.0 out of 10, Exceptional, (3)
"Very clean, open, spacious and loved the decor. Kitchenette was nice and appreciated the pitcher of filtered drinking water. Bed was very comfy with nice linens. The bathroom layout is also great and has separate room for tub/shower. Location worked well and had everything we needed for our short stay. We enjoyed this beautiful studio while visiting Sewanee and will book again!"
The price is AED 165
AED 464 total
includes taxes & fees
13 Mar - 14 Mar
Newly Remodled Suite in Monteagle TN!

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

2.0 star property
9.2 out of 10, Wonderful, (9)
"Great location. Cute place. Very clean apartment and safe neighborhood! We enjoyed our stay and would definitely stay at this property again if we are back in town. "
The price is AED 400
AED 716 total
includes taxes & fees
17 Mar - 18 Mar
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

Carriage House;Caverns;Fiery Gizzard;Pets;S. Cumberland Parks;Bluff; Longhorns

10.0 out of 10, Exceptional, (149)
"What a beautiful, peaceful farm setting! We came for a concert at the Caverns, but really loved your property, dogs and guineas! Thanks for your hospitality"
Carriage House;Caverns;Fiery Gizzard;Pets;S. Cumberland Parks;Bluff; Longhorns

Fireside Apartment

9.8 out of 10, Exceptional, (37)
"Great location, clean, in a nice quiet neighborhood and very close to campus. It is well lighted for coming in after dark.Highly recommend!"
Fireside Apartment

Winchester's Premier Downtown Loft!

9.4 out of 10, Exceptional, (3)
"Went to visit TN Whiskey Trail. We determined Winchester, TN would be a good spot to stage from. This loft was ideal...right in the middle of Winchester and esay walking to numerous restaurants in a quaint little town. Adam was a great host and was always Johnny on the spot. Due to impending Artic Blast, he provided two addtional space heaters to keep the loft warm.We will be back! Thank you, Adam."
The price is AED 253
AED 587 total
includes taxes & fees
13 Mar - 14 Mar
Winchester's Premier Downtown Loft!

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

10.0 out of 10, Exceptional, (18)
"Very quaint and quiet location. It perfectly suited our needs. Loved waking up to baby cows just across the road. Lots of hot water for a long shower if needed. It was close to our friends home and a small ride to Chattanooga. "
Beautiful cottage, close to rivers, creeks, lakes for fishing, boating, hunting

3 Bedroom Cozy Home Minutes from Tims Ford Lake

9.0 out of 10, Wonderful, (4)
"This is a really cute house. The pictures were true to the property. Paul was very quick to respond to emails. He continually works to make this place perfect for his guests. It is conveniently located near grocer stores, restaurants, and the lake."
3 Bedroom Cozy Home Minutes from Tims Ford Lake

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

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

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 AED 220
AED 675 total
includes taxes & fees
8 Apr - 9 Apr
Renovated Cozy Home Minutes from Tims Ford Lake

Beautifully Renovated Studio 2 miles from the Marina

10.0 out of 10, Exceptional, (12)
"Had an issue with the television, but it was rectified fairly quickly."
The price is AED 268
AED 692 total
includes taxes & fees
8 Apr - 9 Apr
Beautifully Renovated Studio 2 miles from the Marina

Hook, Wine, Sinker Unit B

Hook, Wine, Sinker Unit B

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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Other property types in Winchester

Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK

10.0 out of 10, Exceptional, (23)
"We enjoyed spending special family time. The kitchen is perfect for a multi family gathering. Liked having multiple spaces to eat, play games, a do crafts. Having the kayaks (adult and kid size) was wonderful. Realized we were one kayak short late in the week and could have used all that were stated in the description. The kids loved fishing off the dock! Having kids fishing poles was a huge hit! We had to borrow another little kid life jacket from a friend. We rented a boat for the day and the...
Lakefront-Lakeview-Steps to the Water-Tim's Ford Lake LUXURY Home & DOCK

Beautiful Lake Home Retreat with Lake and Marina Access and Golf Cart

9.8 out of 10, Exceptional, (20)
"Beautiful and Quiet home. My family enjoyed the spacious home that had all the amenities that made our stay very enjoyable. Will return again"
Beautiful Lake Home Retreat with Lake and Marina Access and Golf Cart

"The Hawk Nest" cabin on Tims Ford Lake

9.2 out of 10, Wonderful, (11)
"Just spent the night there to relax and get away got a little bit of work done and was able to relax"
The price is AED 364
AED 1,076 total
includes taxes & fees
23 Mar - 24 Mar
"The Hawk Nest" cabin on 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.

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?
Winchester’s Premier Downtown Loft!: Fireplaces and separate dining areas are included. Beautifully Renovated Studio 2 miles from the Marina: Free WiFi and Smart TVs are included. Hook, Wine, Sinker Unit B: Includes free WiFi. Access to a game room 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 Tims Ford Lake and Elk River are a couple of great spots to enjoy the outdoors. While here, Tims Ford State Park and Hammers 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.