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Compare 17 Apartments in Winchester with updated reviews, rates, and availability.

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 SAR 169
SAR 474 total
includes taxes & fees
24 Mar - 25 Mar
Newly Remodled Suite in Monteagle TN!

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

10.0 out of 10, Exceptional, (31)
"Do yourself a favor, and make it a long weekend stay (at least!). We will definitely be coming back for a longer visit. There is SO much to see, learn, and enjoy. Staying in the Pythian is an experience. Take it all in. The history is incredible. Go antiquing around the historic square. Grab dinner & margaritas at the mexican restaurant...all within walking distance. You won't regret it. "
The price is SAR 458
SAR 622 total
includes taxes & fees
23 Mar - 24 Mar
The Pythian Building Penthouse Apt. is centrally located on the city square.

Winchester's Premier Downtown Loft!

9.6 out of 10, Exceptional, (4)
"WE HAD NO IDEA ABOUT THIS HIDDEN GEM ON THE SQUARE IN WINCHESTER. MOST DEFINITELY A PERFECT LITTLE GET AWAY, HOME AWAY FROM HOME. WE RECOMMEND 100%. VERY CLEAN AND NICE AND LOVED THE FIRE PLACE, BEAUTIFUL. "
The price is SAR 267
SAR 608 total
includes taxes & fees
23 Mar - 24 Mar
Winchester's Premier Downtown Loft!

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 SAR 267
SAR 608 total
includes taxes & fees
23 Mar - 24 Mar
Oasis on the Square

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 SAR 643
SAR 1,172 total
includes taxes & fees
23 Mar - 24 Mar
2BD/2BA Luxury Loft on Historic Fayetteville Square

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

“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 SAR 539
SAR 742 total
includes taxes & fees
24 Mar - 25 Mar
“Give My All for Tennessee” in Downtown Fayetteville Near Jack Daniels

Lakeside Tiny Home in The Retreat by Water's Edge

10.0 out of 10, Exceptional, (16)
"Was a great visit! The only downside was the listing said travel crib but there was not one on the property. The host was great at responding back! Highly recommend this property! We will be back!"
Lakeside Tiny Home in The Retreat by Water's Edge

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 SAR 409
SAR 731 total
includes taxes & fees
21 Apr - 22 Apr
Centrally located in Shelbyville, just 1/4 mile from the Horse Show Grounds.

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

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 SAR 281
SAR 715 total
includes taxes & fees
3 Apr - 4 Apr
Beautifully Renovated Studio 2 miles from the Marina

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 206
SAR 668 total
includes taxes & fees
9 Apr - 10 Apr
Renovated Cozy Home Minutes from Tims Ford Lake

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

New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks

10.0 out of 10, Exceptional, (41)
"House is nice. Owners communicate exceptionally well. The location is very quiet. Very remote location which is what we desired. The dock is a pretty good walk from the house. It’s a short golf cart ride and a shorter car ride. We thought the house was on or closer to the water more than it is. Wasn’t a big deal but something to note. The hot-tub is on the small side and the jets don’t push much water. It was fine for three middle school teens but it’s not your typical hot-tub. Again, just...
New Home, Dock, Home Theatre, Hot Tub, Fire Pit, Kayaks
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!: Includes fireplaces and separate dining areas. 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.