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

Apartments in Winchester for Rent

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    Check prices for these dates, December 15 – 16, 2026

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    Our top choices for Winchester apartments

    1. Winchester's Premier Downtown Loft!

    A modern living room with a built-in aquarium, a leather sofa, and a patterned rug.

    2. Oasis on the Square

    A modern kitchen with dark cabinetry, stainless steel appliances, and a light-colored backsplash.

    3. A quiet getaway.

    Living area

    4. SUNFLOWER TINY HOUSE 3 blocks to Jack Daniel Distillery, close to town square

    A bedroom with a bed, a ceiling fan, a wall-mounted tree decoration, a nightstand with a lamp, and a painting of a sunflower field.

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

    A modern living room with a black leather sofa, a brown leather armchair, and a small side table.

    6. Newly Remodled Suite in Monteagle TN!

    A wooden deck with outdoor seating and a covered area with large windows.

    7. Boutique Suite in Historic Tracy City!

    A hallway with wooden doors labeled 'The Cove' and 'The Overlook,' leading to a room with a view.

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

    A spacious living room with a sofa, armchairs, and a patterned rug. A kitchen is visible in the background with modern appliances.

    9. New Listing! Welcome to Bear Hollow Retreat!

    A modern apartment with a kitchenette, a dining area, a sofa, a bed, and a ceiling fan.

    10. Luxury Loft DWTN | Whiskey Trail + River + Lake

    A spacious room with a large wooden table, white chairs, and a brick wall.

    11. Adorable, Stylish Studio in Monteagle, TN!

    A compact kitchen with wooden shelves, a sink, and a dishwasher.

    12. Brand New, Adorable Suite Near the Caverns!

    A neatly made bed with white linens, two bedside tables with lamps, a wooden nightstand, and a coat rack.

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

    A room with a brick wall, a bed with colorful pillows, a desk with a lamp, and a door.

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

    A room with a fireplace, a large statue, and a variety of decorative items.

    15. Sleeps 6. Two Downtown Lofts Combined.

    A spacious kitchen with modern appliances, a dining area with a large wooden table, and a living room with a sofa and a TV.

    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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    Learn more about Winchester

    Nestled between rolling hills, this charming town offers visitors the crystal-clear waters of Tims Ford Lake for boating and fishing. Explore downtown's historic courthouse square where local shops serve up Southern hospitality alongside the famous Winchester Swamp Festival each September.

    See all hotels in Winchester

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

    Top reviews in Winchester

    Best Western Inn

    A commercial kitchen with a coffee machine, a waffle maker, and a toaster.

    Grand Lux Inn

    A living room with a leather sofa, a coffee table, a bookshelf, and a large plant.

    LivSmart Studios by Hilton Tullahoma

    A modern hotel building with a sign reading "LivSmart Studios by Hilton".

    Lx Hotel, SureStay Collection by Best Western, Manchester, near Arnold AFB

    A hotel entrance with a stone facade, large glass doors, and a well-lit outdoor area with plants and seating.

    Holiday Inn Express Hotel & Suites Tullahoma by IHG

    A hotel with a brick facade, a covered entrance, and a parking lot.

    Quality Inn Monteagle

    A spacious room with a stone fireplace, a flat-screen TV mounted above it, and a green upholstered sofa.

    The Sewanee Inn

    A stone building with a covered patio area, stone pillars, and outdoor seating.

    The Smokehouse Lodge and Cabins

    A lodge with a large wooden overhang, stone pillars, and a stone entrance.

    Microtel Inn & Suites by Wyndham Manchester

    A modern hotel lobby with a bar area, seating arrangements, and a large window providing natural light.

    La Quinta Inn & Suites by Wyndham Manchester / Arnold AFB

    A modern reception area with a herringbone-patterned carpet, two reception desks, and a wooden partition with a grid design.

    Holiday Inn Express & Suites Manchester by IHG

    A Holiday Inn Express & Suites hotel with a covered entrance, brick facade, and illuminated signage.

    Sleep Inn & Suites Manchester near Arnold AFB

    A spacious lobby with a reception desk, a seating area, and a view of the outside through a glass door.

    Tolley House

    A two-story house with a front porch, stone steps, and two lion statues.

    Quality Inn Tullahoma

    A restaurant interior with red and yellow seating, a ceiling fan, and a view of the street.

    Lynchburg Country Inn

    A reception desk with wooden barrels, a computer, a clock, and a television on the wall.

    Frequently Asked Questions

    What's it like to stay at an apartment in Winchester?

    You'll find 8 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. 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. 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.

    How many apartments can I expect to find in Winchester?

    Expedia has 8 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.

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