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

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Winchester apartments

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

1. Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.6 out of 10, Exceptional, (18 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 €162
includes taxes & fees
19 Oct - 20 Oct
Winchester's Premier Downtown Loft!
A modern kitchen with dark cabinetry, stainless steel appliances, and a light-colored backsplash.

2. 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 €158
includes taxes & fees
19 Oct - 20 Oct
Oasis on the Square
Living area

3. A quiet getaway.

A quiet getaway.
Winchester
The price is €352
includes taxes & fees
19 Oct - 20 Oct
A quiet getaway.
A bedroom with a bed, a nightstand, a lamp, a dresser, a wall art piece, and a rug.

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

SUNFLOWER TINY HOUSE 3 blocks to Jack Daniel Distillery, close to town square
Lynchburg
9.4 out of 10, Exceptional, (3 reviews)
"The host went above and beyond to make our stay GREAT! Will definitely come back again!"
United States
Susan W.
The price is €125
includes taxes & fees
19 Oct - 20 Oct
SUNFLOWER TINY HOUSE 3 blocks to Jack Daniel Distillery, close to town square
A modern living room with a black leather sofa, a brown leather armchair, and a small side table.

5. 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, (23 reviews)
"What a great property. Close to town and very clean and private. Would recommend to anyone that wants to stay in Lynchburg."
United States
Doug
Lounges at Lynchburg Black House - within walking distance to Jack Daniels!
A wooden deck with outdoor seating and a covered area with large windows.

6. Newly Remodled Suite in Monteagle TN!

Newly Remodled Suite in Monteagle TN!
Monteagle
9.4 out of 10, Exceptional, (13 reviews)
"A very unique location that was quiet and close enough to everything we wanted."
United States
Tina
The price is €177
includes taxes & fees
29 Oct - 30 Oct
Newly Remodled Suite in Monteagle TN!
A hallway with wooden doors labeled 'The Cove' and 'The Overlook,' leading to a room with a view.

7. Boutique Suite in Historic Tracy City!

Boutique Suite in Historic Tracy City!
Tracy City
10.0 out of 10, Exceptional, (5 reviews)
"Great stay, host was very accommodating. Would stay again! Clean accommodations, great location, and very comfortable."
United States
Eric S.
Boutique Suite in Historic Tracy City!
A spacious living room with a sofa, armchairs, and a patterned rug. A kitchen is visible in the background with modern appliances.

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

D-town w/ Balcony. Walk to Shops & Eats.
Fayetteville
10.0 out of 10, Exceptional, (8 reviews)
"Great stay!"
United States
Donna R.
The price is €175
includes taxes & fees
20 Oct - 21 Oct
D-town w/ Balcony. Walk to Shops & Eats.
A rustic barn-style venue with wooden walls and a sloped ceiling, equipped with tables and chairs for dining or events.

9. New Listing! Welcome to Bear Hollow Retreat!

New Listing! Welcome to Bear Hollow Retreat!
Monteagle
New Listing! Welcome to Bear Hollow Retreat!
A wooden deck with two Adirondack chairs and a table, a door with the number 6, and a view of greenery through the windows.

10. Adorable, Stylish Studio in Monteagle, TN!

Adorable, Stylish Studio in Monteagle, TN!
Monteagle
Adorable, Stylish Studio in Monteagle, TN!
A neatly made bed with white linens, two bedside tables with lamps, a wooden nightstand, and a coat rack.

11. Brand New, Adorable Suite Near the Caverns!

Brand New, Adorable Suite Near the Caverns!
Monteagle
Brand New, Adorable Suite Near the Caverns!
A room with a fireplace, a large statue, and a variety of decorative items.

12. 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, (52 reviews)
"The penthouse is a fantastical property, we enjoyed our stay very much."
United States
Jinny
The Pythian Building Penthouse Apt. is centrally located on the city square.
A spacious kitchen with modern appliances, a dining area with a large wooden table, and a living room with a sofa and a TV.

13. 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 €311
includes taxes & fees
27 Oct - 28 Oct
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

Microtel Inn & Suites by Wyndham Manchester

Microtel Inn & Suites by Wyndham Manchester

10/10 Excellent
"Clean room, helpful staff"
Latisha 2-night trip
Posted 15 hours ago
Microtel Inn & Suites by Wyndham Manchester

Find out more about Winchester

Winchester Apartments information

Number of reviews
137
Accommodation
29 Apartments
Lowest Price
€125
Highest Price
€311

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 holiday.
Are you thinking about apartments over traditional hotel rooms?
An apartment features a kitchen for convenient meals, and is usually more spacious than a traditional hotel room. Apartments are a good option for couples who want to live like locals, but also for families wanting the conveniences of home.
What's a favourite apartment for a stay in Winchester?
Dry Jack Tim-Hot Tub, Water Views, Marina: Includes free WiFi and a fireplace . On-site laundry facilities and 1 hot tub are on site . Winchester's Premier Downtown Loft!: A fireplace and a dining area are included . Access to on-site laundry facilities is available on site . Lakeside Retreat with Golf Cart, Game Room, Fireplace, Pool: Includes free WiFi, a fireplace and a sofa bed . On-site laundry facilities and a games room are on site . Best Views on Lake, TIki Hut, Boat Rental: Free WiFi, a balcony and a fireplace are included . On-site laundry facilities and a games 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 during my trip to 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 temperature of 24°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Winchester is 1622 mm.
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, TN (CHA-Chattanooga Metropolitan), which is located 52.8 mi (85 km) away from the heart of the city. 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.