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

Search Villas in Winchester

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec
No exact matches found, but these alternatives could be just right

Recommended hotels in Winchester

Exterior

1. Best Western Inn

Best Western Inn
2.5 star property
Winchester
8.8 out of 10, Excellent, (739 reviews)
"Great staff and the breakfast items were hot and good"
United States
William
The price is £83
includes taxes & fees
31 Aug - 1 Sept
Best Western Inn
Exterior

2. Winchester's Premier Downtown Loft!

Winchester's Premier Downtown Loft!
Winchester
9.4 out of 10, Exceptional, (16 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 £140
includes taxes & fees
26 Aug - 27 Aug
Winchester's Premier Downtown Loft!
Exterior

3. 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 £145
includes taxes & fees
30 Aug - 31 Aug
Oasis on the Square
Exterior

4. Tiny Home w/ RV Hookups

Tiny Home w/ RV Hookups
Winchester
9.0 out of 10, Wonderful, (11 reviews)
"Great place to stay! "
United States
Erica P.
The price is £135
includes taxes & fees
24 Aug - 25 Aug
Tiny Home w/ RV Hookups
Outdoor dining

5. "The Hawk Nest" cabin on Tims Ford Lake

"The Hawk Nest" cabin on Tims Ford Lake
Winchester
9.2 out of 10, Wonderful, (24 reviews)
"Great little, hidden get-away!"
United States
Rich F.
The price is £246
includes taxes & fees
24 Aug - 25 Aug
"The Hawk Nest" cabin on Tims Ford Lake
Exterior

6. Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp

Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp
Winchester
10.0 out of 10, Exceptional, (7 reviews)
"We were only there for 1 night but the house was clean and comfortable and perfectly suited our needs. "
United States
Gwen K.
The price is £549
includes taxes & fees
1 Sept - 2 Sept
Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp
Outdoor dining

7. Stationary tiny camper in Winchester, TN with pond and mountain views.

Stationary tiny camper in Winchester, TN with pond and mountain views.
Winchester
10.0 out of 10, Exceptional, (1 review)
"I definitely give this property 5 gold stars in all categories. It was EXACTLY as advertised with the owner taking care to provide little 'extras' on top of that in the form of snacks, coffee, etc... The electric awning is not even mentioned, but it makes a nice outside sitting area with the provided picnic table. The tiny camper is perfect for a night or a few for 1-2 people. Very clean, great communication and all the things you would want."
United States
Jr H.
The price is £120
includes taxes & fees
30 Aug - 31 Aug
Stationary tiny camper in Winchester, TN with pond and mountain views.
Exterior

8. Cozy 2 BR RV near Tims Ford Lake in Winchester with WiFi, AC

Cozy 2 BR RV near Tims Ford Lake in Winchester with WiFi, AC
Winchester
7.0 out of 10, Good, (6 reviews)
"This property was perfect for our family and is very close to the marina. Would definitely stay again! "
United States
Emily C.
The price is £126
includes taxes & fees
26 Aug - 27 Aug
Cozy 2 BR RV near Tims Ford Lake in Winchester with WiFi, AC
Exterior

9. 4-bedroom Lake house in Twin Creeks Winchester TN with Lakeview's, hot tub, pool

4-bedroom Lake house in Twin Creeks Winchester TN with Lakeview's, hot tub, pool
Winchester
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home in a gorgeous and peaceful neighborhood. John was an amazing host, friendly and responsive. Will definitely seek to stay here next time we are in town."
United States
Beth B.
4-bedroom Lake house in Twin Creeks Winchester TN with Lakeview's, hot tub, pool
Terrace/patio

10. The Love Shack - Waterside Cottage #1 with a DOCK on Tims Ford Lake at Twin Creeks Marina & Resort

The Love Shack - Waterside Cottage #1 with a DOCK on Tims Ford Lake at Twin Creeks Marina & Resort
Winchester
10.0 out of 10, Exceptional, (8 reviews)
"Right on the water and next to the marina, great location! We stayed over Christmas week. We will be returning in the summer so we can enjoy the lake!"
United States
Andy D.
The price is £774
includes taxes & fees
30 Aug - 31 Aug
The Love Shack - Waterside Cottage #1 with a DOCK on Tims Ford Lake at Twin Creeks Marina & Resort
Terrace/patio

11. Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12

Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12
Winchester
10.0 out of 10, Exceptional, (25 reviews)
"What a lovely property and the perfect stay for a large family! We had a great time and the host is very gracious and accommodating. The home was well stocked and had all of the amenities we could have wanted. We had no issues, but the host was very communicative and I'm confident any issue would have been resolved promptly. I highly recommend this home, as well as any other listings from this host!"
United States
Lisa A.
The price is £530
includes taxes & fees
13 Sept - 14 Sept
Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12
Exterior

12. Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub

Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
Winchester
10.0 out of 10, Exceptional, (82 reviews)
"We had a great time! "
United States
Cindy O.
The price is £741
includes taxes & fees
24 Aug - 25 Aug
Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
Terrace/patio

13. Lakefront Lodge on Tims Ford Lake

Lakefront Lodge on Tims Ford Lake
Winchester
10.0 out of 10, Exceptional, (20 reviews)
"This is a fabulous lake house! The view and amenities are perfect! "
United States
Andrea M.
The price is £806
includes taxes & fees
25 Aug - 26 Aug
Lakefront Lodge on Tims Ford Lake
House, 5 Bedrooms | Exterior

14. Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home

Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home
3.0 star property
Winchester
The price is £918
includes taxes & fees
31 Aug - 1 Sept
Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home
Property grounds

15. Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family

Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family
Winchester
10.0 out of 10, Exceptional, (37 reviews)
"Very nice! "
United States
Adam H.
The price is £560
includes taxes & fees
24 Aug - 25 Aug
Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family
Exterior

16. Quality Inn Decherd - Winchester

Quality Inn Decherd - Winchester
2.5 star property
Decherd
7.0 out of 10, Good, (311 reviews)
"It was very convenient location for where we needed to be. This was our second stay there. Staff was very pleasant and friendly, rooms were very clean, parking was very close to our room and easy to transport our luggage to and from the room. Pool and continent breakfast was very good. We will stay here again! AAA+++ Thanks so much for great service!"
United States
Lyla
The price is £72
includes taxes & fees
21 Sept - 22 Sept
Quality Inn Decherd - Winchester
Exterior

17. Quality Inn Monteagle

Quality Inn Monteagle
2.5 star property
Downtown Monteagle
8.8 out of 10, Excellent, (924 reviews)
"Average hotel.No elevator. Breakfast was good. Staff were friendly."
United States
Michelle
The price is £71
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Monteagle
Property entrance

18. The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins
3.0 star property
Monteagle
8.4 out of 10, Very good, (1,271 reviews)
"Great location Cute, clean, nice pool Stayed here twice this summer Once in a room Next in a cabin Both were great Staff is awesome"
United States
Francy
The price is £43
includes taxes & fees
10 Sept - 11 Sept
The Smokehouse Lodge and Cabins
Exterior

19. Holiday Inn Express Hotel & Suites Tullahoma by IHG

Holiday Inn Express Hotel & Suites Tullahoma by IHG
2.5 star property
Tullahoma
8.8 out of 10, Excellent, (708 reviews)
"All nice clean room staff great all beautifull best breakfast!"
United States
Silviu
The price is £89
includes taxes & fees
28 Aug - 29 Aug
Holiday Inn Express Hotel & Suites Tullahoma by IHG
32-inch TV with digital channels, books, music library

20. Grand Lux Inn

Grand Lux Inn
3.0 star property
Tullahoma
9.8 out of 10, Exceptional, (275 reviews)
"Clean room, parking, breakfast, wifi"
United States
Billy
The price is £98
includes taxes & fees
24 Aug - 25 Aug
Grand Lux Inn
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Winchester Hotel Reviews

The Smokehouse Lodge and Cabins

The Smokehouse Lodge and Cabins

10/10 Excellent
"This is our third time stopping over at this great place. The staff is incredibly nice and most importantly it’s clean."
Lillie 1-night trip
Posted 1 day ago
The Smokehouse Lodge and Cabins

Find out more about Winchester

Winchester Villas information

Number of reviews
3,709
Accommodation
3 Villas
Lowest Price
£43
Highest Price
£918

Frequently asked questions

Why book your villa in Winchester with Expedia?
Expedia makes it a breeze to find your dream villa in Winchester. Taking the kids on a break? Make the most of our filters to look for stays with amenities like a pool and WiFi. If you need to stick to a budget, decide on how much you'd like to spend and your preferred star rating. We'll help you find the perfect fit that suits your taste and style.
How can I find cheap villas in Winchester?
Expedia can help you look for cheap villas in Winchester. Use our filter tool to select amenities, budget and star rating to refine your search and find an amazing place to stay in a few quick clicks.
What is there to do near my villa in Winchester?
Once you've unpacked your things and settled in, get out and discover the fantastic things Winchester has for you to experience. Tim's Ford Marina is a great attraction to add to your must-see list.