Search Vacation Homes in Winchester

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Winchester vacation homes

Lakeside Luxe - Lake Access + Community Pool

Lakeside Luxe - Lake Access + Community Pool
2.0 star property
Winchester
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay and would recommend this property to all!"
United States
Lizzie S.
The price is ¥25,615
¥96,878 total
includes taxes & fees
Jan 21 - Jan 22
Lakeside Luxe - Lake Access + Community Pool

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
2.0 star property
Winchester
10.0 out of 10, Exceptional, (4 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 ¥46,962
¥120,973 total
includes taxes & fees
Jan 21 - Jan 22
Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp

Gather at Tims Ford Lake

Gather at Tims Ford Lake
Winchester
9.6 out of 10, Exceptional, (19 reviews)
"Great house for our family. We enjoyed our week at the lake!"
United States
Debra G.
The price is ¥53,650
¥121,287 total
includes taxes & fees
Jan 21 - Jan 22
Gather at Tims Ford Lake

Lakefront Luxury on Tims Ford Lake

Lakefront Luxury on Tims Ford Lake
Winchester
10.0 out of 10, Exceptional, (11 reviews)
"Very relaxing stay in a quiet neighborhood on the lake. The house is very nice and as advertised. Owner is very communicative and helpful."
United States
Clay W.
The price is ¥49,808
¥104,152 total
includes taxes & fees
Jan 21 - Jan 22
Lakefront Luxury on Tims Ford Lake

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, (35 reviews)
"This was our third time staying at the property. Foresa is always so responsive and goes to great lengths to make sure our stay is great. I love the updates to the furnishings since our last stay…it was great before and now that much better. The common space/game room down by the lake was new this year and was a nice add for a break from the sun. Access to the boat slip and location on the lake continues to be a huge plus! As usual, we had a great stay and plan to be back next summer!"
United States
Kent L.
The price is ¥47,278
¥109,859 total
includes taxes & fees
Jan 21 - Jan 22
Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family

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
9.8 out of 10, Exceptional, (78 reviews)
"Private, beautiful setting"
United States
Jeremy L.
The price is ¥85,385
¥172,904 total
includes taxes & fees
Jan 21 - Jan 22
Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub

Lake View Prime Location, Community Dock w swim ladders, covered boat slip,

Lake View Prime Location, Community Dock w swim ladders, covered boat slip,
Winchester
10.0 out of 10, Exceptional, (23 reviews)
"My family came in from Virginia and some friends came from Kentucky for the Memorial Day weekend. We absolutely loved the house it’s beautiful, the view was so beautiful the host was so very nice and made sure everything was perfect. I highly recommend this house. We will be back "
United States
Tammy B.
The price is ¥47,436
¥110,200 total
includes taxes & fees
Jan 21 - Jan 22
Lake View Prime Location, Community Dock w swim ladders, covered boat slip,

Mountain Point of View Cottage - 15 Minutes from the Caverns!

Mountain Point of View Cottage - 15 Minutes from the Caverns!
Pelham
9.4 out of 10, Exceptional, (32 reviews)
"Nice little place to stay near Sewanee. Comfortable, convenient and quiet. We enjoyed it"
United States
William M.
The price is ¥10,910
¥28,724 total
includes taxes & fees
Jan 24 - Jan 25
Mountain Point of View Cottage - 15 Minutes from the Caverns!

Hiker's Hangout Monteagle

Hiker's Hangout Monteagle
2.0 star property
Monteagle
8.8 out of 10, Excellent, (6 reviews)
"Great location and proximity! Really nice, safe community! "
United States
Michael T.
The price is ¥8,855
¥25,458 total
includes taxes & fees
Jan 21 - Jan 22
Hiker's Hangout Monteagle

Shea's Chalet - Cozy home in Monteagle, TN

Shea's Chalet - Cozy home in Monteagle, TN
2.0 star property
Downtown Monteagle
9.8 out of 10, Exceptional, (16 reviews)
"Good location "
United States
Matt I.
The price is ¥12,491
¥40,004 total
includes taxes & fees
Jan 26 - Jan 27
Shea's Chalet - Cozy home in Monteagle, TN

Sewanee,Cavern,Waterfalls, Hike:New Tiny Basecamp

Sewanee,Cavern,Waterfalls, Hike:New Tiny Basecamp
Monteagle
10.0 out of 10, Exceptional, (56 reviews)
"Great property "
United States
Anonymous traveler
The price is ¥15,496
¥31,308 total
includes taxes & fees
Jan 21 - Jan 22
Sewanee,Cavern,Waterfalls, Hike:New Tiny Basecamp

Clean and spacious house in downtown Fayetteville

Clean and spacious house in downtown Fayetteville
Fayetteville
9.6 out of 10, Exceptional, (15 reviews)
"We stayed a night during a family visit and really enjoyed it. Very clean and a great location."
United States
Scott F.
The price is ¥15,654
¥31,317 total
includes taxes & fees
Jan 21 - Jan 22
Clean and spacious house in downtown Fayetteville

Lulu's Place - A Lakeside Tiny Home in Tennessee

Lulu's Place - A Lakeside Tiny Home in Tennessee
Tracy City
10.0 out of 10, Exceptional, (12 reviews)
"Very peaceful and relaxing place to just sit outside and enjoy the quietness of the area! Very nice tiny home and kept very clean and welcoming! "
United States
Kelley G.
The price is ¥12,523
¥50,946 total
includes taxes & fees
Jan 21 - Jan 22
Lulu's Place - A Lakeside Tiny Home in Tennessee

Mountain Memories to provide a cozy retreat on your vacation!

Mountain Memories to provide a cozy retreat on your vacation!
Monteagle
9.6 out of 10, Exceptional, (37 reviews)
"Great location for CaveFest! "
United States
Kalindi M.
The price is ¥12,808
¥31,468 total
includes taxes & fees
Jan 21 - Jan 22
Mountain Memories to provide a cozy retreat on your vacation!

The Loft - Lounge with Grill and Hot Tub!

The Loft - Lounge with Grill and Hot Tub!
South Pittsburg
10.0 out of 10, Exceptional, (10 reviews)
"The hot tub was very enjoyable and the privacy and cleanliness of the place was great. We highly recommend this place!"
United States
Megan S.
The price is ¥13,915
¥40,036 total
includes taxes & fees
Jan 21 - Jan 22
The Loft - Lounge with Grill and Hot Tub!

Brand New Two Bedroom: Near the Caverns

Brand New Two Bedroom: Near the Caverns
Monteagle
10.0 out of 10, Exceptional, (1 review)
"Enjoyed our short stay. Great place! Reminded us of our old Park Model in the Poconos."
United States
Jamie N.
The price is ¥13,873
¥31,050 total
includes taxes & fees
Feb 1 - Feb 2
Brand New Two Bedroom: Near the Caverns

Newly renovated, conveniently located between Nashville and Chattanooga

Newly renovated, conveniently located between Nashville and Chattanooga
Tracy City
10.0 out of 10, Exceptional, (11 reviews)
"The property was very clean well furnished, and the owners were easy to work with. We would definitely consider renting again."
United States
ritamac
The price is ¥20,635
¥38,640 total
includes taxes & fees
Jan 21 - Jan 22
Newly renovated, conveniently located between Nashville and Chattanooga

Cozy basecamp minutes from waterfalls, hiking and climbing

Cozy basecamp minutes from waterfalls, hiking and climbing
Sequatchie
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful property. We really enjoyed our stay."
United States
Lisa R.
The price is ¥17,646
¥30,985 total
includes taxes & fees
Jan 21 - Jan 22
Cozy basecamp minutes from waterfalls, hiking and climbing

Near Jack Daniels, Tims Ford, & MORE!

Near Jack Daniels, Tims Ford, & MORE!
Fayetteville
10.0 out of 10, Exceptional, (3 reviews)
"Very nice country property very clean and cute! Gave us a nice place to walk Easy to find "
United States
kimberly f.
The price is ¥18,785
¥30,511 total
includes taxes & fees
Jan 21 - Jan 22
Near Jack Daniels, Tims Ford, & MORE!

Nesthaven: A cozy boho-chic tiny home with a deck, fire pit, & nearby waterfall

Nesthaven: A cozy boho-chic tiny home with a deck, fire pit, & nearby waterfall
Monteagle
10.0 out of 10, Exceptional, (22 reviews)
"Super cute tiny home in a great location. We appreciated the helpfulness of the owners. "
United States
Ashley K.
The price is ¥14,231
¥37,487 total
includes taxes & fees
Jan 21 - Jan 22
Nesthaven: A cozy boho-chic tiny home with a deck, fire pit, & nearby waterfall
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Winchester Hotel Reviews

Find out more about Winchester

Winchester Vacation Homes information

Number of reviews
318
Accommodation
312 Vacation Homes
Lowest Price
¥25,458
Highest Price
¥121,287