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Our top choices for Winchester vacation homes

Watch the sunrise with coffee and end the day with glowing Tennessee sunsets at this charming historic retreat just 5 minutes from Tims Ford Lake. Spacious, peaceful, and perfect for families or friends.

Watch the sunrise with coffee and end the day with glowing Tennessee sunsets at this charming historic retreat just 5 minutes from Tims Ford Lake. Spacious, peaceful, and perfect for families or friends.
Winchester
9.6 out of 10, Exceptional, (31 reviews)
"Clean, comfortable and 3 bathrooms are a blessing!"
United States
julie c.
The price is AED 404
AED 1,292 total
includes taxes & fees
26 May - 27 May
Watch the sunrise with coffee and end the day with glowing Tennessee sunsets at this charming historic retreat just 5 minutes from Tims Ford Lake. Spacious, peaceful, and perfect for families or friends.

Gorgeous Renovated Home with Open Floor Plan and Large Lot, private but also convenient!

Gorgeous Renovated Home with Open Floor Plan and Large Lot, private but also convenient!
Winchester
8.8 out of 10, Excellent, (19 reviews)
"Great place - quite and relaxing, close to town. The hosts were wonderful, very responsive to any messages and questions! Will definitely return!!"
United States
Theresa A.
The price is AED 367
AED 1,202 total
includes taxes & fees
26 May - 27 May
Gorgeous Renovated Home with Open Floor Plan and Large Lot, private but also convenient!

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, (5 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 AED 1,091
AED 2,795 total
includes taxes & fees
23 May - 24 May
Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp

The Lakeside Getaway

The Lakeside Getaway
Winchester
9.6 out of 10, Exceptional, (5 reviews)
"Incredible "
United States
Jim C.
The price is AED 669
AED 2,110 total
includes taxes & fees
27 May - 28 May
The Lakeside Getaway

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.
Gather at Tims Ford Lake

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 AED 1,286
AED 2,806 total
includes taxes & fees
2 Jun - 3 Jun
Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12

Lakefront Lodge on Tims Ford Lake

Lakefront Lodge on Tims Ford Lake
Winchester
10.0 out of 10, Exceptional, (17 reviews)
"Awesome lake house!! A great retreat. Will come back someday we hope!! "
United States
Tara C.
The price is AED 2,119
AED 3,725 total
includes taxes & fees
16 Jun - 17 Jun
Lakefront Lodge on Tims Ford Lake

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, (79 reviews)
"Excellent host as always...this is our 3rd year spending Thanksgiving at this property...excellent property, well furnished home and excellent host!"
United States
Amy F.
The price is AED 1,983
AED 4,027 total
includes taxes & fees
30 May - 31 May
Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub

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 AED 2,579
AED 4,416 total
includes taxes & fees
5 Jun - 6 Jun
The Love Shack - Waterside Cottage #1 with a DOCK on Tims Ford Lake at Twin Creeks Marina & Resort

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)
"Great property!"
United States
Greg B.
The price is AED 1,466
AED 3,016 total
includes taxes & fees
3 Jun - 4 Jun
Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family

Shea's Chalet - Cozy home in Monteagle, TN

Shea's Chalet - Cozy home in Monteagle, TN
Downtown Monteagle
9.6 out of 10, Exceptional, (20 reviews)
"Convenient location, house was well stocked, clean and the beds were extremely comfortable."
United States
Buck J.
The price is AED 279
AED 926 total
includes taxes & fees
25 May - 26 May
Shea's Chalet - Cozy home in Monteagle, TN

Cove Sweet Cove - 3BR + 2BR Near the Caverns!

Cove Sweet Cove - 3BR + 2BR Near the Caverns!
Pelham
10.0 out of 10, Exceptional, (2 reviews)
"The cabin was just as advertised. It was clean and perfect location for the concert at the cavern. I would book again."
United States
Joanne G.
The price is AED 294
AED 863 total
includes taxes & fees
25 May - 26 May
Cove Sweet Cove - 3BR + 2BR Near the Caverns!

Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!

Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!
Monteagle
10.0 out of 10, Exceptional, (44 reviews)
"The place was amazing and very clean. "
United States
Kayla R.
The price is AED 485
AED 1,095 total
includes taxes & fees
26 May - 27 May
Creekside Tiny house in fantastic Monteagle! Quick hike to waterfall!

Caverns,Sewanee,Waterfall,Hikes : Tiny Basecamp

Caverns,Sewanee,Waterfall,Hikes : Tiny Basecamp
Monteagle
10.0 out of 10, Exceptional, (68 reviews)
"This cabin was the perfect weekend getaway for our family of 5. The host had excellent communication during our stay. Highly recommend! "
United States
Kelsey
The price is AED 397
AED 764 total
includes taxes & fees
22 Jun - 23 Jun
Caverns,Sewanee,Waterfall,Hikes : Tiny Basecamp

Hiker's Hangout Monteagle

Hiker's Hangout Monteagle
Monteagle
9.0 out of 10, Wonderful, (9 reviews)
"Super clean, great location and spacious! "
United States
Karen W.
The price is AED 224
AED 610 total
includes taxes & fees
25 May - 26 May
Hiker's Hangout Monteagle

Brand New Two Bedroom: Near the Caverns

Brand New Two Bedroom: Near the Caverns
Monteagle
10.0 out of 10, Exceptional, (2 reviews)
"Enjoyed our short stay. Great place! Reminded us of our old Park Model in the Poconos."
United States
Jamie N.
The price is AED 322
AED 883 total
includes taxes & fees
25 May - 26 May
Brand New Two Bedroom: Near the Caverns

Mountain Memories to provide a cozy retreat on your vacation!

Mountain Memories to provide a cozy retreat on your vacation!
Monteagle
9.4 out of 10, Exceptional, (43 reviews)
"Great place to stay good amenities and clean easy access and all around awesome place "
United States
James J.
The price is AED 331
AED 769 total
includes taxes & fees
10 Jun - 11 Jun
Mountain Memories to provide a cozy retreat on your vacation!

Walk to Deer Lick Falls 12 Minutes to The Caverns | 18 Minutes to Coalmont OHV

Walk to Deer Lick Falls 12 Minutes to The Caverns | 18 Minutes to Coalmont OHV
Monteagle
10.0 out of 10, Exceptional, (4 reviews)
"It was a great location "
United States
deedee b.
The price is AED 235
AED 624 total
includes taxes & fees
25 May - 26 May
Walk to Deer Lick Falls 12 Minutes to The Caverns | 18 Minutes to Coalmont OHV

S'mores & More Tiny House - Tracy City

S'mores & More Tiny House - Tracy City
Tracy City
10.0 out of 10, Exceptional, (26 reviews)
"Very welcoming and great location "
United States
Shelly P.
The price is AED 569
AED 1,512 total
includes taxes & fees
21 Jun - 22 Jun
S'mores & More Tiny House - Tracy City

Tiny Haven at the Retreat

Tiny Haven at the Retreat
Monteagle
9.0 out of 10, Wonderful, (11 reviews)
"My son and I visit Sewanee University and stayed overnight. We loved the stay. The house was cozy and comfortable. It was freezing the night we stayed or we would've enjoyed the firepit...so quiet and peaceful there. The kitchen was well equipped with the necessities needed. I honestly hope my son chooses Sewanee for college so that I can take 2 day mini vacation in this tiny home community when I come to visit him. "
United States
Ed L.
The price is AED 257
AED 643 total
includes taxes & fees
25 May - 26 May
Tiny Haven at the Retreat
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