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
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Winchester vacation homes

Living area

1. *NEW* Shoreline Escape: Lakefront Retreat w/ Hot Tub

*NEW* Shoreline Escape: Lakefront Retreat w/ Hot Tub
Winchester
The price is AED 735
AED 2,292 total
includes taxes & fees
7 Sep - 8 Sep
*NEW* Shoreline Escape: Lakefront Retreat w/ Hot Tub
Interior

2. 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 AED 1,091
AED 2,971 total
includes taxes & fees
7 Sep - 8 Sep
Winchester TN lake house rental, Tims Ford Lake vacation home,private boat ramp
Smart TV, table tennis

3. 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 2,874 total
includes taxes & fees
13 Sep - 14 Sep
Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12
Outdoor dining

4. 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 AED 1,983
AED 4,027 total
includes taxes & fees
13 Sep - 14 Sep
Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
Terrace/patio

5. 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 AED 2,571
AED 4,313 total
includes taxes & fees
9 Sep - 10 Sep
Lakefront Lodge on Tims Ford Lake
Private kitchen

6. Cove Sweet Cove! Fire pit, Fishing, Lake Fun!

Cove Sweet Cove! Fire pit, Fishing, Lake Fun!
Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Loved our stay, the place was great and super clean. Host was very responsive, would definitely stay here again."
United States
Taylor K.
The price is AED 2,167
AED 3,906 total
includes taxes & fees
14 Sep - 15 Sep
Cove Sweet Cove! Fire pit, Fishing, Lake Fun!
Property grounds

7. 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, (38 reviews)
"Very nice! "
United States
Adam H.
The price is AED 1,466
AED 3,041 total
includes taxes & fees
8 Sep - 9 Sep
Lakeview Retreat: Dock, Boat Slip, Spacious for multi-family
Exterior detail

8. Whiskey Trails Cottage

Whiskey Trails Cottage
Tullahoma
10.0 out of 10, Exceptional, (24 reviews)
"Great stay "
United States
D K.
The price is AED 289
AED 754 total
includes taxes & fees
7 Sep - 8 Sep
Whiskey Trails Cottage
TV

9. Treetop Mountain Retreat Near Sewanee | Sleeps 6

Treetop Mountain Retreat Near Sewanee | Sleeps 6
Sewanee
10.0 out of 10, Exceptional, (2 reviews)
"Great proximity to the college with ample parking."
United States
Lisa C.
The price is AED 415
AED 1,696 total
includes taxes & fees
7 Sep - 8 Sep
Treetop Mountain Retreat Near Sewanee | Sleeps 6
Interior

10. Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns

Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns
Pelham
10.0 out of 10, Exceptional, (10 reviews)
"Nice place to stay. Close to the caverns where we saw a show. Property is very clean. Really nice stay."
United States
Dawn
The price is AED 239
AED 703 total
includes taxes & fees
10 Sep - 11 Sep
Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns
Dining

11. Spacious private guesthouse within minutes of Tims Ford Lake and Woods Reservoir

Spacious private guesthouse within minutes of Tims Ford Lake and Woods Reservoir
Tullahoma
9.6 out of 10, Exceptional, (8 reviews)
"Very clean and convenient. The host was was very helpful."
United States
George G.
The price is AED 551
AED 714 total
includes taxes & fees
7 Sep - 8 Sep
Spacious private guesthouse within minutes of Tims Ford Lake and Woods Reservoir
Coffee/tea maker, fridge, microwave, oven

12. Rooster's Roost of Bells Cove - 15 Minutes from the Caverns!

Rooster's Roost of Bells Cove - 15 Minutes from the Caverns!
Pelham
9.6 out of 10, Exceptional, (37 reviews)
"House is kept in great condition, beautiful location, and perfect stay when attending the caverns (12 minutes away)"
United States
Antonio M.
The price is AED 257
AED 963 total
includes taxes & fees
7 Sep - 8 Sep
Rooster's Roost of Bells Cove - 15 Minutes from the Caverns!
Interior

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

Cove Sweet Cove - 3BR + 2BR Near the Caverns!
Pelham
9.8 out of 10, Exceptional, (8 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 257
AED 918 total
includes taxes & fees
7 Sep - 8 Sep
Cove Sweet Cove - 3BR + 2BR Near the Caverns!
Interior

14. 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, (50 reviews)
"Good host and property."
United States
David C.
The price is AED 298
AED 760 total
includes taxes & fees
7 Sep - 8 Sep
Mountain Memories to provide a cozy retreat on your vacation!
Terrace/patio

15. Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp

Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp
Monteagle
10.0 out of 10, Exceptional, (83 reviews)
"Smooth check in and out as well as a beautiful property very close to 3 different towns we could explore. Very well-stocked kitchen and clean property. Our host also had great communication. We really enjoyed our stay! Would totally stay here again. "
United States
elizabeth k.
The price is AED 360
AED 738 total
includes taxes & fees
7 Sep - 8 Sep
Sewanee•Caverns•Waterfalls•Hikes • Tiny Basecamp
Interior

16. Tiny Haven at the Retreat

Tiny Haven at the Retreat
Monteagle
9.4 out of 10, Exceptional, (19 reviews)
"Tiny Haven was exactly as it was described and was a perfect spot for my family to relax after long days hiking and swimming. The beds are super comfortable and we had everything we needed to make the stay perfect. We enjoyed all the deer that stopped through to check us out. We would definitely stay here again if in the area. Highly recommend!"
United States
Kathleen
The price is AED 239
AED 703 total
includes taxes & fees
7 Sep - 8 Sep
Tiny Haven at the Retreat
Exterior

17. Shea's Chalet - Cozy home in Monteagle, TN

Shea's Chalet - Cozy home in Monteagle, TN
Downtown Monteagle
9.8 out of 10, Exceptional, (34 reviews)
"Great place to stay"
United States
Keith J.
The price is AED 275
AED 1,074 total
includes taxes & fees
7 Sep - 8 Sep
Shea's Chalet - Cozy home in Monteagle, TN
Exterior

18. Lynchburg Getaway walking distance 2 Jack Daniel’s

Lynchburg Getaway walking distance 2 Jack Daniel’s
Lynchburg
10.0 out of 10, Exceptional, (38 reviews)
"We really enjoyed our stay and it was very conveniently located to the downtown area"
United States
Hildegard
The price is AED 381
AED 913 total
includes taxes & fees
15 Sep - 16 Sep
Lynchburg Getaway walking distance 2 Jack Daniel’s
TV, fireplace

19. Hiker's Hangout Monteagle

Hiker's Hangout Monteagle
Monteagle
9.2 out of 10, Wonderful, (14 reviews)
"Super clean, great location and spacious! "
United States
Karen W.
The price is AED 253
AED 720 total
includes taxes & fees
7 Sep - 8 Sep
Hiker's Hangout Monteagle
Smart TV, fireplace

20. 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
9.8 out of 10, Exceptional, (14 reviews)
"Nice trails on the property and close proximity to the Caverns"
United States
Rhea D.
The price is AED 235
AED 678 total
includes taxes & fees
7 Sep - 8 Sep
Walk to Deer Lick Falls | 12 Minutes to The Caverns | 18 Minutes to Coalmont OHV
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

Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

10/10 Excellent
"This is our 3rd time to stay here. We love the location."
Cheri J. 3-night trip
Posted 2 weeks ago
Lakehouse 4BR4BA FreeKayaks 2Kitchen DoubleDeck SwimPool BoatRamp FamilyVacation

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