- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Find vacation rentals that suit your style

Cabins

Apartments
Our top choices for Winchester vacation homes

1. Iconic Winchester home near Tims Ford State Park!
Iconic Winchester home near Tims Ford State Park!Winchester
The price is AED 268
AED 1,599 total
includes taxes & fees
9 Nov - 10 Nov

2. *NEW* Shoreline Escape: Lakefront Retreat w/ Hot Tub
*NEW* Shoreline Escape: Lakefront Retreat w/ Hot TubWinchester
10.0 out of 10, Exceptional, (1 review)
The price is AED 404
AED 1,787 total
includes taxes & fees
16 Nov - 17 Nov

3. Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom Home
Luxury Lake Living- Pool , Fire Pit, Amenities 5 Bedroom HomeWinchester
The price is AED 771
AED 3,365 total
includes taxes & fees
10 Nov - 11 Nov

4. The Lakeside Getaway
The Lakeside GetawayWinchester
9.8 out of 10, Exceptional, (6 reviews)
The price is AED 219
AED 1,574 total
includes taxes & fees
10 Nov - 11 Nov

5. Luxurious Lakefront Home- Marina, Boats, and Kayaks!
Luxurious Lakefront Home- Marina, Boats, and Kayaks!Winchester
10.0 out of 10, Exceptional, (1 review)
The price is AED 826
AED 8,582 total
includes taxes & fees
12 Nov - 13 Nov

6. Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12
Lakeview Retreat, Covered Boat Slip, Swim Ladder, Sleeps 12Winchester
10.0 out of 10, Exceptional, (27 reviews)
The price is AED 1,286
AED 2,635 total
includes taxes & fees
8 Nov - 9 Nov

7. Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot Tub
Amazing Tims Ford Lake Home - Built 2021 - Private covered dock - Hot TubWinchester
10.0 out of 10, Exceptional, (83 reviews)
The price is AED 1,488
AED 3,234 total
includes taxes & fees
8 Nov - 9 Nov

8. Whiskey Trails Cottage
Whiskey Trails CottageTullahoma
10.0 out of 10, Exceptional, (26 reviews)
The price is AED 289
AED 728 total
includes taxes & fees
8 Nov - 9 Nov

9. Treetop Mountain Retreat Near Sewanee | Sleeps 6
Treetop Mountain Retreat Near Sewanee | Sleeps 6Sewanee
10.0 out of 10, Exceptional, (2 reviews)
The price is AED 415
AED 1,611 total
includes taxes & fees
8 Nov - 9 Nov

10. Spacious private guesthouse within minutes of Tims Ford Lake and Woods Reservoir
Spacious private guesthouse within minutes of Tims Ford Lake and Woods ReservoirTullahoma
9.6 out of 10, Exceptional, (8 reviews)
The price is AED 551
AED 685 total
includes taxes & fees
21 Nov - 22 Nov

11. Partin's Perch | Indoor Private Sauna | 9 Min from The Caverns
Partin's Perch | Indoor Private Sauna | 9 Min from The CavernsPelham
10.0 out of 10, Exceptional, (17 reviews)
The price is AED 271
AED 787 total
includes taxes & fees
9 Nov - 10 Nov

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, (39 reviews)
The price is AED 292
AED 1,052 total
includes taxes & fees
10 Nov - 11 Nov

13. Tims Ford Lake Home: Screened Porch, EV
Tims Ford Lake Home: Screened Porch, EVTullahoma
10.0 out of 10, Exceptional, (6 reviews)
The price is AED 620
AED 1,453 total
includes taxes & fees
9 Nov - 10 Nov

14. Lake Life 4 Bedroom, 3 Bath, Sleeps 12.
Lake Life 4 Bedroom, 3 Bath, Sleeps 12.Estill Springs
9.8 out of 10, Exceptional, (35 reviews)
The price is AED 1,405
AED 3,031 total
includes taxes & fees
9 Nov - 10 Nov

15. Cove Sweet Cove - 3BR + 2BR Near the Caverns!
Cove Sweet Cove - 3BR + 2BR Near the Caverns!Pelham
10.0 out of 10, Exceptional, (15 reviews)
The price is AED 292
AED 1,000 total
includes taxes & fees
8 Nov - 9 Nov

16. Forest Retreat: Poolside Bliss Close to Campus
Forest Retreat: Poolside Bliss Close to CampusSewanee
10.0 out of 10, Exceptional, (14 reviews)
The price is AED 609
AED 1,909 total
includes taxes & fees
9 Nov - 10 Nov

17. Caverns•Sewanee•Waterfalls•Hikes• Tiny Basecamp
Caverns•Sewanee•Waterfalls•Hikes• Tiny BasecampMonteagle
10.0 out of 10, Exceptional, (88 reviews)
The price is AED 411
AED 760 total
includes taxes & fees
8 Dec - 9 Dec

18. Tiny Haven at the Retreat
Tiny Haven at the RetreatMonteagle
9.4 out of 10, Exceptional, (23 reviews)
The price is AED 271
AED 765 total
includes taxes & fees
9 Nov - 10 Nov

19. On the University of the South campus, Sewanee, TN.
On the University of the South campus, Sewanee, TN.Sewanee
9.8 out of 10, Exceptional, (36 reviews)
The price is AED 1,121
AED 2,086 total
includes taxes & fees
11 Nov - 12 Nov

20. Lakes, Whiskey & More! Charming Home in Tullahoma
Lakes, Whiskey & More! Charming Home in TullahomaTullahoma
10.0 out of 10, Exceptional, (3 reviews)
The price is AED 364
AED 1,329 total
includes taxes & fees
15 Nov - 16 Nov
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.
Learn more about Winchester
Nestled between rolling hills, this charming town offers visitors the crystal-clear waters of Tims Ford Lake for boating and fishing. Explore downtown's historic courthouse square where local shops serve up Southern hospitality alongside the famous Winchester Swamp Festival each September.





























































































































