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Our top choices for Winchester holiday homes

1. Iconic Winchester home near Tims Ford State Park!
Iconic Winchester home near Tims Ford State Park!Winchester
The price is £332
includes taxes & fees
30 Nov - 1 Dec

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 £357
includes taxes & fees
15 Nov - 16 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 £690
includes taxes & fees
24 Nov - 25 Nov

4. The Lakefront Getaway
The Lakefront GetawayWinchester
9.8 out of 10, Exceptional, (6 reviews)
The price is £317
includes taxes & fees
17 Nov - 18 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 £1,694
includes taxes & fees
17 Nov - 18 Nov

6. 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 £663
includes taxes & fees
15 Nov - 16 Nov

7. 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 £564
includes taxes & fees
15 Nov - 16 Nov

8. Whiskey Trails Cottage
Whiskey Trails CottageTullahoma
10.0 out of 10, Exceptional, (26 reviews)
The price is £138
includes taxes & fees
15 Nov - 16 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 £330
includes taxes & fees
15 Nov - 16 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 £143
includes taxes & fees
21 Nov - 22 Nov

11. 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, (40 reviews)
The price is £221
includes taxes & fees
30 Nov - 1 Dec

12. 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 £162
includes taxes & fees
6 Dec - 7 Dec

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 £290
includes taxes & fees
16 Nov - 17 Nov

14. 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 £214
includes taxes & fees
14 Dec - 15 Dec

15. 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 £390
includes taxes & fees
15 Nov - 16 Nov

16. Tiny Haven at the Retreat
Tiny Haven at the RetreatMonteagle
9.4 out of 10, Exceptional, (23 reviews)

17. 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 £621
includes taxes & fees
15 Nov - 16 Nov

18. 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 £272
includes taxes & fees
15 Nov - 16 Nov

19. Caverns•Sewanee•Waterfalls•Hikes• Tiny Basecamp
Caverns•Sewanee•Waterfalls•Hikes• Tiny BasecampMonteagle
10.0 out of 10, Exceptional, (88 reviews)
The price is £147
includes taxes & fees
14 Dec - 15 Dec

20. 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, (37 reviews)
The price is £413
includes taxes & fees
19 Nov - 20 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.
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Top Winchester Hotel Reviews

The Smokehouse Lodge and Cabins
10/10 Excellent
Find out more about Winchester
Winchester Holiday Homes information
Number of reviews | 391 |
|---|---|
Accommodation | 313 Holiday Homes |
Lowest Price | £138 |
Highest Price | £1,694 |



































































