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Search results; 840 homes in Winchester

Guest favourite
Cabin in Winchester
Private Dock - Best Cabin Tims Ford Lake
2 bedrooms, 4 beds, 1 private bathroom
16–21 Aug
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4.86 out of 5 average rating, 211 reviews
Top guest favourite
Home in Winchester
The Hangout on Heath Lane
2 bedrooms, 3 beds, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 66 reviews
Top guest favourite
Home in Winchester
Lakeside Retreat Marina/Pool, Golf Cart, Game Room
4 bedrooms, 6 beds, 3.5 bathrooms
16–21 Aug
4.98 out of 5 average rating, 64 reviews
Guest favourite
Flat in Winchester
Winchester's Premier Downtown Loft! Near The Lake!
2 bedrooms, 2 king beds, 1 bathroom
9–14 Aug
4.89 out of 5 average rating, 87 reviews
Guest favourite
Flat in Winchester
Unbeatable Charm & Convenience On The Square!
2 bedrooms, 3 beds, 1 bathroom
8–13 Aug
4.89 out of 5 average rating, 71 reviews
Guest favourite
Home in Winchester
The Bourbon Embassy at Twin Creeks
4 bedrooms, 6 beds, 2 bathrooms
10–15 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Winchester
Barefoot Retreat w/kayaks/SUP/Game Room/Pool
3 bedrooms, 5 beds, 2.5 bathrooms
9–14 Aug
4.99 out of 5 average rating, 69 reviews
Guest favourite
Tiny home in Winchester
Tiny House
1 bedroom, 1 bed, 1 bathroom
10–15 Aug
4.95 out of 5 average rating, 86 reviews
Top guest favourite
Home in Estill Springs
Waterfront Access | Lake Views | Dock | Pool Table
3 bedrooms, 7 beds, 3 bathrooms
2–8 Nov
4.99 out of 5 average rating, 110 reviews
Guest favourite
Home in Tullahoma
Whiskey Trails Cottage
2 bedrooms, 3 beds, 1 bathroom
22–27 Aug
4.98 out of 5 average rating, 80 reviews
Home in Winchester
The Yellow Cottage by Tims Ford Lake
3 bedrooms, 3 beds, 1 bathroom
13–18 Aug
4.7 out of 5 average rating, 110 reviews
Top guest favourite
Home in Winchester
Waterfront Oasis On Tims Ford Lake: Pool/Kayak!
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
4.98 out of 5 average rating, 81 reviews
Flat in Winchester
Just Around the Corner
2 bedrooms, 2 beds, 1 bathroom
12–17 Aug
4.82 out of 5 average rating, 67 reviews
Top guest favourite
Cabin in Tullahoma
Cozy Cabin close to Tims Ford Lake & Jack Daniels
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Aug
4.94 out of 5 average rating, 216 reviews
Top guest favourite
Cabin in Sewanee
Cabin 111 - the best in location and comfort!
1 bed, 1 bathroom
29 Aug – 3 Sept
4.95 out of 5 average rating, 324 reviews
Guest favourite
Home in Winchester
Luxury 3BR lakeside escape
3 bedrooms, 1 sofa bed, 3 bathrooms
8–13 Aug
4.88 out of 5 average rating, 41 reviews
Top guest favourite
Townhouse in Winchester
Lovin Lake Life
5 bedrooms, 7 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 48 reviews
Top guest favourite
Cottage in Pelham
The Milk Barn Cottage
2 beds, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 567 reviews
Guest favourite
Flat in Winchester
Clean Lines and Simple Comfort
2 bedrooms, 2 beds, 2 bathrooms
14–19 Aug
4.97 out of 5 average rating, 37 reviews