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Search results; 865 homes in Winchester

Guest favourite
Home in Winchester
Private dock/gazebo on quiet cove. Tims Ford Lake!
3 bedrooms, 5 beds, 2 private bathrooms
16–21 Aug
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4.96 out of 5 average rating, 128 reviews
Top guest favourite
Home in Winchester
The Hangout on Heath Lane
2 bedrooms, 3 beds, 1 bathroom
23–28 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
4.97 out of 5 average rating, 66 reviews
Guest favourite
Home in Winchester
The Bourbon Embassy at Twin Creeks
4 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Winchester
Beautifully Renovated Studio 2 miles from Marina!
1 queen bed, 1 bathroom
16–21 Aug
4.86 out of 5 average rating, 63 reviews
Guest favourite
Tiny home in Winchester
Tiny House
1 bedroom, 1 bed, 1 bathroom
16–21 Aug
4.95 out of 5 average rating, 86 reviews
Guest favourite
Flat in Winchester
Unbeatable Charm & Convenience On The Square!
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.89 out of 5 average rating, 72 reviews
Top guest favourite
Home in Winchester
Latitude Adjustment - Lake Cottage
3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
4.96 out of 5 average rating, 110 reviews
Guest favourite
Flat in Winchester
Winchester's Premier Downtown Loft! Near The Lake!
2 bedrooms, 2 king beds, 1 bathroom
23–28 Aug
4.89 out of 5 average rating, 88 reviews
Guest favourite
Room in Estill Springs
Draft Horse Barn Bedroom.
2 beds, 1 bathroom
24–29 Aug
4.92 out of 5 average rating, 138 reviews
Top guest favourite
Home in Winchester
Barefoot Retreat w/kayaks/SUP/Game Room/Pool
3 bedrooms, 5 beds, 2.5 bathrooms
8–13 Sept
4.99 out of 5 average rating, 69 reviews
Guest favourite
Home in Winchester
Shady Cove Retreat With Peaceful Views & Firepit
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 31 reviews
Guest favourite
Home in Winchester
LakeLane Landing Privatedock Summer fun!
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 7 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, 325 reviews
Flat in Winchester
Winchester Downtown Stay On The Square!
3 bedrooms, 3 queen beds, 2 bathrooms
22–27 Aug
4.75 out of 5 average rating, 28 reviews
Guest favourite
Home in Winchester
Dry Jack Tim-Hot Tub, Water Views, Marina
4 bedrooms, 6 beds, 2.5 bathrooms
18–23 Aug
4.84 out of 5 average rating, 31 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, 218 reviews
Top guest favourite
Home in Winchester
Meadow View Retreat
2 bedrooms, 2 queen beds, 1 bathroom
24–29 Aug
4.98 out of 5 average rating, 85 reviews
Top guest favourite
Townhouse in Winchester
Lovin Lake Life
5 bedrooms, 7 beds, 3 bathrooms
23–28 Aug
5.0 out of 5 average rating, 48 reviews