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Search results; 882 homes in Winchester

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Superhost
Cabin in Winchester
VACATION CABIN - Sunday Morning Rentals
2 bedrooms, 2 beds, 1 private bathroom
11–16 Oct
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4.82 out of 5 average rating, 164 reviews
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Top guest favourite
Home in Winchester
The Hangout on Heath Lane
2 bedrooms, 3 beds, 1 bathroom
19–24 Sept
5.0 out of 5 average rating, 71 reviews
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Top guest favourite
Home in Winchester
Basecamp Retreat TimsFordLake
3 bedrooms, 5 beds, 2.5 bathrooms
21–26 Sept
4.95 out of 5 average rating, 74 reviews
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Guest favourite
Home in Winchester
Lakeside Retreat Marina/Pool, Golf Cart, Game Room
4 bedrooms, 6 beds, 3.5 bathrooms
4–9 Oct
4.94 out of 5 average rating, 69 reviews
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Superhost
Home in Winchester
Dripping Springs Retreat Theatre,Game Room,Hot Tub
4 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
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Top guest favourite
Home in Winchester
Lakin It Easy at Twin Creeks
4 bedrooms, 6 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 33 reviews
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Top guest favourite
Townhouse in Winchester
Lovin Lake Life
5 bedrooms, 7 beds, 3 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 51 reviews
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Top guest favourite
Home in Winchester
Meadow View Retreat
2 bedrooms, 2 queen beds, 1 bathroom
10–15 Oct
4.98 out of 5 average rating, 89 reviews
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Top guest favourite
Home in Winchester
Lake Lane Landing Enjoy fall on the lake !
2 bedrooms, 3 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Winchester
The Bourbon Embassy at Twin Creeks
4 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Winchester
Beautiful Tim's Ford Lake House (Sleeps 20)
7 bedrooms, 13 beds, 7.5 bathrooms
18–23 Sept
4.96 out of 5 average rating, 110 reviews
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Superhost
Home in Winchester
Luxurious New Build LakeHouse Tim’s Ford 4BR4Bath
4 bedrooms, 4 beds, 4 bathrooms
26 Sept – 1 Oct
4.88 out of 5 average rating, 49 reviews
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Top guest favourite
Home in Estill Springs
Waterfront Access | Lake Views | Dock | Pool Table
3 bedrooms, 7 beds, 3 bathrooms
8–13 Nov
4.98 out of 5 average rating, 115 reviews
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Guest favourite
Home in Winchester
Barefoot Bungalow Bright airy lakeside home
4 bedrooms, 6 beds, 3 bathrooms
18–23 Sept
4.9 out of 5 average rating, 29 reviews
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Superhost
Home in Winchester
Paradise Resort-Dock, Pool, Hot Tub, Movie Theatre
7 bedrooms, 10 beds, 5 bathrooms
22–27 Sept
4.97 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Winchester
Lakefront Haven | Hot Tub | Kayaks, Firepit
4 bedrooms, 6 beds, 3.5 bathrooms
4–9 Oct
4.97 out of 5 average rating, 64 reviews
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Guest favourite
Home in Winchester
Lake Retreat w/Marina, Golf Cart, Game Room, Pool
4 bedrooms, 8 beds, 3 bathrooms
18–23 Oct
4.99 out of 5 average rating, 85 reviews
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Home in Winchester
Luxurious Lakefront Home - Pool, Boats, & Kayaks!
5 bedrooms, 6 beds, 3 bathrooms
5–10 Oct
New place to stay
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Top guest favourite
Home in Winchester
Latitude Adjustment - Lake Cottage
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
4.96 out of 5 average rating, 112 reviews