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Search results; 876 homes in Winchester

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Guest favourite
Home in Winchester
Dock on Lake! Walk to Downtown Shops/Rest/Movies!
3 bedrooms, 5 beds, 2 shared bathrooms
5–10 Oct
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4.9 out of 5 average rating, 134 reviews
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Top guest favourite
Home in Winchester
The Hangout on Heath Lane
2 bedrooms, 3 beds, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 71 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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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, 70 reviews
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Top guest favourite
Townhouse in Winchester
Lovin Lake Life
5 bedrooms, 7 beds, 3 bathrooms
15–20 Nov
5.0 out of 5 average rating, 52 reviews
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Top guest favourite
Home in Winchester
Lakin It Easy at Twin Creeks
4 bedrooms, 6 beds, 3 bathrooms
10–15 Oct
5.0 out of 5 average rating, 33 reviews
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Superhost
Home in Winchester
*NEW* Shoreline Escape: Lakefront Retreat w/ Hot T
3 bedrooms, 6 beds, 2 bathrooms
4–9 Oct
New place to stay
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Guest favourite
Home in Winchester
Barefoot Bungalow Bright airy lakeside home
4 bedrooms, 6 beds, 3 bathrooms
4–9 Oct
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
11–16 Oct
4.97 out of 5 average rating, 39 reviews
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Top guest favourite
Home in Winchester
Grand Lakeview: Double decker dock, Fire Pit, Spa
6 bedrooms, 11 beds, 4 bathrooms
7–12 Oct
4.96 out of 5 average rating, 69 reviews
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Guest favourite
Home in Winchester
Huge lakefront retreat w/ views, dock, decks & bar
5 bedrooms, 10 beds, 5.5 bathrooms
1–6 Oct
4.93 out of 5 average rating, 30 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
1–6 Oct
4.96 out of 5 average rating, 110 reviews
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Top guest favourite
Home in Winchester
*Rare Find* Flat lot, Best Views, Dock Waterslide
4 bedrooms, 6 beds, 3 bathrooms
14–19 Oct
4.93 out of 5 average rating, 14 reviews
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Superhost
Cabin in Cowan
The cottage on Hinshaw
1 bedroom, 1 queen bed, 1 bathroom
12–17 Oct
New place to stay
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Guest favourite
Flat in Winchester
Clean Lines and Simple Comfort
2 bedrooms, 2 beds, 2 bathrooms
12–17 Oct
4.98 out of 5 average rating, 41 reviews
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Guest favourite
Home in Winchester
Lake Days at Twin Creeks Pool, Golf Cart, Marina
3 bedrooms, 4 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 7 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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Guest favourite
Flat in Winchester
Winchester's Premier Downtown Loft! Near The Lake!
2 bedrooms, 2 king beds, 1 bathroom
18–23 Oct
4.88 out of 5 average rating, 98 reviews
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Top guest favourite
Home in Winchester
Lakeside Manor Retreat
4 bedrooms, 6 beds, 3.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 31 reviews