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Search results; Over 1,000 homes in Winchester

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Top guest favourite
Cabin in Winchester/ presque isle
Lily Pad Lodge w/ Golf Cart, Kayaks, & Game Room!
4 bedrooms, 5 beds, 2 private bathrooms
19–24 Sept
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4.98 out of 5 average rating, 56 reviews
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Top guest favourite
Home in Winchester
Sticks and Stones on the Lake
4 bedrooms, 5 beds, 3.5 bathrooms
1–6 Oct
4.96 out of 5 average rating, 50 reviews
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Top guest favourite
Cabin in Winchester
The Northwoods At It's Finest!
3 bedrooms, 6 beds, 2 bathrooms
18–25 Sept
5.0 out of 5 average rating, 14 reviews
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Guest favourite
Home in Winchester
Turtle Cove
3 bedrooms, 5 beds, 2 bathrooms
18–23 Sept
4.95 out of 5 average rating, 22 reviews
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Guest favourite
Home in Presque Isle
Cozy Lakefront Cabin on Turtle Chain + Huge Yard!
4 bedrooms, 6 beds, 2 bathrooms
18–25 Sept
5.0 out of 5 average rating, 9 reviews
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Guest favourite
Home in Presque Isle
Moose Tracks Lodge on North Turtle Lake
5 bedrooms, 6 beds, 2.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 15 reviews
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Superhost
Cabin in Winchester
Cozy Northwoods Cabin Getaway!
4 bedrooms, 4 beds, 2 bathrooms
13–18 Oct
4.87 out of 5 average rating, 68 reviews
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Top guest favourite
Cabin in Winchester
ON Water Lodge! 5 Beds!
4 bedrooms, 5 beds, 2 bathrooms
2–7 Nov
5.0 out of 5 average rating, 15 reviews
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Top guest favourite
Cabin in Presque Isle
Dock Hollands
3 bedrooms, 4 beds, 2 bathrooms
26 Sept – 3 Oct
4.95 out of 5 average rating, 44 reviews
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Superhost
Home in Presque Isle
Dancing Loon Hideaway at Turtle Lake
4 bedrooms, 9 beds, 3 bathrooms
13–18 Oct
4.75 out of 5 average rating, 12 reviews
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Superhost
Cabin in Winchester
Lakefront Resort | Sleeps 18 | 5 Rooms
5 bedrooms, 11 beds, 6 bathrooms
27 Sept – 2 Oct
4.83 out of 5 average rating, 6 reviews
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Guest favourite
Cabin in Winchester
Winchester Headquarters! Direct trail access!
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Sept
4.97 out of 5 average rating, 31 reviews
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Home in Presque Isle
Lakeside Gem: Panoramic Views & Private Beach
4 bedrooms, 7 beds, 2.5 bathrooms
4–9 Oct
4.55 out of 5 average rating, 38 reviews
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Guest favourite
Island in Presque Isle
Dog-friendly home on private island w/boat landing
4 bedrooms, 9 beds, 3.5 bathrooms
20–27 Sept
4.9 out of 5 average rating, 20 reviews
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Guest favourite
Home in Presque Isle
North Woods Escape
5 bedrooms, 7 beds, 3 bathrooms
26–31 Oct
4.78 out of 5 average rating, 49 reviews
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Guest favourite
Cabin in Winchester
Northwoods Lake Cabin | Sleeps 6 | Dock & Boats
1 bedroom, 3 beds, 2 bathrooms
27 Sept – 2 Oct
4.86 out of 5 average rating, 21 reviews
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Top guest favourite
Rooms in Park Falls
Shay Gri Lodge, A Quiet North Woods Escape
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 21 reviews
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Top guest favourite
Cabin in Mercer
On ATV Trail & a 3-Lake Chain w/Water Trampoline!
1 bedroom, 4 beds, 1 bathroom
18–23 Sept
4.99 out of 5 average rating, 72 reviews
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Top guest favourite
Home in Manitowish Waters
Red Pine Point
2 bedrooms, 2 beds, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 32 reviews