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Search results; 425 homes in Chester

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Guest favourite
Cabin in Chester
Relaxing and peaceful Cabin on Brant Lake.
5 bedrooms, 5 beds, 3 private bathrooms
1–6 Oct
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4.92 out of 5 average rating, 25 reviews
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Top guest favourite
Home in Chester
Brant Lake Escape
4 bedrooms, 10 beds, 2 bathrooms
26–31 Oct
5.0 out of 5 average rating, 67 reviews
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Top guest favourite
Home in Chester
Lakefront - 4 Bedroom 3 Bath home on Brandt Lake
4 bedrooms, 6 beds, 3 bathrooms
1–6 Oct
5.0 out of 5 average rating, 10 reviews
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Guest favourite
Home in Wentworth
Lakeside getaway on Lake Madison
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.95 out of 5 average rating, 43 reviews
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Top guest favourite
Cabin in Wentworth
Walk to the Lake 2 Bedroom. 2 Bath.
2 bedrooms, 8 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 37 reviews
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Home in Chester
Lakeside Oasis on Brant Lake
3 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.82 out of 5 average rating, 60 reviews
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Guest favourite
Cabin in Wentworth
Intimate lake-side cabin with cozy outdoor space
2 bedrooms, 2 beds, 1 bathroom
1–6 Oct
4.98 out of 5 average rating, 126 reviews
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Home in Wentworth
May's Cozy Lakefront Cabin: 5 Beds, Sleeps 8-12
5 bedrooms, 5 beds, 2 bathrooms
21–26 Dec
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Cabin in Wentworth
"Off the Hook" Year Round Lake Madison Cabin
2 bedrooms, 8 beds, 1 bathroom
5–10 Oct
4.91 out of 5 average rating, 47 reviews
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Guest favourite
Home in Wentworth
Black Bear Lodge Lake Madison
6 bedrooms, 8 beds, 3.5 bathrooms
4–9 Oct
4.92 out of 5 average rating, 118 reviews
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Resort in Wentworth
#19 Lakes Lodge - Charming 2-room suite
1 bedroom, 2 beds, 1 bathroom
1–6 Oct
4.81 out of 5 average rating, 27 reviews
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Superhost
Guest house in Madison
Cabin By The Lake
3 bedrooms, 5 beds, 1.5 bathrooms
1–6 Oct
4.84 out of 5 average rating, 25 reviews
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Guest favourite
Cabin in Madison
Salty Pirate Cabin on Lake Madison
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.91 out of 5 average rating, 104 reviews
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Guest favourite
Cabin in Wentworth
Lake Madison Cabin
2 bedrooms, 2 queen beds, 1 bathroom
1–6 Oct
4.81 out of 5 average rating, 79 reviews
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Guest favourite
Home in Wentworth
Cozy Lake Getaway
3 bedrooms, 3 beds, 2 bathrooms
1–6 Jan
4.91 out of 5 average rating, 11 reviews
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Guest favourite
Home in Baltic
Ranch House: 70 Acres, Horses, Hot tub, Sleeps 15
5 bedrooms, 10 beds, 5 bathrooms
6–11 Oct
4.93 out of 5 average rating, 82 reviews
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Superhost
Home in Sioux Falls
Urban Cabin 4BR Near Airport & Falls Park
4 bedrooms, 5 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 3 reviews
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Resort in Wentworth
#20 Lakes Lodge - Charming 1 Room Suite (Handicap)
1 bedroom, 3 beds, 1 bathroom
1–6 Oct
4.54 out of 5 average rating, 13 reviews
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Top guest favourite
Home in Madison
Enjoy Our Newly Renovated Home: Summit Splendor
3 bedrooms, 3 queen beds, 2 bathrooms
4–9 Oct
5.0 out of 5 average rating, 32 reviews