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Search results; 464 homes in Chester

Guest favourite
Cabin in Chester
Relaxing and peaceful Cabin on Brant Lake.
5 bedrooms, 5 beds, 3 private bathrooms
27 Sept – 2 Oct
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4.92 out of 5 average rating, 25 reviews
Top guest favourite
Home in Chester
Lakefront - 4 Bedroom 3 Bath home on Brandt Lake
4 bedrooms, 6 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Home in Chester
Brant Lake Escape
4 bedrooms, 10 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 66 reviews
Guest favourite
Home in Wentworth
Lakeside getaway on Lake Madison
2 bedrooms, 3 beds, 1 bathroom
16–21 Sept
4.95 out of 5 average rating, 42 reviews
Guest favourite
Cabin in Wentworth
Intimate lake-side cabin with cozy outdoor space
2 bedrooms, 2 beds, 1 bathroom
25–30 Sept
4.98 out of 5 average rating, 126 reviews
Home in Chester
Lakeside Oasis on Brant Lake
3 bedrooms, 3 beds, 1 bathroom
13–18 Sept
4.82 out of 5 average rating, 60 reviews
Top guest favourite
Cabin in Wentworth
Walk to the Lake 2 Bedroom. 2 Bath.
2 bedrooms, 8 beds, 1 bathroom
12–17 Sept
5.0 out of 5 average rating, 37 reviews
Guest favourite
Home in Wentworth
Black Bear Lodge Lake Madison
6 bedrooms, 8 beds, 3.5 bathrooms
18–23 Sept
4.92 out of 5 average rating, 118 reviews
Guest favourite
Guest house in Madison
Cabin By The Lake
3 bedrooms, 5 beds, 1.5 bathrooms
11–16 Oct
4.88 out of 5 average rating, 24 reviews
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
Resort in Wentworth
#17 Lakes Lodge - Charming 1 Room Suite
1 bedroom, 3 beds, 1 bathroom
1–6 Apr
4.8 out of 5 average rating, 10 reviews
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, 3 reviews
Guest favourite
Cabin in Wentworth
Lake Madison Cabin
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.81 out of 5 average rating, 79 reviews
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
Top guest favourite
Home in Madison
Enjoy Our Newly Renovated Home: Summit Splendor
3 bedrooms, 3 queen beds, 2 bathrooms
13–18 Sept
5.0 out of 5 average rating, 31 reviews
Guest favourite
Home in Baltic
Ranch House: 70 Acres, Horses, Hot tub, Sleeps 15
5 bedrooms, 10 beds, 5 bathrooms
13–18 Sept
4.93 out of 5 average rating, 81 reviews
Top guest favourite
Home in Madison
The Ranch!
2 bedrooms, 4 beds, 1.5 bathrooms
30 Oct – 4 Nov
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Flat in Sioux Falls
Private Home for your rest and leisure!
1 queen bed, 1 bathroom
28 Sept – 3 Oct
4.98 out of 5 average rating, 648 reviews
Guest favourite
Cabin in Madison
Salty Pirate Cabin on Lake Madison
2 bedrooms, 3 beds, 1 bathroom
28 Sept – 3 Oct
4.91 out of 5 average rating, 104 reviews