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Search results; 401 homes in Chester

Top guest favourite
Home in Chester
Brant Lake Escape
4 bedrooms, 10 beds, 2 private bathrooms
21–26 Sept
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5.0 out of 5 average rating, 63 reviews
Top guest favourite
Home in Chester
Lakefront - 4 Bedroom 3 Bath home on Brandt Lake
4 bedrooms, 6 beds, 3 bathrooms
1–6 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Cabin in Chester
Relaxing and peaceful Cabin on Brant Lake.
5 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
4.96 out of 5 average rating, 24 reviews
Guest favourite
Home in Wentworth
Lakeside getaway on Lake Madison
2 bedrooms, 3 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 42 reviews
Home in Chester
Lakeside Oasis on Brant Lake
3 bedrooms, 3 beds, 1 bathroom
1–6 Sept
4.83 out of 5 average rating, 59 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, 124 reviews
Top guest favourite
Cabin in Wentworth
Walk to the Lake 2 Bedroom. 2 Bath.
2 bedrooms, 4 beds, 1 bathroom
8–13 Sept
5.0 out of 5 average rating, 36 reviews
Resort in Wentworth
#26 Lakes Lodge - Charming 2-room suite
1 bedroom, 2 beds, 1 bathroom
1–6 Sept
4.71 out of 5 average rating, 14 reviews
Guest favourite
Cabin in Wentworth
Lake Madison Cabin
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
4.81 out of 5 average rating, 79 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
Guest favourite
Guest house in Madison
Cabin By The Lake
3 bedrooms, 5 beds, 1.5 bathrooms
21–26 Sept
4.87 out of 5 average rating, 23 reviews
Superhost
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, 115 reviews
Resort in Wentworth
#20 Lakes Lodge - Charming 1 Room Suite (Handicap)
1 bedroom, 3 beds, 1 bathroom
8–13 Sept
4.54 out of 5 average rating, 13 reviews
Guest favourite
Home in Sioux Falls
Pinecone Acres Lodge w/ Hot Tub - Sleeps 9
3 bedrooms, 5 beds, 3 bathrooms
1–6 Sept
4.94 out of 5 average rating, 16 reviews
Home in Madison
Beautiful recently remodeled year round lake home!
4 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
4.8 out of 5 average rating, 20 reviews
Top guest favourite
Guest suite in Madison
715 N Egan Residence
1 bedroom, 1 bed, 1 bathroom
29 Sept – 4 Oct
4.98 out of 5 average rating, 61 reviews
Top guest favourite
Home in Madison
Enjoy Our Newly Renovated Home: Summit Splendor
3 bedrooms, 3 queen beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Guest suite in Sioux Falls
Luxury Suite • Private Yard • Hot Tub • King Bed
1 bedroom, 1 king bed, 1 bathroom
18–23 Sept
4.99 out of 5 average rating, 273 reviews
Home in Madison
The Joesphine Jewel
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept