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Search results; 437 homes in Chester

Guest favourite
Cabin in Chester
Relaxing and peaceful Cabin on Brant Lake.
5 bedrooms, 5 beds, 3 private bathrooms
20–25 Jul
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4.95 out of 5 average rating, 22 reviews
Home in Chester
Lakefront - 4 Bedroom 3 Bath home on Brandt Lake
4 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Home in Chester
Brant Lake Escape
4 bedrooms, 10 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Cabin in Wentworth
Intimate lake-side cabin with cozy outdoor space
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.99 out of 5 average rating, 117 reviews
Guest favourite
Home in Wentworth
Lakeside getaway on Lake Madison
2 bedrooms, 3 beds, 1 bathroom
18–23 Jul
4.95 out of 5 average rating, 39 reviews
Home in Wentworth
May's Cozy Lakefront Cabin: 5 Beds, Sleeps 8-12
5 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
New place to stay
Top guest favourite
Cabin in Wentworth
Walk to the Lake 2 Bedroom. 2 Bath.
2 bedrooms, 4 beds, 1 bathroom
3–8 Aug
5.0 out of 5 average rating, 31 reviews
Top guest favourite
Guest suite in Madison
715 N Egan Residence
1 bedroom, 1 bed, 1 bathroom
19–24 Jul
4.98 out of 5 average rating, 54 reviews
Home in Chester
Lakeside Oasis on Brant Lake
3 bedrooms, 3 beds, 1 bathroom
11–16 Aug
4.83 out of 5 average rating, 58 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, 45 reviews
Top guest favourite
Home in Madison
The Ranch!
2 bedrooms, 4 beds, 1.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 20 reviews
Superhost
Home in Wentworth
Black Bear Lodge Lake Madison
6 bedrooms, 8 beds, 3.5 bathrooms
19–24 Jul
4.92 out of 5 average rating, 114 reviews
Guest favourite
Guest house in Madison
Cabin By The Lake
3 bedrooms, 5 beds, 1.5 bathrooms
26–31 Jul
4.85 out of 5 average rating, 20 reviews
Resort in Wentworth
#26 Lakes Lodge - Charming 2-room suite
1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
4.71 out of 5 average rating, 14 reviews
Home in Madison
The Joesphine Jewel
4 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Cabin in Wentworth
Lake Madison Cabin
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Aug
4.82 out of 5 average rating, 77 reviews
Top guest favourite
Home in Hartford
Under The Oak Tree 2BR Home & Garage in Hartford
2 bedrooms, 3 beds, 1 bathroom
18–23 Jul
5.0 out of 5 average rating, 47 reviews
Guest favourite
Home in Sioux Falls
Family Fun House Theater, Pool Table + Mini Golf
4 bedrooms, 5 beds, 1.5 bathrooms
26–31 Jul
4.91 out of 5 average rating, 35 reviews
Top guest favourite
Guest house in Brandon
Oak Ridge Hideaway apartment
1 bedroom, 4 beds, 1 bathroom
6–11 Aug
4.96 out of 5 average rating, 101 reviews