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Search results; 494 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
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
Top guest favourite
Home in Chester
Brant Lake Escape
5.0 out of 5 average rating, 63 reviews, 4 bedrooms, 10 beds, 2 bathrooms
14–19 Sept
Guest favourite
Home in Wentworth
Lakeside getaway on Lake Madison
4.95 out of 5 average rating, 39 reviews, 2 bedrooms, 3 beds, 1 bathroom
18–23 Jul
Top guest favourite
Cabin in Wentworth
Intimate lake-side cabin with cozy outdoor space
4.99 out of 5 average rating, 117 reviews, 2 bedrooms, 2 beds, 1 bathroom
20–25 Aug
Home in Wentworth
May's Cozy Lakefront Cabin: 5 Beds, Sleeps 8-12
New place to stay, 5 bedrooms, 5 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Guest suite in Madison
715 N Egan Residence
4.98 out of 5 average rating, 55 reviews, 1 bedroom, 1 bed, 1 bathroom
21–26 Jul
Home in Chester
Lakeside Oasis on Brant Lake
4.83 out of 5 average rating, 58 reviews, 3 bedrooms, 3 beds, 1 bathroom
11–16 Aug
Top guest favourite
Cabin in Wentworth
Walk to the Lake 2 Bedroom. 2 Bath.
5.0 out of 5 average rating, 32 reviews, 2 bedrooms, 4 beds, 1 bathroom
30 Jul – 4 Aug
Top guest favourite
Home in Hartford
Under The Oak Tree 2BR Home & Garage in Hartford
5.0 out of 5 average rating, 48 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
Guest favourite
Cabin in Wentworth
"Off the Hook" Year Round Lake Madison Cabin
4.91 out of 5 average rating, 45 reviews, 2 bedrooms, 8 beds, 1 bathroom
5–10 Oct
Top guest favourite
Home in Madison
The Ranch!
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 4 beds, 1.5 bathrooms
31 Aug – 5 Sept
Guest favourite
Guest house in Madison
Cabin By The Lake
4.85 out of 5 average rating, 20 reviews, 3 bedrooms, 5 beds, 1.5 bathrooms
26–31 Jul
Top guest favourite
Cabin in Wentworth
Lake Madison Cabin
4.82 out of 5 average rating, 77 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Aug
Guest favourite
Home in Madison
Amazing Madison House near DSU
4.89 out of 5 average rating, 55 reviews, 3 bedrooms, 3 beds, 2 bathrooms
20–25 Jul
Guest favourite
Home in Wentworth
Black Bear Lodge Lake Madison
4.92 out of 5 average rating, 114 reviews, 6 bedrooms, 8 beds, 3.5 bathrooms
19–24 Jul
Resort in Wentworth
#26 Lakes Lodge - Charming 2-room suite
4.71 out of 5 average rating, 14 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Guest favourite
Place to stay in Sioux Falls
Private Guest Suite in Historic Home
4.93 out of 5 average rating, 46 reviews, 1 bedroom, 2 beds, 1 bathroom
26–31 Jul
Guest favourite
Home in Sioux Falls
The Happy Place
4.94 out of 5 average rating, 597 reviews, 2 bedrooms, 2 beds, 1 bathroom
9–14 Aug