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Search results; 407 homes in Chester

Guest favourite
Cabin in Chester
Relaxing and peaceful Cabin on Brant Lake.
5 bedrooms, 5 beds, 3 private bathrooms
18–23 Aug
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4.96 out of 5 average rating, 24 reviews
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, 7 reviews
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
Resort in Wentworth
#14 Lakes Lodge - Charming 2-room suite
1 bedroom, 2 beds, 1 bathroom
11–16 Aug
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Wentworth
Lakeside getaway on Lake Madison
2 bedrooms, 3 beds, 1 bathroom
30 Aug – 4 Sept
4.95 out of 5 average rating, 40 reviews
Home in Chester
Lakeside Oasis on Brant Lake
3 bedrooms, 3 beds, 1 bathroom
13–18 Aug
4.83 out of 5 average rating, 58 reviews
Guest favourite
Cabin in Wentworth
Intimate lake-side cabin with cozy outdoor space
2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
4.98 out of 5 average rating, 121 reviews
Home in Wentworth
May's Cozy Lakefront Cabin: 5 Beds, Sleeps 8-12
5 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 3 reviews
Resort in Wentworth
#17 Lakes Lodge - Charming 1 Room Suite
1 bedroom, 3 beds, 1 bathroom
2–7 Nov
4.8 out of 5 average rating, 10 reviews
Top guest favourite
Cabin in Wentworth
Walk to the Lake 2 Bedroom. 2 Bath.
2 bedrooms, 4 beds, 1 bathroom
24–29 Aug
5.0 out of 5 average rating, 34 reviews
Top guest favourite
Guest suite in Madison
715 N Egan Residence
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Cabin in Wentworth
Lake Madison Cabin
2 bedrooms, 2 queen beds, 1 bathroom
9–14 Sept
4.82 out of 5 average rating, 78 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, 46 reviews
Home in Madison
Amazing Madison House near DSU
3 bedrooms, 3 queen beds, 2 bathrooms
1–6 Sept
4.86 out of 5 average rating, 57 reviews
Top guest favourite
Home in Sioux Falls
Inspiration Ranch-HOT TUB/lower unit/SUPER CLEAN!!
2 bedrooms, 5 beds, 1 bathroom
7–12 Sept
4.97 out of 5 average rating, 421 reviews
Guest favourite
Home in Wentworth
Black Bear Lodge Lake Madison
6 bedrooms, 8 beds, 3.5 bathrooms
22–27 Aug
4.92 out of 5 average rating, 115 reviews
Guest favourite
Loft in Flandreau
Bend In the River AirBnB
2 bedrooms, 2 queen beds, 1 bathroom
23–28 Aug
4.95 out of 5 average rating, 233 reviews
Guest favourite
Home in Sioux Falls
The Comfy Place
2 bedrooms, 3 beds, 1 bathroom
24–29 Aug
4.86 out of 5 average rating, 1118 reviews
Top guest favourite
Home in Madison
The Ranch!
2 bedrooms, 4 beds, 1.5 bathrooms
16–21 Sept
5.0 out of 5 average rating, 26 reviews