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Search results; Over 1,000 homes in Plain

Top guest favourite
Farm stay in Plain
Grateful Farms Cabin: Hills, Creek, Gorgeous Views
1 bedroom, 2 beds, 1 private bathroom
17–22 Aug
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4.95 out of 5 average rating, 245 reviews
Top guest favourite
Farm stay in Hill Point
Ridgetop Retreat
4 bedrooms, 5 beds
23–28 Aug
4.98 out of 5 average rating, 126 reviews
Top guest favourite
Flat in Spring Green
TB2 Apartment
2 bedrooms, 4 beds
27 Sept – 2 Oct
4.92 out of 5 average rating, 288 reviews
Guest favourite
Cabin in Merrimac
Lakeview Cabin> Unique Mid-Century Tucked in Bluff
3 bedrooms, 3 queen beds
30 Aug – 4 Sept
4.92 out of 5 average rating, 274 reviews
Superhost
Flat in Spring Green
The Yellow House - Upstairs
2 bedrooms, 2 beds
13–18 Aug
4.94 out of 5 average rating, 17 reviews
Guest favourite
Home in Baraboo
Fireside Lodge | 1930s Retreat near Devil's Lake
2 bedrooms, 6 beds
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cabin in North Freedom
Unique Timber Frame home in Baraboo Bluffs area
3 bedrooms, 6 beds
16–21 Aug
4.95 out of 5 average rating, 314 reviews
Guest favourite
Cabin in Baraboo
Fireside Cabin 8 | Baraboo • Dells Cabin | Pets OK
1 bedroom, 2 beds
23–28 Aug
4.97 out of 5 average rating, 32 reviews
Top guest favourite
Cabin in Wisconsin Dells
Family Fun Retreat w/Hot Tub & Treehouse WI.
7 bedrooms, 13 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 76 reviews
Guest favourite
Flat in Avoca
Farm in the Driftless | Private + Family-Friendly
1 bedroom, 3 beds
13–18 Sept
4.86 out of 5 average rating, 21 reviews
Top guest favourite
Home in Richland Center
Twin Pines Ridgetop Home
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 142 reviews
Top guest favourite
Tiny home in Richland Center
Walnut Cabin w/Sauna-Dog Friendly
1 bedroom, 1 queen bed
16–21 Aug
4.96 out of 5 average rating, 211 reviews
Top guest favourite
Cabin in Richland Center
Ash Creek Retreat
2 bedrooms, 3 beds
16–21 Aug
5.0 out of 5 average rating, 88 reviews
Guest suite in Wisconsin Dells
✦ Glacier Canyon Resort ✦ 3 Bedroom Deluxe Suite✦
3 bedrooms, 5 beds
1–6 Nov
4.8 out of 5 average rating, 279 reviews
Guest favourite
Guest suite in Loganville
Village Cozy Suite
2 bedrooms, 3 beds
16–21 Aug
4.92 out of 5 average rating, 117 reviews
Top guest favourite
Cabin in Lone Rock
✧Driftless Chalet✧ Secluded cabin on 5 acres
2 bedrooms, 2 beds
6–11 Nov
4.97 out of 5 average rating, 236 reviews
Top guest favourite
Cabin in Baraboo
Elina's Cabin
3 bedrooms, 4 beds
13–18 Sept
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Cabin in Baraboo
Sauna | Hot Tub | EV+ | Luxury | Cozy | Private
2 bedrooms, 2 king beds
13–18 Sept
4.98 out of 5 average rating, 114 reviews
Guest favourite
Cabin in Richland Center
The Driftless Escape! Modern, large cabin/57 acres
3 bedrooms, 5 beds
19–24 Oct
4.9 out of 5 average rating, 156 reviews