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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, 1 bathroom
23–28 Aug
4.98 out of 5 average rating, 126 reviews
Guest favourite
Guest suite in Loganville
Village Cozy Suite
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 117 reviews
Guest favourite
Cabin in Merrimac
Lakeview Cabin> Unique Mid-Century Tucked in Bluff
3 bedrooms, 3 queen beds, 2 bathrooms
30 Aug – 4 Sept
4.92 out of 5 average rating, 274 reviews
Top guest favourite
Tiny home in Richland Center
Walnut Cabin w/Sauna-Dog Friendly
1 bedroom, 1 queen bed, 1 bathroom
16–21 Aug
4.96 out of 5 average rating, 211 reviews
Guest favourite
Cabin in Baraboo
Fireside Cabin 8 | Baraboo • Dells Cabin | Pets OK
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 32 reviews
Guest favourite
Flat in Avoca
Farm in the Driftless | Private + Family-Friendly
1 bedroom, 3 beds, 1 bathroom
13–18 Sept
4.86 out of 5 average rating, 21 reviews
Top guest favourite
Camper van/Motorhome in Hill Point
Big R’s Retreat 2 Secluded with HOT TUB
2 bedrooms, 2 beds, 1 bathroom
16–21 Aug
4.92 out of 5 average rating, 173 reviews
Guest favourite
Home in Baraboo
Fireside Lodge | 1930s Retreat near Devil's Lake
2 bedrooms, 6 beds, 1.5 bathrooms
16–21 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Tiny home in Baraboo
Fireside Cabin 1a | Vaulted Pine, w/Bunks & ADA
2 bedrooms, 3 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 29 reviews
Top guest favourite
Home in Spring Green
The Yellow Farm
3 bedrooms, 4 beds, 1.5 bathrooms
18–23 Oct
4.88 out of 5 average rating, 90 reviews
Guest favourite
Cabin in Richland Center
The Driftless Escape! Modern, large cabin/57 acres
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
4.9 out of 5 average rating, 156 reviews
Top guest favourite
Home in Dodgeville
Quaint Secluded Country Home
2 bedrooms, 2 beds, 1 bathroom
23–28 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cabin in North Freedom
Unique Timber Frame home in Baraboo Bluffs area
3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 314 reviews
Top guest favourite
Cabin in Richland Center
Ash Creek Retreat
2 bedrooms, 3 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Cabin in Lone Rock
✧Driftless Chalet✧ Secluded cabin on 5 acres
2 bedrooms, 2 beds, 1 bathroom
6–11 Nov
4.97 out of 5 average rating, 236 reviews
Top guest favourite
Room in Reedsburg
Farm Bed & Breakfast
3 beds, 1 bathroom
21–26 Aug
4.96 out of 5 average rating, 51 reviews
Top guest favourite
Home in Muscoda
River Front Cottage
3 bedrooms, 6 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 91 reviews
Top guest favourite
Home in Barneveld
Brigham View
4 bedrooms, 6 beds, 2 bathrooms
30 Aug – 4 Sept
4.98 out of 5 average rating, 50 reviews