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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
Superhost
Flat in Spring Green
The Yellow House - Upstairs
2 bedrooms, 2 beds, 1 bathroom
30 Sept – 5 Oct
4.94 out of 5 average rating, 17 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
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
Room in Baraboo
AL.Ringling Mansion & Brewery. AL’s Bedroom.
1 king bed, 1 bathroom
20–25 Sept
4.9 out of 5 average rating, 121 reviews
Top guest favourite
Flat in Spring Green
TB2 Apartment
2 bedrooms, 4 beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 288 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
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 Loganville
King Bedroom/Private Hot tub/Cozy Living Room
2 bedrooms, 2 beds, 1 bathroom
7–12 Sept
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, 2 bathrooms
16–21 Aug
4.95 out of 5 average rating, 314 reviews
Top guest favourite
Home in Baraboo
Secluded Patio! Game Room! Fire Pit! Hot Tub!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.97 out of 5 average rating, 153 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
Cabin in Merrimac
Quiet, Peaceful A-Frame Chalet
3 bedrooms, 3 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 42 reviews
Top guest favourite
Home in Arena
Stunning Wisconsin Retreat on Active Farm!
3 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 58 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
Campsite in Spring Green
Romantic & Fun Glamping at Wilson Creek Getaway
1 queen bed, No bathroom
14–19 Aug
4.88 out of 5 average rating, 17 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
Home in Hillsboro
Hillsboro Driftless Guesthouse is cozy for you!
2 bedrooms, 3 beds, 1 bathroom
18–23 Aug
4.98 out of 5 average rating, 91 reviews