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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
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
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 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
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
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
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
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
Superhost
Home in Baraboo
Slope&Stable | Pickleball, Hot tub, Sauna, Arcade
3 bedrooms, 5 beds, 2 bathrooms
17–22 Oct
4.94 out of 5 average rating, 53 reviews
Top guest favourite
Hotel room in Spring Green
Rose Room - Steampunk Manor Bed & Breakfast
1 bedroom, 1 bed, 1 bathroom
13–18 Sept
4.97 out of 5 average rating, 378 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 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
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
Guest favourite
Barn in Wisconsin Dells
12 ppl | Wild Oak Barndo. Hot Tub. Sauna. Trails
4 bedrooms, 7 beds, 2 bathrooms
30 Aug – 4 Sept
4.93 out of 5 average rating, 191 reviews
Guest suite in Wisconsin Dells
✦ Glacier Canyon Resort ✦ 3 Bedroom Deluxe Suite✦
3 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.8 out of 5 average rating, 279 reviews
Campsite in Spring Green
Romantic & Fun Glamping at Wilson Creek Getaway
1 queen bed, No bathroom
13–18 Aug
4.88 out of 5 average rating, 17 reviews