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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
2–7 Aug
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4.95 out of 5 average rating, 242 reviews
Top guest favourite
Home in Spring Green
Spring Green's Grand Shanty
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2 bathrooms
2–7 Aug
Cabin in Hill Point
Amish Country Lodge/Hot-Tub/Wrap Around Porch
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Home in Spring Green
Downtown Spring Green Oasis | Steps to Park & Golf
4.96 out of 5 average rating, 159 reviews, 4 bedrooms, 6 beds, 2.5 bathrooms
30 Aug – 4 Sept
Top guest favourite
Barn in Spring Green
The Zoo Barn! Pool, Hot Tub, Bball/Pkbl, Theater
4.96 out of 5 average rating, 24 reviews, 5 bedrooms, 12 beds, 4 bathrooms
16–21 Aug
Top guest favourite
Farm stay in Hill Point
Ridgetop Retreat
4.98 out of 5 average rating, 121 reviews, 4 bedrooms, 5 beds, 1 bathroom
12–17 Jul
Guest favourite
Home in Prairie du Sac
The Abbey Mansion
5.0 out of 5 average rating, 17 reviews, 6 bedrooms, 8 beds, 3.5 bathrooms
26–31 Jul
Guest favourite
Campsite in Spring Green
Romantic & Fun Glamping at Wilson Creek Getaway
4.88 out of 5 average rating, 17 reviews, 1 bed, No bathroom
10–15 Jul
Top guest favourite
Flat in Spring Green
Luxury Retreat in Prime Downtown Location
4.96 out of 5 average rating, 79 reviews, 2 bedrooms, 4 beds, 1 bathroom
2–7 Aug
Home in Baraboo
Devil's Lake Getaway - New Listing Summer 2026
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 6 beds, 4.5 bathrooms
8–13 Sept
Top guest favourite
Home in Spring Green
MCM Influenced Home- *Sauna*
4.96 out of 5 average rating, 125 reviews, 3 bedrooms, 3 beds, 2 bathrooms
19–24 Jul
Superhost
Home in Prairie du Sac
Carriage House
4.85 out of 5 average rating, 13 reviews, 2 bedrooms, 2 beds, 1 bathroom
11–16 Jul
Top guest favourite
Earthen home in Spring Green
Forest Retreat in Earth Home 10 Min from APT
4.97 out of 5 average rating, 93 reviews, 1 bedroom, 3 beds, 1 bathroom
26–31 Jul
Top guest favourite
Cabin in North Freedom
Unique Timber Frame home in Baraboo Bluffs area
4.95 out of 5 average rating, 307 reviews, 3 bedrooms, 6 beds, 2 bathrooms
18–23 Jul
Top guest favourite
Flat in Spring Green
TB2 Apartment
4.92 out of 5 average rating, 282 reviews, 2 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
Home in Baraboo
Bluffside Retreat on 70 Acres | Winery Next Door
New place to stay, 3 bedrooms, 3 beds, 2.5 bathrooms
26–31 Jul
Guest favourite
Home in Spring Green
Beautiful home in Spring Green
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 5 beds, 3.5 bathrooms
2–7 Aug
Guest favourite
Home in Loganville
KwikStay: The Small-Town Ranch Style Home
4.92 out of 5 average rating, 65 reviews, 4 bedrooms, 5 beds, 2 bathrooms
31 Aug – 5 Sept
Top guest favourite
Guest suite in Spring Green
Spring Green River Pines
4.92 out of 5 average rating, 183 reviews, 2 bedrooms, 2 beds, 1 bathroom
3–8 Oct