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Search results; Over 1,000 homes in Kendall

Top guest favourite
Tent in Kendall
Driftless Glamping on a Bluff
1 bedroom, 0.5 private bathroom
20–25 Sept
,
4.91 out of 5 average rating, 149 reviews
Superhost
Home in Camp Douglas
GrandBadgerResort - Indoor Pool/Golf Sim/Sleeps 30
6 bedrooms, 19 beds, 8 bathrooms
1–6 Oct
New place to stay
Guest favourite
Home in Ontario
Broken Windmill Inn Ontario Farm Retreat
4 bedrooms, 8 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 54 reviews
Home in Elroy
Relaxation Ridge
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
New place to stay
Guest favourite
Farm stay in Wilton
Dorset Valley Trailside Inn
6 bedrooms, 7 beds, 6 bathrooms
17–22 Sept
5.0 out of 5 average rating, 27 reviews
Top guest favourite
Home in New Lisbon
The Pickle Barn - Indoor Pickleball & Basketball
6 bedrooms, 14 beds, 5 bathrooms
5–10 Oct
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Hillsboro
The Brewery House
5 bedrooms, 11 beds, 3.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 33 reviews
Guest favourite
Home in Mauston
Country Calm Poolside Haven
4 bedrooms, 5 beds, 2 bathrooms
20–25 Sept
4.88 out of 5 average rating, 26 reviews
Guest favourite
Home in New Lisbon
Fall Fun | Lakefront | Golf | Sleeps 16+ | 4 Kings
6 bedrooms, 12 beds, 4 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Cabin in Kendall
Spring Bank Cabin
2 bedrooms, 4 beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 130 reviews
Top guest favourite
Home in Necedah
The Land in the Pines-Cabin
6 bedrooms, 12 beds, 4 bathrooms
25–30 Oct
4.99 out of 5 average rating, 75 reviews
Top guest favourite
Home in Wilton
Driftless Area Country House
5 bedrooms, 7 beds, 3 bathrooms
27 Sept – 2 Oct
4.96 out of 5 average rating, 23 reviews
Top guest favourite
Cottage in Ontario
Cozy stay at base of Wildcat Mt- Driftless Hygge!
3 bedrooms, 5 beds, 2 bathrooms
25–30 Nov
4.99 out of 5 average rating, 161 reviews
Top guest favourite
Home in Union Center
Charming country home - great vacation area.
3 bedrooms, 4 beds, 1 bathroom
28 Sept – 3 Oct
4.99 out of 5 average rating, 146 reviews
Home in La Farge
Rockton Retreat: Your Driftless Kickapoo Getaway
2 bedrooms, 6 beds, 1 bathroom
29 Sept – 4 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Juneau County
Beach•Arcade•Hot tub•Putting Green•Dog-friendly!
5 bedrooms, 12 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cabin in Wisconsin Dells
Family Fun Retreat w/Hot Tub & Treehouse WI.
7 bedrooms, 13 beds, 2 bathrooms
16–21 Sept
5.0 out of 5 average rating, 82 reviews
Guest favourite
Bungalow in Wonewoc
Colorful getaway in friendly Driftless village
3 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.89 out of 5 average rating, 91 reviews
Top guest favourite
Home in Hillsboro
Hillsboro Driftless Guesthouse is cozy for you!
2 bedrooms, 3 beds, 1 bathroom
15–20 Sept
4.98 out of 5 average rating, 97 reviews