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Search results; Over 1,000 homes in Kendall

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Top guest favourite
Campsite in Kendall
Driftless Bluff Glamping Cabin, Peaceful, Secluded
1 bedroom, 3 beds, 1 private bathroom
11–16 Oct
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4.9 out of 5 average rating, 167 reviews
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Superhost
Home in Camp Douglas
GrandBadgerResort - Indoor Pool/Golf Sim/Sleeps 30
6 bedrooms, 19 beds, 8 bathrooms
4–9 Oct
New place to stay
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Guest favourite
Home in Ontario
Broken Windmill Inn Ontario Farm Retreat
4 bedrooms, 8 beds, 2 bathrooms
4–9 Oct
4.96 out of 5 average rating, 54 reviews
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Home in Elroy
Little House on the Trail.
2 bedrooms, 2 beds, 1 bathroom
3–8 Oct
New place to stay
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Top guest favourite
Farm stay in Wilton
Dorset Valley Trailside Inn
6 bedrooms, 7 beds, 6 bathrooms
11–16 Oct
5.0 out of 5 average rating, 28 reviews
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Home in Elroy
Relaxation Ridge
2 bedrooms, 2 queen beds, 1 bathroom
11–16 Oct
New place to stay
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Top guest favourite
Home in Hillsboro
Hillsboro Driftless Guesthouse is cozy for you!
2 bedrooms, 3 beds, 1 bathroom
3–8 Oct
4.98 out of 5 average rating, 98 reviews
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Top guest favourite
Home in Union Center
Charming country home - great vacation area.
3 bedrooms, 4 beds, 1 bathroom
12–17 Oct
4.99 out of 5 average rating, 147 reviews
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Guest favourite
Home in Hillsboro
The Brewery House
5 bedrooms, 11 beds, 3.5 bathrooms
12–17 Oct
5.0 out of 5 average rating, 33 reviews
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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, 20 reviews
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Home in La Farge
Rockton Retreat: Your Driftless Kickapoo Getaway
2 bedrooms, 6 beds, 1 bathroom
1–6 Oct
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Home in Cashton
Country Pleasures Group Getaway
5 bedrooms, 10 beds, 5 bathrooms
1–6 Oct
4.73 out of 5 average rating, 51 reviews
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Top guest favourite
Earthen home in Ontario
Straw Clay Cabin on a Sustainable Farm
2 bedrooms, 2 single beds, WC
1–6 Oct
4.96 out of 5 average rating, 125 reviews
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Top guest favourite
Home in Wilton
Driftless Area Country House
5 bedrooms, 7 beds, 3 bathrooms
11–16 Oct
4.96 out of 5 average rating, 25 reviews
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Guest favourite
Tiny home in Elroy
Emerald Little Lodge Overlooking Woodland Pond
1 bedroom, 1 queen bed, 1 bathroom
11–16 Oct
4.96 out of 5 average rating, 199 reviews
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Guest favourite
Room in Tomah
The First Room "Zimmer Frei"
1 single bed, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 239 reviews
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Top guest favourite
Home in Hillsboro
Driftless Area Hidden Hollow House
3 bedrooms, 6 beds, 1 bathroom
18–23 Oct
4.92 out of 5 average rating, 124 reviews
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Cabin in Tomah
The Haven Cabin, Birch Lake WI Secluded Resort
3 bedrooms, 7 beds, 2 bathrooms
18–23 Oct
4.59 out of 5 average rating, 58 reviews
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Home in New Lisbon
12 Mi to Castle Rock Lake: Serene New Lisbon Home!
3 bedrooms, 4 beds, 2 bathrooms
1–6 Oct
4.92 out of 5 average rating, 13 reviews