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Search results; 908 homes in Pleasant Prairie

Top guest favourite
Home in Pleasant Prairie
Lake Michigan Spa Escape-Sauna-Hot Tub-Massage-Gym
3 bedrooms, 4 beds, 2.5 bathrooms
20–25 Sept
5.0 out of 5 average rating, 23 reviews
Guest favourite
Loft in Kenosha
The Mica Inn: Kenosha's most spacious lodging!
4 bedrooms, 8 beds, 2 bathrooms
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Dome in Pleasant Prairie
Unique Dome Home Golf Range Experience by the Lake
4 bedrooms, 8 beds, 2.5 bathrooms
15–20 Sept
4.86 out of 5 average rating, 114 reviews
Top guest favourite
Home in Kenosha
Southside Ranch
3 bedrooms, 3 beds, 2.5 bathrooms
17–22 Sept
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Kenosha
Estate on 1 Acre. Fall getaway w/Hot Tub-Sleeps 16
5 bedrooms, 9 beds, 4 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 308 reviews
Top guest favourite
Serviced apartment in Kenosha
Captain’s Quarters Kenosha Wi
2 bedrooms, 4 beds, 1 bathroom
19–24 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Home in Kenosha
Spectacular Lake Michigan views
3 bedrooms, 5 beds, 2 bathrooms
15–20 Sept
5.0 out of 5 average rating, 52 reviews
Home in Zion
Secluded Retreat with Workspaces & Nature Trails
3 bedrooms, 3 beds, 2 bathrooms
17–22 Oct
4.62 out of 5 average rating, 117 reviews
Top guest favourite
Home in Pleasant Prairie
Breathtaking view @lakefront
3 bedrooms, 8 beds, 2 bathrooms
27 Oct – 1 Nov
5.0 out of 5 average rating, 28 reviews
Home in Zion
Beautiful & Cozy, Sears Home.
5 bedrooms, 9 beds, 2 bathrooms
5–10 Oct
4.7 out of 5 average rating, 119 reviews
Top guest favourite
Home in Kenosha
Kenosha Retreat - Created to help you Relax
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 19 reviews
Guest favourite
Home in Kenosha
Bekahs Boho House
2 bedrooms, 3 beds, 1 bathroom
1–6 Oct
4.88 out of 5 average rating, 84 reviews
Guest favourite
Home in Kenosha
Cozy Cape Cod Retreat near the Lake
3 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.91 out of 5 average rating, 56 reviews
Top guest favourite
Home in Winthrop Harbor
The Harbor House - Amazing!
3 bedrooms, 6 beds, 2.5 bathrooms
14–19 Sept
4.97 out of 5 average rating, 38 reviews
Top guest favourite
Home in Beach Park
"Magnolia Farmhouse" inspired 4-bedroom home
4 bedrooms, 5 beds, 2 bathrooms
7–12 Nov
4.96 out of 5 average rating, 360 reviews
Top guest favourite
Home in Kenosha
Sister House Cottage, Screened Porch, Kid Friendly
3 bedrooms, 5 beds, 1 bathroom
20–25 Sept
4.99 out of 5 average rating, 87 reviews
Top guest favourite
Cottage in Trevor
The Lakehouse-3bdr/Lakefront/Wi-Fi
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 165 reviews
Top guest favourite
Home in Winthrop Harbor
Harbor Haven/Near Base/Great America/Game Room/Gym
3 bedrooms, 5 beds, 2 bathrooms
3–8 Oct
4.98 out of 5 average rating, 56 reviews