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Search results; 930 homes in Pleasant Prairie

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Superhost
Dome in Pleasant Prairie
Unique Dome Home Golf Range Experience by the Lake
4 bedrooms, 8 beds, 2.5 private bathrooms
19–24 Sept
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4.86 out of 5 average rating, 114 reviews
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Top guest favourite
Home in Pleasant Prairie
Lake Michigan Spa Escape-Sauna-Hot Tub-Massage-Gym
3 bedrooms, 4 beds, 2.5 bathrooms
7–12 Oct
5.0 out of 5 average rating, 25 reviews
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Top guest favourite
Flat 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
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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
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Guest favourite
Loft in Kenosha
The Mica Inn: Kenosha's most spacious lodging!
4 bedrooms, 8 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 7 reviews
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Top guest favourite
Home in Kenosha
Spectacular Lake Michigan views
3 bedrooms, 5 beds, 2 bathrooms
21–26 Sept
5.0 out of 5 average rating, 52 reviews
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Home in Kenosha
Charming Brick Tudor Near the Lake | Kenosha Gem
5 bedrooms, 6 beds, 2.5 bathrooms
19–24 Sept
New place to stay
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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
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Guest favourite
Flat in Beach Park
The Beach Park Retreat
2 bedrooms, 3 beds, 1 bathroom
18–23 Oct
4.9 out of 5 average rating, 147 reviews
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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, 309 reviews
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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, 166 reviews
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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, 88 reviews
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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
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Home in Gurnee
Spacious Luxury 5BR Oasis | Navy · Six Flags· Golf
5 bedrooms, 6 beds, 2.5 bathrooms
24–29 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Cabin in Lake Villa
Nikoleit Deeplake Cabin
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.85 out of 5 average rating, 13 reviews
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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
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Top guest favourite
Home in Beach Park
B’s Farmhouse Cottage 2-bedroom duplex.
2 bedrooms, 2 queen beds, 1 bathroom
3–8 Oct
4.98 out of 5 average rating, 276 reviews
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Superhost
Home in Kenosha
Modern! Pro Cleaned, Self Check In - Sleeps 10
3 bedrooms, 5 beds, 1.5 bathrooms
19–24 Sept
4.92 out of 5 average rating, 174 reviews
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Guest favourite
Home in Kenosha
Cozy Cape Cod Retreat near the Lake
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 56 reviews