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Search results; Over 1,000 homes in Rolling Prairie

Guest favourite
Home in Rolling Prairie
Rustic & Cozy House in the Woods - Sleeps 10
4 bedrooms, 5 beds, 3 private bathrooms
19–24 Aug
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4.95 out of 5 average rating, 219 reviews
Top guest favourite
Tiny home in Michigan City
The Pocket House - A Getaway Surrounded by Nature
1 bedroom, 4 beds, 1 bathroom
23–28 Aug
4.97 out of 5 average rating, 31 reviews
Top guest favourite
Camper van/Motorhome in Westville
1971 Airstream Camper
1 bedroom, 6 beds, 1 bathroom
16–21 Aug
5.0 out of 5 average rating, 17 reviews
Top guest favourite
Cabin in New Carlisle
Cozy Cabin 3.0 Mins from Michigan Harbor Country
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
5.0 out of 5 average rating, 12 reviews
Guest favourite
Tiny home in Michigan City
Cozy casita
1 bedroom, 2 bunk beds, 1 bathroom
9–14 Aug
4.91 out of 5 average rating, 11 reviews
Top guest favourite
Cabin in Michiana
Luxury Cabin Getaway •2 min to Beach• 1hr Chicago
4 bedrooms, 6 beds, 2 bathrooms
21–26 Sept
4.96 out of 5 average rating, 246 reviews
Guest favourite
Cabin in Michigan City
Cabin in the Woods - Trails & Pet Friendly!
1 bedroom, 2 beds, 1 bathroom
7–12 Sept
4.95 out of 5 average rating, 574 reviews
Guest favourite
Home in Galien
Waldron Schoolhouse 30 min to Notre Dame
3 bedrooms, 4 beds, 1 bathroom
29 Sept – 4 Oct
4.93 out of 5 average rating, 91 reviews
Superhost
Boutique hotel in Michigan City
King Junior Suite - 203
2 beds, 1 bathroom
6–11 Aug
4.78 out of 5 average rating, 51 reviews
Top guest favourite
Cabin in Michigan City
The Little House at Tryon Farm
2 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
4.97 out of 5 average rating, 305 reviews
Top guest favourite
Guest house in New Buffalo
Rainbows End 🌈 Plensa
1 king bed, 1 bathroom
6–11 Sept
4.96 out of 5 average rating, 694 reviews
Guest favourite
Barn in South Bend
Cozy 1835 Barn Apartment
1 bedroom, 1 bed, 1 bathroom
9–14 Aug
4.89 out of 5 average rating, 94 reviews
Guest favourite
Farm stay in New Carlisle
Relaxing Glamping Experience in a Tiny Cabin
4 beds, 1 bathroom
12–17 Sept
4.91 out of 5 average rating, 242 reviews
Guest favourite
Home in La Porte
Stone Lake Lookout
3 bedrooms, 5 beds, 2 bathrooms
13–18 Sept
4.9 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Michigan City
Snazzer's Cozy Corner For 2
1 bedroom, 1 bed, 1.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 14 reviews
Top guest favourite
Bungalow in Chesterton
Charming Country Cottage
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 118 reviews
Guest favourite
Home in Chesterton
South Shore Studio Apartment {National Park}
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
4.83 out of 5 average rating, 417 reviews
Top guest favourite
Barn in Stevensville
The Blue Barn - A cozy country getaway!
2 bedrooms, 3 beds, 1 bathroom
4–9 Oct
5.0 out of 5 average rating, 208 reviews
Top guest favourite
Barn in Buchanan
Bella Stalla Barndominium Country Estate Getaway
2 bedrooms, 4 beds, 1 bathroom
13–18 Sept
4.96 out of 5 average rating, 79 reviews