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Search results; Over 1,000 homes in Rolling Prairie

Top guest favourite
Home in Rolling Prairie
Rustic & Cozy House in the Woods - Sleeps 10
4 bedrooms, 5 beds, 3 private bathrooms
18–23 Aug
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4.96 out of 5 average rating, 215 reviews
Top guest favourite
Tiny home in New Carlisle
Cozy Cabin 2.0 Mins from Michigan’s Harbor Country
1 bedroom, 1 bed, 1 bathroom
5–10 Jul
4.99 out of 5 average rating, 210 reviews
Top guest favourite
Home in New Carlisle
The Hudson 14mi to New Buffalo!
2 bedrooms, 2 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 49 reviews
Guest favourite
Home in La Porte
Stone's Throw Lake House
3 bedrooms, 3 beds, 1 bathroom
12–17 Jul
4.96 out of 5 average rating, 28 reviews
Top guest favourite
Home in New Buffalo
New Buffalo Getaway: Hot Tub + Fire Pit
4 bedrooms, 6 beds, 2 bathrooms
12–17 Jul
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Guest house in New Buffalo
Rainbows End 🌈 Puryear
1 double bed, 1 bathroom
12–17 Jul
4.97 out of 5 average rating, 505 reviews
Guest favourite
Home in Galien
Waldron Schoolhouse 30 min to Notre Dame
3 bedrooms, 4 beds, 1 bathroom
7–12 Jul
4.93 out of 5 average rating, 87 reviews
Top guest favourite
Home in New Carlisle
Millie's Rose Cottage
3 bedrooms, 5 beds, 1 bathroom
2–7 Aug
4.98 out of 5 average rating, 43 reviews
Guest favourite
Campsite in La Porte
Peaceful Campsite with Creekside Fire Pit
1 bed, No bathroom
13–18 Jul
4.95 out of 5 average rating, 79 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, 567 reviews
Top guest favourite
Home in La Porte
UncleLarrysLakePlace HotTubKayaksPingPong
4 bedrooms, 7 beds, 2.5 bathrooms
31 Aug – 7 Sept
5.0 out of 5 average rating, 169 reviews
Guest favourite
Home in Michigan City
Ideally located! 6mi. Indiana Dunes National Park!
3 bedrooms, 3 beds, 1.5 bathrooms
6–11 Jul
4.89 out of 5 average rating, 28 reviews
Guest favourite
Home in New Carlisle
EC Taylor Coach House
1 bedroom, 1 queen bed, 1 bathroom
6–11 Jul
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Michigan City
Lake Michigan Farm Retreat w/ Yoga Shed & Hot Tub
3 bedrooms, 3 beds, 1.5 bathrooms
27 Sept – 2 Oct
4.93 out of 5 average rating, 405 reviews
Guest favourite
Flat in La Porte
Mainstay Mini
1 double bed, 1 bathroom
15–20 Jul
4.92 out of 5 average rating, 37 reviews
Guest favourite
Home in South Bend
Dogs Stay Free! 3 Bedroom Lakefront House
3 bedrooms, 5 beds, 1 bathroom
26–31 Jul
5.0 out of 5 average rating, 5 reviews
Cabin in Buchanan
Spacious and relaxing cabin near multiple beaches.
3 bedrooms, 4 beds, 1.5 bathrooms
19–24 Jul
New place to stay
Top guest favourite
Home in Three Oaks
The Bank- Historic Charm | Modern Stay
3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 23 reviews
Top guest favourite
Home in Union Pier
Nordic cabin in the woods
5 bedrooms, 14 beds, 3.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 7 reviews