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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, 218 reviews
Top guest favourite
Home in Three Oaks
The Bank- Historic Charm | Modern Stay
5.0 out of 5 average rating, 26 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
9–14 Aug
Guest favourite
Flat in La Porte
8 Mi to Lake Michigan: Creative Retreat w/ Deck!
5.0 out of 5 average rating, 5 reviews, 1 bedroom, 2 beds, 1 bathroom
16–21 Aug
Top guest favourite
Home in New Carlisle
Luxury home with pool.
5.0 out of 5 average rating, 55 reviews, 5 bedrooms, 7 beds, 3.5 bathrooms
21–26 Sept
Top guest favourite
Home in New Buffalo
New Buffalo Getaway: Hot Tub + Fire Pit
4.96 out of 5 average rating, 54 reviews, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Aug
Guest favourite
Home in Three Oaks
Three Oaks City Escape with Fenced Yard & Firepit
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 2 beds, 1 bathroom
30 Aug – 4 Sept
Guest favourite
Home in New Carlisle
Relaxing Lake House Convenient to Notre Dame
4.85 out of 5 average rating, 13 reviews, 3 bedrooms, 3 beds, 2 bathrooms
17–22 Dec
Top guest favourite
Home in La Porte
Lakefront Pine Lake Cottage w/Private Dock
5.0 out of 5 average rating, 16 reviews, 3 bedrooms, 4 beds, 2 bathrooms
6–11 Sept
Superhost
Home in Michiana Shores
Wooded Family Retreat House with beach access
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
26–31 Aug
Top guest favourite
Farm stay in La Porte
Cabin on Swede Hill
4.99 out of 5 average rating, 540 reviews, 1 bedroom, 2 beds, 1 bathroom
1–6 Oct
Top guest favourite
Home in La Porte
Aunt Betty's Lakeside Abode, Hot Tub Steam Shower
4.98 out of 5 average rating, 247 reviews, 3 bedrooms, 5 beds, 2.5 bathrooms
22–27 Aug
Guest favourite
Cabin in Michigan City
Cabin in the Woods - Trails & Pet Friendly!
4.95 out of 5 average rating, 574 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Sept
Top guest favourite
Tiny home in Michigan City
Cozy casita
4.9 out of 5 average rating, 10 reviews, 1 bedroom, 4 beds, 1 bathroom
9–14 Aug
Superhost
Home in Michigan City
The Lake Escape - 5 Mins from beach, casino, & zoo
4.87 out of 5 average rating, 191 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
13–18 Sept
Guest favourite
Home in New Buffalo
Woodsy Beach Escape
5.0 out of 5 average rating, 17 reviews, 3 bedrooms, 6 beds, 1.5 bathrooms
24–29 Aug
Guest favourite
Home in Michigan City
Ideally located! 6mi. Indiana Dunes National Park!
4.89 out of 5 average rating, 35 reviews, 3 bedrooms, 3 beds, 1.5 bathrooms
3–8 Aug
Superhost
Home in Michigan City
Home near the lake with an inground pool
4.9 out of 5 average rating, 98 reviews, 3 bedrooms, 9 beds, 2 bathrooms
18–23 Aug
Top guest favourite
Cabin in Michigan City
The Little House at Tryon Farm
4.97 out of 5 average rating, 302 reviews, 2 bedrooms, 3 beds, 1.5 bathrooms
23–28 Aug
Top guest favourite
Home in La Porte
New! Modern lakeside retreat-hot tub-trails-kayak
5.0 out of 5 average rating, 23 reviews, 3 bedrooms, 6 beds, 2 bathrooms
16–21 Aug