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Search results; Over 1,000 homes in Rolling Prairie

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Top guest favourite
Home in Rolling Prairie
Rustic & Cozy House in the Woods - Sleeps 10
4 bedrooms, 5 beds, 3 private bathrooms
18–23 Oct
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4.95 out of 5 average rating, 224 reviews
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Top guest favourite
Home in New Carlisle
Luxury home with pool.
5 bedrooms, 7 beds, 3.5 bathrooms
28 Nov – 3 Dec
5.0 out of 5 average rating, 64 reviews
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Home in La Porte
Spacious Farmhouse Retreat/ Game Room+ More
4 bedrooms, 5 beds, 3 bathrooms
11–16 Oct
New place to stay
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Guest favourite
Home in New Buffalo
New buffalo Farmstead main home pool hot tub
6 bedrooms, 8 queen beds, 2 bathrooms
30 Oct – 4 Nov
4.94 out of 5 average rating, 143 reviews
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Guest favourite
Home in La Porte
Stone's Throw Lake House
3 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.89 out of 5 average rating, 38 reviews
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Guest favourite
Home in Grand Beach
Heated Pool til 10/31 | Sauna | Hot Tub | Luxe
6 bedrooms, 11 beds, 4.5 bathrooms
27 Sept – 2 Oct
4.92 out of 5 average rating, 37 reviews
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Superhost
Home in La Porte
Living Well
3 bedrooms, 5 beds, 2 bathrooms
27 Sept – 2 Oct
4.85 out of 5 average rating, 52 reviews
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Top guest favourite
Home in La Porte
Private Nature Retreat Abutting MI Harbor Country
5 bedrooms, 10 beds, 4 bathrooms
27 Sept – 2 Oct
4.94 out of 5 average rating, 54 reviews
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Top guest favourite
Home in New Carlisle
Millie's Rose Cottage
3 bedrooms, 5 beds, 1 bathroom
27 Sept – 2 Oct
4.96 out of 5 average rating, 54 reviews
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Superhost
Home in South Bend
Hot Tub | 2 Game Rooms | Indoor Playground | 17ppl
5 bedrooms, 12 beds, 3 bathrooms
27 Sept – 2 Oct
New place to stay
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Guest favourite
Place to stay in La Porte
Angel Room Christmas 365
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
4.91 out of 5 average rating, 46 reviews
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Top guest favourite
Home in La Porte
"Party on Pine" Pontoon Boat, Hot Tub & Games!
6 bedrooms, 12 beds, 3 bathrooms
20–25 Sept
5.0 out of 5 average rating, 97 reviews
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Top guest favourite
Barn in La Porte
Beautiful Barn (sleeps 16)
5 bedrooms, 16 beds, 3 bathrooms
20–25 Sept
4.93 out of 5 average rating, 61 reviews
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Top guest favourite
Home in Three Oaks
Dog Friendly Downtown Three Oaks Cottage! Fenced!
2 bedrooms, 2 queen beds, 1 bathroom
20–25 Sept
4.98 out of 5 average rating, 173 reviews
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Guest favourite
Home in New Buffalo
Sport Court, Putting Green, Hot Tub, Arcade, Games
5 bedrooms, 8 beds, 3 bathrooms
27 Sept – 2 Oct
4.97 out of 5 average rating, 64 reviews
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Top guest favourite
Home in Three Oaks
Oly's Cottage, Steps from Journeyman and Acorn!
3 bedrooms, 4 beds, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 26 reviews
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Guest favourite
Home in La Porte
New! Modern lakeside retreat-hot tub-trails-kayak
3 bedrooms, 6 beds, 2 bathrooms
20–25 Sept
5.0 out of 5 average rating, 32 reviews
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Top guest favourite
Flat in La Porte
Stay on State 2 bed
2 bedrooms, 2 king beds, 1 bathroom
1–6 Oct
4.95 out of 5 average rating, 57 reviews
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Top guest favourite
Bungalow in New Buffalo
Beautiful garden oasis w/HOT TUB & screened porch!
3 bedrooms, 4 beds, 2 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 187 reviews