filters

Search results; Over 1,000 homes in Rolling Prairie

Photo 1 of 29
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
,
4.95 out of 5 average rating, 224 reviews
Photo 1 of 29
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
Photo 1 of 29
Home in La Porte
Spacious Farmhouse Retreat/ Game Room+ More
4 bedrooms, 5 beds, 3 bathrooms
11–16 Oct
New place to stay
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 28
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
Photo 1 of 29
Top guest favourite
Home in Three Oaks
The Walnut House, Michigan Woods Retreat
4 bedrooms, 7 beds, 2 bathrooms
20–25 Sept
4.97 out of 5 average rating, 248 reviews
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 29
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
Photo 1 of 28
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
Photo 1 of 29
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
Photo 1 of 29
Top guest favourite
Home in New Carlisle
The Hudson 14mi to New Buffalo!
2 bedrooms, 2 queen beds, 1 bathroom
28 Sept – 3 Oct
5.0 out of 5 average rating, 64 reviews
Photo 1 of 29
Top guest favourite
Townhouse in New Buffalo
PumpHouse- Walk Everywhere! Private porch firepit!
1 bedroom, 2 beds, 1 bathroom
27 Sept – 2 Oct
4.92 out of 5 average rating, 297 reviews
Photo 1 of 10
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
Photo 1 of 22
Home in La Porte
The Red Door Retreat
2 bedrooms, 2 queen beds, 1 bathroom
4–9 Oct
New place to stay