Skip to content
214 stays

Stays in Rolling Prairie

Enter dates and number of guests to see the total price per night.
Check travel restrictions before booking.
Please review and follow government travel guidelines.
Learn more
SUPERHOST
Entire house in Lakeville
Country Getaway/Indoor Outdoor Fun!/Hot Tub!
16+ guests7 bedrooms15 beds2.5 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.97 out of 5;71 reviews
SUPERHOST
Entire house in Buchanan
Beautiful RETREAT in the country
8 guests3 bedrooms4 beds1.5 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.90 out of 5;137 reviews
SUPERHOST
Entire cottage in New Buffalo
DESIGNER LUXURY COTTAGE HEATED POOL
12 guests4 bedrooms10 beds3 bathrooms
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;52 reviews
SUPERHOST
Entire house in Union Pier
Union Pier 6 bedroom luxury rental with pool!
16+ guests6 bedrooms12 beds4 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.97 out of 5;33 reviews
SUPERHOST
Entire cottage in Union Pier
Windjammer Cottage Relaxation with Pool!
8 guests4 bedrooms6 beds3 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.97 out of 5;71 reviews
Entire cottage in Lakeside
Fun Duplex Sleeps 20-200Yds Beach-Pool/HotTub&More
16+ guests8 bedrooms11 beds4 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.74 out of 5;24 reviews
Entire house in Three Oaks
Peaceful Three Oaks Townhouse with pool
8 guests2 bedrooms3 beds1.5 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.58 out of 5;126 reviews
Entire house in Grand Beach
Grand Beach Home w/Pool & Hot Tub on Lake Michigan
16+ guests6 bedrooms11 beds4 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.50 out of 5;6 reviews
Entire apartment in Michigan City
Sheridan Beach Condo with Lake Michigan Views
4 guests2 bedrooms3 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Entire cottage in Lakeside
Cozy & Spacious Sleeps 2-10, Steps to Beach, Spa
10 guests4 bedrooms5 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.43 out of 5;14 reviews
SUPERHOST
Entire guest house in Michigan City
Charming Country Coach House
4 guests2 bedrooms2 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 4.99 out of 5;69 reviews
Entire house in Three Oaks
NEW LISTING! Cherry Beach Pool House
10 guests3 bedrooms7 beds2.5 bathrooms
Air conditioningWifiKitchenFree parking
Entire apartment in New Buffalo
Condo in New Buffalo MI. 49117 "Beach Town"
4 guests2 bedrooms3 beds1.5 bathrooms
Air conditioningKitchenFree parking
Rating 4.82 out of 5;14 reviews
Entire house in Union Pier
Home w/Pool & Hot Tub, 1.5 Mi to Lake Michigan!
8 guests3 bedrooms5 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;7 reviews
Private room in South Bend
Bedroom 2 - 2.3 miles from Notre Dame
2 guests1 bedroom1 bed1 shared bathroom
Air conditioningWifiFree parking
Rating 4.76 out of 5;86 reviews
SUPERHOST
Entire house in Union Pier
★ Family Friendly Retreat ★
8 guests3 bedrooms5 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.94 out of 5;17 reviews
Entire cottage in Union Pier
NEW! Modern Home w/ Pool & Hot Tub, Walk to Beach!
8 guests2 bedrooms5 beds2 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.75 out of 5;4 reviews
SUPERHOST
Entire house in Niles
4 Bedroom Country Home Near Notre Dame
10 guests4 bedrooms4 beds2.5 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.94 out of 5;97 reviews
Entire cottage in Michiana Shores
Lake House Retreat
10 guests4 bedrooms5 beds3 bathrooms
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;5 reviews
SUPERHOST
Private room in Union Pier
Home w/lots of amenities Rm C, The Geography Room
2 guests1 bedroom2 beds1.5 shared bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.92 out of 5;51 reviews
120 of 214 places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.