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300+ stays

Stays in Rolling Prairie

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SUPERHOST
Entire guest house in New Buffalo
"Tiny House" Guest House Under the Oak Trees
3 guests1 bedroom1 bed1 bathroom
Air conditioningWifiKitchenFree parking
Rating 4.98 out of 5;162 reviews
SUPERHOST
Entire guest suite in Grand Beach
Walk to Beach - Charming Grand Beach Studio
2 guests1 bedroom1 bed1 bathroom
Air conditioningWifiFree parking
Rating 4.99 out of 5;94 reviews
SUPERHOST
Entire cottage in New Buffalo
Puryear
2 guestsStudio1 bed1 bathroom
Air conditioningKitchenFree parking
Rating 4.92 out of 5;132 reviews
SUPERHOST
Entire apartment in Michigan City
Tryon Country Retreat
3 guests1 bedroom2 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;33 reviews
SUPERHOST
Entire house in Michigan City
Beautiful beach bungalow with hiking and hot tub!
6 guests2 bedrooms2 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 4.96 out of 5;114 reviews
SUPERHOST
Entire cabin in Michigan City
Nature's resting place
4 guests1 bedroom2 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;26 reviews
SUPERHOST
Entire flat in La Porte
Second Floor Apartment sitting on Pine Lake
3 guests1 bedroom1 bed1 bathroom
Air conditioningWifiKitchenFree parking
Rating 4.95 out of 5;260 reviews
SUPERHOST
Entire flat in La Porte
Above the Old general store
5 guests2 bedrooms4 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 4.81 out of 5;52 reviews
Barn in Buchanan
Laughing Orchard and Asparagus Farm
2 guestsStudio2 beds1 bathroom
KitchenFree parking
Rating 5.0 out of 5;3 reviews
SUPERHOST
Private room in South Bend
Green Room-No Kitchen--Memorial/Downtown/ND
1 guest1 bedroom1 bed1 shared bathroom
Air conditioningWifi
Rating 5.0 out of 5;14 reviews
SUPERHOST
Entire house in La Porte
The Buckeye - City Farmhouse
6 guests3 bedrooms4 beds1.5 bathrooms
Air conditioningWifiKitchenFree parking
Rating 4.95 out of 5;39 reviews
SUPERHOST
Farm stay in La Porte
Cabin on Swede Hill
4 guests1 bedroom2 beds1 bathroom
Air conditioningKitchenFree parking
Rating 5.0 out of 5;219 reviews
Entire flat in South Bend
West Side Gem-5min drive to Downtown & 10 to ND
4 guests1 bedroom2 beds1 bathroom
Air conditioningKitchen
Rating 4.61 out of 5;99 reviews
SUPERHOST
Entire cabin in Michigan City
Relax and unwind at the Cottage in the Woods
5 guests2 bedrooms3 beds1 bathroom
Air conditioningWifiKitchenFree parking
Rating 4.77 out of 5;96 reviews
SUPERHOST
Entire cabin in New Carlisle
Cozy Cabin Minutes from Michigan's Harbor Country
2 guestsStudio1 bed1 bathroom
Air conditioningFree parking
Rating 4.96 out of 5;49 reviews
SUPERHOST
Entire house in Lakeside
Beautiful New Retreat in Lakeside - Walk to Beach
4 guests1 bedroom2 beds1.5 bathrooms
Air conditioningWifiKitchenFree parking
Rating 5.0 out of 5;11 reviews
Room in boutique hotel in Michigan City
The Brewery Lodge King Delux Suite
2 guests1 bedroom2 beds1 private bathroom
Air conditioningWifiFree parking
Rating 4.83 out of 5;6 reviews
Barn in Niles
R Creekside Glamp Camp...a room with a view!
4 guests2 bedrooms2 beds1 bathroom
WifiFree parking
Rating 5.0 out of 5;47 reviews
SUPERHOST
Entire guest suite in Three Oaks
Woodland Retreat - private deluxe 2 bed suite
4 guests2 bedrooms2 beds1 bathroom
Air conditioningWifiFree parking
Rating 4.95 out of 5;22 reviews
SUPERHOST
Entire guest suite in Three Oaks
Maddie’s Place - Deluxe Guest Suite
2 guests1 bedroom1 bed1 bathroom
Air conditioningWifiFree parking
Rating 4.95 out of 5;55 reviews
120 of 300+ places to stay
Enter dates to see full pricing. Additional fees apply. Taxes may be added.