Vacation Rentals

Fully renovated! It doesn’t get closer to OSF than this! Enjoy a relaxing getaway at the Pioneer House. Originally built in 1904, this historic home is one of three located on the property. Just one block from the theatre, you’ll also have easy access to dining, wine tasting, and shopping. Private, off street parking makes this home extra special in a charming downtown neighborhood.

Availability Calendar

To book via the Availability Calendar, click on available room / date blocks below.

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	February 2026
RoomsSleeps	SA 14	SU 15	MO 16	TU 17	WE 18	TH 19	FR 20	SA 21	SU 22	MO 23	TU 24	WE 25	TH 26	FR 27
Pioneer Craftsman House8	X	X	$195	$195	X	X	X	X	X	X	X	$195	$195	$215
Pioneer North6	X	$160	$160	$160	$160	$160	$185	$185	$160	$160	$160	$160	$160	$185
Pioneer South8	$185	$160	$160	$160	$160	$160	X	X	$160	$160	$160	$160	X	X
Pioneer Compound North & South14	X	$295	$295	$295	$295	$295	X	X	$295	$295	$295	$295	X	X
Pioneer Mega Craftsman, North and South22	X	X	$495	$495	X	X	X	X	X	X	X	$495	X	X