Welcome To Ashland's

Favorite Family Lodging!


Cute Cottages in Downtown Ashland, Oregon


Fully appointed private cottages • full kitchens • queen beds • fireplaces
• jacuzzi tubs • spacious living and dining rooms • patios with gas barbeque grills and outdoor dining • off-street parking • a short walk to restaurants, Oregon Shakespeare Festival theaters, Lithia Park, and boutique shops.



We specialize in vacation rentals for  Families and Groups.
Rent one or more cottages.



White picket fences, bright blooming window boxes and Beautiful gardens greet you when you enter Oak Street Cottages' lovely grounds. It's our home away from home when we come to Ashland to see the OSF plays!

— Doris O., Sacramento, CA

Oak Street Cottages are nestled in downtown Ashland, we're just a few doors down from the Oregon Shakespeare Festival theaters, the downtown Ashland plaza and beautiful Lithia Park. Relax and unwind as you enjoy your family and friends in the privacy of your own cottage. Let the historic Oak Street Cottages be your family's home away from home!