Trips to Milwaukie

There are a lot of options in Milwaukie. If you plan on staying in the Milwaukie area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Milwaukie:

• Beautiful Art Filled Home 15 minutes to Downtown
• Cozy Modern Farmhouse, King bed, great yard, pets!
• Crossroads Country Cottage
• 3BR river-view with deck, grill, & firepit
• Charming Portland Home, Walk to Light Rail!
• Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
• Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital
• Charming 1-bedroom apt; cleaned with non-toxic, plant based cleaning products
• The Urban Nature Hideaway w/Garden Sauna Retreat
• Milwaukie Guest Apartment – Quiet Retreat Near Portland w/Infrared Sauna

If you are looking for a family-friendly vacation home in Milwaukie, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Milwaukie:

• Dog-Friendly Milwaukie Townhome | Creek Access
• Riverside at the Riverhouse
• Milwaukie Inn Portland South

Currently, the total number of properties listed in 2026 is over 150 in the Milwaukie area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Milwaukie.