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:

• Remodeled Guesthouse with separate Riverfront Patio and dock+river access
• Beautiful Art Filled Home 15 minutes to Downtown
• Cozy Modern Farmhouse, King bed, great yard, pets!
• Crossroads Country Cottage
• Charming Portland Home, Walk to Light Rail!
• Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital
• Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
• Hillside House: Epic 5 bedroom 2 bath oasis - Game room, pool table, spa & sauna
• Spectacular Pet Friendly Forested Retreat, Game Room w/Ping Pong, Gorgeous Patio Under the Trees
• Charming 1-bedroom apt; cleaned with non-toxic, plant based cleaning products

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:

• Riverside at the Riverhouse
• Kings Row Inn
• Elegant Dutch Colonial Guesthouse w/EV Charging

Currently, the total number of properties listed in 2026 is over 141 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.