Owner Direct Vacation
Rentals in Milwaukie
The Best Owner Direct Vacation Rentals in Milwaukie. Explore thousands of vacation home rentals, large cabins, and villas near Milwaukie
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Explore the Best Milwaukie Vacation Homes
Looking for the perfect place to stay in Milwaukie? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic Milwaukie character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find Milwaukie Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near Milwaukie
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Popular Neighborhoods for Milwaukie Vacation Rentals
What are the best areas to stay in Milwaukie
Discover the top neighborhoods in Milwaukie and choose a place that suits your stay.
Tuesday Feb 24
Milwaukie, Oregon
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our Milwaukie vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near Milwaukie
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How to Reserve Your Milwaukie Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Milwaukie Vacation Rental FAQs
1. What are the top vacation rentals in 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!
- Haven Guesthouse in Milwaukie - 2 Bedroom & 2 Bathroom with Fenced Backyard
- Cowboy Cabana! Hot Tub and Ping Pong! Cozy 3 bedroom home.
- Fantastic Private Single Level Casita, New Decor and Furnishing, Covered Patio, 2 Blocks to Hospital
- Luxury River Retreat
- Hillside House: Epic 5 bedroom 2 bath oasis - Game room, pool table, spa & sauna
2. Which vacation homes in Milwaukie are best for families?
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:
3. How many vacation rentals are available in Milwaukie?
Currently, the total number of properties listed in 2026 is over 138 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.