Photo by Gabriel Rahl

Milwaukie holiday rentals

We found 1,290 holiday rentals — enter your dates for availability

Select from 39 homes, 12 cottages and other holiday rentals in Milwaukie to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include cable TV and a washer and dryer. At the end of the day, you're sure to find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Explore the lakeside setting in Milwaukie

The lake and other outdoor surroundings create an inviting atmosphere in Milwaukie. This city's sporting events, shopping and cafes draw many visitors. Oregon Convention Center and Moda Center are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Milwaukie

Do you want to find things to do during your stay? Venture out of your cosy holiday rental and experience everything that makes Milwaukie a fun place to get away to. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Eastmoreland Golf Course (1.9 mi / 3.1 km)
  • Oaks Amusement Park (2.1 mi / 3.4 km)
  • Bike N Hike (2.3 mi / 3.6 km)
  • Oswego Hills Vineyard and Winery (4.4 mi / 7.1 km)
  • Oregon Zoo (5.6 mi / 9.1 km)
  • Rose City Golf Course (6.7 mi / 10.8 km)

Exploring the natural landscape of Milwaukie

Whether you're looking for adventure or just want to spend some time taking in the scenery, Milwaukie is a great place to get out in nature. These are a few of the area's most stunning natural features, all within 30 miles (48.2 km) of the city centre:

  • Westmoreland Park (1.4 mi / 2.3 km)
  • Sellwood Riverfront Park (1.9 mi / 3.1 km)
  • Crystal Springs Rhododendron Garden (2.3 mi / 3.6 km)
  • Woodstock Park (2.9 mi / 4.7 km)
  • Mt Scott Park (3.5 mi / 5.6 km)
  • Willamette River (4 mi / 6.4 km)

Transport to and around Milwaukie

The nearest airport is in Portland International Airport (PDX), located 10.1 mi (16.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Milwaukie when booking a holiday home?
One of the more desired areas to book a holiday property in Milwaukie is Oatfield. Discover your dream stay with Stayz and explore this area as a local.
What is the most popular type of holiday home accommodation in Milwaukie?
The most popular types of holiday homes in Milwaukie are houses. After something a little different? Stayz has numerous options to match our guests’ needs, so you’ll see holiday properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a holiday home in Milwaukie?
A range of factors influence the price of a holiday home in Milwaukie, such as the length of stay, type of property and season. However, all Stayz homes have one thing in common — unbeatable value. Just enter your travel dates to find your perfect fit.
How much does it cost to rent a beach house in Milwaukie?
Prices for beach houses in Milwaukie may vary depending on the size and type of the property and when you plan to travel. Simply enter your travel dates into Stayz and the number of guests to view your holiday home options and prices. From there you can use the filters to narrow your search by ratings, amenities and more.
Are there pet-friendly holiday homes in Milwaukie?
Pack a tug toy and treats for your beloved pooch because Milwaukie has 30 stays that throw out the welcome mat to pets. Let your furriest pal join in with the family fun at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and dates, then check the “Pets allowed” filter box.
What are popular home amenities in Milwaukie?
A nearby waterfront, a barbecue grill and a garden top the list of most popular home amenities in Milwaukie. Whether you’re taking to the road by yourself, with a partner or a group of dear friends, Stayz can help you find a holiday home that suits your style with all the conveniences you’re looking for.
Are there large group holiday homes in Milwaukie?
With two holiday homes that can host 10 guests or more in Milwaukie, you won’t have to leave anyone off your invite list. From family holidays to special events like birthday parties and weddings, Stayz can help you find a large group home that fits the occasion.
Are there holiday homes in Milwaukie that welcome kids?
With 30 family-friendly holiday homes to choose from in Milwaukie, now is a superb time to introduce your children to the thrills of travel. Simply click on our “Properties good for families” filter to browse stays that come with amenities perfect for families on the move, such as dining rooms, swimming pools, bunk beds and entertainment units.
What are the top attractions for families in Milwaukie?
Keeping the kids happy during your stay in Milwaukie is a snap with these top family-friendly attractions:

  • Oregon Zoo
  • Oregon Museum of Science and Industry
  • Oaks Amusement Park

Are there one-bedroom holiday homes in Milwaukie?
You can pick from eight one-bedroom homes in Milwaukie. Whether you’re looking for a townhouse or a condo, our one-bedroom homes are ideal if you don’t need a huge amount of space. One of the main perks of having your own digs? You won’t ever need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Milwaukie?
Gather your besties and enjoy total privacy and comfort in one of the seven two-bedroom holiday homes Milwaukie has to offer.
Are there holiday homes with WiFi in Milwaukie?
Milwaukie has 12 holiday homes with WiFi, so you’ll be able to stay connected when you’re away. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming movie blockbusters to writing and sending emails, these Stayz homes make it a cinch to get online.
How can I find holiday homes with air conditioning in Milwaukie?
Pick your travel dates and then make use of the filters to look for holiday homes with air conditioning in Milwaukie on Stayz. With 25 air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.
How old do you have to be to rent a holiday home in Milwaukie?
It’s advisable to check with the Milwaukie holiday home you’re looking at on Stayz as age restrictions vary. However, it’s typically 16, 18 or 21.
How long can I rent a holiday home in Milwaukie for?
The amount of time you can stay in a Milwaukie holiday home for is up to each property. Simply enter your dates of travel to browse available options offering extended stays. They feature all the things you need to make your extended holiday more comfortable such as kitchens and air conditioning. Some Stayz holiday homes may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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