Milwaukie vacation rentals

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Discover a selection of 44 homes and other vacation rentals in Milwaukie that are perfect for your trip. Whether you’re staying in a vacation home with a group or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Milwaukie

Showing deals for:Sep 4 - Sep 11

Image gallery for Cottage in Historic Irvington neighborhood near Convention Center and shops!

Exterior detail
9.6 out of 10, Exceptional, (44 reviews)
Exceptional
(44 reviews)

Cottage in Historic Irvington neighborhood near Convention Center and shops!

Portland

8% off
Price is $138
$968 for 7 nights
All fees included
Cottage in Historic Irvington neighborhood near Convention Center and shops!

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Find out more about Milwaukie

Why visit Milwaukie

  • Family-friendly activities: Milwaukie offers a range of fun options for families, ensuring everyone has a memorable time.
  • Scenic parks: The city boasts beautiful parks perfect for outdoor adventures and peaceful strolls.
  • Welcoming locals: Experience the warmth and friendliness of Milwaukie's residents, enhancing your visit.
  • Diverse accommodations: Choose from a variety of vacation rentals, including cozy homes and spacious apartments.
  • Rich cultural scene: Explore vibrant arts centers and local attractions that showcase Milwaukie's unique charm.

Popular types of accommodation in Milwaukie

Explore the charm of Milwaukie with our variety of vacation rentals, including houses, apartments, and condos. Whether you're looking for a cozy bedroom rental or a spacious apartment in Milwaukie, we have options that cater to your needs. Enjoy the convenience of a bedroom apartment in Milwaukie or take in the views from our selection of houses for rent. Your perfect getaway awaits.

  • Houses: The top choice for travelers visiting Milwaukie, these homes offer spacious and comfortable accommodations, perfect for families or groups.
  • Apartments: A popular option for those seeking convenience, apartments provide a home-like atmosphere with essential amenities.
  • Condos: Ideal for a blend of luxury and affordability, condos often feature modern facilities and shared amenities.
  • Cottages: These charming retreats offer a cozy and serene environment, perfect for a peaceful getaway.
  • Villas: A luxurious choice, villas provide ample space and upscale features for an indulgent stay.**

Top attractions near Milwaukie

Milwaukie, Oregon, offers a delightful vacation experience for families and outdoor enthusiasts alike. Visitors can explore urban parks, modern universities, and vibrant arts centers that reflect the city's charm. Whether you're seeking urban adventures or family-friendly activities, Milwaukie has something for everyone. Don't miss out on the unique attractions that make this city a perfect getaway.

  • Oregon Health and Science University: A leading institution in healthcare and education, this university offers a vibrant atmosphere with modern architecture and stunning views of the city, making it a notable stop for those interested in health innovations.
  • Tom McCall Waterfront Park: This scenic park along the Willamette River is perfect for families, featuring walking trails, picnic areas, and beautiful views of the city skyline, ideal for outdoor activities and relaxation.
  • Oregon Museum of Science and Industry: A hands-on science museum that captivates visitors of all ages with engaging exhibits, IMAX films, and interactive displays, making it a fun and educational experience for families.

Things to do recommended for couples

For a romantic getaway in Milwaukie, enjoy a lively concert at McMenamins Crystal Ballroom, take a scenic ride on the Portland Aerial Tram, or savor exquisite wines at Oswego Hills Vineyard and Winery. Each experience offers unique vibes perfect for couples looking to connect.

Things to do recommended for families

Families visiting Milwaukie can have a blast at Oaks Amusement Park, just 2 miles away, with its thrilling rides and games. For some aquatic fun, North Clackamas Aquatic Park offers a splash-tastic day right in Milwaukie, while the nearby Moda Center is perfect for sports enthusiasts.

Things to do recommended for groups

Explore the vibrant Washington Square Mall for shopping and entertainment, visit Powell's City of Books for a literary adventure, and enjoy a show at the Keller Auditorium, perfect for a cultural night out with family and friends—all within a short drive from Milwaukie.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Milwaukie

If you're planning a trip with a group, family, pets, or looking for extended stays, be sure to use the appropriate filters to match your needs. Here are some helpful tips for booking on Vrbo.

  • Traveling to Milwaukie with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Milwaukie with young kids: Traveling with little ones can be quite demanding. It's important to prioritize their comfort and safety, as well as having suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Milwaukie: For many families, a trip just isn’t the same without their furry companions. If that resonates with you, consider exploring Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that everyone feels at home during your stay.
  • Planning for a long term stay visiting Milwaukie: If you're in search of vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to consider including amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Milwaukie

Milwaukie, Oregon, offers a delightful blend of family-friendly activities and vibrant city vibes. Explore nearby areas like Lake Oswego and Willow Creek, where you can enjoy scenic parks and charming neighborhoods. Whether you're seeking outdoor adventures or a romantic getaway, Milwaukie’s welcoming atmosphere and budget-friendly options make it an ideal destination for all types of travelers. Experience the warmth of friendly locals while discovering the rich culture and attractions in and around this lovely city.

  • Portland: Portland, a vibrant metropolis, is a must-visit destination for those looking for a blend of family-friendly activities, outdoor adventures, and urban experiences. Just a short drive from Milwaukie, the city is known for its eclectic neighborhoods, local breweries, and stunning parks. Explore the iconic Pearl District for shopping and dining, or visit the Portland Japanese Garden for a serene escape. The city's proximity to natural wonders like the Columbia River Gorge adds to its allure, providing opportunities for hiking and outdoor exploration. With attractions such as sports stadiums and shopping malls, Portland offers something for everyone, making it a fantastic base for your vacation.
  • Lake Oswego: Located approximately 2 miles from Milwaukie, Lake Oswego is a charming city that boasts a family-friendly atmosphere and a strong sense of community. Travelers will appreciate its picturesque lake, which is perfect for recreational activities such as boating and fishing. The city also offers a variety of shopping centers and educational institutions, making it an ideal spot for both leisure and business-themed visits. Visitors can enjoy the serene urban parks that dot the landscape, providing perfect spots for picnics and leisurely strolls. The blend of natural beauty and urban convenience makes Lake Oswego a delightful destination.
  • Forest Highlands: Just 1 mile from Milwaukie, Forest Highlands is a lovely neighborhood that combines city living with outdoor charm. This area is perfect for families and those looking for an active lifestyle. Enjoy the local shopping centers and educational facilities while being close to nature. The urban parks and nearby river offer opportunities for hiking, biking, and relaxing in serene surroundings. With its welcoming atmosphere and convenient location, Forest Highlands is an excellent spot to explore the best of both city life and the great outdoors.

Best time to go to Milwaukie

If you're planning a trip to Milwaukie, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in April and June to July, while off-peak times, like October to December tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.0°F (5.0°C)Light RainMostly CloudyAverageSlightly Low
February41.4°F (5.2°C)Light RainMostly CloudyAverageSlightly Low
March45.0°F (7.2°C)Light RainMostly CloudyAverageSlightly Low
April49.6°F (9.8°C)Light RainMostly CloudySlightly HighAverage
May56.8°F (13.8°C)Light RainMostly SunnyAverageAverage
June62.4°F (16.9°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
July69.4°F (20.8°C)No Rain (Dry)SunnySlightly HighSlightly High
August70.7°F (21.5°C)No Rain (Dry)SunnyAverageSlightly High
September64.4°F (18.0°C)Light RainMostly SunnyAverageAverage
October54.9°F (12.7°C)Light RainMostly SunnySlightly LowAverage
November45.5°F (7.5°C)Light RainMostly CloudySlightly LowAverage
December39.9°F (4.4°C)Moderate RainMostly CloudySlightly LowAverage

Booking with Vrbo is a breeze

Looking to cut costs on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Also, extending your stay can lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board is a fantastic tool that allows you to design new trips, pick up right where you left off, and easily manage your travel plans. You can find the properties you've saved and booked categorized under Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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. Whether you're planning a family vacation, friends trip or romantic retreat, Vrbo has a great selection of vacation 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

Are you looking for top things to see and do during your stay? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Milwaukie has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

  • Oaks Amusement Park (2.1 mi / 3.4 km)
  • Oswego Hills Vineyard and Winery (4.4 mi / 7.1 km)
  • Oregon Zoo (5.6 mi / 9.1 km)
  • Cayuse Cycles (7.1 mi / 11.4 km)
  • Wineries of Washington County Oregon (7.3 mi / 11.8 km)
  • The Grotto (8 mi / 12.8 km)

Exploring the natural landscape of Milwaukie

Whether you're looking for adventure or just want to appreciate the scenery, Milwaukie is a great place to get outside. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city center:

  • Elk Rock Island (0.9 mi / 1.4 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)
  • Glenwood Park (3.8 mi / 6 km)
  • Willamette River (4 mi / 6.4 km)

Transportation to and around Milwaukie

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

Frequently asked questions

What is the best area to stay in Milwaukie, Oregon, United States of America when booking a vacation rental?
When looking for the best area to stay in Milwaukie, Oregon, you might consider the charming neighborhoods that offer both comfort and access to local attractions. One appealing option is the historic downtown area, where you can enjoy a quaint atmosphere filled with local shops and cafes. The nearby Milwaukie Riverfront Park is a top attraction, providing beautiful views of the Willamette River and a great spot for walking, picnicking, or simply relaxing.

Another attractive neighborhood is the residential area surrounding the Milwaukie Museum, which showcases the rich history of the region. Here, you can find a mix of vacation rentals that provide a cozy home base for exploring. This area is also close to the popular Oak Grove and Tryon Creek State Natural Area, superb for hiking and enjoying nature.

In Milwaukie, you will find a variety of properties ranging from quaint cottages to modern homes, ensuring you can find the superb place to unwind after a day of exploring.
How much does it cost to rent a vacation home in Milwaukie?
Prices for vacation rentals in Milwaukie vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Milwaukie to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Milwaukie vacation house rentals?
You can find great discounts on house rentals in Milwaukie on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of vacation rental accomodation in Milwaukie?
In Milwaukie, vacation houses are the most popular type of rental, with about 36 available throughout the area. These houses typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for comfort during their stay. Additionally, there are several cottages, apartments, and condos available, providing a range of options to suit different preferences. Many of these rentals are situated in quiet neighborhoods, allowing guests to enjoy a peaceful atmosphere while being close to local parks and the scenic Willamette River.
Are there any family house rentals in Milwaukie?
In Milwaukie, Oregon, there are numerous family-friendly house rentals available, with about 28 options throughout the area. Visitors can expect spacious homes featuring amenities such as full kitchens, cozy living rooms, and outdoor areas superb for children to play. Many properties also include conveniences like Wi-Fi and laundry facilities to enhance the family experience.

The neighborhood is close to local parks, such as Milwaukie Riverfront Park, where families can enjoy walking trails, picnic spots, and playgrounds. Additionally, the nearby Clackamas Town Center offers shopping and dining options for a fun day out.
Can I rent a vacation home with a pool or hot tub in Milwaukie?
In Milwaukie, there are several vacation homes available for rent that feature pools and hot tubs. This charming city, located just outside of Portland, offers a blend of suburban tranquility and easy access to urban amenities. Many of the rental properties you can find here come with private pools, spacious outdoor areas, and hot tubs, creating an ideal setting for relaxation and family gatherings.

Travelers can also expect amenities like fully equipped kitchens, comfortable living spaces, and sometimes even game rooms or outdoor entertainment areas. The proximity to parks and the Willamette River adds to the allure, providing opportunities for outdoor activities such as hiking and biking.
Can I find long-stay vacation rentals in Milwaukie?
A long-stay vacation rental in Milwaukie is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Milwaukie?
In Milwaukie, there are several pet-friendly house rentals available, providing a comfortable and accommodating stay for travelers with furry companions. Many of these homes offer amenities such as spacious backyards, fully equipped kitchens, and cozy living areas, ideal for families or groups.

The neighborhood is conveniently located near several parks, making it easy for pet owners to enjoy outdoor activities. For instance, Milwaukie Riverfront Park features walking trails along the Willamette River, where pets can enjoy the fresh air and scenery. Additionally, the nearby Johnson Creek Park offers open spaces for pets to roam and play, as well as picnic areas for a relaxing day out. See all pet-friendly rentals in Milwaukie.
Are there any remote work vacation rentals in Milwaukie?
In Milwaukie, Oregon, there are numerous remote work vacation rentals available, with around 50 options to choose from. This area is known for its convenient access to parks and the beautiful Willamette River, making it a pleasant environment for both work and leisure. Many of these rentals are equipped with amenities designed for remote work, including high-speed internet, dedicated office spaces, and comfortable furnishings conducive to productivity.

In addition to essential work facilities, travelers can enjoy local attractions such as the Milwaukie Farmers Market and nearby parks like the Trolley Trail, which offers scenic walking and biking paths. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Milwaukie vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Milwaukie with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Milwaukie?
In Milwaukie, popular vacation rental amenities include fully equipped kitchens, which provide guests with the convenience of preparing their own meals. Many properties also feature patios or decks, allowing visitors to enjoy the outdoors and take in the local atmosphere. Onsite parking is commonly available, making it easy for travelers to explore the surrounding areas. Additionally, most rentals come equipped with coffee and tea makers, ensuring that guests can enjoy a warm beverage at their leisure.
When is the best time to visit Milwaukie for a vacation rental?
The best time to visit Milwaukie for a vacation rental is during the peak season from June to August. This vibrant period attracts travelers looking to enjoy the warm summer weather and participate in various local events, including outdoor festivals and farmers' markets that showcase the region's rich culture and community spirit.

July stands out as the most popular month, when the town buzzes with activity. Visitors can take advantage of the pleasant temperatures, typically ranging from the mid-50s to the low 80s Fahrenheit, making it ideal for outdoor adventures, leisurely strolls along the Willamette River, and exploring the nearby parks.

For those considering a visit while keeping an eye on their budget, December offers a unique opportunity. While it is the low season, Milwaukie transforms into a cozy winter wonderland, allowing for a quieter experience filled with local holiday festivities. This month provides a chance to enjoy the charming atmosphere without the crowds.

Ultimately, the best time for your stay in Milwaukie hinges on what type of experience you seek—whether it's the lively summer energy or the peacefulness of winter's embrace.
How early should I book a Milwaukie vacation rental?
Book your Milwaukie vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Milwaukie, Oregon, United States of America?
In Milwaukie, visitors can enjoy a variety of attractions that highlight the area's natural beauty and community spirit. The Milwaukie Riverfront Park offers scenic views of the Willamette River and features walking paths, picnic areas, and a vibrant farmers' market during the summer months. This park is a great spot for outdoor activities and community events.

The historic downtown area is home to unique shops, cafes, and local eateries, providing a charming atmosphere for leisurely strolls. Nearby, the Oaks Park amusement park provides fun for families with its rides, mini-golf, and seasonal attractions, making it a popular destination for both locals and visitors.

For those interested in nature, the Tryon Creek State Natural Area, located just a short drive away, offers hiking trails and a peaceful escape into the woods, superb for outdoor enthusiasts. Additionally, the nearby Clackamas Town Center features shopping and dining options for those looking for a more urban experience.
Can I change or cancel my Milwaukie home rental booking on Vrbo?
To find Milwaukie vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Milwaukie vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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