10 Best Airbnb Vacation Rentals In Milwaukie, Oregon - Updated 2024

| 5 min read

Located on the banks of Willamette River, Milwaukie is a laidback city that is known as The Dogwood City of the West and was the birthplace of Bing Cherry. This small suburb in Portland boasts a close-knit community and has several amazing attractions to keep both the residents and the visitors occupied here. In this city, you can stroll around the downtown, visit the picturesque Elk Rock Island, attend a free outdoor concert, enjoy the view from Milwaukie Riverfront Park, and do a lot more. And there are a lot of accommodation options available here that will suit all kinds of travelers. To make it a little easier for you, we have curated a list of the best Airbnb vacation rentals in Milwaukie, Oregon, below.

We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on May 20, 2024.

1. Cozy apartment with a fenced backyard (from USD 45)

This cozy one-bedroom apartment, with a bedroom and a fully equipped kitchenette, is perfect for small families and couples. With a fenced backyard, this unit is great if you’re bringing your pet but you need to pay an additional 5 USD for every day of your stay. In the backyard, you also have a shed with a dog bed and bowl so your dog will be comfortable during your stay here. The apartment also includes a Roku TV with Netflix access and you can access the shared laundry room to keep your clothes clean and dry during a long vacation.

Stayed at this property?
Milwaukie, Oregon, United States
4.81 km (3.0 mi) from Oaks Amusement Park
100 reviews   Wifi Available
ENTIRE RENTAL UNIT 2 Beds 3 Guests 1 Bedroom 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
the space is as described comfortable and cozy
simple basement apartment with full bathroom and easy (and free) washer/dryer access
it's a cute space with plenty of room washer/dryer and kitchenette
this is a great private apartment with lots of space especially for longer trips
i was there in july/august so the lower level apartment was nice and cool
the place was clean and quiet
it is clean and comfortable
jonathan's place was clean and comfortable
jon’s place is very clean and comfortable to stay there
great amenities clean place and a great host
hosts were very kind
jonathan is very helpful host
he was also a gracious and accommodating host
jonathan is great host
jonathan was friendly and very helpful
great place near downtown milwaukie
the location was super convenient to commuting downtown with the max station less than a mile away
the location has good access to many areas of portland
pleasant neighborhood if you try to cook i recommend bringing it close to the window
such a great deal and the location is wonderful
Read more reviews

2. Private cabin beside a creek (from USD 150)

Hidden away amongst towering cedar trees, this private cabin is a few minutes from Portland but offers a serene and tranquil environment for you to enjoy. This cabin was built in 1928 and is just five minutes away from downtown Milwaukie. The most wonderful thing about this rental property is that you get access to the creek, a back patio, and a complete backyard. Also, you will be able to relax here while being frequently visited by herons, ducks, etc. Since this cabin can easily accommodate four guests, it is perfect for small families and couples.

Stayed at this property?
Milwaukie, Oregon, United States
6.0 km (3.8 mi) from Oaks Amusement Park
626 reviews   Wifi Available
Entire cabin 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
amazing views and cozy cabin feel
the bathroom has heated floors and the bed is incredibly comfortable
the amenities the bed was so comfortable i slept throughout the night at home i can't do that
there is a fully equipped kitchen a really nice rain head shower and a cozy bed
cozy cabin with a beautiful backyard/creek scenery
very clean and well decorated
clean neat and cozy
wonderful place to stay - quiet clean and cozy
clean private comfortable space with wonderful scenery
the scenery is gorgeous it was clean and they had all the basics in the fridge for you
the host was very nice with us
hosts are extremely kind
the host provided plenty of privacy as we were relaxing and enjoying the lovely backyard
adorable dogs & helpful hosts
the hosts are friendly informative and responsive without being intrusive
cute place in a great location
very cozy and relaxing location
peaceful rustic setting but great location close enough to the city
great thai place about 2 miles away too
beautiful location the cabin is really well stocked and comfortable
Read more reviews

3. Modern guest suite equipped with keyless entry (from USD 93)

Compact yet spacious and cozy - that is the best way to describe this one-bedroom suite with a large picture window in Milwaukie. Equipped with keyless entry and a well-equipped kitchen, this modern apartment is quite comfortable. It offers access to WiFi and TV with Chromecast so that you remain entertained throughout your stay. With a Scandinavian modern design, this rental is uber-chic. With a queen pull-out sofa bed and a queen bed in the bedroom, you can easily accommodate four guests at a time. Lastly, you also have access to a shared backyard where you can sit and relax.

Stayed at this property?
Milwaukie, Oregon, United States
3.49 km (2.2 mi) from Oaks Amusement Park
189 reviews   Superhost Wifi Available
Entire guesthouse 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
comfortable bed with ample closet space a fully appointed kitchen with huge counter
and the sofa bed is really quite comfortable
comfy bed good wifi & spacious kitchen
the bed was comfortable and the heater for the unit worked very well
loved the dyson and heater/cooler
private clean quiet and great communication
the place was clean and modern
the space is spotless and bright
kelsi’s place was terrific — clean private comfortable
the space was very clean and everything looks new
kelsi is a great host
kelsi is an amazing host
responsive hosts and easy check in process
kelsi was an awesome host she went above and beyond for us
kelsi was very responsive with any questions and requests i had regarding the listing
the location is excellent
comfortable and a great location
bright and sunny and convenient location
we also like the location
it was perfect location for us near the families we were visiting
Read more reviews

4. Comfortable private rental that is bike-friendly (from USD 56)

A beautiful and spacious suite with a private entrance, this Airbnb in Milwaukie includes a bedroom and a living room that can accommodate four people at a time. So, this place is perfect for couples and small families and has everything that you shall need. The suite also includes a kitchenette with basic cookware and utensils that you need to prepare food. You can also request the owner to provide you with an air mattress or childproof the suite if needed.

Stayed at this property?
Milwaukie, Oregon, United States
4.26 km (2.7 mi) from Oaks Amusement Park
107 reviews   Superhost Wifi Available
Private room in guest suite 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
very clean and cozy place
the space was clean and cozy
the house is clean and has everything you need
i would highly recommend this place as a safe clean and quiet place to stay
hosts were great clean and spacious
vena was a wonderful host
very friendly host and very thoughtful touches
vena herself is very friendly
vena is an awesome host and super friendly
vena and her family were outstanding hosts
perfect location if you’re looking to be away from the busy downtown area but not too far away
i really liked the location it was very central to all of our activities
beautiful garden walking distance to safeway and about a 25 min ride to downtown
also bob's red mill is very close and definitely worth a visit
we felt safe welcome and comfortable in this location
Read more reviews

5. Beautiful cottage for couples with a private garden (from USD 98)

Stay in this charming private cottage with a garden and fenced backyard. This beautiful cottage is located in Milwaukie and is near the historic town and shopping centers. That’s not all, Portland is just 7 mi (11 km) away and easily accessible by bus and light rail. You also have access to a fully equipped kitchen at the cottage with appliances, dishware, along with basic cooking ingredients like flour, spices, and more so you can prepare your own food here. This Airbnb is particularly great for couples.

Stayed at this property?
Milwaukie, Oregon, United States
6.46 km (4.1 mi) from Oaks Amusement Park
133 reviews   Superhost Wifi Available
ENTIRE HOME 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
the furnishings were very comfortable and cozy
ample parking & strong wifi
the cottage itself was well designed and complete with a well stocked kitchen
nice living & complete kitchen comfortable bed
i even sat in the kitchen chairs and they were perfect for me
the space is exactly as pictured—clean and comfortable
keith is so friendly and the place is clean and classic
their cottage is clean as a whistle comfy warm and inviting
crossroads cottage was charming very well decorated extremely clean and had everything we could want
it's refreshing to go into a place that's clean and stocked for me to have food
keith and suzanne were excellent hosts responding very quickly to the one concern we had
they were lovely hosts including suzanne's welcome song
and it's nice to know one can reach the host or hosts
keith is also very welcoming and kind
a wonderful cozy hospitable home
close to everything it’s location is nearly perfect
the location was ideal for our needs
in a great location
we come to visit our grandkids and the location is great
good location to wherever you want to visit
Read more reviews

6. Private studio that is close to downtown Portland (from USD 94)

Part of a 2-level duplex, this private studio suite is warm and inviting and is just a 15-minute drive from downtown Portland. This space is private, safe, and centrally located so you can walk a few blocks to reach some grocery shops and restaurants that are available in the area. During your stay, you have complete access to the lower level with a private entrance and off-street parking space. There is also a private patio where you can enjoy comfortable seating and lighting any time of the day. This space is cozy and nice and is perfect for couples.

Stayed at this property?
Milwaukie, Oregon, United States
4.15 km (2.6 mi) from Oaks Amusement Park
289 reviews   Superhost Wifi Available
Entire guest suite 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
there is also free wifi
the bed was very comfortable and the wi-fi worked well
nice spacious comfortable private space sans outdoor view
the washer/dryer in the apartment is a great benefit if your stay so requires
the supplied kitchenet gives the opportunity for a quick breakfast or end-of-day snack
very clean and cozy space
great clean place in a quiet neighborhood
excellent place so clean and cozy
roomy clean and well appointed
linda's place was clean and quiet
host was very generous
linda was an excellent host
linda was the perfect host
linda was a lovely accommodating host
linda was a wonderful and responsive host
great location for our needs
the location is a safe neighborhood with a grocery store a ten minute walk away
this is a perfect location for short distances to just about everything located in a quiet neighborhood
it was the perfect location to access multiple points of interest in oregon
great location close to downtown but nice and quiet space to relax away from the noise of the city
Read more reviews

7. Modern basement suite with ample space (from USD 86)

This well-lit, modern basement suite with ample space and a fully equipped kitchen is perfect for both short-term and long-term guests. The location of this suite is great as it is just a 15-minute drive to downtown Portland so you can easily go out for shopping and eating. You also have access to a shared laundry room (that you can use with owner’s permission), an off-street parking spot, and a backyard. And this unit can sleep five people at a time so it is perfect for families and friends.

Stayed at this property?
Milwaukie, Oregon, United States
3.54 km (2.2 mi) from Oaks Amusement Park
148 reviews   Superhost Wifi Available
Entire guest suite 3 Beds 5 Guests 1 Bedroom 1 Bathroom

Accommodates: 5

Top guest reviews
Amenities & Room:
the wifi was strong
all of the furnishings and amenities were lovely and comfortable
large kitchen was great for us to have coffee and breakfast every morning
the space was a great size comfortable and has a nice kitchen area where i enjoyed cooking breakfast
place is spacious clean with lots of kitchen amenities except for a cooktop and stove
very clean and spacious
it was super clean and spacious
very cozy clean and convenient
clean comfortable and welcoming
spotlessly clean has everything one needs great communication
she is a great host
she was always very responsive when i had questions or i needed recommendations
kelsi was a great host
kelsi was an excellent host and made sure all our needs were met
hosts were very nice and provided many tips to the local area
the location is also awesome very close to the milwaukee express way
cute little breakfast cafe down the street and close to downtown portland and the airport
location was great it was right on the edge of portland
also i definitely recommend milwaukee cafe near kelsis place
great stay and convenient location to lots of shops or food places
Read more reviews

8. Rustic and vintage 1996 camper for adventure enthusiasts

This 1996 travel trailer is perfect for adventurers and is located in a wooded neighborhood of Milwaukie. Simple and minimalist - this vintage camper doesn’t have access to running water but you get a large container of water and spigot to clean up during your stay here. The camper is located in the yard of the owner and also has a picnic table that can be used for eating, playing board games, and so on. Since this trailer can accommodate two guests, it is perfect for individual and couple travelers.

Stayed at this property?
Milwaukie, Oregon, United States
5.09 km (3.2 mi) from Oaks Amusement Park
65 reviews  
Camper/RV 1 Bed 1 Bathroom
Top guest reviews
check in was super easy and the space itself was very clean
they were clean - just stained
i enjoyed my stay and felt safe in the very clean little trailer
matthew and his girlfriend are the ideal hosts kind attentive and knowledgeable about their area
the host described the place and instructions perfectly
really sweet little space for a night matthew was quick and responsive
quiet neighborhood great host awesome communication
great spot in a close central location
this would be a cute place for a night's stay if fixed up properly
great place to stay if you’re looking for a quiet rustic little nook
cool place to stay for a night
Read more reviews

9. Mid-century modern apartment on Kellogg Creek

Stay in this beautiful mid-century modern home where you can occupy the private daylight basement apartment that consists of two bedrooms. This modern home is situated in a peaceful neighborhood on Kellogg Creek and is close to shopping and freeways. Perfect for couples and families, guests also get access to a private patio with porch swing, yard, fire pit, and creekside. One can easily relax beside the creek and have a picnic by roasting s'mores and other delicacies during the stay here.

Stayed at this property?
Milwaukie, Oregon, United States
5.9 km (3.7 mi) from Oaks Amusement Park
170 reviews   Superhost Wifi Available
Entire residential home 2 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
the couch is huge and very comfortable
very comfortable beds and chairs
lots of room and wonderful views of the creek
the beds were comfortable and she provided a space heater for the areas when it might be cold
lovely decorated washer and dryer and mini kitchen
everything was clean and fresh
the house was clean comfortable and quiet
the space is clean large enough for a family of 5 and very comfortable
the space is very clean and larger than i expected
the place was clean extremely comfortable and we were very satisfied with the experience
linda was so helpful
linda is a perfect host
linda was an amazing host
linda is an awesome host
linda was a great host
perfect location for a family getaway
great location that's away from the city and private but a close drive to everything in portland
linda's place is beautifully located in milwaukie
the location is very quiet and peaceful and yet close to the train line into portland
a special forest hideaway close to the city
Read more reviews

10. Huge, sprawling home with a bar and sauna

A one-of-a-kind home that has 5 bedrooms, 3 bathrooms, and 7 beds that can accommodate 13 guests at a time, this space is perfect for large families and friends. That’s not all, this spacious house even has a bar, pool table, foosball, air hockey, sauna, hot tub, and an in-property pond so there is a lot to do here to relax. There is lots of outdoor space as well where you can have fun. Also, the house is just 2 mi (3.2 km) from Clackamas Town Center and 2.5 mi (4 km) from Willamette River so you can easily head to the town or the riverfront to explore a little.

Stayed at this property?
Milwaukie, Oregon, United States
5.51 km (3.5 mi) from Oaks Amusement Park
177 reviews   Superhost Wifi Available
Entire residential home 7 Beds 12 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 12

Top guest reviews
Amenities & Room:
the beds were comfy with great quality linens
my wife and i had a blast playing all the games available like pool foosball and air hockey
the place exceeded my expectations with its comfortable beds great common areas and multi-purpose outdoor areas
plenty of space for our large group lots of games and activities and a fantastic kitchen
just grab your spot and stay here you'll love it so much room for everyone
beds are wonderful; clean and nice linens
the house was clean and beautiful
huge clean house with tons of perks
clean stylish amazing outside areas plenty of fun activities with pool foosball hot tub etc
interesting house with character and the backyard was spectacular (after it was cleaned up)
host was a great communicator
best hospitality service host we have encountered
the hosts were very kind and accommodating as well
thanks for the friendly and attentive hospitality
the hosts were proactive in reaching out to provide information and answer any questions
the location was ideal for us
convenient location great place to stay with family
the location of the house is perfect since it’s truly 15 min from great restaurants and trails
would definitely visit again with another large group of close friends
this is a great house for (website hidden by airbnb) great location
Read more reviews

Have a comfortable stay in Milwaukie

Now that you have a better idea of how charming Milwaukie is, you can plan to stay here for a couple of days or a longer vacation. You can explore this place to your heart’s desire and become a part of this tightly knit community. And with our list of the best Airbnb vacation rentals in Milwaukie, you can easily make this happen.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.


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