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.
1. Cozy apartment with a fenced backyard (from USD 38)
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.
My Cozy Place- For the Budget Traveler-29 day max!Milwaukie, Oregon, United StatesSuperhost
Top guest reviews
Amenities & Room:the space is as described comfortable and cozysimple basement apartment with full bathroom and easy (and free) washer/dryer accessit's a cute space with plenty of room washer/dryer and kitchenettethis is a great private apartment with lots of space especially for longer tripsi was there in july/august so the lower level apartment was nice and cool
Cleanliness:the place was clean and quietit is clean and comfortablejonathan's place was clean and comfortablejon’s place is very clean and comfortable to stay theregreat amenities clean place and a great host
Host:hosts were very kindjonathan is very helpful hosthe was also a gracious and accommodating hostjonathan is great hostjonathan was friendly and very helpfulRead more reviews
Location:great place near downtown milwaukiethe location was super convenient to commuting downtown with the max station less than a mile awaythe location has good access to many areas of portlandpleasant neighborhood if you try to cook i recommend bringing it close to the windowsuch a great deal and the location is wonderful
2. Private cabin beside a creek (from USD 169)
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.
Rustic Creekside CabinMilwaukie, Oregon, United States
Top guest reviews
Amenities & Room:amazing views and cozy cabin feelthe bathroom has heated floors and the bed is incredibly comfortablethe amenities the bed was so comfortable i slept throughout the night at home i can't do thatthere is a fully equipped kitchen a really nice rain head shower and a cozy bedcozy cabin with a beautiful backyard/creek scenery
Cleanliness:very clean and well decoratedclean neat and cozywonderful place to stay - quiet clean and cozyclean private comfortable space with wonderful scenerythe scenery is gorgeous it was clean and they had all the basics in the fridge for you
Host:the host was very nice with ushosts are extremely kindthe host provided plenty of privacy as we were relaxing and enjoying the lovely backyardadorable dogs & helpful hoststhe hosts are friendly informative and responsive without being intrusiveRead more reviews
Location:cute place in a great locationvery cozy and relaxing locationpeaceful rustic setting but great location close enough to the citygreat thai place about 2 miles away toobeautiful location the cabin is really well stocked and comfortable
3. Modern guest suite equipped with keyless entry (from USD 99)
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.
The Annex - Sunny, peaceful, modern and detached!Milwaukie, Oregon, United StatesSuperhost
Top guest reviews
Amenities & Room:comfortable bed with ample closet space a fully appointed kitchen with huge counterand the sofa bed is really quite comfortablecomfy bed good wifi & spacious kitchenthe bed was comfortable and the heater for the unit worked very wellloved the dyson and heater/cooler
Cleanliness:private clean quiet and great communicationthe place was clean and modernthe space is spotless and brightkelsi’s place was terrific — clean private comfortablethe space was very clean and everything looks new
Host:kelsi is a great hostkelsi is an amazing hostresponsive hosts and easy check in processkelsi was an awesome host she went above and beyond for uskelsi was very responsive with any questions and requests i had regarding the listingRead more reviews
Location:the location is excellentcomfortable and a great locationbright and sunny and convenient locationwe also like the locationit was perfect location for us near the families we were visiting
4. Comfortable private rental that is bike-friendly (from USD 63)
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.
Edwards Bungalow World Travels SuiteMilwaukie, Oregon, United States
Top guest reviews
Cleanliness:very clean and cozy placethe space was clean and cozythe house is clean and has everything you needi would highly recommend this place as a safe clean and quiet place to stayhosts were great clean and spacious
Host:vena was a wonderful hostvery friendly host and very thoughtful touchesvena herself is very friendlyvena is an awesome host and super friendlyvena and her family were outstanding hostsRead more reviews
Location:perfect location if you’re looking to be away from the busy downtown area but not too far awayi really liked the location it was very central to all of our activitiesbeautiful garden walking distance to safeway and about a 25 min ride to downtownalso bob's red mill is very close and definitely worth a visitwe felt safe welcome and comfortable in this location
5. Beautiful cottage for couples with a private garden (from USD 115)
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.
Crossroads Country CottageMilwaukie, Oregon, United StatesSuperhost
Top guest reviews
Amenities & Room:the furnishings were very comfortable and cozyample parking & strong wifithe cottage itself was well designed and complete with a well stocked kitchennice living & complete kitchen comfortable bedi even sat in the kitchen chairs and they were perfect for me
Cleanliness:the space is exactly as pictured—clean and comfortablekeith is so friendly and the place is clean and classictheir cottage is clean as a whistle comfy warm and invitingcrossroads cottage was charming very well decorated extremely clean and had everything we could wantit's refreshing to go into a place that's clean and stocked for me to have food
Host:keith and suzanne were excellent hosts responding very quickly to the one concern we hadthey were lovely hosts including suzanne's welcome songand it's nice to know one can reach the host or hostskeith is also very welcoming and kinda wonderful cozy hospitable homeRead more reviews
Location:close to everything it’s location is nearly perfectthe location was ideal for our needsin a great locationwe come to visit our grandkids and the location is greatgood location to wherever you want to visit
6. Private studio that is close to downtown Portland (from USD 66)
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.
Clean & Cozy "Private" Studio SuiteMilwaukie, Oregon, United States
Top guest reviews
Amenities & Room:there is also free wifithe bed was very comfortable and the wi-fi worked wellnice spacious comfortable private space sans outdoor viewthe washer/dryer in the apartment is a great benefit if your stay so requiresthe supplied kitchenet gives the opportunity for a quick breakfast or end-of-day snack
Cleanliness:very clean and cozy spacegreat clean place in a quiet neighborhoodexcellent place so clean and cozyroomy clean and well appointedlinda's place was clean and quiet
Host:host was very generouslinda was an excellent hostlinda was the perfect hostlinda was a lovely accommodating hostlinda was a wonderful and responsive hostRead more reviews
Location:great location for our needsthe location is a safe neighborhood with a grocery store a ten minute walk awaythis is a perfect location for short distances to just about everything located in a quiet neighborhoodit was the perfect location to access multiple points of interest in oregongreat location close to downtown but nice and quiet space to relax away from the noise of the city
7. Modern basement suite with ample space (from USD 89)
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.
The Nest - Bright, modern daylight basement suite!Milwaukie, Oregon, United StatesSuperhost
Top guest reviews
Amenities & Room:the wifi was strongall of the furnishings and amenities were lovely and comfortablelarge kitchen was great for us to have coffee and breakfast every morningthe space was a great size comfortable and has a nice kitchen area where i enjoyed cooking breakfastplace is spacious clean with lots of kitchen amenities except for a cooktop and stove
Cleanliness:very clean and spaciousit was super clean and spaciousvery cozy clean and convenientclean comfortable and welcomingspotlessly clean has everything one needs great communication
Host:she is a great hostshe was always very responsive when i had questions or i needed recommendationskelsi was a great hostkelsi was an excellent host and made sure all our needs were methosts were very nice and provided many tips to the local areaRead more reviews
Location:the location is also awesome very close to the milwaukee express waycute little breakfast cafe down the street and close to downtown portland and the airportlocation was great it was right on the edge of portlandalso i definitely recommend milwaukee cafe near kelsis placegreat stay and convenient location to lots of shops or food places
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.
Backyard 1960s Vintage Camper Travel TrailerMilwaukie, Oregon, United States
Top guest reviews
Cleanliness:check in was super easy and the space itself was very cleanthey were clean - just stainedi enjoyed my stay and felt safe in the very clean little trailer
Host:matthew and his girlfriend are the ideal hosts kind attentive and knowledgeable about their areathe host described the place and instructions perfectlyreally sweet little space for a night matthew was quick and responsivequiet neighborhood great host awesome communicationRead more reviews
Location:great spot in a close central locationthis would be a cute place for a night's stay if fixed up properlygreat place to stay if you’re looking for a quiet rustic little nookcool place to stay for a night
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.
Creekside HideawayMilwaukie, Oregon, United StatesSuperhost
Top guest reviews
Amenities & Room:the couch is huge and very comfortablevery comfortable beds and chairslots of room and wonderful views of the creekthe beds were comfortable and she provided a space heater for the areas when it might be coldlovely decorated washer and dryer and mini kitchen
Cleanliness:everything was clean and freshthe house was clean comfortable and quietthe space is clean large enough for a family of 5 and very comfortablethe space is very clean and larger than i expectedthe place was clean extremely comfortable and we were very satisfied with the experience
Host:linda was so helpfullinda is a perfect hostlinda was an amazing hostlinda is an awesome hostlinda was a great hostRead more reviews
Location:perfect location for a family getawaygreat location that's away from the city and private but a close drive to everything in portlandlinda's place is beautifully located in milwaukiethe location is very quiet and peaceful and yet close to the train line into portlanda special forest hideaway close to the city
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.
★ The Playground: Pool Table, Bar, Sauna & More! ★Milwaukie, Oregon, United StatesSuperhost
Top guest reviews
Amenities & Room:the beds were comfy with great quality linensmy wife and i had a blast playing all the games available like pool foosball and air hockeythe place exceeded my expectations with its comfortable beds great common areas and multi-purpose outdoor areasplenty of space for our large group lots of games and activities and a fantastic kitchenjust grab your spot and stay here you'll love it so much room for everyone
Cleanliness:beds are wonderful; clean and nice linensthe house was clean and beautifulhuge clean house with tons of perksclean stylish amazing outside areas plenty of fun activities with pool foosball hot tub etcinteresting house with character and the backyard was spectacular (after it was cleaned up)
Host:host was a great communicatorbest hospitality service host we have encounteredthe hosts were very kind and accommodating as wellthanks for the friendly and attentive hospitalitythe hosts were proactive in reaching out to provide information and answer any questionsRead more reviews
Location:the location was ideal for usconvenient location great place to stay with familythe location of the house is perfect since it’s truly 15 min from great restaurants and trailswould definitely visit again with another large group of close friendsthis is a great house for (website hidden by airbnb) great location
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.
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