House holiday rentals in Milwaukie

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Popular amenities for Milwaukie house rentals

House rentals with a pool

Guest favourite
Home in Vancouver
5 out of 5 average rating, 9 reviews

One level Entertainers Dream

JuliaRating, 5 stars5 days ago
We had a wonderful time at Kathryn's home! It was the ideal location for our plans, a quiet neighborhood with groceries and food options very close by. Our kids had a perfect day using the pool, and all the necessary amenities. Kathryn was very responsive and friendly. We're so excited to stay again!
Top Guest favourite
Home in Sandy
4.96 out of 5 average rating, 27 reviews

Paradise in Sandy, breathtaking views of Mt. Hood

LaurenRating, 5 stars1 week ago
Cameron is a fantastic host with an immaculate and gorgeous property that was very comfortable for our group of ten. Quiet and peaceful setting with panoramic views of Mt Hood and the Sandy River canyon.
Guest favourite
Home in Vancouver
4.96 out of 5 average rating, 113 reviews

The Starburst Inn

AprilRating, 5 stars2 weeks ago
We spent the weekend at Sunburst Inn as part of a mom’s weekend away. Nicholas was a phenomenal & accommodating host. When we notified him of an unforeseen issue in the house, he quickly jumped in and found a fix for us. The location was awesome—a nice mix of things to do around and access to the outdoors.
Guest favourite
Home in Woodburn
4.95 out of 5 average rating, 57 reviews

An Entertainment Oasis!

LauraRating, 5 stars1 week ago
This home is beautiful peaceful has everything you need for a great family time together. The amenities are off the chart everything you can ask for . Very specious outside yard with a pool and hot tub but wait theirs also a sauna and for the gym rats a nice home gym that I put to good use. Thank you so much for an amazing time in your home Marfa. It was a pleasure visiting your home.
Guest favourite
Home in Milwaukie
4.92 out of 5 average rating, 24 reviews

Waves Villas #1

Don & DianaRating, 5 stars3 weeks ago
Wendy's place was perfectly and conveniently located for our needs. The place was spotlessly clean and had all the amenities we needed. We would love to stay again in the future!
Superhost
Home in Milwaukie
4.78 out of 5 average rating, 37 reviews

3-Bed Cowboy Cabana w/ Soaking Pool + Hot Tub!

KarlaRating, 5 stars2 weeks ago
We had a wonderful stay here in late May/early June 2025 for my son’s graduation family trip. It was very clean, had all the essential amenities, and the hot tub was very relaxing after long days exploring the Pacific Northwest. The neighborhood is very safe, peaceful, and quiet. Luke was a wonderful host! Definitely recommend staying here!
Top Guest favourite
Home in North Portland
4.96 out of 5 average rating, 125 reviews

Rose City Hideaway

ChristinaRating, 5 stars5 days ago
Rose City Hideaway (RCH) is an amazing little place right in the the heart of Portland. We had everything we needed (dining, groceries, bars, etc.) within a very short distance. The hosts provided everything we could have wanted or needed, including accommodation for our two Vespa scooters as we were in town for a Vespa rally. The furniture is comfortable and everything is modern and clean. Amanda and Mike were very friendly and helpful. They made themselves available should we have needed assistance, yet allowed us to enjoy the space without interruption. We would definitely stay here again on our next trip to Portland!
Guest favourite
Home in Northwest Portland
4.9 out of 5 average rating, 81 reviews

Serene Oasis: Swim Spa, Sauna, 10 Min to Downtown

MichaelRating, 5 stars2 days ago
A very nice house in a beautiful setting. The house was clean and had everything we needed for our stay. Our family enjoyed the peaceful deck, the sauna and the swim spa. The open living area made it very easy for our family to enjoy our time together. We would stay here again and would recommend this property to anyone looking for a relaxing home to stay in while in Portland.

Weekly house rentals

Guest favourite
Home in Milwaukie
4.91 out of 5 average rating, 11 reviews

“The Redwood House 2.0” Safe Area, Pet friendly

ParkerRating, 5 stars3 days ago
Very nice home, Sonja is really nice and helpful. would come again!
Guest favourite
Home in Milwaukie
4.93 out of 5 average rating, 54 reviews

Single Level Home w/ Fully Fenced Backyard and BBQ

AlexaRating, 5 stars5 days ago
We had a great stay! Super spacious and lots of helpful amenities. Thanks so much!
Top Guest favourite
Home in Ladd's Addition
5 out of 5 average rating, 190 reviews

New Home Near it All on Division w/ EV Charger

AndyRating, 5 stars2 weeks ago
We had a wonderful time. The place was very clean and our 10 month old was able to crawl all over. The bed is super comfortable. Very modern and new place. Tons of restaurants within walking distance and beautiful rose gardens nearby. We felt very lucky that we found this place.
Guest favourite
Home in Milwaukie
4.96 out of 5 average rating, 76 reviews

Secluded Studio

BethRating, 5 stars1 week ago
I am kind of a picky airbnb user. I want a washcloth for the shower and a full length mirror. Hayley has thought of everything! Herbal tea, comfy bed and the most private back patio for coffee in the morning...any you know Portland's coffee! Don't miss this stay. Hayley is a pro!
Guest favourite
Home in Milwaukie
4.82 out of 5 average rating, 11 reviews

Comfortable spacious home!

TimothyRating, 5 stars1 month ago
my family and I definitely enjoyed staying here. plenty of space, super comfortable and clean. our dog enjoyed the nice big backyard! we loved watching the dogwood tree bloom, so beautiful! The host was very responsive and respectful. we would definitely stay here again.
Top Guest favourite
Home in Northeast Portland
4.99 out of 5 average rating, 135 reviews

Private Modern Bungalow

JamesRating, 5 stars5 days ago
Lovely fully equipped house in a beautiful neighbourhood close to Alberta St. Would stay again if in Oregon.
Top Guest favourite
Home in Buckman
4.99 out of 5 average rating, 414 reviews

Modern Guesthouse in Portland's Central Eastside

TrevorRating, 5 stars5 days ago
First off, this was by far the nicest Air BnB that my and family and I have ever stayed at. The space itself is beautiful. Perfectly decorated and designed IMO. The beds were extremely comfortable, everything was easy to find and instructions were clear. But those details aren’t what makes this place stand out, it is the thoughtfulness and pride that has made this stand out to us. We were provided with a travel crib and a high chair set up for us, there is a booklet with local recommendations for restaurants, bars and venues, and other local attractions. We were given a personal note on arrival that just added that extra touch and Gwen was very responsive and helpful. I can’t recommend staying here enough!
Superhost
Home in Oak Grove
5 out of 5 average rating, 4 reviews

Newly Built Modern Escape | EV, Gym, Pets

RachelRating, 5 stars2 days ago
Really loved staying here. The beds were REALLY comfortable and the design was beautiful and comfortable!

Private house rentals

Guest favourite
Home in Portland
4.89 out of 5 average rating, 47 reviews

Charming Tiny Forest Home, PDX next to Lake Oswego

JennaRating, 5 stars2 weeks ago
Super cute and cozy, close to down town, nice walking paths, had everything we needed for a night away.
Superhost
Home in Milwaukie
4.78 out of 5 average rating, 41 reviews

Updated Portland Home, Hot Tub, Dog Friendly Yard

SeemaRating, 5 stars4 weeks ago
It was a comfortable stay. Sydney was quick to respond when I reached out citing the blow dryer does not work, unfortunately nothing could be done. Else it was k .
Superhost
Home in Portland
4.89 out of 5 average rating, 62 reviews

Cozy Brooklyn & Reed Retreat

FranciscoRating, 5 stars1 week ago
Great stay , comfy . Felt like home Welcoming .
Top Guest favourite
Home in Milwaukie
4.97 out of 5 average rating, 38 reviews

Mid-Century Farmhouse

YusenRating, 5 stars1 week ago
Janelle is a really good host, help me solved the problem within 20 mins and always supporting me for anything I need. A good lady and good host. Will recommend to anyone who may concern. inside clean, outside clean, warm room with All AC in the door. in summary, wonderful place
Top Guest favourite
Home in Portland
5 out of 5 average rating, 9 reviews

Charming 2-Bedroom Retreat

LileaRating, 5 stars1 month ago
We had such a wonderful stay here - the house was absolutely perfect for our family of four. Everything was clean and well thought out. The neighborhood is charming and walkable. We could not have asked for a better stay!
Top Guest favourite
Home in Portland
5 out of 5 average rating, 16 reviews

Clean & Cozy 1bd/1bth, Pets ok, 2car prkg, laundry

EricaRating, 5 stars1 month ago
I cannot give this place and the host enough stars. Everything is well-thought-out for the guest and their furry companion. The host was above and beyond accommodating for an early check-in request, very responsive and friendly. The place is set-up for any need that may occur, and beyond, from a filtered pitcher for water to doggie bowls, blankets, and bedding; it is quite obvious this host really enjoys hosting. I felt right at home, from the comfortable couch and bedding, to the great front yard for my dog. Really lovely stay, would stay again.
Top Guest favourite
Home in Milwaukie
5 out of 5 average rating, 94 reviews

Oak Grove Easy-Centrally located w/King Bed

HalleyRating, 5 stars3 weeks ago
We loved staying at Kelly’s. The house was well set up, clean, beautifully furnished and very comfortable. Kelly gave great clear instructions and communicated really well. The neighborhood was quiet and friendly, the backyard was beautiful and we enjoyed hanging out on the patio. Everything was easy, and we would love to stay there again.
Superhost
Home in Milwaukie
4.67 out of 5 average rating, 6 reviews

Newly Remodeled Spacious House with Awesome View

CharlieRating, 5 stars3 weeks ago
This is a beautiful place with a nice view, 100% recommend!

Quick stats about house rentals in Milwaukie

  • Total rentals

    60 properties

  • Total number of reviews

    3.2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    30 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    60 properties include access to Wi-Fi

Destinations to explore

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  3. Oregon
  4. Clackamas County
  5. Milwaukie
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