
House holiday rentals in Milwaukie
Find and book unique houses on Airbnb
Top-rated house rentals in Milwaukie
Guests agree: These houses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Milwaukie house rentals
House rentals with a pool

One level Entertainers Dream
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!

Paradise in Sandy, breathtaking views of Mt. Hood
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.

The Starburst Inn
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.

An Entertainment Oasis!
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.

Waves Villas #1
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!

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

Rose City Hideaway
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!

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

“The Redwood House 2.0” Safe Area, Pet friendly
Very nice home, Sonja is really nice and helpful. would come again!

Single Level Home w/ Fully Fenced Backyard and BBQ
We had a great stay! Super spacious and lots of helpful amenities. Thanks so much!

New Home Near it All on Division w/ EV Charger
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.

Secluded Studio
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!

Comfortable spacious home!
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.

Private Modern Bungalow
Lovely fully equipped house in a beautiful neighbourhood close to Alberta St. Would stay again if in Oregon.
Modern Guesthouse in Portland's Central Eastside
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!

Newly Built Modern Escape | EV, Gym, Pets
Really loved staying here. The beds were REALLY comfortable and the design was beautiful and comfortable!
Private house rentals

Charming Tiny Forest Home, PDX next to Lake Oswego
Super cute and cozy, close to down town, nice walking paths, had everything we needed for a night away.

Updated Portland Home, Hot Tub, Dog Friendly Yard
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 .

Cozy Brooklyn & Reed Retreat
Great stay , comfy . Felt like home Welcoming .

Mid-Century Farmhouse
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

Charming 2-Bedroom Retreat
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!

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

Oak Grove Easy-Centrally located w/King Bed
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.

Newly Remodeled Spacious House with Awesome View
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
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Deschutes River Holiday rentals
- Eugene Holiday rentals
- Cannon Beach Holiday rentals
- Vancouver Holiday rentals
- Lincoln City Holiday rentals
- Seaside Holiday rentals
- Portland Holiday rentals
- Vancouver Holiday rentals
- Puget Sound Holiday rentals
- Seattle Holiday rentals
- Rentals with a patio Milwaukie
- Rentals with a fireplace Milwaukie
- Pet-friendly rentals Milwaukie
- Rentals with outdoor seating Milwaukie
- Family-friendly rentals Milwaukie
- Kid-friendly rentals Milwaukie
- Rentals with a washing machine and dryer Milwaukie
- Rentals with a fire pit Milwaukie
- Private suite rentals Milwaukie
- House rentals Clackamas County
- House rentals Oregon
- House rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Mt. Hood Skibowl
- Silver Falls State Park
- Moda Center
- Oregon Zoo
- Providence Park
- Laurelhurst Park
- Wooden Shoe Tulip Festival
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Timberline Lodge
- Beacon Rock State Park
- Hoyt Arboretum
- Powell's City of Books
- Oaks Bottom Wildlife Refuge
- Mt. Hood Meadows
- Wonder Ballroom
- Wings & Waves Waterpark
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Bridal Veil Falls State Scenic Viewpoint
- Domaine Serene
- Tryon Creek State Natural Area