Photo by Gabriel Rahl

Milwaukie Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Milwaukie

Lake
Live the Dream on the Lovely Willamette River
9.4 out of 10, Exceptional, (186)
"We enjoyed our stay. Very comfy furnishings. Great backyard on the Willamette river."
Live the Dream on the Lovely Willamette River
Property grounds
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
9.6 out of 10, Exceptional, (40)
"The property and home are quiet and comfortable. I had everything I needed for our family’s time in Portland. I will definitely stay again!"
The price is NZ$435
per night
22 May - 23 May
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
Property grounds
Cozy apartment in a lovely and quiet neighborhood
9.6 out of 10, Exceptional, (35)
"Great place. Good neighborhood"
The price is NZ$261
per night
22 May - 23 May
Cozy apartment in a lovely and quiet neighborhood
Save an average of 15% on thousands of hotels when you're signed in
TV, fireplace
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
9.8 out of 10, Exceptional, (22)
"We needed a home for our family to gather. This was a great house for our needs. Booking, checkin and communication was very easy. The view of the river was great and it is very quiet. And, we got an extra hour for late check out. However, the grill was quite problematic. It was filthy and the electric starter did not work so needed to take the grills off to manually start it with a lighter. I alerted management and they sent someone over within a few hours but the problem wasn’t fixed. The...
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
Lake
Willamette riverfront with stunning view near downtown Milwaukie and Sellwood
10.0 out of 10, Exceptional, (68)
"We looked for a long time for the perfect fit and we got it right this time. This house was awesome! The view each morning made such a difference to how great the vacation was. The house felt like a home that people let us stay in. It had the right amount of updates for us without feeling sterile. It was well stocked with essentials. Overall a wonderful experience!"
Willamette riverfront with stunning view near downtown Milwaukie and Sellwood
Property entrance
Larkspur Landing Hillsboro - An All-Suite Hotel
3.0 star property
8.2 out of 10, Very good, (1480)
"Suprising large room and well equiped"
The price is NZ$192
per night
26 May - 27 May
Larkspur Landing Hillsboro - An All-Suite Hotel
Building design
Inn at Northrup Station
3.0 star property
9.4 out of 10, Exceptional, (1891)
"kitschy"
The price is NZ$302
per night
27 May - 28 May
Inn at Northrup Station
Exterior
Modern Chateau on private hillside with breathtaking views of the Columbia River
10.0 out of 10, Exceptional, (7)
"We are a group of 8 friends who go on vacation for a week every year.( for over 30 years ) We are 70 years plus old! Property and views were wonderful. Many deer sightings, a view of the Columbia River. House was beautiful and updated, each couple had their own bathrooms attached to rooms. It is 3 stories, so if anyone has issues with stairs consider that when booking. We had no problem. Property owners were very attentive and would definitely recommend this property."
Modern Chateau on private hillside with breathtaking views of the Columbia River
Interior
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland
10.0 out of 10, Exceptional, (13)
"As we work hard and play harder, this place was great. We used this house for offsite retreat for a few executives. They were able to hunker down, get work done and play some games. Lots of space to spread out."
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland
Property grounds
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, (32)
"This rental surpassed all our expectations in every way! I’ve stayed in numerous vacation rentals over the years, and this one was by far the best. The setting in the forest and on the Tualatin River was surreal. The attention to detail amazing. The Goat Shed & Zen dens were quite clean & cozy. As 2 older women, we felt very safe staying here. Overall centrally located and a quick drive down the road into West Linn offered several wonderful dining options. Definitely plan on staying here again....
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
Terrace/patio
A garden view hideaway in the Irvington neighborhood
9.6 out of 10, Exceptional, (275)
"Great neighborhood close to the center of town and quiet."
The price is NZ$407
per night
28 May - 29 May
A garden view hideaway in the Irvington neighborhood
2 bedrooms, iron/ironing board, WiFi, bed sheets
MEDITERRANEAN URBAN VILLA
9.8 out of 10, Exceptional, (204)
"We really enjoyed our stay. We wish we had more time to just hang out and walk around the community. Everything in the unit was great ( except the beds). Both beds were extremely firm. For this reason alone i would have second thoughts about staying again. If the beds are replaced with medium soft beds we would stay again. Not a major issue but the parking was full both nights we were there and we had to park on the street. I drive a Ram 2500 Mega Cab so that was a trick to find a place big...
The price is NZ$565
per night
2 Jun - 3 Jun
MEDITERRANEAN URBAN VILLA
Fridge, microwave, oven, stovetop
Portland Sanctuary
10.0 out of 10, Exceptional, (42)
"My daughter and I enjoyed our Mother's Day trip to Portland. We had plenty of space! The kitchen was nice even though we didn't use it much. The patio was adorable and the landscaping was super nice. We had a nice chat with Veronika, too. Highly recommend!"
The price is NZ$485
per night
23 May - 24 May
Portland Sanctuary
Property grounds
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
9.2 out of 10, Wonderful, (117)
"Spacious & centrally located"
The price is NZ$727
per night
27 May - 28 May
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Interior
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
9.8 out of 10, Exceptional, (226)
"This is a cozy efficiency in very quiet and beautiful neighborhood near the park. Easy walk to park and shops and restaurants on 23rd. Hostess is lovely and all communications with her were prompt and helpful! Would definitely stay here again!"
The price is NZ$392
per night
22 May - 23 May
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Exterior
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, (254)
"Great Host. Beautiful space. Excellent location."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
TV, books, video library
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
9.6 out of 10, Exceptional, (85)
"Excellent stay at a comfortable apartment in really nice building. Great place to explore from."
The price is NZ$711
per night
27 May - 28 May
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
Outdoor dining
Quaint private cottage apt. in highly desireable area, close to everything
10.0 out of 10, Exceptional, (143)
"The apartment was everything we expected. What you see in the pictures is absolutely accurate. The outside garden/side yard was just beautiful! Bob always answered any questions in a timely manner and was available by phone if we needed. The house is located in a wonderful neighborhood. We went for a long weekend and was able to walk to the park. Uber is readily available if you don't rent a car. We highly recommend this apartment and hope to stay here again in the future."
Quaint private cottage apt. in highly desireable area, close to everything
Fridge, microwave, oven, stovetop
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
9.2 out of 10, Wonderful, (99)
"This property is well appointed and worked perfectly for our family of four. The space is wonderful, the location is great and very walkable. I would highly recommend and would stay again."
The price is NZ$741
per night
24 May - 25 May
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Property grounds
Two Rivers Relaxing Retreat
9.8 out of 10, Exceptional, (33)
"The apartment was in the basement of the home. It was clean and well appointed. My only issue is my wife and I are tall...6'3 and 5'10. A shorter person would not have to dodge the support beams...LOL! Other than that and not seeing the cats it was a very comfortable stay."
The price is NZ$392
per night
23 May - 24 May
Two Rivers Relaxing Retreat
Don't see what you're looking for?
See all available properties in Milwaukie
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Milwaukie you may be interested in

Lobby
The Paramount Hotel
3.5 star property
9.2 out of 10, Wonderful, (1872)
"The hotel was perfect. Updated, clean, secure, great restaurant/bars attached to the hotel. The whole downtown area was sketchy at night."
The price is NZ$180
per night
26 May - 27 May
The Paramount Hotel
Exterior
Courtyard by Marriott Portland City Center
3.5 star property
8.6 out of 10, Excellent, (1017)
"Amazing! You have a new fan! Friendly staff, every single one. Super clean room, comfy beds (ooolala!). Restaurant served until 11 pm, the limited late night menu was perfect ! GF and veg options as well as meaties. Splendid breakfast! Anthony valet is The. Bomb, Amber & Fernando in the restaurant, Tucker managed, every housekeeper we met. Truly a wonderful wonderful (did I mention wonderful) experience. We’ll be back! "
The price is NZ$150
per night
27 May - 28 May
Courtyard by Marriott Portland City Center
Property amenity
Moxy Portland Downtown
3.0 star property
8.8 out of 10, Excellent, (669)
"No free parking for guests "
The price is NZ$176
per night
26 May - 27 May
Moxy Portland Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Milwaukie holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Milwaukie. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Milwaukie. Seeing all the best attractions is bound to make you fall in love with Milwaukie. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Milwaukie short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find holiday rentals in Milwaukie?

Yes, there are holiday rentals in Milwaukie close to North Clackamas Aquatic Park, or you can select a more secluded option if you're looking for a relaxing stay. Discover why Milwaukie is known for its shops. Make sure you have time to check out the sporting events and lake views during your trip.

What are some of the best holiday rentals that Milwaukie has to offer?

Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard: This highly rated holiday home rental in Milwaukie is equipped with a garden, laundry facilities and WiFi to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop. Another good choice for your trip to Milwaukie is Live the Dream on the Lovely Willamette River.

How many holiday rentals are there in Milwaukie?

Choose from 45 Expedia holiday rentals in Milwaukie for a memorable holiday.

What can I see and do in Milwaukie?

Family-friendly attractions include North Clackamas Aquatic Park and Bike N Hike, whereas Willamette River and Elk Rock Island are a couple of great spots to enjoy the outdoors. Milwaukie Farmers Market and Milwaukie Museum are other places to visit while you're in town.

What are holiday rentals like in Milwaukie?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Milwaukie. Holiday rentals feature amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family trip or a small group gathering.

Recent reviews of Milwaukie properties
Expedia verified reviews