Photo by Gabriel Rahl

Milwaukie Holiday Rentals

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Holiday Rentals in Milwaukie

Our top choices for Milwaukie holiday rentals

Living the Dream on the Lovely Willamette River

9.4 out of 10, Exceptional, (202)
"Perfect place for my daughter's college graduation. Owner was kind to let us have a group of people over fora post grad dinner. The riverfront view is amazing"
Living the Dream on the Lovely Willamette River

Cozy apartment in a lovely and quiet neighborhood

9.6 out of 10, Exceptional, (93)
"A wonderful place to stay. Excellent for any age. "
The price is AU$265
includes taxes & fees
29 Sept - 30 Sept
Cozy apartment in a lovely and quiet neighborhood

Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

9.8 out of 10, Exceptional, (52)
"We had a mix of family and friends in town for my son’s graduation from Read College and it was a perfect location, wonderful for gathering family, and friends"
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

New Soaking Pool! Hot Tub and Ping Pong! Cozy 3 bedroom home.

10.0 out of 10, Exceptional, (7)
"Very relaxing, quite neighborhood, would stay again"
The price is AU$595
includes taxes & fees
30 Sept - 1 Oct
New Soaking Pool! Hot Tub and Ping Pong! Cozy 3 bedroom home.

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
8.2 out of 10, Very good, (1948)
"Great stay!"
The price is AU$188
includes taxes & fees
6 Sept - 7 Sept
Larkspur Landing Extended Stay Suites Hillsboro

Inn at Northrup Station

3.0 star property
9.4 out of 10, Exceptional, (2083)
"We love this place and stay evertime we are in town. Staff is very nice and property is in a great location!"
The price is AU$371
includes taxes & fees
17 Sept - 18 Sept
Inn at Northrup Station

Deluxe Room | Portland Hub + Pulitzer Display

10.0 out of 10, Exceptional, (1)
"Very nice for me and my daughter to stay for the Zach Bryan concert.."
The price is AU$333
includes taxes & fees
10 Sept - 11 Sept
Deluxe Room | Portland Hub + Pulitzer Display

Spacious Premium King with 24-Hour Gym Access

8.0 out of 10, Very good, (2)
"The listing said parking available but did not specify there would be additional charges and that the garage was not attached. I was also surprised that there was not a mini refrigerator in the room"
The price is AU$317
includes taxes & fees
5 Oct - 6 Oct
Spacious Premium King with 24-Hour Gym Access

World Renowned Roloff Farms, Billiards, Hot Tub, Game Room, On Acres of Farmland

10.0 out of 10, Exceptional, (31)
"Such a fun and relaxing space!"
World Renowned Roloff Farms, Billiards, Hot Tub, Game Room, On Acres of Farmland

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

10.0 out of 10, Exceptional, (313)
"Great place to stay and close to restaurants and shops."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

9.8 out of 10, Exceptional, (261)
"Very nice place for exploring Portland and great place for wonderful walks."
The price is AU$384
includes taxes & fees
10 Sept - 11 Sept
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

Pet friendly apartment with covered patio and fenced-in yard.

10.0 out of 10, Exceptional, (307)
"The bed was very comfortable and we appreciated the use of the washer and dryer. The fold out sleeper sofa was comfortable for our grown adult daughter also. It’s nice that it is pet friendly, although we didn’t have a pet with us."
The price is AU$311
includes taxes & fees
5 Oct - 6 Oct
Pet friendly apartment with covered patio and fenced-in yard.

Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

10.0 out of 10, Exceptional, (85)
"We had an amazing stay! We loved spending time with the alpacas and goats. The patio was wonderful for morning coffee and star gazing. Giant shower, beautiful scenic property, wonderful hosts! We didn’t want to leave!"
The price is AU$293
includes taxes & fees
28 Sept - 29 Sept
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

Oregon Trail Covered Wagon by the Creek

10.0 out of 10, Exceptional, (2)
"Very nice wagon! Accommodating hosts and so very helpful! Only regret is not staying long enough. "
The price is AU$189
includes taxes & fees
7 Sept - 8 Sept
Oregon Trail Covered Wagon by the Creek

Peace House

2.0 star property
5.6 out of 10, (5)
"We spent the holiday weekend at this property. The house is in a great neighborhood that is local to lots of activities and restaurants in the area. The host was very communicative and willing to help."
The price is AU$561
includes taxes & fees
5 Sept - 6 Sept
Peace House

Private, Cozy Retreat Convenient To Portland And The Gorge

9.4 out of 10, Exceptional, (164)
"Nice property for the price "
Private, Cozy Retreat Convenient To Portland And The Gorge

Hillsdale Spacious, comfortable home

9.6 out of 10, Exceptional, (134)
"Excellent location. Enjoyed our stay"
Hillsdale Spacious, comfortable home

The Tree House 1 BR Attached In-law Apartment with Private Spa

8.8 out of 10, Excellent, (8)
"Enjoyed everything "
The price is AU$273
includes taxes & fees
7 Sept - 8 Sept
The Tree House 1 BR Attached In-law Apartment with Private Spa

Serenity Floating Home

9.0 out of 10, Wonderful, (20)
"Great stay and accommodating host!"
Serenity Floating Home

Touch of Timeless Glamour in Unique Deluxe Queen

5.0 out of 10, (2)
"This place is nice and quiet and there’s nice touches like free tea and coffee. We did request the sheets to be changed and they just made up the"
The price is AU$296
includes taxes & fees
10 Sept - 11 Sept
Touch of Timeless Glamour in Unique Deluxe Queen
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Milwaukie Hotel Reviews

Find out more about Milwaukie

Find out more about Milwaukie

Everything you need to know about Milwaukie holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Milwaukie holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Milwaukie holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Milwaukie holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Milwaukie. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Milwaukie holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Milwaukie holiday rentals we have selected for you start as low as AU$188 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Milwaukie rentals

At Expedia, we put the best Milwaukie holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Milwaukie rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Milwaukie holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Milwaukie. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Living the Dream on the Lovely Willamette River: This highly rated holiday home rental in Milwaukie is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Milwaukie?

Choose from 35 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.