Search Holiday Rentals in Milwaukie

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Milwaukie holiday rentals

Exterior
Larkspur Landing Extended Stay Suites Hillsboro

Aparthotel in Hillsboro

Larkspur Landing Extended Stay Suites Hillsboro
3.0 star property
8.2 out of 10, Very good, (2029)
" Excellent for our weekend stay."
United States
MEREDITH
The price is ฿2,615
฿2,967 total
includes taxes & fees
29 Dec - 30 Dec
Larkspur Landing Extended Stay Suites Hillsboro
House (4 Bedrooms) | Interior
Walk to Dtwn Camas! Updated Home w/ Game Room

Cottage in Camas

Walk to Dtwn Camas! Updated Home w/ Game Room
3.0 star property
The price is ฿5,469
฿15,403 total
includes taxes & fees
4 Jan - 5 Jan 2026
Walk to Dtwn Camas! Updated Home w/ Game Room
Building design
Inn at Northrup Station

Aparthotel in Northwest Portland

Inn at Northrup Station
3.0 star property
9.4 out of 10, Exceptional, (2138)
"Nice big room in a very good location. Staff were very helpful and recommended food options near by. "
United States
Fiona
The price is ฿4,630
฿5,371 total
includes taxes & fees
28 Dec - 29 Dec
Inn at Northrup Station
Apartment
Hazelnut Suite - 204

Apartment in Southeast Portland

Hazelnut Suite - 204
2.0 star property
The price is ฿6,457
฿10,800 total
includes taxes & fees
8 Jan - 9 Jan 2026
Hazelnut Suite - 204
Apartment (1 Bedroom) | Interior
Riverfront Sandy Retreat, Fish & Kayak On-site

Apartment in Sandy

Riverfront Sandy Retreat, Fish & Kayak On-site
3.0 star property
The price is ฿4,568
฿9,916 total
includes taxes & fees
2 Jan - 3 Jan 2026
Riverfront Sandy Retreat, Fish & Kayak On-site
House (4 Bedrooms) | Interior
Historical Portland Home < 2 Mi to Downtown!

Cottage in Northeast Portland

Historical Portland Home < 2 Mi to Downtown!
3.0 star property
The price is ฿11,373
฿25,332 total
includes taxes & fees
4 Jan - 5 Jan 2026
Historical Portland Home < 2 Mi to Downtown!
Apartment, Accessible | Internet
Meadowlark Suite - 201 2b1b

Apartment in Southeast Portland

Meadowlark Suite - 201 2b1b
2.0 star property
The price is ฿10,056
฿15,948 total
includes taxes & fees
27 Dec - 28 Dec
Meadowlark Suite - 201 2b1b
Apartment
Osprey Suite - 205 in Portland

Apartment in Southeast Portland

Osprey Suite - 205 in Portland
2.0 star property
The price is ฿6,457
฿10,800 total
includes taxes & fees
11 Jan - 12 Jan 2026
Osprey Suite - 205 in Portland
Apartment, Accessible
Chinook Suite - 203 in Portland

Apartment in Southeast Portland

Chinook Suite - 203 in Portland
2.0 star property
The price is ฿10,055
฿15,946 total
includes taxes & fees
27 Dec - 28 Dec
Chinook Suite - 203 in Portland
Apartment | Internet
Meadowlark Suite - 201

Apartment in Southeast Portland

Meadowlark Suite - 201
2.0 star property
The price is ฿12,420
฿20,832 total
includes taxes & fees
5 Jan - 6 Jan 2026
Meadowlark Suite - 201
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Milwaukie Hotel Reviews

AC Hotel by Marriott Portland Downtown, OR

AC Hotel by Marriott Portland Downtown, OR

10/10 Excellent
"Clean, modern room. Very good breakfast "
Michael 3-night trip
Posted 1 day ago
AC Hotel by Marriott Portland Downtown, OR

Find out more about Milwaukie

Search for holiday rentals in Milwaukie on Expedia! You can easily find your home rentals, villas, holiday apartments in Milwaukie using one of the methods below:

  • View our selection of featured holiday rentals in Milwaukie
  • Use the map to find apartments and other holiday homes in the Milwaukie neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Milwaukie while they last

Look no further and take a look at our great range of rental properties in Milwaukie!

Frequently asked questions

Can I find holiday rentals in Milwaukie?

Yes, there are holiday rentals in Milwaukie close to Bike N Hike, 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.

How many holiday rentals are there in Milwaukie?

Choose from 41 Expedia holiday rentals in Milwaukie for a memorable holiday.

What can I see and do in Milwaukie?

Family-friendly attractions include Bike N Hike and North Clackamas Aquatic Park, 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.