Milwaukie Holiday Rentals

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Check prices for these dates

Tonight
24 Dec - 25 Dec
Tomorrow
25 Dec - 26 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, (2027)
" Excellent for our weekend stay."
United States
MEREDITH
The price is S$128
includes taxes & fees
1 Jan - 2 Jan, 2026
Larkspur Landing Extended Stay Suites Hillsboro
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 S$637
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 S$222
includes taxes & fees
28 Dec - 29 Dec
Inn at Northrup Station
Room
Hazelnut Suite - 204

Apartment in Southeast Portland

Hazelnut Suite - 204
2.0 star property
The price is S$446
includes taxes & fees
8 Jan - 9 Jan, 2026
Hazelnut Suite - 204
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 S$410
includes taxes & fees
3 Jan - 4 Jan, 2026
Riverfront Sandy Retreat, Fish & Kayak On-site
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 S$1,047
includes taxes & fees
29 Dec - 30 Dec
Historical Portland Home < 2 Mi to Downtown!
Internet
Meadowlark Suite - 201 2b1b

Apartment in Southeast Portland

Meadowlark Suite - 201 2b1b
2.0 star property
The price is S$659
includes taxes & fees
27 Dec - 28 Dec
Meadowlark Suite - 201 2b1b
Room
Osprey Suite - 205 in Portland

Apartment in Southeast Portland

Osprey Suite - 205 in Portland
2.0 star property
The price is S$446
includes taxes & fees
11 Jan - 12 Jan, 2026
Osprey Suite - 205 in Portland
Room
Chinook Suite - 203 in Portland

Apartment in Southeast Portland

Chinook Suite - 203 in Portland
2.0 star property
The price is S$659
includes taxes & fees
27 Dec - 28 Dec
Chinook Suite - 203 in Portland
Internet
Meadowlark Suite - 201

Apartment in Southeast Portland

Meadowlark Suite - 201
2.0 star property
The price is S$861
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.
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Top Milwaukie Hotel Reviews

Country Inn & Suites by Radisson, Portland International Airport, OR

Country Inn & Suites by Radisson, Portland International Airport, OR

10/10 Excellent
"Helpful staff"
Ellen 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Portland International Airport, OR

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.