Photo by Gabriel Rahl

Milwaukie Holiday Rentals

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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Milwaukie

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

Oak Grove
9.8 out of 10, Exceptional, (60)
"Perfect for a family gathering just a bit out of town Had all the amenities we needed to be comfortableBeautiful location on the river to watch the world go byLots of places in the house to lounge including the waterfront backyard lawn Would revisit in a heartbeat!"
United States
Alison T.
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown

Larkspur Landing Extended Stay Suites Hillsboro

3.0 star property
Hillsboro
8.2 out of 10, Very good, (2006)
"Very nice staff and a clean quiet place to stay along with safe. "
United States
Laura
The price is NZ$201
includes taxes & fees
15 Nov - 16 Nov
Larkspur Landing Extended Stay Suites Hillsboro

Inn at Northrup Station

3.0 star property
Northwest Portland
9.4 out of 10, Exceptional, (2116)
"Amazing hotel in an adorable neighborhood. Great staff, perfect for short or long stays. Rooms are spacious with a lot of amenities. We loved it will be back again!"
United States
Amanda
The price is NZ$336
includes taxes & fees
15 Nov - 16 Nov
Inn at Northrup Station

Deluxe Room | Portland Hub + Pulitzer Display

Downtown Portland
10.0 out of 10, Exceptional, (1)
"Very nice for me and my daughter to stay for the Zach Bryan concert.."
United States
Tonya V.
The price is NZ$359
includes taxes & fees
16 Nov - 17 Nov
Deluxe Room | Portland Hub + Pulitzer Display

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

Hillsboro
10.0 out of 10, Exceptional, (33)
"We had a wonderful time, lots of room for us to spread out."
United States
Melisse L.
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland

Quarry Commons

3.0 star property
Walluga
Quarry Commons

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

North Portland
10.0 out of 10, Exceptional, (324)
"Fantastic little place in an amazing neighborhood! Seriously, the food and activities in the area are great, totally walkable. Parking is super available and easy and the host is amazing! This was a perfect spot for our family of 4 that included 2 teens! "
United States
Joanna W.
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row

Portland Sanctuary

Northeast Portland
9.8 out of 10, Exceptional, (97)
"This was a perfect getaway for a quick trip to Portland. Wonderful neighborhood, friendly hosts, and comfortable spaces to hang out and rest."
United States
Tyler b.
The price is NZ$489
includes taxes & fees
17 Nov - 18 Nov
Portland Sanctuary

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

Southeast Portland
10.0 out of 10, Exceptional, (316)
"Great place in a great area. "
United States
Meredith F.
The price is NZ$323
includes taxes & fees
16 Nov - 17 Nov
Pet friendly apartment with covered patio and fenced-in yard.

Tiny Farmhouse - Walk to Local Shops & Restaurants

Southeast Portland
10.0 out of 10, Exceptional, (3)
"Comfortable stay. Clean except for a little dust around the kitchen. Shower pan is too shallow and/or shower drain is too slow. Nearly flooded the bathroom."
United States
Faye N.
The price is NZ$326
includes taxes & fees
18 Nov - 19 Nov
Tiny Farmhouse - Walk to Local Shops & Restaurants

Oregon Trail Covered Wagon by the Creek

Oregon City
10.0 out of 10, Exceptional, (2)
"Very nice wagon! Accommodating hosts and so very helpful! Only regret is not staying long enough. "
United States
Ann y.
Oregon Trail Covered Wagon by the Creek

2,100 SqFt Contemporary Home W/ Jacuzzi & Fire Pit

Pleasant Valley
10.0 out of 10, Exceptional, (17)
"We had a group of 6 attending the Craft Wine event and it was a great location with a great space! "
United States
Athena B.
The price is NZ$746
includes taxes & fees
17 Nov - 18 Nov
2,100 SqFt Contemporary Home W/ Jacuzzi & Fire Pit

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

Troutdale
10.0 out of 10, Exceptional, (97)
"Everything was as advertised and a great locations close to a lot of tourist activities."
United States
Jessenia A.
The price is NZ$335
includes taxes & fees
16 Nov - 17 Nov
Springdale Farm & Views - the Gorge, Downtown, Mt. Hood

The "Old Barn" in the woods. Peace, Romance, Ahhh

Cedar Hills
9.0 out of 10, Wonderful, (34)
"Secluded location just miles from Portland. Quirky place with tons of charm and positive energy. Comfortable bed and lovely upper deck with great view. Kitchen could use more counter space and a proper oven if you’re planning to do any cooking but overall we enjoyed it! "
United States
Kelly H.
The price is NZ$463
includes taxes & fees
17 Nov - 18 Nov
The "Old Barn" in the woods. Peace, Romance, Ahhh

9 Bedroom, Hot Tub, Sauna, Patios, Golf, Game Room, Professionally Designed Home

2.0 star property
Vancouver
10.0 out of 10, Exceptional, (1)
9 Bedroom, Hot Tub, Sauna, Patios, Golf, Game Room, Professionally Designed Home

Oregon Jade Lodging: Specious two bedroom, EV charger, green space

Rosemont Summit
8.8 out of 10, Excellent, (21)
"Owner was extremely accommodating to a last minute change and the place was all set up and looked beautiful! "
United States
Tristan R.
The price is NZ$479
includes taxes & fees
15 Nov - 16 Nov
Oregon Jade Lodging: Specious two bedroom, EV charger, green space

Bungalow Guest House

Ellsworth
8.8 out of 10, Excellent, (33)
"We needed a house in that area of the city. Very convenient location to our needs."
United States
Karen D.
The price is NZ$344
includes taxes & fees
19 Nov - 20 Nov
Bungalow Guest House

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

Southwest Portland
9.8 out of 10, Exceptional, (265)
"Amazing, affordable place to stay in the most beautiful neighborhood. Very close to Washington Park and the downtown Portland scene. Absouletly fabulous area. "
United States
Julie F.
The price is NZ$450
includes taxes & fees
15 Nov - 16 Nov
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown

A Grand House

Vancouver
9.8 out of 10, Exceptional, (38)
"It was amazing "
United States
Luke A.
The price is NZ$579
includes taxes & fees
16 Nov - 17 Nov
A Grand House

Lake View House with Beautiful 4.5 Acres to Explore

Camas
9.8 out of 10, Exceptional, (10)
"Amazing pastoral setting with great views and amazing location. Looking forward to my next visit."
United States
Mark L.
Lake View House with Beautiful 4.5 Acres to Explore
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

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 favorite 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 depends 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 NZ$201 per night. Entering your travel dates in the search wizard you might find 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?

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This holiday home rental outside of Milwaukie is located on a river, and has a patio, a selection of games and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Milwaukie?

Choose from 36 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.