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Milwaukie Holiday Rentals

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Holiday Rentals in Milwaukie

Live the Dream on the Lovely Willamette River
9.4 out of 10, Exceptional, 186 reviews
"We enjoyed our stay. Very comfy furnishings. Great backyard on the Willamette river."
Live the Dream on the Lovely Willamette River
Magnificent Home on Banks of the Willamette River, Hot Tub, Fire-Pit, Cornhole, 9 Miles to Downtown
9.8 out of 10, Exceptional, 22 reviews
"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
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
9.6 out of 10, Exceptional, 40 reviews
"The listing said there were two bathrooms in unit 1, but there was only one. No big deal. The unit itself is gorgeous, and the yard and neighborhood is relaxing and quiet. I loved the office and the chair was super comfortable. Not sure how the thermostat was supposed to work and it was HOT in there as it was 95 in Portland that day. But the fan in the closet was a nice touch. It made sleeping bearable. I’ll totally stay here again if I can when I’m in Portland next."
The price is NZ$448
per night
17 Jun - 18 Jun
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
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Cozy apartment in a lovely and quiet neighborhood
9.6 out of 10, Exceptional, 36 reviews
"It was perfect, texted the owners and they were quick to respond"
The price is NZ$257
per night
16 Jun - 17 Jun
Cozy apartment in a lovely and quiet neighborhood
Willamette riverfront with stunning view near downtown Milwaukie and Sellwood
10.0 out of 10, Exceptional, 69 reviews
"Great property and great location. Beautiful views of the river"
Willamette riverfront with stunning view near downtown Milwaukie and Sellwood
Larkspur Landing Hillsboro - An All-Suite Hotel
3.0 star property
8.2 out of 10, Very good, 1,493 reviews
"Friendly consistent service and staff. Even though the area is geared toward car transportation it is doable to walk Fred Meyers and/or a few shops, restaurant, fast food. Distance one way is less than 2 miles."
The price is NZ$205
per night
7 Jun - 8 Jun
Larkspur Landing Hillsboro - An All-Suite Hotel
Inn at Northrup Station
3.0 star property
9.4 out of 10, Exceptional, 1,894 reviews
"Good location, Lots of restaurants and bars in the neighborhood."
The price is NZ$312
per night
6 Jun - 7 Jun
Inn at Northrup Station
Modern Chateau on private hillside with breathtaking views of the Columbia River
10.0 out of 10, Exceptional, 7 reviews
"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
World Renowned Roloff Farms, Billiards, Game Room, On Acres of Farmland
10.0 out of 10, Exceptional, 13 reviews
"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
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, 32 reviews
"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
A garden view hideaway in the Irvington neighborhood
9.6 out of 10, Exceptional, 276 reviews
"This apartment was perfect for our stay. The Irvington neighborhood is lovely. The apartment quiet, tastefully decorated and just right. We will stay here again ! Thank you,"
The price is NZ$443
per night
6 Jun - 7 Jun
A garden view hideaway in the Irvington neighborhood
MEDITERRANEAN URBAN VILLA
9.8 out of 10, Exceptional, 205 reviews
"We really loved the neighborhood, with great spots to walk to. Steeplejack is a stone's throw away, a long with other great locations along Broadway. The unit itself is very nice, on the ground floor and we'll taken care of. Our family of 4 with littles under 4 had a great time. We had a little trouble with check-in using the multiple code sequence, but Jody was available right away and helped us get in in no time. We would love to stay here again!"
The price is NZ$561
per night
5 Jun - 6 Jun
MEDITERRANEAN URBAN VILLA
Portland Sanctuary
10.0 out of 10, Exceptional, 43 reviews
"My niece and I spent two nights at this apartment. It was very cute. It had a nice yard with chickens. The host was very responsive."
The price is NZ$443
per night
17 Jun - 18 Jun
Portland Sanctuary
Quaint private cottage apt. in highly desireable area, close to everything
10.0 out of 10, Exceptional, 143 reviews
"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
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
9.8 out of 10, Exceptional, 226 reviews
"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$400
per night
5 Jun - 6 Jun
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
9.2 out of 10, Wonderful, 118 reviews
"We loved the townhouse but it seemed better suited for our home state of Texas than Portland. While perfect for the warm weather we had it seems like it could be chilly and dim during a Portland winter. Lots of great restaurants and shops nearby, a gym for our 22 year and a parking spot for our car made it perfect for exploring the greater Portland area."
The price is NZ$751
per night
18 Jun - 19 Jun
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
9.2 out of 10, Wonderful, 101 reviews
"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$759
per night
5 Jun - 6 Jun
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
9.4 out of 10, Exceptional, 88 reviews
"Nice place. Clean and comfortable. VERY pet friendly. Dogs/ pets everywhere. Very friendly coffee shop in the lobby."
The price is NZ$725
per night
5 Jun - 6 Jun
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, 255 reviews
"From the location, cleanliness, and frequent communication from the host, we loved our stay!"
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
Tiny A-Frame Farm Meadow Retreat minutes from downtown
10.0 out of 10, Exceptional, 1 review
"We had a wonderful time. The A frame is super cozy and great for a couples night out. You're in the privacy of the woods and even when it’s raining it’s beautiful. Loved the animals on the property too. They’re adorable."
The price is NZ$297
per night
23 Jun - 24 Jun
Tiny A-Frame Farm Meadow Retreat minutes from downtown
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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

The Paramount Hotel
3.5 star property
9.2 out of 10, Wonderful, 1,908 reviews
"Excellent experience. "
The price is NZ$184
per night
4 Jul - 5 Jul
The Paramount Hotel
Courtyard by Marriott Portland City Center
3.5 star property
8.6 out of 10, Excellent, 1,054 reviews
"It was a great hotel and a pleasurable experience. The staff were amazing and helped us with all of our needs and actually guide us to a really really amazing restaurant nearby. We will definitely look to stay there again in the near future."
The price is NZ$178
per night
1 Jul - 2 Jul
Courtyard by Marriott Portland City Center
Shilo Inn Suites Hotel - Portland Airport
3.0 star property
7.8 out of 10, Good, 1,015 reviews
"a pleasant surprise and will stay again. Front desk service was awesome!"
The price is NZ$156
per night
5 Jun - 6 Jun
Shilo Inn Suites Hotel - Portland Airport
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
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