Oregon City Holiday Rentals

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Holiday Rentals in Oregon City

Building design
Inn at Northrup Station
3.0 star property
9.4 out of 10, Exceptional, (1891)
"kitschy"
The price is NZ$294
per night
21 May - 22 May
Inn at Northrup Station
Exterior
Modern Chateau on private hillside with breathtaking views of the Columbia River
10.0 out of 10, Exceptional, (7)
"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
Property grounds
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, (32)
"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
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Terrace/patio
A garden view hideaway in the Irvington neighborhood
9.6 out of 10, Exceptional, (273)
"Very nice, very clean,and very comfortable"
The price is NZ$402
per night
20 May - 21 May
A garden view hideaway in the Irvington neighborhood
2 bedrooms, iron/ironing board, WiFi, bed sheets
MEDITERRANEAN URBAN VILLA
9.8 out of 10, Exceptional, (204)
"We really enjoyed our stay. We wish we had more time to just hang out and walk around the community. Everything in the unit was great ( except the beds). Both beds were extremely firm. For this reason alone i would have second thoughts about staying again. If the beds are replaced with medium soft beds we would stay again. Not a major issue but the parking was full both nights we were there and we had to park on the street. I drive a Ram 2500 Mega Cab so that was a trick to find a place big...
The price is NZ$565
per night
19 May - 20 May
MEDITERRANEAN URBAN VILLA
Fridge, microwave, oven, stovetop
Portland Sanctuary
10.0 out of 10, Exceptional, (41)
"The accommodations were wonderful and it felt like home. We had room to gather together and room to spend alone, as needed. Beds were very comfortable and we slept so well. It was close to all the activities we wanted to experience. Veronica was helpful and willing to make suggestions for our stay. It was our first trip to Portland and i would definitely return to this lovely home for any future trips. I can’t say enough good things about it!"
The price is NZ$418
per night
19 May - 20 May
Portland Sanctuary
Exterior
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
10.0 out of 10, Exceptional, (253)
"Clean apartment and close to everything. Free parking on the street."
Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row
TV, books, video library
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
9.6 out of 10, Exceptional, (84)
"Excellent stay at a comfortable apartment in really nice building. Great place to explore from."
The price is NZ$647
per night
19 May - 20 May
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
Outdoor dining
Quaint private cottage apt. in highly desireable area, close to everything
10.0 out of 10, Exceptional, (143)
"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
Property grounds
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
9.2 out of 10, Wonderful, (117)
"Spacious & centrally located"
The price is NZ$735
per night
27 May - 28 May
Sleek Townhome w/ Patio - Walk to Amazing Restaurants, Breweries, Trails & Shops
Exterior
Mt Hood’s historic Cedarwood Cabin
9.8 out of 10, Exceptional, (52)
"This was our second stay at Cedarwood Cabin, and it was just as wonderful as our first. Such a lovely, peaceful place to stay!"
The price is NZ$370
per night
21 May - 22 May
Mt Hood’s historic Cedarwood Cabin
Interior
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
9.8 out of 10, Exceptional, (226)
"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$395
per night
19 May - 20 May
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
Fridge, microwave, oven, stovetop
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
9.2 out of 10, Wonderful, (99)
"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$675
per night
19 May - 20 May
Beautiful Space w/ Patio & Central Location - Walk to Absolutely Everything
Exterior
Craftsman ADU in Central Alberta Arts District
10.0 out of 10, Exceptional, (25)
"My husband and I enjoyed our stay and the scenery of Portland and the surrounding area. After hiking we enjoyed coming back to a clean and comfortable place to finish out the day."
Craftsman ADU in Central Alberta Arts District
Property grounds
Two Rivers Relaxing Retreat
9.8 out of 10, Exceptional, (33)
"The apartment was in the basement of the home. It was clean and well appointed. My only issue is my wife and I are tall...6'3 and 5'10. A shorter person would not have to dodge the support beams...LOL! Other than that and not seeing the cats it was a very comfortable stay."
The price is NZ$365
per night
29 May - 30 May
Two Rivers Relaxing Retreat
Lake
Live the Dream on the Lovely Willamette River
9.4 out of 10, Exceptional, (185)
"We stayed for three nights in May. We really enjoyed the beautiful landscaping and looking out over the Willamette River. The ducks, geese and other birds are numerous. The house had the basic supplies needed for cooking and enjoying our stay. I recommend having the early birds stay in the master bedroom since it shares the space with the kitchen and living room. Access to our events downtown was an easy 10 to 15 min drive along the river. We enjoyed hanging out in the hot tub along the shores...
Live the Dream on the Lovely Willamette River
Exterior
Tiny A-Frame Farm Meadow Retreat minutes from downtown
10.0 out of 10, Exceptional, (1)
"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$300
per night
20 May - 21 May
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Fridge, microwave, oven, stovetop
New Condo Offers Great Location, Plenty of Services, Walk Everywhere
9.4 out of 10, Exceptional, (58)
"My son and his wife live in this neighborhood. So many wonderful places to eat. Great grocery store right across the street. The condo is as it looks. Nicely supplied, but as someone else said, only one wine glass? The washing machine does not work. We were there for 3 nights. Slept well. Very quiet. Easy to check in and out. Would stay here again."
The price is NZ$550
per night
28 May - 29 May
New Condo Offers Great Location, Plenty of Services, Walk Everywhere
Fridge, microwave, oven, stovetop
Cedar Mill Getaway
9.8 out of 10, Exceptional, (90)
"Overall stay was good for the night we needed. Pool table was a nice plus."
The price is NZ$254
per night
21 May - 22 May
Cedar Mill Getaway
Exterior
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (436)
"The architecture is breathtaking. It was hard to leave this oasis and go do things in Portland. The studio apartment is so cozy quiet. I couldn’t wait to get back to the deck."
The price is NZ$300
per night
20 May - 21 May
Exquisite Historic Suite Close to Downtown 14-21673
Don't see what you're looking for?
See all available properties in Oregon City
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 Oregon City you may be interested in

Lobby
The Paramount Hotel
3.5 star property
9.2 out of 10, Wonderful, (1861)
"Loved the location and proximity to the Schnitzer concert hall. Check-in was easy, the property was beautiful. The room was spacious and well appointed. Dining and drink options on-site were wonderful and it was very convenient to be able to charge to the room. I will definitely return. The only thing that was a minor inconvenience during our stay was how long it took valet to retrieve our car upon check out, which wasn’t a huge deal, but set us back on our travel time. "
The price is NZ$170
per night
20 May - 21 May
The Paramount Hotel
Lobby
Red Lion Hotel Portland Airport
3.0 star property
7.2 out of 10, Good, (2026)
"Convenient for the Airport ... comparatively decent price ... staff knowledgeable & helpful."
The price is NZ$162
per night
21 May - 22 May
Red Lion Hotel Portland Airport
Exterior
Courtyard by Marriott Portland City Center
3.5 star property
8.6 out of 10, Excellent, (1008)
"The staff was great. The bed was really comfortable. We always stay at Marriott hotels. This one tho, is not up to Marriott standards. Is not that is dated, but you can see the wear and tear throughout the hotel. The furniture in the lobby looked worn out and the room was dirty with finger prints and liquid splashes. Lobby furniture was also stained. Room furniture was worn out. I was surprised to see that the shower was one of those shower stall inserts with a really bad caulking job. Other...
The price is NZ$150
per night
9 Jun - 10 Jun
Courtyard by Marriott Portland City Center
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 Oregon City 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 Oregon City. 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 Oregon City. Seeing all the best attractions is bound to make you fall in love with Oregon City. 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 Oregon City short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Oregon City?

Yes, there are holiday rentals in Oregon City close to Haggart Observatory, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Oregon City speak positively about the scenic riverfront and top-notch restaurants in this destination. Allow some time to check out the shops during your trip.

How many holiday rentals are there in Oregon City?

With 22 Expedia holiday rentals, you're guaranteed to find just the right place for your Oregon City stay.

What’s there to see and do in Oregon City?

Enjoy the outdoors at Clackamas River and Willamette River, or simply take in cultural attractions like Stevens-Crawford Heritage House and Krayon Kids Musical Theater Company. End of the Oregon Trail Interpretive Center and Oregon City Shopping Center are other places to visit while you're in town.

What’s a holiday rental in Oregon City like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oregon City. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family getaway.

Recent reviews of Oregon City properties
Expedia verified reviews

The Paramount Hotel

The Paramount Hotel

5/5 Excellent
"Loved the location and proximity to the Schnitzer concert hall. Check-in was easy, the property was beautiful. The room was spacious and well appointed. Dining and drink options on-site were wonderful and it was very convenient to be able to charge to the room. I will definitely return. The only thing that was a minor inconvenience during our stay was how long it took valet to retrieve our car upon check out, which wasn’t a huge deal, but set us back on our travel time. "
A verified traveller stayed at The Paramount Hotel
Posted 18 hours ago
The Paramount Hotel