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Top Holiday Rentals in Oregon City

Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
10.0 out of 10, Exceptional, (30)
"We had a wonderful stay, relaxing in the woods at the Rivers Edge. Our hosts were amazing! Thank you for sharing your beautiful place with us.The Zen Den the best! We would like to come back again!"
Panoramic Riverside and Lush Forests Views, Pet Friendly, New Décor, Steps Away From Dockside
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
Portland Sanctuary
10.0 out of 10, Exceptional, (39)
"Comfortable, well-furnished apartment. Excellent host who facilitated our stay, and we loved meeting and greeting the chickens every morning. Nice neighborhood and close to our Portland family — would be happy to stay there again."
The price is £211
includes taxes & fees
6 May - 7 May
Portland Sanctuary
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Quaint private cottage apt. in highly desireable area, close to everything
10.0 out of 10, Exceptional, (141)
"My fiancé and I absolutely loved staying here. The house is so charming and we were shown wonderful hospitality. We look forward to returning in the future!"
Quaint private cottage apt. in highly desireable area, close to everything
Craftsman ADU in Central Alberta Arts District
10.0 out of 10, Exceptional, (24)
"A beauutiful and fully equipped place, located in a great neighborhood. The hosts went well out of their way to meet my needs as a last minute guest. Every detail of decor was exceptional. Clean as could be, and very comfortable. Luxerious bedding and linens were the cherry on top."
Craftsman ADU in Central Alberta Arts District
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 £131
includes taxes & fees
9 May - 10 May
Tiny A-Frame Farm Meadow Retreat minutes from downtown
Exquisite Historic Suite Close to Downtown 14-21673
10.0 out of 10, Exceptional, (433)
"I was so excited to stay at Vicki's place as it looks amazing. But I made a huge mistake when I booked it, as I was going to Portland, Maine and Vicki was in Portland, Oregon. I did not realize my error until I arrived in Portland, Maine. Vicki was so sweet and offered to refund the amount paid minus the fees and taxes that VRBO keeps. I hope to someone get to Portland and stay at her beautiful home."
The price is £150
includes taxes & fees
6 May - 7 May
Exquisite Historic Suite Close to Downtown 14-21673
Historical Portland Home < 2 Mi to Downtown!
10.0 out of 10, Exceptional, (3)
"Great place to stay close to good restaurants, the Moda center, and down town. Lots of room for gestures to spread out and visit. Judy was very ready to work with and had many, great suggestions for the area."
Historical Portland Home < 2 Mi to Downtown!
Designer Owned House on Vibrant Williams Avenue near Mississippi
10.0 out of 10, Exceptional, (154)
"The house is very cute and in a great neighborhood. Beds & pillows were very comfortable. Check in and check out easy. I think a house manual would have been helpful. We are tech savvy but the tv was difficult for all of us to figured out. We couldn’t find dish towels. We ate out but still had a few dishes to wash up after coffee or snacks. I didn’t want to run the dishwasher for a few cups or glasses, so ended up using paper towels. Definitely would stay here again."
Designer Owned House on Vibrant Williams Avenue near Mississippi
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
10.0 out of 10, Exceptional, (139)
"Our family enjoyed our stay in such a well kept historical home. Especially in the middle of a great city. The host was especially thoughtful. Great memories."
Sunny 1400 SQFT Dutch Colonial in Portland Heights - 5 min to downtown, NW 23rd
MEDITERRANEAN URBAN VILLA
9.8 out of 10, Exceptional, (203)
"We loved walking around the gorgeous neighborhood. We also noticed everyone else in the area enjoyed doing the same thing as there were several people walking around, mostly with dogs. The house was clean and had everything we needed. We would definitely stay here again."
The price is £280
includes taxes & fees
5 May - 6 May
MEDITERRANEAN URBAN VILLA
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 £185
includes taxes & fees
6 May - 7 May
Mt Hood’s historic Cedarwood Cabin
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 £195
includes taxes & fees
6 May - 7 May
1 block to Washington Park & short walk to shops, eateries on NW 23rd, Downtown
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 £180
includes taxes & fees
7 May - 8 May
Two Rivers Relaxing Retreat
Cedar Mill Getaway
9.8 out of 10, Exceptional, (88)
"It was perfect for a family, clean and spacious"
The price is £162
includes taxes & fees
7 May - 8 May
Cedar Mill Getaway
NEW! - Bright Modern Entire Unit KING BED!
9.8 out of 10, Exceptional, (7)
"Two senior citizens plus adult daughter. Wi-Fi was sufficient for virtual work, kuerig coffee maker and ice water dispenser in the fridge, lovely walk-in shower. Host and his BIL cheerfully helped us when we locked our key in the car along with my road service info. Heads up that the entry is onto a stairway, but stairs are wide and railing is good. Huge TV that allowed us to log into our streaming services. Stone floors, coffee table, etc. maybe not the best for toddlers, but it all was perfect...
NEW! - Bright Modern Entire Unit KING BED!
Glamping in our Unique Cabin outside Silverton, OR. with Hot Tub & Sleeping Loft
9.8 out of 10, Exceptional, (39)
"I’m hesitant to share too much so that when I try to book here again I will always be full! The location is great hikes right off the property are amazing. And most of all the hosts Kristin is incredible and really cares about you enjoying your stay and feeling free on the land. A childhood friend and I spent a weekend here and didn’t wanna leave. Immense respect and gratitude and awe for the time Kristin put into this Bali House..charming beyond!"
Glamping in our Unique Cabin outside Silverton, OR. with Hot Tub & Sleeping Loft
A garden view hideaway in the Irvington neighborhood
9.6 out of 10, Exceptional, (272)
"Nice spot in historic Irvington neighborhood with bus stop, coffee shops, restaurants, and brew pubs all within walking distance. Mark was incredibly responsive to all my questions. Apartment was clean and comfortable with more than enough natural light. Washer/dryer was nice to have, too. Would not hesitate to stay here again."
The price is £199
includes taxes & fees
28 May - 29 May
A garden view hideaway in the Irvington neighborhood
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 £323
includes taxes & fees
7 May - 8 May
Newly Finished Nob Hill Condo w/ Central Location Perfect for Exploring the City
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
9.6 out of 10, Exceptional, (37)
"My family enjoyed the stay, the owner was very prompt in adding a travel crib for me. He went out of his way to bring it over extremely quickly after i inquired about it. The rental is setup as a duplex, and the two units do bring some unknowns. My family enjoyed the natural light from the windows and the large kitchen area. We did find the single couch too small for our family of four and we missed not having a kitchen table to eat at."
The price is £226
includes taxes & fees
8 May - 9 May
Gem in Milwaukie 2 bedroom - 2 Bathroom - Huge yard
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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.

Oregon City Holiday Rental Travel Info

Other types of properties in Oregon City you may be interested in

The Paramount Hotel
3.5 star property
9.2 out of 10, Wonderful, (1834)
"It was a lovely stay."
The price is £102
includes taxes & fees
17 May - 18 May
The Paramount Hotel
Moxy Portland Downtown
3.0 star property
8.8 out of 10, Excellent, (640)
"Is definitely a great place to go if you are looking for a fun night at the lobby but a good rest in your hotel room"
The price is £93
includes taxes & fees
2 Jun - 3 Jun
Moxy Portland Downtown
Courtyard by Marriott Portland City Center
3.5 star property
8.6 out of 10, Excellent, (1003)
"A comfortable stay downtown Portland. The room was not too big, but comfortable. The only thing was parking. Not a lot in the area, valet parking was expensive, $48/day."
The price is £81
includes taxes & fees
19 May - 20 May
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.

Everything you need to know about Oregon City 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 Oregon City holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, 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 Oregon City holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Oregon City holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Oregon City. 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 Oregon City 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 Oregon City holiday rentals we have selected for you start as low as £131 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Oregon City rentals

At Expedia, we put the best Oregon City 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 Oregon City 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 Oregon City 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 Oregon City. 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

Are there holiday rentals in Oregon City?

Yes, there are holiday rentals in Oregon City close to Home Orchard Society Arboretum, 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.

What are some of the best holiday rentals that Oregon City has to offer?

Location, style and space! - Midcentury Modern Home - Steps from Restaurant Row: This holiday home rental outside of Oregon City 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 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.

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