
Holiday rentals in Oregon City
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oregon City
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Oregon City holiday rentals
Other great holiday rentals in Oregon City
Top guest favourite

Home in Oregon City
4.99 out of 5 average rating, 94 reviewsVictorian Charm for Family or Bridal Getaway
JonathanRating, 5 stars1 week ago
An absolutely gorgeous Victorian style house. Beautiful open floorplan with amazing event space. A large dining table for all your gathering's needs. Comfortable rooms with en-suite restrooms. And a full use kitchen for all our drink and snack needs. We rented the space as a family get-away as part of our trip to the Oregon Renaissance Faire. It was conveniently located in Oregon City, within walking distance of wonderful restaurants and a short drive to the Canby Fairgrounds. We could not have asked for a better place to stay. Rena, the host, was friendly, welcoming, and responsive to all our stay's needs. Thank you for the wonderful weekend!
Top guest favourite

Guest suite in Gladstone
4.96 out of 5 average rating, 76 reviewsTop of the World - Apartment near PDX w/ AC
DawnRating, 5 stars5 days ago
The house was exactly as expected, spacious and clean with lovely trees all around the area. We found the labels throughout very useful as well. Shannon was communicative from the start and made sure we were happy and had everything we needed. The house is conveniently located, so would definitely stay again.
Guest favourite

Home in Oregon City
4.93 out of 5 average rating, 46 reviewsPet friendly & close to several wedding venues.
NickiRating, 5 stars1 week ago
The home was spacious, clean, and full of personality thanks to its fun and eclectic decor. We loved spending time on the back deck, enjoying the beautiful and peaceful surroundings. The house was well-stocked with all the essentials, and the beds were very comfortable. We had a great stay and would absolutely return!
Top guest favourite

Home in West Linn
5 out of 5 average rating, 5 reviewsA Harmony Retreat - Your Portland Wellness Stay
BryceRating, 5 stars1 week ago
We loved this place, it felt like a home more than just a hotel feel, extremely organized and had everything you could ask for while being modern and simplistic. Nora and Ian were very kind and helpful and always had our best intentions in mind when it came to our stay. They communicated extremely well with us and were very helpful with any questions we had and recommendations. And upon arrival were cupcakes and a nice thoughtful card to start our stay off. The bathroom had a great shower and all the necessary toiletries readily available to us. We loved the area too, nice parks to take walks and very pretty during the summer time. Easy check in and had flexible check in time. Definitely recommend this place to others, we had wonderful stay!
Guest favourite

Bungalow in Gladstone
4.92 out of 5 average rating, 164 reviewsThe Wee Humble Cottage
MelanieRating, 5 stars1 day ago
Loved my stay at Tracy’s cottage-spent a week there with my dog Suzie and it was perfect. The kitchen was well stocked-loved the coffee bar! Water was hot with great pressure for the shower. I work remote and the wifi speed was great for all of the zoom calls. It’s just a cozy and comfy place to stay-I felt very welcome and hope to stay again when in the area

Home in Oregon City
5 out of 5 average rating, 4 reviewsModern Cozy ADU in Oregon City
BrentRating, 5 stars1 week ago
Great proactive communication and very easy check-in process
Guest favourite

Flat in Oregon City
4.93 out of 5 average rating, 522 reviewsSunday Quiet, awesome Hood view, hot tub!
Samantha LeeRating, 5 stars6 days ago
So gorgeous! Absolutely loved our stay, beautiful property and amazing hosts!
Top guest favourite

Guest house in Oregon City
5 out of 5 average rating, 13 reviewsCozy Guesthouse in Oregon City – Close to Portland
MelanieRating, 5 stars1 week ago
By far one of the best places we have ever stayed! Tony's guest house offers everything you could want and need without serious expense. It's the perfect place to stay to explore Oregon City and surrounding hikes and activities or head into Portland for the downtown experience. We loved eating at the nearby food truck and brewery scene and hiking in the demonstration forest. The guesthouse is beautifully refinished and furnished. It has all the amenities for a comfortable stay, including a place for clothes, TV with streaming services, a kitchen stocked with staples (including coffee and snacks) and more. Tony makes the experience exactly what you want, whether that's hands off/self-check in or a more guided stay. He is nearby and available for any questions or concerns but won't bother you! He also has awesome recommendations for the area. We will definitely be returning to stay here on a regular basis and taking advantage of this wonderful place whenever we are in the Portland area.
Quick stats about holiday rentals in Oregon City
Total rentals
130 properties
Total number of reviews
7.1K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
90 properties have a dedicated workspace
Wifi availability
130 properties include access to wifi
Destinations to explore
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Deschutes River Holiday rentals
- Eugene Holiday rentals
- Cannon Beach Holiday rentals
- Vancouver Holiday rentals
- Lincoln City Holiday rentals
- Seaside Holiday rentals
- Portland Holiday rentals
- Vancouver Holiday rentals
- Puget Sound Holiday rentals
- Seattle Holiday rentals
- House rentals Oregon City
- Flat rentals Oregon City
- Rentals with a firepit Oregon City
- Rentals with a washing machine and dryer Oregon City
- Rentals with outdoor seating Oregon City
- Rentals with a fireplace Oregon City
- Pet-friendly rentals Oregon City
- Family-friendly rentals Oregon City
- Family-friendly rentals Oregon City
- Rentals with pools Oregon City
- Rentals with a patio Oregon City
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Mt. Hood Skibowl
- Silver Falls State Park
- Moda Center
- Oregon Zoo
- Providence Park
- Laurelhurst Park
- Wooden Shoe Tulip Festival
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Timberline Lodge
- Beacon Rock State Park
- Hoyt Arboretum
- Powell's City of Books
- Oaks Bottom Wildlife Refuge
- Mt. Hood Meadows
- Wonder Ballroom
- Wings & Waves Waterpark
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Bridal Veil Falls State Scenic Viewpoint
- Domaine Serene
- Tryon Creek State Natural Area