
House holiday rentals in Oregon City
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Top-rated house rentals in Oregon City
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Popular amenities for house rentals in Oregon City
House rentals with a pool

Mt. Hood, Golfing, Fishing & Skiers Paradise Found
We absolutely love staying at The Foxglove! Aaron is a wonderful host, the house is full of great items to make you feel right at home. The kitchen is stocked with all the items you need to cook at home, and the layout is great for us! We both work remotely and are able to set up offices, as well as have a space for relaxing and enjoying a good movie, or cozy up with a book. We are repeat vacationers to the area and always try to stay at Aaron's home if it is available. Thank you for another great stay!

Fern Cottage paradise- Scenic deck, River, Trails
Our family greatly enjoyed our stay. The space itself was clean, accurately described,and had everything we needed. The neighborhood is quiet and enjoyed using the community pool, tennis courts, etc. We would highly recommend.

Cozy Mt. Hood Cabin
WOW, nice little gem we. And across when I saw this listing. We loved it so much we stayed another extra day. The place is clean and so relaxing. We will be back for sure.

The Starburst Inn
We spent the weekend at Sunburst Inn as part of a mom’s weekend away. Nicholas was a phenomenal & accommodating host. When we notified him of an unforeseen issue in the house, he quickly jumped in and found a fix for us. The location was awesome—a nice mix of things to do around and access to the outdoors.

Mt. Hood Village Contemporary Mountain Home
I couldn’t imagine a better Airbnb while staying at Mt Hood. The home is absolutely gorgeous, extremely well cared for, pristinely clean, conveniently located a block from grocery options and a short drive to the primary areas to play on the mountain such as skibowl, Timberline and Meadows… it’s the perfect home-base for your Mt Hood gateway.

3-Bed Cowboy Cabana w/ Soaking Pool + Hot Tub!
We had a wonderful stay here in late May/early June 2025 for my son’s graduation family trip. It was very clean, had all the essential amenities, and the hot tub was very relaxing after long days exploring the Pacific Northwest. The neighborhood is very safe, peaceful, and quiet. Luke was a wonderful host! Definitely recommend staying here!

Rose City Hideaway
Rose City Hideaway (RCH) is an amazing little place right in the the heart of Portland. We had everything we needed (dining, groceries, bars, etc.) within a very short distance. The hosts provided everything we could have wanted or needed, including accommodation for our two Vespa scooters as we were in town for a Vespa rally. The furniture is comfortable and everything is modern and clean. Amanda and Mike were very friendly and helpful. They made themselves available should we have needed assistance, yet allowed us to enjoy the space without interruption. We would definitely stay here again on our next trip to Portland!

Zen Mountain Cabin - Hot Tub, Fireplace & Game Rm!
Place was great! Abby and Clint were very responsive and it was a relaxing, easy entry and exit!
Weekly house rentals

Victorian Charm for Family or Bridal Getaway
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!

Pet friendly & close to several wedding venues.
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!

Oregon City Historic Guest House
This was a great place to stay for the wedding!

Rural Country Home
Really nice clean house with all the amenities super comfortable bedrooms, great kitchen and overall perfect for what we needed. Super quiet as well. Owners live on the other side of property so communication was easy Off the grid a little bit with a great old diner / bar in Redlands up the road 10 mins. About a 15 minute drive or so to Milo for some disc golf and a solid 15 minute drive or so to Oregon city. don’t expect a supermarket nearby and that’s what we loved about it. Tractors, farms, ranches, dodge 2500s and Christmas trees on the classic Oregon countryside. Would definitely book again on a return trip to Milo. 👍

Bright & Airy Cottage
You cant go wrong with this one. All stars

Cozy Modern Family 3Bd Oasis
Everything was great! The duplex was big with a fenced yard. The area seemed safe and quiet.

#StayInMyDistrict Lake Oswego Honey Bee Cottage
Fantastic location and ideal setting for traveling with a pet

Newly Built Modern Escape | EV, Gym, Pets
Really loved staying here. The beds were REALLY comfortable and the design was beautiful and comfortable!
Private house rentals

Charming Tiny Forest Home, PDX next to Lake Oswego
Super cute and cozy, close to down town, nice walking paths, had everything we needed for a night away.

Rose Meadow Oasis
Four of us stayed at Rose Meadow for a long weekend to attend a H.S. Family graduation. The home was so clean & welcoming. The kitchen was clean & well stocked. We cooked breakfast every morning and shared desserts around kitchen table each evening. Near food trucks & grocery store. Would stay here again.

Single Level Home w/ Fully Fenced Backyard and BBQ
We had a great stay! Super spacious and lots of helpful amenities. Thanks so much!

Spotless, Spacious & Private 2 Bedroom Guest Suite
hands down the best Airbnb we've ever stayed at. it was truly spotless and it times you could hardly tell anyone had ever even used the space before. every amenity you could want and then some were provided and it was very easy to feel at home. we met Ted and Cindy and they are such great people and hosts that truly want your experience to be good. they go above and beyond and we can't say enough good things about our stay there. if I could give more than five stars I would. if we ever make it back to the Portland area we will absolutely try to stay at Ted and Cindy's place again. they really did think through every little detail and truly made our stay special.

Cute cozy 3 BDRM 2 Bath home in Oregon City Oregon
We very much enjoyed our stay. A very pleasant and comfortable house, in an appealing and quiet neighborhood. Our family stayed a week, and we'd be happy to stay again.

Historic 1898 Oregon City Home
Honestly, we got the best night’s sleep ever in Andrew’s cozy historical home! The beds were so comfortable and the neighborhood was quiet. Yes, there is a train nearby but it never was an issue (in fact I think it added to the historical charm of the place). We discovered stairs on 3rd Avenue that led directly to the Canemah Children’s Park. Amazing views of the river and great hiking! The home blended the best of old world charm with the modern amenities we all expect. We’ll be back!

Secluded Home Beautiful View
This home is beautifully decorated and comfortable. Good sized, open kitchen and living areas. Bathrooms were large and well stocked. Kitchen pantry also provided more than just the essentials. We arrived earlier than expected and we appreciated that Amy and the cleaners did their best to accommodate a slightly earlier check-in. Amy was in communication with us periodically and gave us some possible places to visit and detailed instructions for our check-out. The landscaping and nature around the home is so inviting and peaceful. The rear deck provided a relaxing place for an early morning cup of coffee. if in the area in the future, I would stay here again!

Whimsical Historic Retreat!
Such a cute house! Very clean. Great location.
Quick stats about house rentals in Oregon City
Total rentals
60 properties
Total number of reviews
2.2K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
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- 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