Holiday houses in Oregon City

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!

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!

Tracy was the best host - available for anything, but respectful of personal vacation time. The space was incredibly charming, and I am always so appreciative of hosts that welcome 4 legged ‘children’ with open arms… it can be hard to find! Look no further if you’re searching for a cozy home in a quaint, walkable location. I couldn’t have asked for a better stay!

My wife and I originally booked at a nearby hotel but had to switch over to an Airbnb abruptly and Madisons listing was the nicest one we saw in the area. She was very responsive and accommodating late evening in the middle of the week which we appreciated. The place was exactly what we needed for the weekend as a couple in town for a wedding. Clean, roomy, fully equipped kitchen, comfy couch, bed and TV. Made our first stay in Oregon a memorable one!

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.

Great relaxing place to stay. Truly enjoyed my stay. Beautiful patio to sit on in the morning sun with a great view of mt hood. David was so kind and responsive!

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.

We really enjoyed our stay. The house was lovely, very fresh and clean with modern decor. The kitchen was fully stocked. I was able to cook a full dinner with the pots, pans, and utensils, and the appliances were new and top of the line. The oven had a cool feature to use it as an air fryer. The full coffee set up was perfect for the mornings! I took advantage of the coffee beans & grinder provided. There was also foil, ziplock bags, and paper towels which is one of the small touches that makes an Airbnb a 5 star in my opinion. The beds were comfortable and the air conditioning units & ceiling fans kept us nice & cool. The bathrooms were spotless and shower pressure was great. It was also nice to have body wash, shampoo & conditioner available in the showers. We also used the washer & dryer which worked great! The cleanup required was minimal, and the checkout process was smooth and easy. Would definitely stay here again!