Holiday rentals in Oregon City

Our second time staying here! We really enjoyed it -- and the kids love the bunk bed. Timberline Summit Pass is about 25 min away. Would recommend. :)

We had a wonderful stay. The front porch was a beautiful spot to relax, we also enjoyed our morning coffee there. The kitchen was very well stocked with everything we needed to prepare meals and bake. Bedrooms were great with comfortable beds and linens. We appreciated all of the comfortable seating in living room area. The dining table was great for eating at & games, we all commented on how comfortable the chairs were. Great neighborhood, we walked to lunch and dinner. Such a beautiful area. Would definitely stay again and recommend.

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.

Erin and Brett's Cottage is awesome. It's such a cute place and even comes with a vinyl collection and record player. The neighborhood is quiet and I felt safe walking it in the evening with my two kids. The cottage is easy to get to and is private and feel warm and welcoming. Restaurants and food trucks are walkable, and Wonderwood Springs is close by. I will definitely stay again when I come to visit Portland again.

What a beautiful house and lovely hosts! We had the most peaceful getaway at this home. The sound of the river is so calming. We had so much fun by the fire pit, in the game room, in the hot tub, and walking the trails. The kitchen is fully equipped with everything you need and more. Plenty of fire fixings are provided. The beds, pillows and linens are all comfy cozy. Loved all the thoughtful details, for humans and dogs!

Had a great time for my first time in Portland and the host was very helpful. I will stay here again. Great for families

If you’re looking to have a relaxing weekend with friends or family, I highly recommend staying here. The cabin is cozy and provides you easy access to both the mountain and river. We loved our stay here.

This was our second stay at Valerie's and it has now become a favorite place to stay when in Portland.

Our stay at the cedar house in Riverbend Orchard was peaceful and memorable. The home is beautifully crafted with a cozy, welcoming feel, and the setting couldn’t be more perfect—quiet, scenic, and a great place to unwind. What really stood out was the hospitality. Val was so kind and thoughtful during our checkout, and Jason was a fantastic co-host—supportive, responsive, and made sure everything went smoothly from the start. We left feeling refreshed and well taken care of. We’d absolutely love to stay here again.