Family-friendly holiday rentals in Gresham

The Little House was peaceful & quiet, with a nice private yard for me & my dogs! Chris was helpful and friendly, I would recommend his place to anyone!

One of the nicest Airbnb's I have stayed at. Dallas is a super host and very responsive to every need we had. The back yard is so beautiful and peaceful, and the area is great for walking. Would definitely stay here again!

I had a fabulous stay at Therese’s place! It was incredibly peaceful and calm, with stunning views of the river right from the bedroom — such a perfect way to start the day. Therese was so friendly and kind, and as it was my first time visiting Portland, she went above and beyond by recommending lots of great things to do and see. She even brought us our favorite breakfast items to enjoy— such a thoughtful touch! I would definitely stay here again anytime I visit Portland. Highly recommend!

Our stay was incredible! Rachel And Rico perfectly described their lovely home, and even then, it was more thanwhat we could have thought. Perfectly located near Sandy, we couldn't have asked for a better place to stay. Relaxing in the hot tub and hearing the river near the property was very relaxing. Rachel And Rico were incredibly helpful and responsive, and even checked on us during our stay. When I one day come back to Oregon again, I will definitely stay here again.

An absolute gem of a place to stay. Do not hesitate to book. Beautifully designed. Wonderful wolf gas rage in a state full of electric stoves. A wonderful place to stay with friends, we didn’t want to leave. We will be back. Bigger than I expected from the photos. Thank you for a wonderful stay!

It is very peaceful and beautiful. The hot tub on the deck adds a feeling of luxury. The internal stairs are quite narrow but manageable (we went up and down these all the time), and if you are not limber you should take the external stairs that are nice and wide. VERY comfortable bed. Overall highly recommend and will likely come back

This was our second time staying in Arlene's beautiful unit, and once again it proved to be the perfect home away from home. From the gorgeous, light-filled space to the lush, private gardens, from Arlene's generosity as a host to the ideal South Tabor location, the experience exceeded even our lofty expectations. We can't say enough good things about either Arlene or the retreat she has cultivated!

We had a truly wonderful stay! The space was incredibly clean, peaceful, and beautifully decorated—with thoughtful touches throughout that made it feel extra special. It was private and quiet, yet perfectly located for exploring the Portland area. Parking was easy, and the neighborhood felt safe and welcoming. The hosts were extremely kind and communicative—we felt well taken care of from start to finish. We were very impressed and would absolutely stay here again!

Pat and Heather were very helpful and friendly. The cabin was peaceful, clean, and quiet. It was perfect for a little weekend retreat. Loved hearing the birds and the chickens on the property. I brought my dog with me and Pat was very accommodating since my dog is reactive to dogs he doesn't know. I highly recommend!

We stayed here long-term while house-hunting and had the most amazing time. This space felt like home, the hosts were kind and very welcoming, and the neighborhood was a dream. Very walkable and historic. This ended up being our new favorite neighborhood in Portland! Thank you James for the most perfect stay. Highly recommended!

Cannot say enough positive things about the Bluff Rd. studio and the hosts Teresa and Alan. The studio is very comfortable and features an incredible view of Mt. Hood from the back of the unit. The neighborhood is beautiful and a pleasure to stroll through. Teresa and Alan are wonderful, warm, accommodating people and I have genuinely enjoyed their company as well as their respectfulness of my privacy. I would recommend this house without hesitation to anyone looking for a stay in the Sandy area.

It is exactly as described and we had a great stay - it was just the two of us plus our small dogs and we were very comfortable. It is absolutely beautiful inside and very relaxing with the fan going and the sun pouring in the windows! Only thing to note for future travelers is if you need complete darkness to sleep, you should bring a sleep mask.

This was my second stay with Andrea and it didn’t disappoint. Cozy and calm retreat within walking distance of all the Mississippi fun. Loved having morning coffee with my dog on the outdoor patio space. This is earmarked on my Portland list for my future trips.

Shane was absolutely friendly and attentive. He made sure that I wasn’t in need of anything. He suggested some of his favorite places to go and eat. The place was small and quaint. The villa is off a busy street, but you cannot tell because of the way he has it set up. The spot it’s tucked away around the back surrounded by bamboo, so it feels very private. Close to many things to do. I had a lovely experience. Thank you 🤠

The Air BNB was as pictured, stocked with everything you’d need for your stay and free snacks, which is nice to have after your trip. The host was responsive even late at night when I had a question. Beautiful backyard with a water feature, would stay here again 10/10

I’ve stayed at several airbnbs over the years and this was my favorite! We wanted for nothing. It’s a great, tucked-away location within walking distance of amazing coffee and restaurants. I’d recommend to anyone interested in visiting Portland!

Was a very beautiful place to stay at. Very peaceful and the home was gorgeous!

Very clean and well kept space! Would definitely stay again, we loved it. Bridget was very kind and responsive as well!

Loved the hot tub after a long day on the mountain. Great place for the kids and grandkids. Would recommend 100%

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.

This is the second time we've stayed at Shelley's place and it was just as good the second time around. While there are a lot of posted rules and guidelines around the house, they have obviously helped keep her home immaculate for guests. She communicates incredibly well and is more than accommodating to any special needs or requests. She invited my group to come up a night early due to her previous renters checking out early and offered us a check-out at any time of the day, not rushing us out at all. The pool and view are unmatched and I highly recommend this location to others. If we're in need of a rental in Sherwood again, Shelley's place will be our first choice.

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.

Everything about this trip was magical. The tree house is beautiful and so cozy. The setting is so peaceful and the hosts are extraordinary. My family had the best time and can’t wait to return. The pups, Jesse and Woody were the icing on the cake. They are a blast to play with. We enjoyed swimming and kayaking around the pond, feeding the fish, playing countless board and yard games and hiking around the property. This is a little slice of heaven on earth. Stay here, you won’t regret it!!

Tessa was so great to work with. We got in pretty late and she had the lights on for us and gave very clear instructions on how to find the place and where to park. It was clean & cozy!