Family-friendly holiday rentals in Portland

Really enjoyed this snug and cozy yurt. Wonderful quiet staycation for a birthday getaway. Loved the heated outdoor shower in the trees, and the colorful lighting and tapestries inside. The bed was snuggly and warm and it was so relaxing to listen to the rain outside. The Observatory restaurant & Bella's Italian Bakery we're delicious book ends for our stay

All the rave reviews were accurate! We had a great time and the same has everything you might need. Immediate relaxation!

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!

Absolutely wonderful place & hosts. Susan and her husband were more than welcoming, and had a lot of great suggestions for us as far as what to do around the area. Gorgeous view, cozy place, all around a great stay.

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.

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

Jen and her family were great hosts, we felt right at home and welcomed. They made sure to check in if we needed anything or answered our questions when we were curious about something . I would definitely recommend to others ! It was a beautiful stay and very quiet 10/10 .

Genevieve remained very responsive and ready to assist throughout the duration of our trip. The tiny house is located is a great location and we loved the chickens and greenery in the yard. Would love to stay here again.

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!

A repeat visitor and it was the peaceful respite I look forward to when visiting Portland. Proximity to the city with a quiet and dream of a location for tranquility. Thank you Shaun for the warm welcome.

Exactly what we needed. This spot is in a very quiet, beautiful neighborhood. 10/10

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.

Jacob’s place is as advertised and was great. The neighborhood is a classic Portland residential district and about a 4 minute drive from the cool, quirky venues in St Johns. Jacob is personable, and his place is quiet and very comfortable. I look forward to staying again as I’m a frequent visitor of Portland and Jacob’s is among the best places I’ve stayed.

The apartment was spacious and well equipped. A meal could easily be prepared in the large kitchen, laundry done, and even ironed. Zanna was very responsive when I mentioned that certain products were running low. Also very nice to have the use of a private patio with table and chairs. I will stay here again if I plan to be in Portland for several days.

This is our 5th time staying at Susannah's! We always look forward to coming 'home' when we get to Portland.

This was an excellent Airbnb. The bed was super comfortable and I slept like a rock. A nice private place close to restaurants and a fun neighborhood. The host was super responsive and helpful.

Our magical vintage trailer getaway was pure cozy bliss! Tucked away in a charming little spot, the rain only made the weekend feel more enchanting. With our pups snuggled beside us, we spent the days playing board games, sipping warm drinks, and listening to the soothing patter of raindrops on the roof. The trailer’s retro charm added to the whimsy, making it feel like we had stepped into a dreamy little hideaway. It was the perfect mix of nostalgia, relaxation, and fun—proof that sometimes, the best adventures happen indoors.

Awesome trailer. We checked in afterhours and they were very accomodating and nice. Great location. Truly enjoyed the experience

The trailers were fantastic! Some friends and I stayed as a last minute weekend get away and we could not have asked for a better time. I can't wait to come back. Wineries are close by, and the scenery is beautiful. Highly recommend!

The trailer was great. What an awesome idea! It was so nice being right in the middle of wine country and being able to drive down the road. The extra accoutrama like the pour over coffee and space heater made this better than it needed to be. Would definitely do this place again, thanks!

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.

Julie was a generous host. It was a peaceful place for my family to stay and easy for our local family to come for meals and visit. Every morning we had coffee on the large private deck. We sat on the deck some evenings and enjoyed the fresh air and complete lack of mosquitoes. The two full bathrooms for the five of us were essential. We booked this house to have a great place to stay-in and have local family over but it was also close to many things in Portland. The zoo and the science museum were two of them. Julie was responsive to requests and just a very kind person.

Wonderfully fun to stay in a time capsule! I was so impressed with how clean and well kept the trailers were. Felt like mint condition!

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!!