Family-friendly holiday rentals in Portland Downtown

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

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!

This was our second time staying at Melissa's. We love it. Super cozy, great clawfoot tub, and Melissa is great.

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!

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!

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

Shaun's guest house is just beautiful and was perfect for my daughter and I while we explored Portland, the Columbia River Gorge & Willamette Valley. We couldn't have asked for a nicer, more peaceful place, surrounded by nature and beautiful gardens. The cottage is well-appointed and Shaun has thought of everything one might need in advance. Highly recommended!

Awesome stay at Denny’s place. This is the second time I stayed there because the location is perfect and the apartment is sweet. It is everything you could need for a fun visit to Portland especially if you are a walker! My dog Ozzie gives five stars for the private backyard.

Immaculate place, most comfortable bed ever, peaceful and quiet.

Had an amazing stay. Cant recommend this place enough. Hands down the the best place 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.

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!

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

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.

This is the second time my elderly dad stayed here and he loves it very much. He considers it his “Portland getaway” now. It’s just right for him in every way—so nicely decorated, accessible, homey. He loves that he can walk on his own to get coffee down the street and not get lost. And Andy and Gina are wonderful hosts. My dad has already said he can’t wait to come back again!

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.

Sonny's home is absolutely stunning. Don't hesitate at all to book -- we were between this Airbnb option and another in the area, and we are so glad we picked this one! We are so happy with how our stay turned out. Not only is the home well laid out with several amenities and lounging areas, but the views cannot be beat. Sonny was a lovely host. He was responsive as I was planning my trip and helpful in recommending local places. He had many recommendations for the area and genuinely cared about us having a good vacation. The amenities in the Airbnb are lovely (toiletries, dyson devices, sauna). The home was a perfect getaway for a family celebration, and we felt so special staying there. We would absolutely come again!