Family-friendly holiday rentals in Portland Downtown

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!

This place was amazing. It was so nice to experience something completely different and old fashioned. Wish we could have stayed another couple of days so that I could spend some more time playing the piano and taking in the fresh air.

Gem of SE is right. Walkable to coffee shops and all of Hawthorne without being in the hussle. Air conditioning during a Portland summer, oh ya, theve got it! Very peaceful backyard. Felt secluded in the hot tub. This place is great! The shower is missing a door but other than that, everything was amazing.

Melissa was friendly and a wonderful host! The place was just as described. It was in a great area with many things to do within walking distance. We would definitely stay here again! Thank you!!!

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

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!

Adorable little adu. Beautifully designed and impeccably clean. I had a lovely stay. And it was so fun to see the chickens!

We loved staying here! It was quite warm in Portland but the temperature was perfect during our stay at the apartment. We walked to restaurants and shops on Alberta and the near by parks were great for our dogs. The hosts were very welcoming and we would love to stay again on our next Portland trip!

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

We really enjoyed the privacy. The porch outside was really nice to hangout on. We bbq'd. Had room to prep inside. We had our kiddo (our dog) and she was also really happy to be there. We didn't notice the tenants in the house. Wouldn't have mattered. They were very respectful sharing the space. There was a privacy fence between us. We found everything we needed.

For the price I paid, I am extremely happy with my experience. The space was clean and very close to the airport. Shane is very attentive and communicative; I never felt like I was being ignored or that he had other priorities. I'd recommend this place to any solo/duo travelers looking for shelter close to the airport. Some very minor gripes (me being very picky): -The overhead shower was great, but I wasn't a huge fan of the protruding stones on the floor - I have bit of a sensitive nose and all I could smell when entering was laundry detergent fragrance (which at least means things are clean) - Finding space for parking was no problem at all, but it is on a slope, which coupled with having to cross the road might be difficult for some elder travelers or those with disabilities

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.

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.

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!