Portland’s Wonderfully Weird Family-Friendly Airbnbs

Eagle's Nest Treehouse—Portland

Only a 10 minute drive from Downtown Portland, this Airbnb is the stuff dreams are made of. Let the kid in you come and play along with your own kids in this real treehouse held up by four separate trees! Play and sleep 18 feet up in the air and then zip line down to the ground. Or, take a giant soak in the "hot tub," with no chemicals so you don't have to rinse off getting in. A magical stroll through the woods leads to the suspension bridge up in the air. And, there's even a large hammock to relax in. 

Sleeps: 6

Online: Airbnb

Magic Barn—Portland

For a truly magical Portland experience, the Magic Barn (circa 1936) was a former sculpture studio. It was restored with old growth barn wood, and upcycled furnishings. It now has a kitchen, claw foot bath, baby amenities, and a jaw dropping sculpture garden with giant whimsical pieces. Centrally located in one of Portland's most desirable areas--3 blocks to SE Hawthorne and Division's charming restaurant and boutique district--there's plenty to do within walking distance. A stay in this artistic space space is sure to ignite the imaginations of both young and old. If you have a large party, you can also book the attached magical house.

For the kids:

Upon request, a portable crib, baby bath, and high chair are available. The sculpture garden is a space of wonders for kiddos to enjoy.

Online: AirBNB.com

Hobbit Hole on Hawthorne—Portland

Cozy up in this work of art that is designed to make you and the kids feel like you are part of the Hobbit's epic adventures. From the furniture to the walls and ceilings this handcrafted, sustainable abode is inspired by the Lord of the Rings and is guaranteed to infuse your vacation with magic. It's made from reclaimed clay, tree roots, and you will discover reclaimed materials throughout the entire space. Don't worry, you won't go completely without a real-world experience. The space includes a kitchenette, central heating, an a lovely bathroom with all the toiletries. 

For the Kids

Staying in a Hobbit house will thrill any child, but it's extra neat that the owners included a high chair, Pack n' Play, children's toys and books, outlet covers and children's dinnerware. There's also a beautiful little yard for youngsters to enjoy.

Sleeps: 4

Online: airbnb.com/rooms/10752148

Wine Country TreeHouse & Herbal Farm—Newberg

Just 40 minutes from Portland, this treehouse escape was built by the master tree builder Pete Nelson of Animal Planet's TreeHouse Master. Get ready to enjoy stunning hillside views and access to over 300 area wineries. Eat in with the onsite kitchen available for making home-cooked meals, or head to the nearby town of Dear Haven (just 30 miles away) for a meal and to peruse local shops. Breakfast is provided, so you can take every morning as slow as you like.

And while this is an ideal destination for adults, there's plenty to keep the kids entertained.

For the Kids
Located on a small farm with no televisions onsite to take away from the charm, there's lots of room for youngsters to explore. This site offers a truly unplugged experience for families looking to bond in nature. Note: This location is not appropriate for children 2 and under.

Sleeps: 5

Online: airbnb.com/rooms/20232443

Beautiful, Magical Treahouse—Mt. Hood

For a real mountain experience rent this luxury treehouse. This magical abode is suspended between three large fir trees on 20 acres of property at the base of Mt. Hood. It boasts four beds, so everyone has a enough space and comes with a composting toilet, mini-fridge, and microwave for a true glamping experience. There is a swirling, spiral staircase that inspires wonder as you ascend to your family suite where you will find about 200 square feet of space with a sleeping loft. The kids won't want to leave once they are settled in. And with a beautiful seating area below the treehouse, mom and dad might not want to either.

For the Kids
There is a one acre pond with kayaks and a nearby zipline for plenty of adventure and busy little (and big) bodies. For the quieter set there is a beautiful garden and a row boat to float around in. Onsite hiking, disc golf, horseshoes, basket ball and a pendulum swing ensure everyone has something to do.

Sleeps: 4

Online: airbnb.com/rooms/8372268

Hamilton House—Portland

Don't worry about packing anything but the clothes you intend to wear. This house is your temporary home and it's dedication to kid-friendliness goes above and beyond. With three bedrooms and six beds you can bring the whole crew and some of the kids' friends along as well. You'll save money staying in to eat because the gorgeous gourmet kitchen makes cooking feel a whole lot more fun than when you are at home! The two bathrooms come fully stocked so don't worry about bringing shampoo or soap, just show up and relax. The house has three smart televisions, an array of DVDs and VHS movies as well as cable for some evening entertainment. And there is plenty of yard space for little legs that need room to run. 

For the Kids
It's the little things that make a whole lot of difference when you are traveling with your kiddos. We love the fun bunk bed set up along with kiddie extras like the Pack n' Play, changing table, stroller and safety locks on drawers with dangerous items. There's also a range of games and toys to keep even the youngest entertained so mom and dad can relax.

Sleeps: 10

Online: airbnb.com/rooms/16572315

The Woodlands Cabin—Sandy, OR

The Woodlands House sits on five acres of wooded property. It is a beautiful 3 bedroom home (plus kids room) with two outdoor decks surrounded by beautiful trees. It's perfect for getaways or a trip to the mountains, as it's a 25 min drive from Mount hood skiing, 15 minutes from hikes and only 45 min from PDX.

The large deck off the main level that overlooks a trickling stream, is the perfect place to enjoy a cup of coffee and watch deer come to the water for a drink. The deck also features a large 6 person hot tub, that is perfect to soak your bones after a day of skiing or hiking.

Sleeps: 7
Online: airbnb.com/rooms/21783133

Waterfront Cabin—Washougal, WA

This secluded, riverfront cabin sits on a full wooded acre with private access to the Washougal River. Prepare dinner in the well-appointed kitchen and then lounge by the wood stove. This home is located just 40 miles northeast of Portland and only 12 miles from downtown Washougal. The surrounding forest is filled with native northwestern plants and old-growth trees, some of which are more than 300 years old. A wide variety of outdoor activities are possible here, yet the setting itself is secluded and free from the noise and distractions of everyday life.

Sleeps: 7
Cost: $187/night
Online: airbnb.com/rooms/28839315