If you live in Portland, you know there’s plenty love about it and its surrounding areas. From the weird to the wonderful there’s so much to see and do so when it comes time to plan your family vacation, you may just decide you want to stay. Whether you are planning a staycation or bringing your loved ones to the area for a visit, area AirBnBs have a lot to offer in the way of upping the fun and fantasy of your Portland stay. Imagine staying in Tree houses and Hobbit holes and then read on for our top Portland AirBnB picks.

photo: photo: AirBnB

A House with Trees in it—SW Portland

Just as thrilling as a treehouse (and maybe even more so) this house with fir trees inside it brings your childhood dreams to life. Where to begin? There is so much for a family to love about this home. Built for the owner's son in 2004 after he was diagnosed with cancer, this retreat is designed to inspire delight. It has four beds, a kitchenette stocked with bagels, fruit, cream cheese and OJ— plus a french press and coffee beans, tea and electric tea kettle, microwave, small toaster oven and camp sink. Spend your mornings relaxing on the window bench seat or outside deck or spend the afternoon flipping through pages in the reading nook. 

For the Kids
Your little adventurers will love taking the curly slide from the deck to the patio and swinging on the child-sized swing. The accommodations are stocked with children's books and toys and there is a complimentary Pack n' Play for your youngest family members.

Sleeps: 6

Online: airbnb.com/rooms/5642410


photo: photo: AirBnB

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.

Online: airbnb.com/rooms/10752148

photo: photo: AirBnB

Family friendly home away from home—Portland

Located in the heart of the artsy Alberta District, this home is a rare find. With trendy restaurants and shops surrounding it, it is both an adult and a kid's vacation dream come true. Loaded with all the necessary amenities, this house is also an urban farm and home to chickens and a duck that you are welcome to play with and care for. Bonus free eggs if you feed and water these adorable creatures.

For the Kids
There are endless activities for kids to enjoy while staying at this adorable abode. They can dig in the sandbox, play in the play house and jump on the trampoline. There are also plenty of board games, a Wii gaming system and a real home theater to watch flicks on.

Online: airbnb.com/rooms/19752954 

photo: photo: AirBnB

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

photo: photo: AirBnB

Beautiful, Magical Treahouse—Mt. Hood

For a real mountain experience rent this luxury treehouse for just $150 a night. 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


photo: photo: AirBnB

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

Have you stayed at a fantastic AirBnB that we missed? Share it with us in the comments below.

—Annette Benedetti


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