I love Portland. I love the weird vibes, the bountiful donut and coffee shops, the art scene and how so many gems are within walking distance to each other. Plus, come fall and all the foliage is just stunning!
There are some cute boutique downtown Portland hotels, but in a city of “weird”, I think vacation rentals are the way to go. Skip the plain hotel room and opt instead for a tiny house, or a pad with eclectic decor, or a treehouse (just to name a few of the funky Airbnbs you can find in Portland!)
5 Super Cool & Unique Portland Airbnbs to Rent on Your Next Vacation to Oregon!
I love Portland, Oregon. It’s fun to visit year-round, but especially during the fall when all the leaves paint the city orange, yellow and red. I love taking a day trip from the city up to Mount Hood to look at all the leaves, then enjoy happy hour in downtown Portland at one of the cool local watering holes (like the Multnomah Whiskey Library!)
Where To Stay In Portland
Picking where you want to stay in Portland is important and really depends on if you’ll have a car or not. I find Portland to be a sprawling city, yet it doesn’t take very long to get around. I once made it from the top of Mount Hood to downtown Portland in 45 minutes, so if you’re renting a car on your trip, you can pick almost any neighborhood in Portland to book an Airbnb.
If you won’t have a car, I recommend staying either in or near the Downtown area or right across the river so you are able to easily walk to bike most places and cut down on rideshare costs. No matter when or where you’re visiting the city, here are my picks for YOUR Airbnb in Portland Oregon!
Unique Portland, Oregon Airbnbs To Rent
From a tiny house, a pad with eclectic decor, or a treehouse, these are all the coolest, most unique Portland Airbnbs to rent during your visit to this charming Oregon city!
Location: Mississippi District
Price: $129 per night
Guests: Up to 4 guests
A specially built guesthouse with a roll-up glass wall for indoor/outdoor lounging, private patio, eclectic decor and all within walking distance to the river! It's a fantastic affordable Airbnb that still has charm and nails it on the budget.
Location: Southwest Portland
Price: $385 per night
Guests: Up to 8
Walk into this private contemporary-style house for a pop of color, unique wallpaper we low-key want in our own bathroom, and tons of music-inspired pieces. According to the host "We just purchased some guitars at a charity auction that are formerly owned, used and autographed by some of our favorite artists. Come strum the guitars of BB King and Alice Cooper!”
If you're coming to Portland with a big group (like a family get together or perhaps a bachelorette party) this house is for you!! It's one of the most unique Airbnb rentals in the city.
Location: Alberta
Price: $128/night
Guests: Up to 4
Holy moly, how cute is this place?! A smaller but chic Airbnb with tons of natural wood elements in the design and a back yard perfect for those traveling with a dog.
Past guests love the place, especially families and those wanting to explore more of Alberta as it's in the heart of the neighborhood!
Location: SE Disivion
Price: $170 per night
Guests: Up to 2
This super chic, original one-bedroom guest house studio design is airy and located right by SE Division, a neighborhood full of tasty restaurants and funky shops that you'll find yourself wandering for hours.
This Airbnb has 16' x 8' sliding glass wall opening onto the patio, perfect for summer nights. The decor is chic yet cozy and it has a full queen bed, so it's great for couples or solo travelers. Past reviewers say they love how original this Airbnb was but also still homey.
Location: Alberta Arts District
Price: $425 per night
Guests: Up to 6
A large, modern home that's airy and has plenty of space for a big group. It's located near the Mississippi River and is in walking distance to the Alberta Arts District and local markets.
After a long day exploring Portland, head up to the rooftop on this Airbnb to enjoy a beer and view the sunset over the city! I'm always a sucker for rooftops.
As you will notice during your Airbnb searches, there aren’t many Pearl District Airbnbs. The best Airbnb in downtown Portland is probably this studio apartment. If you are dying to stay in the heart of downtown, you may want to book a hotel instead. But, if you’re ok staying in one of the funky neighborhoods of the city, book one of these fun vacation rentals in Portland!
There are SO many Airbnbs in Portland but I think these are the cutest and most fun. I hope this helps you plan a great trip to Oregon and find the best Airbnb in Portland for you. If you have any questions, leave a comment below or DM me on Instagram @thewhimsysoul and I’ll be happy to help!
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