Welcome to Portland’s coolest Airbnb! Guests love our private guest rooms and friendly common areas. Our coffee bar is fully stocked to get your morning going. Relax on our private back patio with a glass of wine or some of Oregon’s finest cannabis. Walk to some of the best restaurants in Portland right here on Dekum Street. When it’s time to head to the airport, you are just 10 minutes to PDX!

AirBnB Permit # 15-153501

Guest Rooms

Private suite with private bathroom: click here

Guest room with shared bathroom: click here

Wishing Tree


The Woodlawn Wishing Tree welcomes visitors to write a wish and tie it to the tree. Here is a selection of recent wishes:

I wish for my computer and phone back • Get whole  • Free my people  • I wish for a life full of happiness  • Thomas proposes to me this year  • I want my best friend to stay in Prague  • I wish for Belo to beat Cruz in November  •  I wish to see as much of the world as possible  • I wish for a singing unicorn  • A good senior year  • For more beautiful trees like this one  • I wish for my daughters to be healed. I wish to be healthy. To never doubt my choices and always love the small things in life  • I wish for a kind hearted president  • I wish for no violence in schools. No guns in schools  • I wish for health and love  • I wish for a home for all the puppies  • I wish for world peace.  • I wish to gaze forever at the horizon of eternity. • I wish to stay sober and my kids come home to me. • I wish to go back to my family. • I wish to not care about bullshit. • I wish for Robbie to realize what he has done, missed and be apologetic. • I wish to have a dog. • I wish I’d seen a real fairy before. • For healthy and happy family and children. • I wish for people to find self acceptance instead of looking to others to be accepted. • We find a solution for mom and dad. Health and happiness. • I wish for more diversity! • Candy. • I wish to be the change I want to see in the world. • I wish that everybody in the world had enough money and nobody had too much. • I wish our children could grow up in a world free of bullying. • I wish to see everything my mother couldn’t. • I wish for mom and dad to come to terms with things.

Harry Potter Room

Muggles and wizards of all ages love our Cupboard Under the Stairs! Climb in and say hello to Hedwig!


Neighborhood Restaurants

Walk out the door and you’ll find many great restaurants within a short walk, including the following ones right on our street!

Tamale Boy 
Colorful counter-serve spot with a large patio is known for its seasonal Mexican street fare.

Hi Wheel Fizzy Wine 
Chill, industrial-style hangout featuring housemade fizzy wines & meads, plus local beers & ciders.

Tough Luck Bar
Easygoing bar with a patio for craft cocktails, beer & Asian-style street snacks & mains.

Ranch Pizza
Pizza by the slice, salads, happy hour drinks.

Breakside Brewery
2018 Brewery of the Year! Industrial-style brewpub with a patio & a vast list of craft beers & elevated American eats.

Oregon Public House
Nonprofit pub with open layout in a century-old building sends profits to designated charities.

Woodlawn Coffee & Pastry
Cozy coffeehouse & bakery using seasonal, organic ingredients to make savory & sweet meals all day.

Grand Army Tavern
Stylish bar with whimsical decor & a patio for craft cocktails & snout-to-tail pork platters.

Ps & Qs Market
Upscale store for gourmet groceries, organic produce & dine-in or take-out seasonal deli fare.

Wood-fired pizzas & other Italian eats served in an old firehouse with an open kitchen & courtyard.

Good Neighbor Pizza
From-scratch, thoughtfully sourced pies in a bustling brick setting with a bar & outdoor seats.

Tours & Activities

Looking for something to do in Portland? Join Sarah to explore Portland, visit nature, or take a bike ride! Book tours directly online or contact Sarah directly if you have a special request: portandadventuretours@gmail.com

Electric Bike Tour of Portland A ride around Portland’s top sights on an electric bike that has a motor for big hills and some extra oomph for longer distances. If you can ride a bike you can ride an eBike. Info & Reservations: here

“We got a much more intimate feeling for the city than in a car. Highly recommend if you want to see the hidden gems of Portlandia!” – Hannah

Explore Portland’s Thrift & Vintage Shops If you like thrift shopping, this tour is for you! Along the way we’ll see some sights of Portland and stop for refreshments. Info & Reservations:click  here

“This is much more than thrifting. Sarah offers a true insiders guide to Portland!” – Megan

Take a Hike in Forest Park No visit to Portland is complete without a visit to our pride and joy, Forest Park. The largest urban forest in America is a nature lover’s dream. Two ways to book:

  • Airbnb Experience: click here
  • Viator: click here
“What a majestic experience! Not only does Sarah shed light into the history of Forest Park, she celebrates the preservation and natural wonder that this place has to offer.” – Cristina

Moving to Portland Orientation Tour An all day driving tour designed for people who want to see a bigger picture of Portland beyond the sightseeing in order to make an informed decision about which of the five quadrants and 96 neighborhoods to unpack in.

Info & Reservations: woodlawnguesthouse@gmail.com


Read my reviews here!

search previous next tag category expand menu location phone mail time cart zoom edit close