Book an unforgettable stay at these amazing Airbnb and Vrbo rentals in Portland

An aerial photos shows a modern house on the edge of a grove of deciduous trees with a valley stretching away below into the distance. — It’s hard to beat the views at the Skyline Skylab House.

Table of Contents

Cabin vibes

Make it modern

Keep Portland weird

Call it cozy

Bring the whole family

Whether you’re looking to visit Portland in style for the weekend or are a local in need of an unforgettable staycation, we’ve compiled a list featuring 15 extraordinary rentals in Portland that are worthy of a trip for you, your partner, the bestie, or the whole squad this year.

Just a heads up: Prices may vary depending on dates selected, taxes, and booking and cleaning fees (sorry, Airbnb and Vrbo make the rules, we just follow them).

Cabin vibes

A suspension bridge in the forest leads to a house perched among the trees. — We’re getting “Swiss Family Robinson” and we’re here for it.

Eagles Nest Tree House
Cross the suspension bridge to this West Hills house among the forest canopy, complete with a hot tub, zip line, and loft net TV space.

~$192 a night
2 BD | 1.5 BA
Dedicated workspace, self check-in, pets allowed, free parking

A floating home that looks like a log cabin with moored sailboats on either side and trees in the background. — Feel your worries float away.

Tomahawk Island Cozy Houseboat
Why stay in a cabin by the water when you can stay in a cabin on the water?

~$126 a night
1 BD | 1 BA
Dedicated workspace, WiFi, pets allowed, free parking, washer/dryer, air conditioning

A bright all-wood interior of a house with a white couch and lampshade and blue bench in the background. — Thankfully, the couches are not made of wood.

Birch Trail Retreat
Explore the nature paths in the nearby wooded area or curl up with a good book on the lounge.

~$103 a night
3 BD | 1.5 BA
Kitchen, indoor fireplace, pets allowed, dedicated workspace

Make it modern

PDXtoday - Harmoney House — Photo via Airbnb

Harmony House
The luxurious guest house was featured on the Portland Build Small Live Large ADU Tour.

$116 a night
2 BD | 2 BA
Parking space, high ceilings, kitchen, washer/dryer, queen beds

A modern entrance to a VRBO guest house painted dark with wood accents and string lights above a patio surrounded by trees and other plants. — Sip your pre-dinner drinks before walking to grab a bite at some of Portland’s best restaurants nearby.

Midcentury Modern Nest
You’ll be just steps from the “restaurant rows” of both Williams and Mississippi avenues.

~$272 a night
1 BD | 1 BA
Free parking, washer/dryer, WiFi

A leather couch sits beneath whimsical prints next to a coffee table with dice and cards on it and a guitar in the background. The entire space is light and airy. — Not pictured: a beautiful forest oasis beyond the windows.

Wald House PDX
This architectural gem was featured in Dwell.

~$300 a night
2 BD | 1.5 BA
Forest view, dedicated workspace, air conditioning, parking, security cameras on premises

Keep Portland weird

A whimsical kitchen is painted yellow with mugs hanging from the ceiling and vibrant oranges and reds pop from the curtains to paintings on the wall. — Photo via Airbnb

Bold Bungalow/House of Sarcasm
Creativity exudes from every nook and cranny.

$150 a night
2 BD | 1 BA
Art studio, band room, dedicated workspace, reading nook fireplace, fenced-in backyard

A red double decker bus is parked in a backyard with wood outdoor furniture beside it — All aboard for a one-of-a-kind experience.

The Royal Scott Double Decker Bus
Catch some Zs in the two-tiered transport that once carried commuters in Manchester, England, and also housed The Grilled Cheese Grill.

~$117 a night
1 BD | 1 BA
Private, fully-fenced backyard with patio, refrigerator, microwave, HDTV with streaming

A cottage with an attached chicken coop in Portland, Oregon. — Don’t worry about the hens — you’ll still rule the roost.

Tibbetts Coop
Spend some time on this urban farm, which is also conveniently located near Southeast Division Street restaurants and other attractions.

~$98 a night
2 BD | 1 BA
Luggage dropoff allowed, WiFi, central air conditioning, private patio

Call it cozy

PDXtoday - Cedar House — Photo via Airbnb

The Lone Cedar House
Take a short walk to watch the sunset at Mocks Crest or Overlook Park while you stay at this fully detached ADU in North Portland.

$71 a night
1 BD | 1 BA
Private entrance, back patio area, great sunlight, walking distance to Portland bluffs

Handbuilt Alberta Arts Cottage
Staycations don’t get better than one booked at this self-proclaimed “biggest little house on the block” featured in The New York Times.

$205 a night
1 BD | 1 BA
Pet friendly, king-sized bed, chef’s kitchen, wood stove

The interior of a tiny house shows a small table and couch with light coming in from the front entrance. — Morning light sets the mood for coffee sippin’.

Garden Tiny House
When it comes to enjoying the Woodstock neighborhood, 200 sqft is all you need.

~$73 a night
1 BD | 1 BA
Luggage drop-off allowed, free parking, window air conditioning

Bring the whole family

A living room lit by lamps with several sculptural elements and a couch and two chairs. — You’ll find works from artist Todji Kurtzman around the house.

The Magic House
Sprinkle some pixie dust on your next get-together by hosting it at this spacious former sculpture studio three blocks from Hawthorne and Division.

~$204 a night
9 BD | 4 BA
Self check-in, security cameras on premises, pets allowed, free parking

A dining table with flowers sits in a tan room with a pink neon sign on the wall that says "stay a while" in cursive lettering — Do what the sign says.

Vibrant Boho
Located only three blocks from Mt. Tabor Park, this airy home wows with its modern bohemian decor.

~$285 a night
6 BD | 3.5 BA
Dedicated workspace, pets allowed, security cameras on premises, washer/dryer, driveway parking (two spaces)

On the right, there's a staircase with mismatched designs and on the left sits a combination living and dining room with a kitchen in the background. — There are plenty of unique accents to find here.

Whismical House
From the vibrant sun gable design to the mismatched patterns on the stairs, your group will love this home’s character.

~$609 a night
9 BD | 4 BA
Linens provided, washer/dryer, WiFi, games for kids, travel crib

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Book an unforgettable stay at these amazing Airbnb and Vrbo rentals in Portland

Check out some of the coolest, most unique Airbnb and Vrbo rentals around Portland, Oregon, and plan for your next adventure or staycation.

Cabin vibes

Make it modern

Keep Portland weird

Call it cozy

Bring the whole family