Skip to content
Sign up
Log in
Vacation rentals in Portland

Vacation rentals in Portland

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

Ladd's Addition near SE Hawthorne
SUPERHOSTEntire guest suite · 3 guests · 2 beds · 1 bathroom
Ladd's Addition near SE Hawthorne

JUST INSTALLED: WHOLE HOUSE AIR PURIFICATION SYSTEM Art studio/gallery turned eclectic, cozy getaway in southeast Portland’s Hawthorne district. We follow AirBnb cleaning, sanitizing, and distancing protocol with buffer days between guests. Close to everything. Separate entry & private bath. Queen bed with spare single upon request. Play ping pong and listen to vinyl, ride 2 bikes for free, WiFi, cable TV, washer & dryer. Free parking. No Smoking. No deposits, no fees, flexible cancellation.

What guests are saying:

“If you’re searching for the quintessential property that captures the quirkiness and spirit of Portland then Bob and Karen are the super hosts for you. They have not only created an eclectic artist’s haven but are genuine warm, down to earth people eager to meet the needs of their guests. Complete with a ping pong table, retro turntable with a sprawling sound system, a pair of bicycles, beautiful grounds and amazing original pieces of art in every nook and cranny, you’ll find something new and interesting in the intricate decor every day. The word fun to describe this property doesn’t do it justice. The location was ideal with many destinations literally walking distance. We only wished we could stay longer.”

Garden Home Backyard Yurt Experience
SUPERHOSTYurt · 5 guests · 3 beds · 1 bathroom
Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. 2017 brought major upgrades including a full kitchen, a natural gas fireplace and complete electrical service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

What guests are saying:

“Given the description and reviews, I had high expectations of this listing. And, I am not someone who clicks 'excellent' routinely. Truly this is a special spot, tending by lovely people. Quick to the city, quick to Cooper Mountain park, so so easy to I-5... but really: once we were there, we didn't want to leave. It's a magical spot!”

Sun-filled Detached Studio in Trendy SE Portland!
SUPERHOSTEntire guest house · 2 guests · 1 bed · 1 bathroom
Sun-filled Detached Studio in Trendy SE Portland!

Our private detached garden studio sits in the heart of a quiet residential neighborhood and is a short stroll to top restaurants, food carts, and shopping in trendy Southeast Portland. The space is compact -- about 240sf! -- but cozy, bright and a perfect place to unwind after a day of exploring Portland!

What guests are saying:

“This little cottage is pure perfection! Walking into this light filled space all you can say is, WOW! And when you see all the thoughtful touches that Melissa has done you realize how special this place is. The beautiful backyard, Cleo the cat, the neighborhood all make for a great stay. The location is perfect for walking to great restaurants (my favorite, Riyadh's Lebanese-yum!) bakeries, public transportation, grocery stores and beautiful little parks. It was 100 degrees the weekend I was there, but the cottage has an air conditioner and ceiling fan, and Melissa gave me some tips on how to keep it cool, so I was comfortable day and night. This is a safe, quiet, beautiful neighborhood-walk around and look at the adorable houses! Also, be sure to read Melissa cute guide book when you arrive and you'll be set for a perfect stay! This is a very bight cottage, if you like waking with the sun then you will love this place as much as I did! A big THANK YOU to Melissa and Brian for their warm hospitality, it was nice meeting them and I look forward to a return stay in their quaint cottage!”

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Portland holiday rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Portland

Cozy Portland Studio Apartment
SUPERHOSTEntire guest house
Cozy Portland Studio Apartment
Price:£48 / night
The Alberta Arts Carriage House
SUPERHOSTEntire cottage
The Alberta Arts Carriage House
Price:£78 / night
*Contactless Entry* Custom Studio w/AC , Alberta
SUPERHOSTPrivate room
*Contactless Entry* Custom Studio w/AC , Alberta
Price:£57 / night
Portland Tiny House (Alberta Arts)
SUPERHOSTTiny house
Portland Tiny House (Alberta Arts)
Price:£71 / night
Creative & Clean Bungalow in Portland Hot Spot
PLUSEntire guest house
Creative & Clean Bungalow in Portland Hot Spot
Price:£98 / night
Explore Portland on Foot from an Eclectic Retreat
PLUSEntire guest house
Explore Portland on Foot from an Eclectic Retreat
Price:£114 / night
Handcrafted Blue Door Micro-Loft in Hip and Arty Location
PLUSTiny house
Handcrafted Blue Door Micro-Loft in Hip and Arty Location
Price:£67 / night
Easy Walk to Reed From Your Room with a Balcony
SUPERHOSTPrivate room
Easy Walk to Reed From Your Room with a Balcony
Price:£43 / night
Woodstock Tiny House
SUPERHOSTEntire guest house
Woodstock Tiny House
Price:£50 / night
Magic Barn
SUPERHOSTEntire guest house
Magic Barn
Price:£97 / night
Lemon Door Micro-Loft Surrounded by Gardens in Hip Location
PLUSTiny house
Lemon Door Micro-Loft Surrounded by Gardens in Hip Location
Price:£69 / night
The Cedar Cottage
SUPERHOSTEntire guest house
The Cedar Cottage
Price:£67 / night
Show all