Guest house holiday rentals in Portland

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Popular amenities for guest house rentals in Portland

Family-friendly guest house rentals

Top guest favourite
Guest house in North Portland
4.91 out of 5 average rating, 773 reviews

Cute Overlook Studio Cottage

HopeRating, 5 stars3 weeks ago
Convenient location with easy access to NW Portland. Helpful and responsive host. Comfortable and private. I really appreciated Kerkyra’s spot and would definitely stay again. :)
Guest favourite
Guest house in Northeast Portland
4.9 out of 5 average rating, 564 reviews

Luxe Garden Cottage in Central PDX

NicoleRating, 5 stars4 days ago
What a great place to stay! Suja was VERY responsive in meeting all our needs. Close to downtown and very clean!! I felt very safe here.
Guest favourite
Guest house in Portland
4.94 out of 5 average rating, 219 reviews

Sunny, Modern Guesthouse South Tabor Neighborhood

TeresaRating, 5 stars1 month ago
We loved this space for our 4 night stay. Comfy everything, everything worked as should. We recommend staying here.
Top guest favourite
Guest house in Northeast Portland
4.99 out of 5 average rating, 565 reviews

Spacious Guesthouse with Creative Style and Local Charm

MarkRating, 5 stars2 weeks ago
Fantastic stay in a beautiful home with a super helpful and respectful host. We used Michael’s place as a base whilst visiting Oregon and loved its homely feeling and easy access to the city in a quiet neighbourhood. Michael was super helpful with recommendations, friendly and always responsive. Would not hesitate to recommend and come back!
Guest favourite
Guest house in Northeast Portland
4.77 out of 5 average rating, 546 reviews

Green House Mississippi-ask for DEALS on 4-6nights

GrantRating, 5 stars2 weeks ago
This place was perfect to host my mom when she was in town this weekend. Would definitely book this place again in the future!!
Guest favourite
Guest house in Northeast Portland
4.96 out of 5 average rating, 477 reviews

Fresh North Portland Studio

LibbyRating, 5 stars2 days ago
This was my second stay with Andrea and it didn’t disappoint. Cozy and calm retreat within walking distance of all the Mississippi fun. Loved having morning coffee with my dog on the outdoor patio space. This is earmarked on my Portland list for my future trips.
Guest favourite
Guest house in Woodstock
4.85 out of 5 average rating, 785 reviews

Romantic Retreat. Hot Tub/Patio/Pets welcome : )

KaseyRating, 5 stars1 month ago
The Little House was peaceful & quiet, with a nice private yard for me & my dogs! Chris was helpful and friendly, I would recommend his place to anyone!
Top guest favourite
Guest house in Mt. Tabor
4.91 out of 5 average rating, 778 reviews

Modern Garden Studio Self Check & Private Entrance

RenéeRating, 5 stars2 days ago
Great location and space! We were accommodated for a last minute booking with no issues. Many restaurants just at the next block. Very quiet and clean space. Would stay again.

Guest house rentals with a patio

Top guest favourite
Guest house in Northeast Portland
4.96 out of 5 average rating, 176 reviews

Woodlawn Cottage

SophiaRating, 5 stars1 week ago
Such a cute cottage with the perfect amenities. Mark was super welcoming and left us with free snacks, candy, drinks, and ice cream! For sure our favorite place we’ve stayed at, we just felt so welcome. The house had a private patio area, surround system for the TV and heated floors. Will be staying here next time we visit!
Guest favourite
Guest house in Beavercreek
4.98 out of 5 average rating, 238 reviews

Muse Cabin in old growth forest w/cedar hot tub

JacksonRating, 5 stars2 weeks ago
The little cabin in the woods was amazing. So serene and peaceful and the wood stove heats up the place well. Emily was an amazing host and was super accommodating! We would wouldn't hesitate to stay here again.
Top guest favourite
Guest house in Portland
4.98 out of 5 average rating, 191 reviews

Bright, Private & Cozy with Yard

LianeRating, 5 stars2 weeks ago
Beautifully setup for our stay. I appreciated the layout of everything and for a small space, it didn’t feel small. Stephanie had all the details covered, including a recommended eating guide, which we took advantage of. We loved the yard for our pup and a big grass field across the street to walk him.
Top guest favourite
Guest house in Portland
5 out of 5 average rating, 109 reviews

Garden Home Getaway

Sung OukRating, 5 stars1 week ago
Just say wow.. Quiet and secured place what I want. All prepared well and organized. Thank you!
Top guest favourite
Guest house in Portland
5 out of 5 average rating, 239 reviews

Perfectly Portland Clinton St Guesthouse

NayomiRating, 5 stars3 weeks ago
We really enjoyed our stay. The place was clean, welcoming, and had everything we needed. At one point we had to reach out to the hosts to fix something minor and they were super kind and responsive, and even left us a sweet little gift basket when we got back that evening. Location is fantastic and we would definitely stay again.
Top guest favourite
Guest house in North Portland
4.99 out of 5 average rating, 104 reviews

University of Portland private Guest House

CathyRating, 5 stars4 weeks ago
Our 3rd stay here in the last 3 months and it continues to be a favourite. Bright, clean, private and close to the University of Portland, where we watched Pilots Baseball’s last home series of the season. Janine is a gracious and accommodating host. We look forward to coming back to stay here when we visit our son next school year.
Top guest favourite
Guest house in Sherwood
4.99 out of 5 average rating, 148 reviews

Cozy Willamette Valley Cabin With Modern Comforts

ElaRating, 5 stars2 weeks ago
The cabin was cozy and beautiful. Great stay for a couple with tons to explore in the area
Top guest favourite
Guest house in West Linn
4.96 out of 5 average rating, 136 reviews

Charming one bedroom apartment in the forest.

AmityaRating, 5 stars2 weeks ago
We had a truly wonderful stay at Drusilla Airbnb! The home was spotless, beautifully decorated, and had all the amenities our family needed for a comfortable and relaxing small vacation. The kitchen was fully equipped, the beds were super cozy, and the outdoor space was perfect for us to unwind in the evenings. The host was incredibly responsive. The neighborhood was peaceful and safe, with easy access to local attractions, restaurants, and grocery stores. We would absolutely love to come back and highly recommend it to anyone looking for a relaxing and memorable stay in Portland

Guest house rentals with a washing machine and dryer

Top guest favourite
Guest house in Portland
5 out of 5 average rating, 212 reviews

Separate spacious guest house over garage.

KathleenRating, 5 stars1 week ago
We absolutely love staying in Mark and Terry’s beautiful place. We always feel at home and look forward to each stay. The home and surroundings are beautiful and peace but you can walk and find food and more close by! The apples were delicious! And we even used the wonderful small cooler to keep our Coke Zero cold! Thank you!!
Guest favourite
Guest house in Portland
4.94 out of 5 average rating, 281 reviews

Sweet SE Studio Cottage

NiyaRating, 5 stars6 days ago
Cute space & super accommodating. Kathy was very welcoming and so was her studio. Very clean, fresh towels, plenty of coffee and tea options and a/c. Her studio was easy to locate and had plenty of things to check out in the area. Would definitely stay again ◡̈
Top guest favourite
Guest house in Central Northeast Portland
4.98 out of 5 average rating, 232 reviews

Oscar's Perch - Fantastic & Private 1-BR

NicholasRating, 5 stars6 days ago
This was our second time staying here. Nothing but good things to say. The owners are friendly and the place is nice, modern, and clean. The neighborhood is cute and close to everything.
Top guest favourite
Guest house in Portland
4.97 out of 5 average rating, 468 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

MilagrosRating, 5 stars2 weeks ago
It was a great stay for my time in Portland. It was close to lots of fun things and also very quiet and private.
Top guest favourite
Guest house in North Portland
4.91 out of 5 average rating, 529 reviews

Fortune 503 - UofP Perfect Stay

JRating, 5 stars1 month ago
This place is a gem. Just like the photos, clean, quiet, peaceful. Mollie and Jake are great, really nice people. Great location, easy parking. Will stay again if available.
Top guest favourite
Guest house in Portland
5 out of 5 average rating, 332 reviews

Bright, modern, private home in lively SE Portland

AutumnRating, 5 stars6 days ago
Amazing stay in Portland. We had a rental car and parking was easy in the neighborhood. We loved to take walks and eat on Division street. We will be back in Portland. Loved the casita and Ri!
Top guest favourite
Guest house in Northeast Portland
4.99 out of 5 average rating, 601 reviews

Contactless Clean Private Treetop Studio

LaurenRating, 5 stars6 days ago
We enjoyed our stay here! It was very quiet and comfortable. It was close enough to the airport and to downtown but far enough where it was quiet. Cute little coffee shop down the street with great breakfast. The area was beautiful. I absolutely loved the towel warmer. Would definitely stay again.
Top guest favourite
Guest house in Camas
4.99 out of 5 average rating, 125 reviews

Dannie’s Place

TammyRating, 5 stars2 weeks ago
This was actually our first time and our excellent hosts made it easy. Very clean and open environment with all the amenities we needed, but no extra clutter. Kind and responsive with a welcoming vibe. The location was perfect for us! We look forward to our next visit. Kinda communication was such a plus.

Quick stats about guest house rentals in Portland

  • Total rentals

    520 properties

  • Total number of reviews

    90K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    520 properties include access to wifi

Destinations to explore