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Guesthouse holiday rentals in Portland

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Portland guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in North Portland
4.91 out of 5 average rating, 775 reviews

Cute Overlook Studio Cottage

HeidiRating, 5 stars3 days ago
We were in and out of town for a wedding. The space is so very well organized, quiet and comfortable. Really appreciated the attention to sustainability. Would absolutely stay again.
Top Guest favourite
Guesthouse in Portland
4.94 out of 5 average rating, 635 reviews

Cozy Garden Cottage in the Heart of Richmond

NicholasRating, 5 stars1 week ago
Perfect studio in the heart of Division! Easy parking in front of the house, powerful AC and dehumidifier in the studio, which was perfect during the first Portland heat wave of the Summer. Very functional space with nice light, and a nice little porch for hanging out. Host was a pro with check ins and offering assistance if needed. If you want to be walkable to Division and have a quiet street, this is an ideal spot!
Guest favourite
Guesthouse in Northeast Portland
4.9 out of 5 average rating, 565 reviews

Luxe Garden Cottage in Central PDX

NicoleRating, 5 stars1 week 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
Guesthouse in Portland
4.94 out of 5 average rating, 220 reviews

Sunny, Modern Guesthouse South Tabor Neighborhood

RileyRating, 5 stars1 day ago
Such a lovely stay ! The cutest little air bnb very bright and well thought out. The speakers that were in the main area and bedroom were so fun !! Such a chill area of SE Portland.
Guest favourite
Guesthouse in Portland
4.95 out of 5 average rating, 409 reviews

Cozy Cottage in Mt. Scott

HaidenRating, 5 stars2 weeks ago
Absolutely loved our stay! The space was incredibly cozy — felt like a home away from home. Everything clearly well cared for and the kitchen was fully stocked, which made us feel right at home. Highly recommend the cottage for anyone wanting a cute and cozy stay while in Portland!
Top Guest favourite
Guesthouse in Portland
4.93 out of 5 average rating, 676 reviews

Hawthorne Wisteria Retreat

SandraRating, 5 stars1 day ago
This Airbnb is a lovely space. It’s compact—probably ideal for one person—but has all the amenities one could want. lt’s in a great part of Portland, tree-canopied area full of lovely, well-maintained homes. As an old Beatlemaniac, I especially appreciated all the Beatles things in the place!
Top Guest favourite
Guesthouse in Mt. Tabor
4.91 out of 5 average rating, 779 reviews

Modern Garden Studio Self Check & Private Entrance

NeilRating, 5 stars2 days ago
Erin’s BNB was exactly as described - clean, comfortable and welcoming. Beautiful area, especially around the property - flowers, fruit trees, herb garden - it was just beautiful. She was extremely responsive before, during and after our trip, which we really appreciated. The neighborhood was quiet, not far from restaurants and sights to see. Our reason for visiting was to watch our daughter graduate from PSU and the entire weekend was perfect! Thank you Erin!
Top Guest favourite
Guesthouse in Portland
4.97 out of 5 average rating, 631 reviews

The Westmoreland Lighthouse - Private studio in SE

BartonRating, 5 stars6 days ago
Loved, loved, loved this cozy, well appointed loft cottage. Truly, everything we could ever need (and then some) was right there at our fingertips. The neighborhood was adorable and peaceful. We had a wonderful time, and will definitely come back. Now we have the perfect place to stay when we do!

Guesthouses with a patio

Top Guest favourite
Guesthouse 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!
Top Guest favourite
Guesthouse in Portland
4.98 out of 5 average rating, 193 reviews

Bright, Private & Cozy with Yard

RoxyRating, 5 stars4 days ago
Cute little space perfect for our little getaway. Our two dogs loved the private yard. Stephanie was very attentive to our needs thanks again :) 10/10 will stay again
Top Guest favourite
Guesthouse in Portland
5 out of 5 average rating, 241 reviews

Perfectly Portland Clinton St Guesthouse

DonnaRating, 5 stars2 weeks ago
The Clinton House was comfortable and well supplied. The hosts house is right next door and they are friendly and helpful but not invasive at all. It is a lovely property in a beautiful setting. Our only complaint was the parking. The house is a block from a popular street in Portland so the neighborhood is a place to park and walk over. It was difficult to find a spot to park some nights. Overall, a lovely place and would rebook in a minute!
Top Guest favourite
Guesthouse in North Portland
4.99 out of 5 average rating, 104 reviews

University of Portland private Guest House

CathyRating, 5 stars1 month 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.
Guest favourite
Guesthouse in Woodstock
4.95 out of 5 average rating, 149 reviews

Intimate Casita W/ Hot tub, Movie loft & Chiminea!

RandyRating, 5 stars1 week ago
The space was perfect for us. Clean , comfortable, safe, and close to the family we came to visit. Christopher got back to us almost immediately for each of my requests and updated me on any information that might be important. Although we did not use the hot tub, (only because it's not my jam), it was super clean and designated towels were supplied. The outdoor space was lovely to sit in for morning coffee and evening wine. I will definately stay here again when in town.
Top Guest favourite
Guesthouse in West Linn
4.96 out of 5 average rating, 136 reviews

Charming one bedroom apartment in the forest.

AmityaRating, 5 stars3 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
Top Guest favourite
Guesthouse in Northeast Portland
4.98 out of 5 average rating, 164 reviews

Beautiful Alberta Guesthouse | Full Amenities + AC

ShaynaRating, 5 stars2 weeks ago
We loved staying here! It felt like a really safe area and close to most things we wanted to do in Portland. The place itself is gorgeous! Also they just added an outdoor bathtub and it was AMAZING! Would love to stay here again.
Top Guest favourite
Guesthouse in Montavilla
5 out of 5 average rating, 236 reviews

Finch Studio Cottage in Montavilla, Italy

KimberleyRating, 5 stars2 days ago
Staying at Judy’s place was excellent! She is responsive and easy to communicate with. The space is cute and very clean, perfect for a weekend or extended weekend, and there were so many thoughtful extras, which I appreciated, especially the toiletries. There was also a welcome packet outlining the history of the neighborhood and recommendations for things to do. I thoroughly appreciated my time here!!

Quick stats about guesthouse 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

  • Wi-Fi availability

    520 properties include access to Wi-Fi

Destinations to explore

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