
Guesthouse holiday rentals in Portland
Find and book unique guesthouse rentals on Airbnb
Top-rated Guesthouses in Portland
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Portland guesthouses
Family-Friendly guesthouses

Cute Overlook Studio Cottage
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.

Cozy Garden Cottage in the Heart of Richmond
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!

Luxe Garden Cottage in Central PDX
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.

Sunny, Modern Guesthouse South Tabor Neighborhood
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.

Cozy Cottage in Mt. Scott
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!

Hawthorne Wisteria Retreat
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!

Modern Garden Studio Self Check & Private Entrance
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!

The Westmoreland Lighthouse - Private studio in SE
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

Woodlawn Cottage
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!

Bright, Private & Cozy with Yard
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

Perfectly Portland Clinton St Guesthouse
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!

University of Portland private Guest House
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.

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

Charming one bedroom apartment in the forest.
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

Beautiful Alberta Guesthouse | Full Amenities + AC
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.

Finch Studio Cottage in Montavilla, Italy
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!!
Guest house rentals with a washing machine and dryer

Oscar's Perch - Fantastic & Private 1-BR

Sweet SE Studio Cottage

‘Well Rested’-Accessible & bright private studio

Moss Rock Retreat - Near Leach Botanical Garden!

Chic Spa Central - Inner Eastside Gem

Fortune 503 - UofP Perfect Stay

Contactless Clean Private Treetop Studio

Cottage in the Country
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
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Deschutes River Holiday rentals
- Cannon Beach Holiday rentals
- Vancouver Holiday rentals
- Lincoln City Holiday rentals
- Seaside Holiday rentals
- McKenzie River Holiday rentals
- Salem Holiday rentals
- Vancouver Holiday rentals
- Puget Sound Holiday rentals
- Seattle Holiday rentals
- Apartment rentals Portland
- Family-friendly rentals Portland
- Rentals with an EV charger Portland
- Bed and breakfasts Portland
- Villa rentals Portland
- Rentals with a kayak Portland
- House rentals Portland
- Rentals with a fire pit Portland
- Rentals with a fireplace Portland
- Cottage rentals Portland
- Rentals with a sauna Portland
- Rentals with lake access Portland
- Cabin rentals Portland
- Pet-friendly rentals Portland
- Loft rentals Portland
- Boutique hotel rentals Portland
- Rentals with outdoor seating Portland
- Rentals with a hot tub Portland
- Kid-friendly rentals Portland
- Rentals with beach access Portland
- Private suite rentals Portland
- Waterfront rentals Portland
- Rentals with breakfast Portland
- Rentals with a patio Portland
- Rentals with an accessible height toilet Portland
- Tiny house rentals Portland
- Condo rentals Portland
- Smoking-friendly rentals Portland
- Rentals with pools Portland
- Fitness-friendly rentals Portland
- Rentals with a washing machine and dryer Portland
- Townhouse rentals Portland
- Guesthouse rentals Multnomah County
- Guesthouse rentals Oregon
- Guesthouse rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Mt. Hood Skibowl
- Silver Falls State Park
- Moda Center
- Oregon Zoo
- Providence Park
- Laurelhurst Park
- Wooden Shoe Tulip Festival
- Enchanted Forest
- The Grotto
- Portland Japanese Garden
- Timberline Lodge
- Beacon Rock State Park
- Hoyt Arboretum
- Powell's City of Books
- Oaks Bottom Wildlife Refuge
- Wonder Ballroom
- Wings & Waves Waterpark
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Tom McCall Waterfront Park
- Bridal Veil Falls State Scenic Viewpoint
- Domaine Serene
- Tryon Creek State Natural Area
- Stone Creek Golf Club
- Things to do Portland
- Food and drink Portland
- Sports activities Portland
- Tours Portland
- Sightseeing Portland
- Nature and outdoors Portland
- Art and culture Portland
- Things to do Multnomah County
- Food and drink Multnomah County
- Art and culture Multnomah County
- Nature and outdoors Multnomah County
- Tours Multnomah County
- Sightseeing Multnomah County
- Things to do Oregon
- Sports activities Oregon
- Wellness Oregon
- Nature and outdoors Oregon
- Tours Oregon
- Food and drink Oregon
- Sightseeing Oregon
- Art and culture Oregon
- Things to do United States
- Entertainment United States
- Wellness United States
- Food and drink United States
- Nature and outdoors United States
- Sports activities United States
- Tours United States
- Art and culture United States
- Sightseeing United States