Guesthouse holiday rentals in Portland
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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
Guesthouse in North Portland
4.91 out of 5 average rating, 321 reviewsOverlook BackShack
Guesthouse in Northeast Portland
4.95 out of 5 average rating, 283 reviewsCozy Alley Cottage, Concordia/Alberta Arts, NE PDX
Guesthouse in North Portland
4.98 out of 5 average rating, 528 reviewsPeninsula Haven-Private, Quiet, and Cozy
Guesthouse in Portland
4.96 out of 5 average rating, 572 reviewsLittle House near Alberta Arts
Guesthouse in Portland
4.93 out of 5 average rating, 551 reviewsHawthorne Wisteria Retreat
Guesthouse in Portland
4.99 out of 5 average rating, 381 reviewsNE Irving Park Cottage
Guesthouse in Portland
4.96 out of 5 average rating, 234 reviewsPiedmont Carriage House - Close in NE Portland
Guesthouse in McMinnville
4.92 out of 5 average rating, 526 reviewsAugust Moon Carriage House
Guesthouses with a patio
Guesthouse in Montavilla
5.0 out of 5 average rating, 159 reviewsFinch Studio Cottage in Montavilla
Guesthouse in Portland
4.97 out of 5 average rating, 123 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
Guesthouse in Portland
4.92 out of 5 average rating, 105 reviewsLuxury Spa Retreat Studio for 1-2 Guests
Guesthouse in North Portland
4.99 out of 5 average rating, 103 reviewsStylish 1BR garden guesthouse with patio near UofP
Guesthouse in Sherwood
4.98 out of 5 average rating, 101 reviewsCozy Willamette Valley Cabin With Modern Comforts
Guesthouse in Northeast Portland
4.98 out of 5 average rating, 131 reviewsBeautiful Alberta Guesthouse | Full Amenities + AC
Guesthouse in Portland
4.95 out of 5 average rating, 176 reviewsThe Solo Traveler's Backyard Garden Studio
Guesthouse in Portland
4.99 out of 5 average rating, 181 reviewsPerfectly Portland Clinton St Guesthouse
Guest house rentals with a washing machine and dryer
Guesthouse in Central Northeast Portland
4.95 out of 5 average rating, 326 reviewsRose City Garden Retreat-Monthly rental discount!
Guesthouse in Buckman
4.97 out of 5 average rating, 158 reviewsHawthorne Haven-Full kitchen, bathroom, & laundry
Guesthouse in Portland
4.99 out of 5 average rating, 320 reviewsModern Hawthorne Guesthouse - Close to Everything
Guesthouse in Portland
5.0 out of 5 average rating, 271 reviewsBright, modern, private home in lively SE Portland
Guesthouse in Portland
4.95 out of 5 average rating, 108 reviewsQueen Anne Guest Apt. In Historic District
Guesthouse in Portland
4.96 out of 5 average rating, 124 reviewsThe Little Red Barn - Quiet, Clean & Private
Guesthouse in Portland
4.95 out of 5 average rating, 351 reviewsArbor Lodge Lodge- a relaxing oasis in the city
Guesthouse in Portland
4.98 out of 5 average rating, 191 reviewsLovely SE Portland cottage with EV charger
Quick stats about guesthouse rentals in Portland
Total rentals
500 properties
Wi-Fi availability
500 properties include access to Wi-Fi
Rentals with dedicated workspaces
250 properties have a dedicated workspace
Pet-friendly rentals
90 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
82K reviews
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