Guesthouse vacation rentals in Portland
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Top-rated guesthouses in Portland
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation 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
4.94 out of 5 average rating, 844 reviewsThe Hen House: Private unit in NE
Guesthouse in Northeast Portland
4.96 out of 5 average rating, 570 reviewsLittle House near Alberta Arts
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 379 reviewsNE Irving Park Cottage
Guesthouse in Portland
4.98 out of 5 average rating, 368 reviewsModern Tiny House in Portland
Guesthouse in Portland
4.96 out of 5 average rating, 233 reviewsPiedmont Carriage House - Close in NE Portland
Guesthouse in Buckman
4.95 out of 5 average rating, 426 reviewsTaylor Street Cottage
Guesthouse in Eastmoreland
4.98 out of 5 average rating, 216 reviewsExceptional East Moreland Guesthouse/ Reed College
Guesthouses with a patio
Guesthouse in Montavilla
4.97 out of 5 average rating, 123 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
Guesthouse in Montavilla
5.0 out of 5 average rating, 157 reviewsFinch Studio Cottage in Montavilla
Guesthouse in North Portland
4.92 out of 5 average rating, 104 reviewsLuxury Spa Retreat Studio for 1-2 Guests
Guesthouse in Portland
4.99 out of 5 average rating, 181 reviewsPerfectly Portland Clinton St Guesthouse
Guesthouse in Portland
4.95 out of 5 average rating, 175 reviewsThe Solo Traveler's Backyard Garden Studio
Guesthouse in Northeast Portland
4.98 out of 5 average rating, 129 reviewsBeautiful Alberta Guesthouse | Full Amenities + AC
Guesthouse in Sherwood
4.98 out of 5 average rating, 101 reviewsCozy Willamette Valley Cabin With Modern Comforts
Guesthouse in Portland
4.99 out of 5 average rating, 121 reviewsDeluxe 2 BR Irvington Guesthouse with Hot Tub!!
Guesthouse rentals with a washer and dryer
Guesthouse in Central Northeast Portland
4.95 out of 5 average rating, 326 reviewsRose City Garden Retreat-Monthly rental discount!
Guesthouse in Montavilla
4.94 out of 5 average rating, 309 reviewsThe Artist’s Nest
Guesthouse in Portland
4.97 out of 5 average rating, 390 reviewsMoss Rock Retreat - Near Leach Botanical Garden!
Guesthouse in Portland
4.99 out of 5 average rating, 318 reviewsModern Hawthorne Guesthouse - Close to Everything
Guesthouse in North Portland
5.0 out of 5 average rating, 257 reviewsColorful, spacious, light-filled guesthouse on MAX
Guesthouse in Portland
4.98 out of 5 average rating, 339 reviewsMaple Cottage PDX/ Fun Historic Mississippi Ave.
Guesthouse in North Portland
4.95 out of 5 average rating, 412 reviewsLittle Backyard Cottage
Guesthouse in Portland
4.96 out of 5 average rating, 310 reviewsWoodstock modern apartment
Quick stats about guesthouse rentals in Portland
Total rentals
500 properties
Wifi availability
500 properties include access to wifi
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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