Guesthouse vacation rentals in Portland
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Top-rated guesthouse rentals in Portland
Guests agree: these guesthouse rentals 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 guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Northeast Portland
4.95 out of 5 average rating, 279 reviewsCozy Alley Cottage, Concordia/Alberta Arts, NE PDX
Aug 18 – 25
Guesthouse in Northeast Portland
4.94 out of 5 average rating, 836 reviewsThe Hen House: Private unit in NE
Dec 30 – Jan 6
Guesthouse in North Portland
4.91 out of 5 average rating, 321 reviewsOverlook BackShack
Jan 22 – 29
Guesthouse in Northeast Portland
4.92 out of 5 average rating, 317 reviewsSmall house in a killer walkable part of town!
Oct 2 – 9
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 484 reviewsSpacious Guesthouse with Creative Style and Local Charm
Feb 4 – 11
Guesthouse in Mt. Tabor
4.9 out of 5 average rating, 684 reviewsModern Garden Studio Self Check & Private Entrance
Jun 23 – 30
Guesthouse in Montavilla
4.95 out of 5 average rating, 391 reviewsTabor Cottage: Detached Guest House SE Portland
Aug 27 – Sep 3
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 375 reviewsNE Irving Park Cottage
Oct 2 – 9
Guest house rentals with a patio
Guesthouse in North Portland
4.92 out of 5 average rating, 102 reviewsLuxury Spa Retreat Studio for 1-2 Guests
Nov 8 – 15
Guesthouse in Montavilla
4.97 out of 5 average rating, 120 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
Jun 11 – 18
Guesthouse in Portland
4.97 out of 5 average rating, 228 reviewsModern Bed & Bath in Historic Sellwood
Feb 18 – 25
Guesthouse in Portland
4.99 out of 5 average rating, 119 reviewsDeluxe 2 BR Irvington Guesthouse with Hot Tub!!
Aug 20 – 27
Guesthouse in Sherwood
4.98 out of 5 average rating, 100 reviewsCozy Willamette Valley Cabin With Modern Comforts
Aug 20 – 27
Guesthouse in Northeast Portland
4.98 out of 5 average rating, 124 reviewsBeautiful Alberta Guesthouse | Full Amenities + AC
Apr 18 – 25
Guesthouse in Portland
4.99 out of 5 average rating, 180 reviewsPerfectly Portland Clinton St Guesthouse
Jul 25 – Aug 1
Guesthouse in Portland
4.9 out of 5 average rating, 20 reviewsFir Grove Tree House
Oct 14 – 21
Guest house rentals with a washer and dryer
Guesthouse in Portland
4.92 out of 5 average rating, 123 reviewsModern Luxe Loft on the Hawthorne Strip
Mar 23 – 30
Guesthouse in Portland
4.96 out of 5 average rating, 110 reviewsModern and Bright Laurelhurst Abode
Oct 4 – 11
Guesthouse in Portland
4.98 out of 5 average rating, 807 reviewsCozy Portland Studio Apartment
Aug 27 – Sep 3
Guesthouse in Central Northeast Portland
4.95 out of 5 average rating, 323 reviewsRose City Garden Retreat-Monthly rental discount!
May 30 – Jun 6
Guesthouse in Portland
4.91 out of 5 average rating, 486 reviewsTruly Local Experience, Steps from Restaurant Row!
Nov 29 – Dec 6
Guesthouse in Oregon City
5.0 out of 5 average rating, 518 reviewsCottage in the Country
Mar 15 – 22
Guesthouse in Portland
4.95 out of 5 average rating, 384 reviewsNewly built studio in perfect SE location
Jun 27 – Jul 4
Guesthouse in Portland
4.99 out of 5 average rating, 315 reviewsModern Hawthorne Guesthouse - Close to Everything
Oct 18 – 25
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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