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 Northeast Portland
4.94 out of 5 average rating, 836 reviewsThe Hen House: Private unit in NE
Aug. 28 – Sep. 4
Guesthouse in Northeast Portland
4.95 out of 5 average rating, 280 reviewsCozy Alley Cottage, Concordia/Alberta Arts, NE PDX
Aug. 27 – Sep. 3
Guesthouse in North Portland
4.91 out of 5 average rating, 321 reviewsOverlook BackShack
Jan. 17 – 24
Guesthouse in Northeast Portland
4.92 out of 5 average rating, 317 reviewsSmall house in a killer walkable part of town!
Dec. 4 – 11
Guesthouse in Portland
4.99 out of 5 average rating, 485 reviewsSpacious Guesthouse with Creative Style and Local Charm
Nov. 28 – Dec. 5
Guesthouse in Portland
4.96 out of 5 average rating, 233 reviewsPiedmont Carriage House - Close in NE Portland
Jun. 12 – 19
Guesthouse in Northeast Portland
4.96 out of 5 average rating, 209 reviewsPrivate, clean garden cottage- great location!
Jun. 3 – 10
Guesthouse in Portland
4.98 out of 5 average rating, 367 reviewsModern Tiny House in Portland
Jul. 22 – 29
Guesthouses with a patio
Guesthouse in Portland
4.92 out of 5 average rating, 102 reviewsLuxury Spa Retreat Studio for 1-2 Guests
Dec. 22 – 29
Guesthouse in Portland
4.97 out of 5 average rating, 120 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
Jul. 31 – Aug. 7
Guesthouse in Portland
4.97 out of 5 average rating, 229 reviewsModern Bed & Bath in Historic Sellwood
Apr. 7 – 14
Guesthouse in Northeast Portland
4.98 out of 5 average rating, 124 reviewsBeautiful Alberta Guesthouse | Full Amenities + AC
Nov. 30 – Dec. 7
Guesthouse in Portland
4.99 out of 5 average rating, 119 reviewsDeluxe 2 BR Irvington Guesthouse with Hot Tub!!
Mar. 11 – 18
Guesthouse in Portland
4.99 out of 5 average rating, 181 reviewsPerfectly Portland Clinton St Guesthouse
Jul. 25 – Aug. 1
Guesthouse in Sherwood
4.98 out of 5 average rating, 100 reviewsCozy Willamette Valley Cabin With Modern Comforts
Jul. 23 – 30
Guesthouse in Portland
4.9 out of 5 average rating, 20 reviewsFir Grove Tree House
Oct. 14 – 21
Guesthouse rentals with a washer and dryer
Guesthouse in Montavilla
4.98 out of 5 average rating, 542 reviewsTiny House, Big Charm
Nov. 1 – 8
Guesthouse in Portland
4.92 out of 5 average rating, 123 reviewsModern Luxe Loft on the Hawthorne Strip
Feb. 23 – Mar. 2
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 Oregon City
5.0 out of 5 average rating, 518 reviewsCottage in the Country
Apr. 9 – 16
Guesthouse in Portland
4.95 out of 5 average rating, 384 reviewsNewly built studio in perfect SE location
Jun. 10 – 17
Guesthouse in Portland
4.99 out of 5 average rating, 153 reviewsGrant Park Guest House
Sep. 14 – 21
Guesthouse in Portland
4.99 out of 5 average rating, 272 reviewsThe Loft: Modern Open space in Southeast Portland
Jul. 24 – 31
Guesthouse in Portland
4.98 out of 5 average rating, 338 reviewsMaple Cottage PDX/ Fun Historic Mississippi Ave.
Apr. 21 – 28
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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