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 Portland
4.9 out of 5 average rating, 688 reviewsModern Garden Studio Self Check & Private Entrance
Jul 19 – 26
Guesthouse in Montavilla
4.95 out of 5 average rating, 394 reviewsTabor Cottage: Detached Guest House SE Portland
Sep 17 – 24
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 487 reviewsSpacious Guesthouse with Creative Style and Local Charm
Nov 8 – 15
Guesthouse in Northeast Portland
4.96 out of 5 average rating, 567 reviewsLittle House near Alberta Arts
Dec 22 – 29
Guesthouse in Portland
4.96 out of 5 average rating, 405 reviewsFresh North Portland Studio
Aug 12 – 19
Guesthouse in Portland
4.98 out of 5 average rating, 216 reviewsExceptional East Moreland Guesthouse/ Reed College
May 16 – 23
Guesthouse in Northeast Portland
4.99 out of 5 average rating, 378 reviewsNE Irving Park Cottage
Aug 30 – Sep 6
Guesthouse in Portland
4.98 out of 5 average rating, 368 reviewsModern Tiny House in Portland
Jul 22 – 29
Guest house rentals with a patio
Guesthouse in North Portland
4.99 out of 5 average rating, 100 reviewsStylish 1BR garden guesthouse with patio near UofP
Jul 26 – Aug 2
Guesthouse in Beavercreek
5.0 out of 5 average rating, 143 reviewsMuse Cabin in old growth forest w/cedar hot tub
Sep 22 – 29
Guesthouse in Montavilla
5.0 out of 5 average rating, 155 reviewsFinch Studio Cottage in Montavilla
Oct 25 – Nov 1
Guesthouse in Montavilla
4.97 out of 5 average rating, 123 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
Sep 8 – 15
Guesthouse in North Portland
4.92 out of 5 average rating, 104 reviewsLuxury Spa Retreat Studio for 1-2 Guests
Nov 17 – 24
Guesthouse in Northeast Portland
4.98 out of 5 average rating, 127 reviewsBeautiful Alberta Guesthouse | Full Amenities + AC
Jan 29 – Feb 5
Guesthouse in Sherwood
4.98 out of 5 average rating, 100 reviewsCozy Willamette Valley Cabin With Modern Comforts
Aug 29 – Sep 5
Guesthouse in Portland
4.99 out of 5 average rating, 120 reviewsDeluxe 2 BR Irvington Guesthouse with Hot Tub!!
Aug 18 – 25
Guest house rentals with a washer and dryer
Guesthouse in Portland
4.91 out of 5 average rating, 488 reviewsTruly Local Experience, Steps from Restaurant Row!
Oct 27 – Nov 3
Guesthouse in Portland
4.99 out of 5 average rating, 317 reviewsModern Hawthorne Guesthouse - Close to Everything
Dec 9 – 16
Guesthouse in Portland
4.95 out of 5 average rating, 387 reviewsNewly built studio in perfect SE location
Jul 23 – 30
Guesthouse in Portland
4.99 out of 5 average rating, 273 reviewsThe Loft: Modern Open space in Southeast Portland
Aug 7 – 14
Guesthouse in Oregon City
5.0 out of 5 average rating, 519 reviewsCottage in the Country
Dec 17 – 24
Guesthouse in North Portland
4.95 out of 5 average rating, 348 reviewsArbor Lodge Lodge- a relaxing oasis in the city
Sep 19 – 26
Guesthouse in Portland
4.97 out of 5 average rating, 157 reviewsHawthorne Haven-Full kitchen, bathroom, & laundry
Oct 5 – 12
Guesthouse in North Portland
5.0 out of 5 average rating, 256 reviewsColorful, spacious, light-filled guesthouse on MAX
Sep 19 – 26
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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