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
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Popular amenities for Portland guesthouses
Family-Friendly guesthouses
Guesthouse in North Portland
4.91 out of 5 average rating, 323 reviewsOverlook BackShack
Guesthouse in Portland
4.91 out of 5 average rating, 329 reviewsNew Classic Portland Guesthouse
Guesthouse in Northeast Portland
4.94 out of 5 average rating, 849 reviewsThe Hen House: Private unit in NE
Guesthouse in Portland
4.99 out of 5 average rating, 165 reviewsCool Green-built Modern Guest House near Alberta
Guesthouse in Portland
4.96 out of 5 average rating, 577 reviewsLittle House near Alberta Arts
Guesthouse in Portland
4.97 out of 5 average rating, 550 reviewsThe Westmoreland Lighthouse - Private studio in SE
Guesthouse in Portland
4.96 out of 5 average rating, 235 reviewsPiedmont Carriage House - Close in NE Portland
Guesthouse in Portland
4.94 out of 5 average rating, 362 reviewsCozy Cottage in Mt. Scott
Guesthouses with a patio
Guesthouse in Portland
4.92 out of 5 average rating, 106 reviewsLuxury Spa Retreat Studio for 1-2 Guests
Guesthouse in Montavilla
5.0 out of 5 average rating, 164 reviewsFinch Studio Cottage in Montavilla
Guesthouse in North Portland
4.99 out of 5 average rating, 105 reviewsStylish 1BR garden guesthouse with patio near UofP
Guesthouse in Portland
4.97 out of 5 average rating, 125 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
Guesthouse in Sherwood
4.98 out of 5 average rating, 103 reviewsCozy Willamette Valley Cabin With Modern Comforts
Guesthouse in Portland
4.95 out of 5 average rating, 177 reviewsThe Solo Traveler's Backyard Garden Studio
Guesthouse in Portland
4.99 out of 5 average rating, 181 reviewsPerfectly Portland Clinton St Guesthouse
Guesthouse in Portland
4.99 out of 5 average rating, 122 reviewsDeluxe 2 BR Irvington Guesthouse with Hot Tub!!
Guest house rentals with a washing machine and dryer
Guesthouse in Portland
4.91 out of 5 average rating, 493 reviewsTruly Local Experience, Steps from Restaurant Row!
Guesthouse in Portland
4.95 out of 5 average rating, 353 reviewsArbor Lodge Lodge- a relaxing oasis in the city
Guesthouse in Portland
4.99 out of 5 average rating, 160 reviewsGrant Park Guest House
Guesthouse in Oregon City
5.0 out of 5 average rating, 523 reviewsCottage in the Country
Guesthouse in Portland
4.95 out of 5 average rating, 395 reviewsNewly built studio in perfect SE location
Guesthouse in North Portland
5.0 out of 5 average rating, 259 reviewsColorful, spacious, light-filled guesthouse on MAX
Guesthouse in Portland
5.0 out of 5 average rating, 103 reviewsCharming Private Yellow Cottage
Guesthouse in Portland
4.96 out of 5 average rating, 112 reviewsQueen Anne Guest Apt. In Historic District
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
Destinations to explore
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