Guest house holiday rentals in Portland
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Top-rated guest house rentals in Portland
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for guest house rentals in Portland
Family-friendly guest house rentals
Guest house in North Portland
4.91 out of 5 average rating, 321 reviewsOverlook BackShack
21–28 Feb
Guest house in Portland
4.9 out of 5 average rating, 214 reviewsTucked Inn Cully
30 Dec – 6 Jan
Guest house in Portland
4.99 out of 5 average rating, 382 reviewsBeautiful, Contemporary Farmhouse
5–12 Oct
Guest house in Central Northeast Portland
4.91 out of 5 average rating, 326 reviewsNew Classic Portland Guesthouse
25 Aug – 1 Sep
Guest house in Portland
4.96 out of 5 average rating, 233 reviewsPiedmont Carriage House - Close in NE Portland
24–31 Jul
Guest house in Portland
4.93 out of 5 average rating, 542 reviewsHawthorne Wisteria Retreat
7–14 Apr
Guest house in Northeast Portland
4.99 out of 5 average rating, 377 reviewsNE Irving Park Cottage
19–26 Jul
Guest house in Montavilla
4.95 out of 5 average rating, 393 reviewsTabor Cottage: Detached Guest House SE Portland
15–22 Sep
Guest house rentals with a patio
Guest house in North Portland
4.99 out of 5 average rating, 100 reviewsStylish 1BR garden guesthouse with patio near UofP
6–13 Jun
Guest house in North Portland
4.92 out of 5 average rating, 102 reviewsLuxury Spa Retreat Studio for 1-2 Guests
14–21 Sep
Guest house in Montavilla
4.97 out of 5 average rating, 122 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
16–23 Jun
Guest house in Portland
4.99 out of 5 average rating, 120 reviewsDeluxe 2 BR Irvington Guesthouse with Hot Tub!!
20–27 Mar
Guest house in Northeast Portland
4.98 out of 5 average rating, 126 reviewsBeautiful Alberta Guesthouse | Full Amenities + AC
16–23 Apr
Guest house in Portland
4.99 out of 5 average rating, 181 reviewsPerfectly Portland Clinton St Guesthouse
28 Jul – 4 Aug
Guest house in Sherwood
4.98 out of 5 average rating, 100 reviewsCozy Willamette Valley Cabin With Modern Comforts
23–30 Aug
Guest house in Portland
4.91 out of 5 average rating, 22 reviewsFir Grove Tree House
14–21 Oct
Guest house rentals with a washing machine and dryer
Guest house in Central Northeast Portland
4.95 out of 5 average rating, 324 reviewsRose City Garden Retreat-Monthly rental discount!
30 May – 6 Jun
Guest house in Laurelhurst
4.96 out of 5 average rating, 110 reviewsModern and Bright Laurelhurst Abode
31 Aug – 7 Sep
Guest house in North Portland
4.95 out of 5 average rating, 346 reviewsArbor Lodge Lodge- a relaxing oasis in the city
21–28 Aug
Guest house in Oregon City
5.0 out of 5 average rating, 519 reviewsCottage in the Country
30 Mar – 6 Apr
Guest house in Portland
4.99 out of 5 average rating, 316 reviewsModern Hawthorne Guesthouse - Close to Everything
26 Oct – 2 Nov
Guest house in Portland
4.95 out of 5 average rating, 384 reviewsNewly built studio in perfect SE location
9–16 Jun
Guest house in Portland
4.99 out of 5 average rating, 272 reviewsThe Loft: Modern Open space in Southeast Portland
10–17 Aug
Guest house in North Portland
4.95 out of 5 average rating, 408 reviewsLittle Backyard Cottage
21–28 Sep
Quick stats about guest house 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
Destinations to explore
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