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
Get the amount of space that is right for you
Popular amenities for guest house rentals in Portland
Family-friendly guest house rentals
Guest house in Northeast Portland
4.94 out of 5 average rating, 836 reviewsThe Hen House: Private unit in NE
12–19 Sep
Guest house in North Portland
4.91 out of 5 average rating, 321 reviewsOverlook BackShack
7–14 Mar
Guest house in Northeast Portland
4.95 out of 5 average rating, 279 reviewsCozy Alley Cottage, Concordia/Alberta Arts, NE PDX
26 Aug – 2 Sep
Guest house in Northeast Portland
4.92 out of 5 average rating, 317 reviewsSmall house in a killer walkable part of town!
9–16 Oct
Guest house in Northeast Portland
4.99 out of 5 average rating, 484 reviewsSpacious Guesthouse with Creative Style and Local Charm
25 Nov – 2 Dec
Guest house in Mt. Tabor
4.9 out of 5 average rating, 684 reviewsModern Garden Studio Self Check & Private Entrance
23–30 Jun
Guest house in Portland
4.99 out of 5 average rating, 162 reviewsCool Green-built Modern Guest House near Alberta
1–8 Jun
Guest house in Central Northeast Portland
4.99 out of 5 average rating, 381 reviewsBeautiful, Contemporary Farmhouse
28 Sep – 5 Oct
Guest house rentals with a patio
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, 120 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
24–31 Jul
Guest house in Portland
4.97 out of 5 average rating, 228 reviewsModern Bed & Bath in Historic Sellwood
24–31 Mar
Guest house in Portland
4.99 out of 5 average rating, 119 reviewsDeluxe 2 BR Irvington Guesthouse with Hot Tub!!
26 Mar – 2 Apr
Guest house in Northeast Portland
4.98 out of 5 average rating, 124 reviewsBeautiful Alberta Guesthouse | Full Amenities + AC
21–28 Jul
Guest house in Sherwood
4.98 out of 5 average rating, 100 reviewsCozy Willamette Valley Cabin With Modern Comforts
10–17 Aug
Guest house in Portland
4.99 out of 5 average rating, 180 reviewsPerfectly Portland Clinton St Guesthouse
30 Jul – 6 Aug
Guest house in Portland
4.9 out of 5 average rating, 20 reviewsFir Grove Tree House
24 Sep – 1 Oct
Guest house rentals with a washing machine and dryer
Guest house in Portland
4.92 out of 5 average rating, 123 reviewsModern Luxe Loft on the Hawthorne Strip
4–11 Feb
Guest house in Central Northeast Portland
4.95 out of 5 average rating, 323 reviewsRose City Garden Retreat-Monthly rental discount!
31 Aug – 7 Sep
Guest house in North Portland
4.95 out of 5 average rating, 408 reviewsLittle Backyard Cottage
3–10 Sep
Guest house in Portland
4.99 out of 5 average rating, 272 reviewsThe Loft: Modern Open space in Southeast Portland
24–31 Jul
Guest house in Portland
4.95 out of 5 average rating, 384 reviewsNewly built studio in perfect SE location
16–23 Jul
Guest house in Oregon City
5.0 out of 5 average rating, 518 reviewsCottage in the Country
30 Oct – 6 Nov
Guest house in Portland
4.99 out of 5 average rating, 315 reviewsModern Hawthorne Guesthouse - Close to Everything
9–16 Nov
Guest house in Central Northeast Portland
4.96 out of 5 average rating, 121 reviewsThe Little Red Barn - Quiet, Clean & Private
20–27 Oct
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
82T reviews
Destinations to explore
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