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, 838 reviewsThe Hen House: Private unit in NE
22–29 Dec
Guest house in Central Northeast Portland
4.91 out of 5 average rating, 327 reviewsNew Classic Portland Guesthouse
5–12 Oct
Guest house in North Portland
4.91 out of 5 average rating, 321 reviewsOverlook BackShack
13–20 Aug
Guest house in Portland
4.99 out of 5 average rating, 486 reviewsSpacious Guesthouse with Creative Style and Local Charm
24–31 Jan
Guest house in Portland
4.96 out of 5 average rating, 233 reviewsPiedmont Carriage House - Close in NE Portland
30 Jul – 6 Aug
Guest house in Portland
4.9 out of 5 average rating, 215 reviewsTucked Inn Cully
1–8 Apr
Guest house in Portland
4.93 out of 5 average rating, 543 reviewsHawthorne Wisteria Retreat
8–15 Feb
Guest house in Northeast Portland
4.99 out of 5 average rating, 377 reviewsNE Irving Park Cottage
11–18 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
31 May – 7 Jun
Guest house in Portland
4.92 out of 5 average rating, 103 reviewsLuxury Spa Retreat Studio for 1-2 Guests
16–23 Sep
Guest house in Portland
4.97 out of 5 average rating, 123 reviewsHotTub, Fast WiFi, cozy & convenient-Casita Morado
9–16 Aug
Guest house in Northeast Portland
4.99 out of 5 average rating, 120 reviewsDeluxe 2 BR Irvington Guesthouse with Hot Tub!!
18–25 Mar
Guest house in Northeast Portland
4.98 out of 5 average rating, 126 reviewsBeautiful Alberta Guesthouse | Full Amenities + AC
22–29 Sep
Guest house in Portland
4.99 out of 5 average rating, 181 reviewsPerfectly Portland Clinton St Guesthouse
30 Jul – 6 Aug
Guest house in Sherwood
4.98 out of 5 average rating, 100 reviewsCozy Willamette Valley Cabin With Modern Comforts
7–14 Jul
Guest house in Oregon City
4.91 out of 5 average rating, 185 reviewsModern Tiny House | Near DT OC| Dual Shower Heads
23–30 Apr
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 North Portland
4.95 out of 5 average rating, 409 reviewsLittle Backyard Cottage
28 Sep – 5 Oct
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 Portland
4.99 out of 5 average rating, 316 reviewsModern Hawthorne Guesthouse - Close to Everything
12–19 Oct
Guest house in Portland
4.95 out of 5 average rating, 386 reviewsNewly built studio in perfect SE location
24–31 Jul
Guest house in Montavilla
4.98 out of 5 average rating, 542 reviewsTiny House, Big Charm
2–9 Jan
Guest house in Portland
4.98 out of 5 average rating, 476 reviewsLittle Cedar House High Speed WIFI - Super Clean
8–15 Dec
Guest house in Lake Oswego
4.96 out of 5 average rating, 309 reviewsCozy and Charming
21–28 May
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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