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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.

Guest favorite
Guesthouse in Northeast Portland
Spacious, bright garden studio on Peninsula Park
Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.
$79 per night
Guest favorite
Guesthouse in North Portland
Private Handcrafted Cottage
Stay in this stunning craftsman cottage that is brand new and where almost every detail was thoughtfully designed and uniquely handcrafted. The cottage is tucked away on the other side of the block from my home so you’ll have your own private entrance/driveway. Max light rail is 10 minutes away on foot, and you can walk to the heart of Mississippi in under 25. The unit also features many amenities, including high-speed Internet connection; flat screen TV; and a well-appointed kitchenette.
$72 per night
Guest favorite
Guesthouse in Central Northeast Portland
Casa Chica PDX
A mini house in the Rose City Park neighborhood of the City of Roses that will make you feel right at home. Casa Chica is full of natural light, and a short walk away from Portland-caliber coffee, a local brewery, wood-fired pizza, bagels made fresh daily, a Mom n' Pop wine shop, an independent movie theater, two beautiful parks, groceries, and the best Vietnamese food in Portland (in our opinion). Follow us on Instagram for more photos, tips, and info: @casachicapdx
$67 per night

Popular amenities for Portland guesthouse rentals

Family-friendly guest house rentals

Guest favorite
Guesthouse in Woodstock
Tranquil, Private Little House. Pets Welcome.
$62 per night
Guest favorite
Guesthouse in Portland
Hawthorne Wisteria Retreat
$95 per night
Guest favorite
Guesthouse in Northeast Portland
Little House near Alberta Arts
$86 per night
Guest favorite
Guesthouse in Portland
Fresh North Portland Studio
$90 per night
Guest favorite
Guesthouse in Northeast Portland
The Little House in the Heart of Concordia
$84 per night
Guest favorite
Guesthouse in Northeast Portland
Alberta Nest: Your Home Away From Home
$88 per night
Guest favorite
Guesthouse in Mt. Tabor
Modern Garden Studio Self Check & Private Entrance
$76 per night
Guest favorite
Guesthouse in Portland
The Westmoreland Lighthouse - Private studio in SE
$85 per night
Guest favorite
Guesthouse in Buckman
Taylor Street Cottage
$93 per night
Guest favorite
Guesthouse in Northeast Portland
Renovated Alberta Arts Sun-Filled Tiny House
$96 per night
Guest favorite
Guesthouse in Northeast Portland
NE Irving Park Cottage
$106 per night
Guest favorite
Guesthouse in Northeast Portland
Spacious Guesthouse with Creative Style and Local Charm
$109 per night

Guest house rentals with a patio

Guest favorite
Guesthouse in Buckman
Cozy lofted guesthouse near it all - kid friendly
$98 per night
Guest favorite
Guesthouse in Portland
Finch Studio Cottage in Montavilla
$78 per night
Guest favorite
Guesthouse in Northeast Portland
Beautiful Alberta Guesthouse | Full Amenities + AC
$130 per night
Guest favorite
Guesthouse in Portland
Perfectly Portland Clinton St Guesthouse
$101 per night
Guest favorite
Guesthouse in North Portland
The Solo Traveler's Backyard Garden Studio
$66 per night
Guest favorite
Guesthouse in Montavilla
HotTub, Fast WiFi, cozy & convenient-Casita Morado
$59 per night
Guest favorite
Guesthouse in Portland
Modern Bed & Bath in Historic Sellwood
$102 per night
Guest favorite
Guesthouse in Portland
Deluxe 2 BR Irvington Guesthouse with Hot Tub!!
$148 per night
Guest favorite
Guesthouse in Portland
Close-in but Secluded Private Guesthouse
$79 per night
Guest favorite
Guesthouse in Oregon City
Newly Remodled Modern Tiny House | Oregon City|
$82 per night
Guest favorite
Guesthouse in Beavercreek
Muse Cabin in old growth forest w/cedar hot tub
$126 per night
Guest favorite
Guesthouse in North Portland
Luxury Spa Retreat Studio for 1-2 Guests
$79 per night

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Northeast Portland
Portland Airbnb Private Guesthouse, Alberta Arts
$78 per night
Guest favorite
Guesthouse in North Portland
Little Backyard Cottage
$70 per night
Guest favorite
Guesthouse in Northeast Portland
Verdant Loft - Travel Home
$139 per night
Guest favorite
Guesthouse in Central Northeast Portland
Grant Park Guest House
$119 per night
Guest favorite
Guesthouse in Portland
Willow Tree Guesthouse
$140 per night
Guest favorite
Guesthouse in Portland
Contactless Clean Private Treetop Studio
$88 per night
Guest favorite
Guesthouse in Laurelhurst
Little Cedar House High Speed WIFI - Super Clean
$116 per night
Guest favorite
Guesthouse in Portland
* Peaceful, Dog Friendly - Guest House in NE PDX*
$118 per night
Guest favorite
Guesthouse in Portland
Modern Hawthorne Guesthouse - Close to Everything
$125 per night
Guest favorite
Guesthouse in Portland
ZEN HAUS. An inner SE Hawthorne/Division Studio.
$83 per night
Guest favorite
Guesthouse in Laurelhurst
Chic Guest House in the Heart of the City
$95 per night
Guest favorite
Guesthouse in Portland
Modern Guest House in Hip NE Alberta/Williams
$92 per night

Quick stats about guesthouse rentals in Portland

Total rentals

520 properties

Wifi availability

510 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

60 properties are a good fit for families

Total number of reviews

83K reviews

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