Guesthouse holiday rentals in Southeast Portland

New Build, Great Value near Dtwn

Newly-built in ’22, this beautifully designed guesthome and everything in it is brand new, so you can enjoy all the comforts of home. The 11-ft vaulted ceiling, full-size kitchen and abundance of natural light are just a few things that make this 565 sqft, one bedroom home live larger than its footprint. Perfectly located 1.8 miles to Dtwn Vancouver & 15 mins to PDX airport and Portland Oregon; it’s the perfect home base for your stay. *Professionally Cleaned and Sanitized between each stay*

Deluxe 2 BR Irvington Guesthouse with Hot Tub!!

Tucked into the heart of the oldest and most beautiful historic neighborhood in Portland, this brand new deluxe Irvington Guesthouse has 2 bedrooms, 1 bathroom and a 6-person Marquis Hot Tub!! The guesthouse is just 1.5 blocks south of the magnificent 16-acre Irving Park and conveniently located near the Moda and Convention Centers. With a walk score of 91 and a bike score of 100 you'll have more than 100 coffee shops, pubs, restaurants and grocery stores within a short walk, bike or drive!

Park Cottage

This charming guesthouse is tucked away in a park-like setting near the entrance to the Willamette Valley Wine Country. This very spacious studio offers a warm and cozy space with king size bed and a comfy day bed with a pull out trundle. Also a very roomy living room area with tv for streaming ( Roku/Netflix installed ) and fire place. Enjoy light meals or snacks in the kitchenette with a full fridge , microwave,toaster, coffee maker and all kitchen utensils. Beautiful outside surroundings.

Milwaukie Riverfront Guest House

Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.

Sunny, Modern Guesthouse South Tabor Neighborhood

A modern guesthouse with one bedroom, one bathroom, a living/kitchen space and a deck. The guesthouse is above our garage and was built in 2011. There's a deck off the kitchen which is a nice place for relaxing. We are about 1.5 miles from restaurants and shops at SE Division. There are several bus stops within 1-2 blocks of our house. Downtown Portland is 30 minutes by bus We've done a lot of traveling and enjoy meeting new people. We welcome folks from all backgrounds and places.

Peaceful + Modern : NE Portland

Our guest house was built new in 2018. It is clean (read the reviews!), quiet, very private and a comfortable place to call "home" while visiting in Portland. All ameninities to make your stay easy including a full kitchen, compact washer/dryer and air-conditioning. Lots of natural light from 3 large skylights - sleep masks provided for late sleepers. The location has easy access to freeways, PDX airport (15 min.), and bike ways. Self check-in and free street parking always available.

A comfy, modern studio next to Mississippi Avenue.

Our private ADU is a modern, light, & thoughtfully designed studio. With AC, heating, free parking, all the essentials & more for your stay, you'll find our guest house perfect for your next trip to Portland. Situated by the bustling, historic streets of Inner NE Portland, a block from N Mississippi & close to N Williams. It is walking distance to countless wonderful bars & notable restaurants. Great public transport links & we're right on a charming Portland bike route.

Newly Built Guesthouse with Private Courtyard

Newly built one-bedroom guesthouse with charming private backyard in the popular Maplewood neighborhood. Light-filled, open floor plan with vaulted ceilings. Walk to Maplewood Coffee & Tea. Located 1 ½ miles from Multnomah Village, 3-4 miles from downtown Portland, Lewis & Clark College and OHSU, 7 miles from Nike. Easy day trips to the Oregon Coast, Columbia River Gorge, Mt Hood, and Yamhill County’s Wine Country. ASTR Permit #18-220704-HO

River Forest Guest House, All new+Riverfront Patio

Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.