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.

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Guest favorite

Guesthouse in Northeast Portland

4.96 out of 5 average rating, 114 reviews

Pet Friendly, Cozy & Curated Designer Guesthouse

Our guesthouse is situated behind our home, located on a large corner lot in beautiful Grant Park. Surrounded by picturesque homes and tree-canopied streets, it’s a perfect combination of peace and quiet alongside accessibility. Dozens of local shops and fabulous PDX restaurants, just a 10 minute walk away. Five minutes to freeway access, guests enjoy convenient options, exclusive privacy, and detailed designer touches. A perfect base camp for an extended PNW exploration, or a weekend getaway!

Guest favorite

Guesthouse in Vancouver

4.95 out of 5 average rating, 110 reviews

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*

Guest favorite

Guesthouse in Murray Hill

4.99 out of 5 average rating, 282 reviews

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.

Guest favorite

Guesthouse in North Portland

5 out of 5 average rating, 146 reviews

Charming Private Yellow Cottage

Kick back and relax in this calm, stylish one-bedroom cottage located in a peaceful and accessible North Portland neighborhood. Enjoy lounging under the Redwood trees right outside your cottage, or cooking on a 5-burner Bosch gas stove in your full kitchen. Enjoy the historic 1900's hardwood floors and new European appliances. Drive or bike to multiple awesome neighborhoods within 6-10 minutes. After a long day, enjoy the tiled walk-in shower and dream sweetly on your queen Casper mattress.

Guest favorite

Guesthouse in Central Northeast Portland

4.98 out of 5 average rating, 177 reviews

Grant Park Guest House

Newly built guesthouse in highly desirable Grant Park. Beautiful and relaxing one level space with vaulted ceilings, exposed beams, skylights and lots of natural light. All amenities: high speed internet, washer & dryer, full kitchen, memory foam mattress, TV, and private entrance with patio and cafe set. Easy check out! Location is close to everything: great restaurants, food cart pod, Whole Foods, Trader Joe's, Grant park, airport, and more! Walk score of 94. Great space for a get away!

Superhost

Guesthouse in Milwaukie

4.87 out of 5 average rating, 167 reviews

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.

Guest favorite

Guesthouse in Portland

4.94 out of 5 average rating, 208 reviews

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.

Guest favorite

Guesthouse in Central Northeast Portland

4.98 out of 5 average rating, 348 reviews

* Peaceful, Dog Friendly - Guest House in NE PDX*

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.

Guest favorite

Guesthouse in Laurelhurst

4.94 out of 5 average rating, 374 reviews

Chic Guest House in the Heart of the City

This guest house boasts designer fixtures and finishes created to exude equal levels of style and comfort. White walls, herringbone wood floors, and tall vaulted ceilings create a natural and airy ambiance that flows throughout every room. 1-level, ADA-friendly, with walk-in curbless shower and plenty of space to maneuver in spa-like bathroom and throughout. Our guests have full access to the private freestanding guest house, as well as the concrete patio just outside the unit.

Guest favorite

Guesthouse in Northeast Portland

4.94 out of 5 average rating, 162 reviews

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.

Guest favorite

Guesthouse in Northeast Portland

4.99 out of 5 average rating, 137 reviews

Deluxe 2 BR Irvington Guesthouse with Hot Tub!!

Located in one of the oldest and most beautiful historic central Portland neighborhoods, this brand new deluxe Irvington Guesthouse is 800 square sq. feet on 1 level with 2 bedrooms, 1 bathroom and a 6 person Marquis Hot Tub!! The guesthouse is conveniently located blocks from the Moda and Convention Centers and you can walk, bike, drive or Uber everywhere. More than 100 coffee shops, pubs, restaurants and grocery stores are within a short walk or drive!

Guest favorite

Guesthouse in Mt. Tabor

4.95 out of 5 average rating, 136 reviews

Modern Urban Retreat + Sauna

Our modern urban guest house is a completely private space, accessible by a separate walkway, and has an outdoor patio. We designed the space to be light-filled, feel cozy yet roomy, fitting a lot into a small space - with vaulted ceilings, a ceiling fan, full kitchen, bathroom, a bed alcove with a comfy queen mattress and soft bedding and lots of extra touches. Our 335 sq ft guest house is fitted with all you'll need for your time in Portland.