Guesthouse vacation rentals in Portland

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Top-rated guesthouse rentals in Portland

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Top guest favorite

A light-filled living area features a comfortable gray sofa adorned with decorative pillows. A wooden coffee table sits in front, while bright windows provide views of the backyard. A classic Coca-Cola sign adds a touch of character to the space.

Guesthouse in Kerns

4.98 out of 5 average rating, 261 reviews

Private Minimalist Architecture Guesthouse Loft

Step through double French doors into a modern guesthouse. Inspired by contemporary design and filled with light. The home features an open-to-above foyer, a mezzanine bedroom, exposed beams, wood finishes, polished concrete heated floors, and access to a shared backyard. Location, location, location. This is a tastefully constructed guesthouse in the heart of the Kearns/Buckman neighborhood in NE Portland. There is a fully equipped designer kitchen with all the amenities you may need: microwave, coffee maker, toaster, Bertazzoni gas range, Bosch refrigerator & dishwasher. The large living/dining room is spacious & bright. It has a radiant heated concrete floor and custom made furniture. There is a 47 inch Ultra HD smart TV with Comcast Cable and an American Leather queen size sofa sleeper with gel mattress for your use. The bedroom/loft has vaulted ceilings, a queen size, hand crafted, locally made Parklane bed with Italian bedding and a 40 inch smart TV. The bathroom has a heated tile floor, a beautiful glass encased tile shower, luxury towels, Turkish bathrobes and local Dani bath products. The guesthouse is approximately 600 square feet, has two Mitsubishi heat/AC units along with heated floors. Heat and air conditioning are not a problem here! There is a large capacity washer and dryer. The backyard and barbeque is shared with us, the owners. This is a private rental, and we respect our guests right to privacy. Should you need anything during your stay we are a text or email away. We live in the house adjacent to the guesthouse so you’ll probably see us. The guesthouse is NO SMOKING and NO PETS. There is only on street parking. We reserve the right to the driveway. If you have any questions, we’re happy to help you. Guests will access through the iron gate to the end of the driveway. Guests will have full access to the guesthouse and backyard. Guests will get two keys, one for the gate and one for the guesthouse. The entire guesthouse and backyard. The property is located in NE Portland, boasting close access to restaurants, bars, grocery stores, coffee shops, public transit, and much more. The bus stop is just two blocks away from the guesthouse.

Top guest favorite

A private patio features two lightweight chairs placed beside a small table, supported by a wooden deck. Lush green hedges provide a natural backdrop, while colorful flowers bloom in a nearby planter, enhancing the inviting outdoor space.

Guesthouse in Woodstock

4.98 out of 5 average rating, 502 reviews

Cozy Guest Cottage in Woodstock Neighborhood

A bright and cozy cottage located near Reed College, Woodstock's restaurants/coffeehouses, Trader Joe's and public transit. This residential neighborhood is ideal for a quiet retreat for all visitors. The private guesthouse is outfitted to make your stay comfortable including a spacious bathroom with a walk in shower and a heated floor. Plus, you may want to enjoy a cup of coffee on your own patio located behind the Airbnb. As an added bonus, breakfast items and home baked treats are provided.

Top guest favorite

A private deck is shown, bordered by lush greenery. Two chairs are positioned around a small round table, creating an inviting outdoor space. Flower pots add a touch of color, while large glass doors provide views into the interior.

Guesthouse in Piedmont

4.98 out of 5 average rating, 197 reviews

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.

Top guest favorite

A cozy kitchenette is visible, featuring a full-size gas range and an open door leading to a small outdoor space with greenery. Natural light filters in through the window, illuminating the hardwood cabinetry and overhead ventilation hood.

Guesthouse in Boise

5 out of 5 average rating, 121 reviews

Cedar House

Nestled in inner North/NE Portland, this cozy guest house sits between the vibrant Mississippi and Williams shopping districts and is just a short day trip to lovely hikes in the surrounding area. We're a quick bus ride from the center of town and a short walk to a wide variety of local shops and dining. High ceilings and plenty of natural light give this intimate space an airy, open feeling, making it an in-town sanctuary with easy access to public transport, bike lanes, and on-street parking.

Top guest favorite

Guesthouse in Kenton

4.99 out of 5 average rating, 505 reviews

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Top guest favorite

The entrance features a sleek, modern door with a rectangular window alongside. The door is framed in a dark grey color, complementing the exterior of the structure. A minimalist house number is attached beside the door, while wooden steps lead to the outdoor area.

Guesthouse in Overlook

4.94 out of 5 average rating, 146 reviews

Luxury Spa Retreat Studio for 1-2 Guests

Welcome to your perfect spa retreat fit for any romantic getaway or a business trip. This luxury spa-like bathroom keeps comfort in mind with heated tile floors, dual rain-head shower, and a view of your completely private garden patio. You won't miss a thing in the city from your centrally located private suite with light rail access to downtown, the airport, and central Eastside. Walkable pubs, restaurants, and coffee make this guest suite ideal for any trip to Portland.

Top guest favorite

Guesthouse in Woodlawn

4.99 out of 5 average rating, 245 reviews

Sorta Summer House w/ sauna & outdoor shower

The guesthouse is a private oasis in the city. It's surrounded by fruit trees and tall Chinese Mountain bamboo. It's a quick walk to Woodlawn Park, great coffee, a bakery, pizza, whiskey bar, a brewery, seasonal farmers market, and minutes from Alberta Arts District. The airy, open floor plan is filled with natural light, mixed textiles and warm woods. A cedar-surround outdoor shower and private 5x7 Finnish sauna lend to the spa-like setting. Guests say it’s hard to leave!

Top guest favorite

A luxurious bathroom features a freestanding stone bathtub with a modern brass faucet. A round mirror and an array of toiletries are visible on the countertop. Natural light streams through a large window adorned with sheer curtains, illuminating the elegant space.

Guesthouse in Overlook

4.97 out of 5 average rating, 393 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Design, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

Guest favorite

A charming pathway lined with decorative plants and flowers leads to the entrance of the studio. String lights adorn the roof, providing soft illumination. Large glass doors reveal the inviting interior space, while a well-maintained fence frames the area, enhancing the overall cozy ambiance.

Guesthouse in Arbor Lodge

4.94 out of 5 average rating, 211 reviews

The Solo Traveler's Backyard Garden Studio

If you are traveling by yourself, please read all the information in the listing to be sure this place is a good fit for you. The studio is located in the corner of the fully fenced and landscaped backyard of my 1910 house. The space is small, about 240 square feet. Public transportation is nearby, including 2 bus stops within 5 minute walks and the MAX train about a 15 minute walk. Several restaurants and food carts are also walking distance.

Guest favorite

A charming guest house with a light blue exterior is framed by a well-kept garden. Colorful flowers and green shrubs enhance the front yard, while a welcoming porch is supported by white railings. Nearby, lavender blooms add a touch of purple to the landscape.

Guesthouse in Roseway

4.91 out of 5 average rating, 377 reviews

New Classic Portland Guesthouse

Be one of the first to enjoy my beautiful, light filled, newly built 2 story, one bedroom guest house. Furnished and decorated in classic Pacific Northwest Style. Located in a separate structure from my home sharing the same lot. Private, 24 hour entry. Ideally situated halfway between the airport and downtown in NE Portland. Walking distance to views of Mt. Hood above a wooded golf course and park teeming with wildlife.

Top guest favorite

An outdoor patio area is illuminated by soft lights, featuring a pathway of pavers and surrounded by lush greenery. The structure showcases large glass doors that provide a glimpse into the inviting interior space.

Guesthouse in Overlook

5 out of 5 average rating, 298 reviews

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

Top guest favorite

A stylish bathroom features dark paneled walls adorned with patterned wallpaper. A round mirror hangs above a small sink, with a window providing natural light. A plush towel is neatly hung on a hook, while modern fixtures complement the overall design.

Guesthouse in St. Johns

5 out of 5 average rating, 108 reviews

The Canopy Loft PDX

The Canopy Loft is a sun filled, second story studio designed and built by my husband and I to be a cozy home away from home. The window views are full of foliage making you feel like you're up in the trees, hence the name. Our neighborhood is quiet and calm, and we are walking distance from downtown St Johns as well as many parks. The studio can also be turned into your own personal movie theater!