Guesthouse vacation rentals in Portland

The exterior of a two-story studio is framed by lush greenery and trees. The building features a spiral staircase leading to a private balcony with black railings. A shared garden area is visible below, with a hammock and various plants around the space.

4.98 out of 5 average rating, 283 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.

ValueFamilyParks

A comfortable living area features a light-colored leather couch adorned with various textured pillows. A rustic wooden coffee table sits in front, decorated with a floral arrangement. A patterned artwork and a framed photograph decorate the walls, enhancing the stylish ambiance.

4.94 out of 5 average rating, 183 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!

ValueFamilyCheck-in

Guesthouse in Laurelhurst

A modern kitchen is showcased with sleek cabinetry and stainless steel appliances, including a refrigerator and an oven. A small dining table sits beside a cozy seating area, while a washer and dryer are positioned near the back. Natural wood ceilings add warmth to the space.

Little Cedar House Cottage near coffee and shops

5 year old detached guest house in Laurelhurst/North Tabor. Bright and spacious with vaulted cedar ceilings. Modern Industrial style with many eco-friendly features such as mini-split heat/ac, tankless water heater, and all-natural fiber area rugs and linens means fewer toxins and a low carbon footprint. Situated near Laurelhurst and Mount Tabor parks with restaurants and amenities nearby. We are also pet friendly and allow well-behaved dogs on leashes for a $30 fee per dog, per visit.

ValueFamilyLaundry

4.99 out of 5 average rating, 637 reviews

The exterior of the home is highlighted by contemporary design elements and a clean white facade. A flowering tree adds a touch of color, while large glass doors invite natural light into the living area. Surrounding landscaping is thoughtfully arranged with minimalistic plantings.

4.99 out of 5 average rating, 583 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

LocationFamilyShared spaces

A light-filled living area features two armchairs positioned beside large windows, showcasing views of surrounding greenery. A plush sofa offers a comfortable seating option, while a small, decorative table holds a plant. A television is mounted on the wall, enhancing the modern design.

5.0 out of 5 average rating, 130 reviews

Chic Belmont retreat w/tree views & king bed!

Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

ValueFamilyCondition

A detached studio features a charming A-frame design, surrounded by lush greenery. A stone patio with outdoor seating complements the inviting entrance, where large windows allow natural light to fill the space. The setting provides a serene atmosphere, ideal for relaxation.

4.98 out of 5 average rating, 698 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, fully detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

LocationValueHiking

A cozy seating area features two gray armchairs paired with a small round table and a decorative pouf. A wood accent wall complements the space, while a shelf displays books. Lighting from two lamps and a mounted TV adds warmth to the atmosphere.

4.97 out of 5 average rating, 416 reviews

Bridgetown Bungalow: The perfect cozy getaway!

Come retreat from the city in this gorgeous studio designed with a modern art deco flair and rustic cabin comfort. The cozy interior features a vaulted ceiling with original timber beams, craftsman trim, reclaimed wood accents, loft with a library ladder, a heated bathroom floor and walk-in shower. The full kitchen provides all the amenities you'll need for cooking & baking including basics like pots, pans, utensils, spices, oils, small appliances and several coffee-making options.

LocationValueHospitality

The living area showcases a bright and airy design, featuring large windows that provide natural light. A plush blue sofa and a dark chair are positioned around a coffee table, while shelves filled with books add character. Art pieces adorn the walls, complemented by greenery.

4.99 out of 5 average rating, 662 reviews

Spacious Guesthouse with Creative Style and Local Charm

Our recently built, light filled and spacious ADU sits quietly in our back yard and above my painting studio. It's an open, airy and modern loft-style home with reclaimed fir floors, shelving, vanity, and doors. The queen size bed has a super comfy natural latex foam mattress and in the loft there is a fold out sofa with a full size memory foam sleeping pad. It has a well appointed kitchen and washer and dryer for your use. I provide coffee and tea for your stay as well.

LocationValueComfort

A modern kitchen is displayed, featuring white cabinetry and stainless steel appliances. A wooden dining table is set in the center, surrounded by bright yellow chairs. The countertop is equipped with essential cooking tools, complemented by soft under-cabinet lighting.

5.0 out of 5 average rating, 366 reviews

Our Guesthouse - Alberta Park - 2 bedrooms (queen)

Our goal is for you to feel at home during your stay with the convenient location and amenities. You'll have the space all to yourself as you explore Portland and the surrounding areas or to return to after visiting friends and family. Walk to excellent restaurants, call in a local delivery, or stay in and cook with a fully equipped kitchen. Restless kids (or adults) can grab a ball and explore the 16 acre park one block away. Unit is non-smoking/vaping and pet free.

FamilyValueHospitality

The cottage exterior is nestled within lush greenery, featuring a textured, light-colored stucco façade and a distinctive triangular roof. Surrounding plants and stones create a serene landscape, complemented by wooden steps leading to the entrance, enhancing the inviting and private atmosphere.

4.97 out of 5 average rating, 473 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, 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.

FamilyValueOutdoor spaces

Guesthouse in Northwest Portland

An open bedroom features a spacious bed with a light blue quilt and matching accent pillows. A textured wall art piece is displayed above the headboard. Natural light illuminates the neutral-toned carpet, complemented by a small wooden nightstand and a mirror reflecting the inviting space.

Queen Anne Guest Apt. In Historic District

Discover a charming guesthouse apartment in the heart of Portland! This private retreat, nestled in a historic home, offers easy access to the city's vibrant scene. Explore the nearby NW 21st/23rd commercial districts, the Pearl District, and downtown Portland. Enjoy delicious dining, unique shops, and exciting entertainment, including the Timbers and Thorns soccer stadium. Perfect for leisure or business travelers seeking a comfortable and convenient stay.

FamilyLocationNearby

4.93 out of 5 average rating, 225 reviews

A warm sleeping area features a spacious bed framed by two wooden nightstands with lamps. A bright yellow throw blanket lays across the bed. The walls are painted a deep teal, and natural light enters through a window with a beige shade. A decorative piece on the wall adds character.

4.99 out of 5 average rating, 527 reviews

Cozy, Stylish Bungalow w/ Fireplace & Full Kitchen

Enjoy a comfy retreat in this cozy and bright studio with a private bathroom, air conditioning, fireplace, full kitchen and work desk. Conveniently located within walking distance to local restaurants, coffee shops, retail stores, and parks. Centrally located in Portland and just 3 miles from downtown. Take a stroll through Historic Irvington and enjoy some of the most beautiful homes and old growth trees that Portland has to offer.

ValueFamilyLaundry

Popular amenities for Portland guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Southwest Portland

Casetta

ValueLocationHiking

4.99 out of 5 average rating, 105 reviews

An architectural micro home is nestled among lush greenery, surrounded by trees. A wooden exterior enhances the natural setting. The structure features a small side porch and multiple large windows, allowing light to flood the interior. A pathway made of stones leads to the entrance.

4.86 out of 5 average rating, 194 reviews

The Haseman House

ValueLocationAir conditioning

Guesthouse in Southwest Portland

An open-concept space highlights bamboo flooring and large windows. A dining area features a wooden table with four chairs. The kitchen showcases modern appliances, with light fixtures illuminating the counter. A staircase leads to an upper level, accompanied by a decorative railing.

Secret Garden Guest House, Multnomah Village

FamilyValueCheck-in

4.94 out of 5 average rating, 522 reviews

A modern kitchen is highlighted by large skylights and sleek wooden accents. Stainless steel appliances complement white cabinetry and a spacious countertop. A dining table with green chairs is positioned in front of a vibrant view through large windows, enhancing natural light throughout the space.

4.97 out of 5 average rating, 111 reviews

Luxury Cabin in the City

FamilyValueCleanliness

4.97 out of 5 average rating, 304 reviews

A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.

Guesthouse in Clackamas

Luxurious Riverfront GuestHouse, Sauna & HotTub.

LocationValueAir conditioning

An open living area is highlighted by large windows that invite ample natural light. The space features a comfortable couch adorned with yellow and gray cushions, a modern coffee table, and a cozy armchair. The kitchen is seamlessly integrated, showcasing sleek cabinetry and appliances.

4.98 out of 5 average rating, 185 reviews

The Kenilworth Guest House

LocationValueComfort

Guesthouse in Southwest Portland

A bright, open kitchen and living area features a centrally located counter with two yellow stools. Large glass doors open to a private backyard, complemented by modern decor and natural light. A variety of plants and flowers are arranged on the counter, adding color to the space.

Newly Built Guesthouse with Private Courtyard

LocationFamilyAir conditioning

4.99 out of 5 average rating, 337 reviews

4.94 out of 5 average rating, 276 reviews

An open living and dining area features a blend of warm tones on the walls. A wooden dining table is surrounded by white chairs, and large windows invite natural light. A comfortable sofa sits across from a small entertainment area with a TV and decorative elements.

Guesthouse in St. Johns

2-Bedroom Light & Bright St Johns Central House

LocationFamilyOutdoor spaces

Guest house rentals with a patio

The living area features a high vaulted ceiling with wooden beams, a spacious seating arrangement including a navy blue couch and a round plush armchair. A cozy loft is visible above, and a kitchenette with modern appliances is situated in the background. Decorative plants add a touch of greenery.

4.98 out of 5 average rating, 104 reviews

Fir Grove Tree House

FamilyValueParking

4.98 out of 5 average rating, 139 reviews

Coda | Walkable Woodstock Guesthouse | Portland

ValueLocationTV

4.99 out of 5 average rating, 166 reviews

Guesthouse in Vancouver

Fern Cottage

FamilyLocationQuiet

4.96 out of 5 average rating, 108 reviews

Wellness Oasis w/ Sauna, Hot Tub & Fireplace

ValueFamilyGetting around

An open layout features a kitchen with a central island and two chairs, complemented by stainless steel appliances. Natural light streams through a window overlooking greenery. A spiral staircase leads to the loft bedroom, while polished wooden flooring enhances the inviting ambiance.

4.97 out of 5 average rating, 179 reviews

The Loft in Hawthorne Tabor

LocationFamilyComfort

A cozy studio space is depicted, showcasing a comfortable seating area with a neutral-toned sofa. An open kitchen with bar seating is visible in the background, alongside large glass doors leading to a fenced backyard. A television stands against the wall, ready for entertainment.

4.96 out of 5 average rating, 285 reviews

Bright, Private & Cozy with Yard

FamilyLocationLaundry

A detached entrance is seen with a wooden door and large windows, framed by a clean gray exterior. A small patio area features a table and two chairs, inviting relaxation. The surrounding landscape includes gravel and low-maintenance plants, enhancing a sense of privacy.

5.0 out of 5 average rating, 124 reviews

Private urban retreat, new build, 1bedroom, sleep4

ValueLocationAmenities

A serene studio space features warm wooden walls and vaulted ceilings. A comfortable leather sofa sits on a light carpet. A small dining table with blue chairs is positioned by a large window, offering natural light to the area. A cozy sleeping area is visible in the background.

4.97 out of 5 average rating, 255 reviews

Woodlawn Cottage

ValueLocationHeating

Guest house rentals with a washer and dryer

The spacious interior features tall ceilings and an open layout. A comfortable seating area with a blue couch sits near a bright window. The well-equipped kitchen and dining space are visible, alongside a sleeping area with neatly rolled towels on the bed.

4.91 out of 5 average rating, 688 reviews

Luxe Garden Cottage in Central PDX

ValueLocationAmenities

A modern studio casita features an open layout with high cathedral ceilings. A gray sectional sofa and armchair are arranged around a round coffee table on a soft area rug. The kitchen area offers sleek cabinetry and a breakfast bar with four stools. Natural light enters through large windows.

5.0 out of 5 average rating, 425 reviews

Bright, modern, private home in lively SE Portland

ValueFamilyGetting around

A modern garden retreat with sleek black exterior features a welcoming entrance framed by natural greenery. Concrete pathways lead to a patio area with seating, and large windows invite light into the space. The surrounding wooden fence provides privacy in a serene outdoor setting.

4.99 out of 5 average rating, 423 reviews

Award-Winning Guest House with Private Entrance

FamilyValueTV

A modern kitchen area showcases sleek cabinetry and stainless steel appliances. An inviting kitchen island with seating is complemented by wooden chairs. Natural light filters through a skylight and French doors, enhancing the space's openness. The dark accent wall contrasts with light countertops.

4.96 out of 5 average rating, 563 reviews

Fresh North Portland Studio

ValueFamilyBiking

The exterior of a charming blue guest house is framed by greenery and decorative stones. A welcoming entryway is highlighted with two white chairs, while a wooden awning provides shade over the entrance. The path to the door is lined with pavers and gravel.

4.99 out of 5 average rating, 231 reviews

Willow Tree Guesthouse

LocationFamilyGetting around

The exterior of a newly constructed ADU features vibrant blue siding and a wooden overhang. A bright turquoise door provides a welcoming entry. Large windows allow natural light, while a small garden with low-maintenance plants enhances the landscape. A pathway leads to the entrance, framed by gravel.

4.95 out of 5 average rating, 239 reviews

The Little Blue ADU

ValueFamilyHiking

The exterior of the architect-designed cottage is shown, featuring a dark blue facade with white trim. Several large windows allow natural light to enter. A small pathway leads to the entrance, surrounded by minimal landscaping and a clear blue sky above.

4.95 out of 5 average rating, 516 reviews

Private Arbor Lodge Cottage

ValueLocationHiking

A cozy sitting area is furnished with patterned armchairs and a small table, providing a welcoming space. A television is mounted on the wall beneath a window, which allows natural light to brighten the room. A bookshelf displays various books and decorative items.