Guesthouse holiday rentals in Portland

4.98 out of 5 average rating, 233 reviews

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.

Guesthouse in Piedmont

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.

Superhost

The open kitchen and living area feature vaulted ceilings and natural light. A fully equipped kitchen is highlighted by wood cabinetry, a gas stove, and a breakfast counter with three bar stools. Subtle green accents decorate the walls, complemented by modern furnishings.

Guesthouse in Richmond

4.81 out of 5 average rating, 177 reviews

Private Oasis! Cozy & Close to Everything!

Beautiful, one of a kind guest house nestled in one of Portland's most desirable locations! This chic and cozy space features vaulted ceilings, all new appliances, comfortable furniture, and tons of natural light! A quiet street, peaceful atmosphere (and awesome soaking tub) make this the perfect spot for relaxation. Enjoy exploring the surrounding neighborhood and easily walk to shops, restaurants, bars and Laurelhurst Park! Central location allows quick travel to other areas of the city!

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.

4.99 out of 5 average rating, 597 reviews

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.

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.

4.98 out of 5 average rating, 436 reviews

Maple Cottage PDX/ Fun Historic Mississippi Ave.

The Maple Cottage is located in the Historic Mississippi district of Portland. It offers a full kitchen, bedroom and generous dining room table that doubles as a work area. Just outside, is a small patio great for enjoying the garden. Restaurants and pubs are just a step away. Let's not forget Blue Star donuts! Downtown Portland is just a short distance and our city is widely known for it's excellent transit system. Bikes are available for rent just a few blocks away. Welcome to our home!

The exterior of the guest house features a bright purple facade with white trim. A welcoming front door is complemented by a small patio with a table and chairs, surrounded by greenery and fenced for privacy.

4.98 out of 5 average rating, 421 reviews

Portland Airbnb Private Guesthouse, Alberta Arts

NE Portland Alberta Arts; cozy guest house, sleeps 4. We welcome ALL guests!! No cleaning chores. Dogs ok- $50 fee. Full kitchen, bath/tub; courtyard w/fire pit. Cathedral ceiling, exposed woodwork, local art. Spiral staircase to loft w/adjustable queen bed; comfortable sofa bed, sleeps two; washer/dryer; desk/workspace; Kitchen w/ dishwasher, fridge, cooking supplies, oven, microwave. Coffee, tea, seltzer and snacks supplied. Bluetooth radio, WiFi, hard-wired Ethernet, TV/Roku/Netflix.

4.99 out of 5 average rating, 223 reviews

The exterior features a welcoming entrance with a wooden door and modern details. A small patio is furnished with a table and two chairs, surrounded by a wooden fence and colorful autumn leaves. A circular rug adds a pop of color at the entrance.

Guesthouse in Grant Park

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!

Guesthouse in Rose City Park

The entrance to the guest house is framed by lush greenery and colorful flowers. A wooden door with a modern design is visible, complemented by a small seating area nearby. The path leading to the door is lined with stones, creating an inviting approach.

4.98 out of 5 average rating, 385 reviews

Peaceful + Modern : NE Portland

Our guest house was built brand new in 2018. It is clean (read the reviews!), quiet, 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.

Guesthouse in Laurelhurst

The living area features large windows allowing natural light to fill the space. A comfortable sofa is complemented by a round coffee table and a stylish accent chair. A colorful area rug adds warmth, while modern artwork enhances the contemporary decor.

4.94 out of 5 average rating, 417 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.

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, 610 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.

4.94 out of 5 average rating, 199 reviews

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.

Guesthouse in Concordia

The Little Blue ADU

Welcome to our cozy and inviting newly constructed ADU! With easy airport access and all that NE Portland offers, this charming space features new stainless appliances, quartz countertops, and an upstairs washer and dryer. With high ceilings and ample sunlight, this compact space feels surprisingly spacious. Located steps away from McMenamins Kennedy school, enjoy their soaking tub, restaurants, bars, gardens, and movie theater. Book now for a warm and delightful stay!

4.97 out of 5 average rating, 436 reviews

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.

Guesthouse in Overlook

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.

Guesthouse in Laurelhurst

A modern kitchen area features white cabinetry and open shelving. A wooden dining table is complemented by sleek white chairs. Natural light enters through large windows, highlighting the clean lines and minimalistic design, while a decorative plant adds a touch of greenery.

4.97 out of 5 average rating, 168 reviews

Modern and Bright Laurelhurst Abode

Our one bedroom cottage is completely private, accessible by a separate walkway, and has an outdoor patio. Extra time was spent choosing finishes and creating a modern, comfortable, and light-filled space. You’ll find everything you need for a weekend in Portland, or a long-term stay. We’ve outfitted a full kitchen, full bathroom with luxurious tub and plush towels, a bedroom with a queen mattress and soft bedding, washer and dryer, and lots of extra touches.

Popular amenities for Portland guesthouses

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly guesthouses

4.96 out of 5 average rating, 256 reviews

A bright studio apartment features an open layout with a lofted sleeping area. The kitchen is equipped with modern appliances and a dining table, while a comfortable sofa invites relaxation. Natural wood flooring complements the vibrant green walls, with a sturdy ladder leading to the loft.

Guesthouse in Piedmont

Piedmont Carriage House - Close in NE Portland

4.94 out of 5 average rating, 684 reviews

The charming exterior of the guest cottage is highlighted by warm orange siding and French doors that open onto a wooden deck. Two bright red chairs are positioned outside, complemented by potted plants. A glimpse of the cozy interior is visible through the open doors.

Guesthouse in Richmond

Cozy Garden Cottage in the Heart of Richmond

4.98 out of 5 average rating, 700 reviews

A bright studio space features a minimalist design with a dividing bookshelf showcasing books and decorative items. A comfortable gray sofa is positioned in front of a small dining area with bar stools. The queen-sized bed is visible through a separation, with light filtering through the window.

Guesthouse in Montavilla

Tiny House, Big Charm

A modern living area features a circular white dining table surrounded by a tufted bench and colorful cushions. A well-equipped kitchenette includes a mini fridge and microwave. Bright artwork adorns the walls, while a vibrant area rug adds warmth to the hardwood floor.

4.98 out of 5 average rating, 389 reviews

Adorable Little House

4.97 out of 5 average rating, 419 reviews

A modern kitchen area is illuminated by natural light from a large window, highlighting white cabinetry and stainless steel appliances. A wooden dining table with chairs is positioned nearby, surrounded by soft colors and a decorative rug, creating a welcoming space for meals.

Guesthouse in Piedmont

‘Well Rested’-Accessible & bright private studio

4.95 out of 5 average rating, 616 reviews

A private outdoor area features a combination of gravel and stone pathways. The exterior showcases warm wood siding, highlighted by vibrant yellow trim around a large red door. Lush greenery and tall grasses add a natural touch, while a covered seating area is visible in the background.

Guesthouse in Concordia

Concordia Fir Cabin

4.93 out of 5 average rating, 340 reviews

A colorful exterior of a two-story rental unit is highlighted by vibrant turquoise and warm wood accents. Large glass windows offer a view of the outdoors, allowing natural light to fill the space. The structure features a gabled roof design, enhancing its modern aesthetic.

Guesthouse in Concordia

The Diamond

5 out of 5 average rating, 144 reviews

A modern guest house is framed by a wooden fence and greenery, showcasing clean lines and a contrasting dark roof. The natural elements and wooden siding create a harmonious look, with large windows providing glimpses of the interior. The entrance is situated along an alleyway, ensuring privacy.

Guesthouse in Boise

Cedar House

Guesthouses with a patio

4.94 out of 5 average rating, 134 reviews

A serene backyard oasis features a cascading water feature flowing over wooden planks and rocks. The modern tiny home with a dark exterior stands behind an elevated wooden deck, surrounded by lush greenery. Outdoor seating is visible, offering a calm retreat.

Guesthouse in Multnomah

Brand New Tiny Home/Pottery Studio in Cute Village

Guesthouse in Beavercreek

A cozy cabin interior features a wood stove providing warmth. A small kitchenette with a mini fridge is visible, alongside a dining table with two chairs. The wooden floor adds warmth, while a large window allows natural light to illuminate the space.

4.97 out of 5 average rating, 303 reviews

Muse Cabin in old growth forest w/cedar hot tub

4.96 out of 5 average rating, 231 reviews

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.

Guesthouse in Lents

Bright, Private & Cozy with Yard

A welcoming entrance features a white door beneath a cream-colored awning, surrounded by blue siding. Two bistro chairs with woven seats and a small table are positioned on a wooden deck adorned with string lights. Green plants add a lively touch to the space.

4.99 out of 5 average rating, 134 reviews

Garden Home Getaway

Guesthouse in University Park

A private outdoor patio is surrounded by lush greenery and flowering plants. A simple dining table with two chairs sits on the stone-paved area, providing an inviting space for outdoor meals or coffee. Sunlight brightens the area, creating a serene atmosphere.

4.99 out of 5 average rating, 129 reviews

University of Portland private Guest House

5 out of 5 average rating, 105 reviews

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.

Guesthouse in Woodlawn

Private urban retreat, new build, 1bedroom, sleep4

4.96 out of 5 average rating, 210 reviews

An outdoor courtyard is illuminated by soft lighting, creating a serene evening ambiance. A picnic table and chairs are positioned under a wooden pergola, with a hammock suspended nearby. Lush greenery surrounds the space, enhancing the natural setting.

Guesthouse in Woodstock

Intimate Casita W/ Hot tub, Movie loft & Chiminea!

4.95 out of 5 average rating, 180 reviews

A modern bathroom features a countertop with a stylish basin sink and two circular mirrors above. Warm lighting is provided by pendant fixtures. A glass shower enclosure is visible, complemented by neutral tile flooring, while a plush rug provides comfort underfoot.

Guesthouse in Overlook

Luxury Spa Retreat Studio for 1-2 Guests

Guest house rentals with a washing machine and dryer

Guesthouse in Northeast Portland

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, 523 reviews

Fresh North Portland Studio

An inviting outdoor area features a wooden bench in a small courtyard, framed by a natural wood fence. The entrance to the studio is highlighted by large glass doors, allowing a view of warm interior lighting. Lush greenery adds a peaceful ambiance to the space.

4.93 out of 5 average rating, 743 reviews

Hawthorne Wisteria Retreat

A spacious living room is equipped with a comfortable sectional sofa and a wooden coffee table. Shelves display an assortment of art and books, while a large television is mounted on the adjacent wall. Soft lighting enhances the inviting atmosphere.

4.92 out of 5 average rating, 388 reviews

Chic Spa Central - Inner Eastside Gem

The open living area features a spacious couch adorned with patterned cushions, a wooden coffee table, and a soft floor pouf. Bright natural light streams in through large windows, highlighting the airy loft concept and modern furnishings, including a view of a dining area in the background.

4.97 out of 5 average rating, 555 reviews

Modern Cozy Guest House in Hip NE Alberta/Williams

4.94 out of 5 average rating, 242 reviews

A pathway leads to the entrance of a two-level guest house, framed by lush greenery and a wooden fence. The entrance features a bold red door that contrasts with the blue exterior of the house, creating an inviting approach.

Guesthouse in Woodstock

Charming, private 2-level guesthouse-Woodstock

4.98 out of 5 average rating, 292 reviews

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

Private Minimalist Architecture Guesthouse Loft

4.91 out of 5 average rating, 585 reviews

A spacious living area is featured, highlighted by a large, plush sectional sofa. Decorative curtains frame a mural of Portland, Oregon. In the background, a bright dining area is visible, equipped with modern chairs and a round table.

Guesthouse in Kerns

Truly Local Experience, Steps from Restaurant Row!

A cozy sleeping area features a queen-sized bed with light bedding and decorative pillows. A patterned wall hanging is positioned above the headboard. A bedside table with a lamp and personal items complements the warm, natural light filtering through the wooden blinds.