Guest house holiday rentals in Portland

Guest house in Westmoreland

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, 651 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed 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.

4.98 out of 5 average rating, 223 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.

Guest house 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.

Guest house in Arbor Lodge

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, 529 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

4.96 out of 5 average rating, 124 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.

Guest house in Multnomah

Brand New Tiny Home/Pottery Studio in Cute Village

Welcome to DARK MODE, the tiny home/pottery studio 2 blocks from adorable Multnomah Village. Find peace in this serene hidden backyard oasis. Unit is 200 square feet plus loft and deck, behind the main house. Features include: - Jetted tub - Sleeping loft (queen) - Pull out bed (full) - Fire pit - Porch swing - Work desk - Cascading water feature - Outdoor dining table No kitchen but has a sink, fridge, microwave, water boiler, and plenty of wonderful food options within a few blocks.

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, 426 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.

Guest house in Foster-Powell

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, 380 reviews

Award-Winning Guest House with Private Entrance

Featured in Dwell Magazine; Winner of “Best Whole House Design” by Oregon Home Magazine, this spacious urban garden retreat has one-bedroom with a luxurious king bed, full bathroom, and fully equipped kitchen. Tucked away in a tranquil urban oasis, the space is filled with natural light and boasts a private garden entrance. Wake up refreshed in the crisp, white bedroom and slide open the rustic barn door for a coffee on the patio of this zen retreat.

Guest house in Sullivan's Gulch

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.

5 out of 5 average rating, 435 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.

Guest house in Creston-Kenilworth

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, 138 reviews

The Kenilworth Guest House

Showcased in the Modern Home tour of Portland, this newly built ADU is the amazing creation of Portland architect Webster Wilson. A private, airy and elegant oasis set in urban Portland. A glass house with intentional frosted glass to ensure privacy. Escape and experience the elegant grace of this unique guesthouse. Threading the needle of a city lot, the Kenilworth House lives along side a 1905 Victorian, where the host resides.

The exterior of a guesthouse is shown, featuring a charming wooden facade and large windows. A private outdoor patio is surrounded by lush greenery, including vibrant plants like a red maple and bamboo. A small round table with wooden chairs invites outdoor relaxation.

5 out of 5 average rating, 315 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.

Guest house 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, 284 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.

The exterior of the bungalow features a green facade with double glass doors providing entrance. A landscaped area includes a small tree and planters, with patio seating nearby. The surrounding greenery presents a welcoming atmosphere.

4.97 out of 5 average rating, 1,201 reviews

Creative & Clean Bungalow in Portland Hot Spot

Welcome to The ArtHaus. Soak up the sun on the patio of this creatively crafted home. Inside, polished concrete floors combine with classic finishes and attention to detail, including a sliding timber door. Vibrant color pops abound, not least from the original artworks. Accepting guests and implementing extra cleaning protocols. Excellent wireless internet speeds!

5 out of 5 average rating, 113 reviews

The spacious great room features a large sectional sofa adorned with decorative pillows, positioned on a colorful area rug. Skylights provide natural light, enhancing the warm wood tones of the ceiling. A well-equipped kitchen and tasteful wall decor can be seen in the background.

Guest house in Vancouver

Fern Cottage

Fern Cottage is a magical retreat in the heart of Vancouver! Relax and enjoy beauty, style and park-like tranquility — all within walking distance to some of the city's great bars, restaurants, coffee shops and grocery stores. This private guest house features its own entryway, fully-fenced yard, patio and hot tub. City of Vancouver permit: BLR-83994

Popular amenities for guest house rentals in Portland

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guest house in Arbor Lodge

A modern living area is highlighted by a dark sofa adorned with patterned cushions. A green armchair complements the space, while natural light filters through three square windows. A large plant and woven wall decor add elements of nature and texture, creating a comfortable ambiance.

4.95 out of 5 average rating, 243 reviews

Artist loft in Arbor Lodge

Guest house in Arbor Lodge

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.

4.96 out of 5 average rating, 457 reviews

Arbor Lodge Lodge- a relaxing oasis in the city

Guest house in Forest Park

The exterior of a two-story guest house is depicted, featuring dark blue siding and a pitched roof. Surrounding evergreen trees provide a natural backdrop, while a gravel driveway leads to the home's garage. A wooden railing outlines an outdoor space adjacent to the house.

4.93 out of 5 average rating, 255 reviews

Forest views, hiking, family friendly!

Guest house in Westmoreland

The exterior of the cottage is showcased, featuring a bright orange facade and white trim. Two windows are visible on the side, with a glass door that leads to the patio. Surrounding greenery includes tall grasses and various plants, contributing to a natural setting.

4.97 out of 5 average rating, 600 reviews

Dream Cottage! Springwater Bike/Walking Path!

4.95 out of 5 average rating, 238 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.

Guest house in St. Johns

2-Bedroom Light & Bright St Johns Central House

A cozy sitting area is featured, with a light-colored sofa adorned with patterned cushions. A wooden coffee table sits in front of the sofa, and natural light fills the space through a window flanked by sheer curtains. A floor lamp stands beside the sofa.

4.91 out of 5 average rating, 822 reviews

Modern Garden Studio Self Check & Private Entrance

A compact living space is showcased with a kitchen area featuring open shelving and a small refrigerator. A queen bed with a floral quilt is positioned against the wall, complemented by wall-mounted sconces. Natural light illuminates the neutral-toned decor, emphasizing a welcoming atmosphere.

4.96 out of 5 average rating, 689 reviews

Private & Cozy Casita

4.95 out of 5 average rating, 429 reviews

Hawthorne Crash Pad ~Your Own Private Retreat

Guest house rentals with a patio

4.96 out of 5 average rating, 222 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.

Guest house in Lents

Bright, Private & Cozy with Yard

Guest house 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, 125 reviews

University of Portland private Guest House

5 out of 5 average rating, 101 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.

Guest house in Woodlawn

Private urban retreat, new build, 1bedroom, sleep4

4.97 out of 5 average rating, 144 reviews

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.

Guest house in Sunnyside

The Loft in Hawthorne Tabor

The bathroom features a spacious walk-in shower with dual shower heads and a decorative blue herringbone tile accent wall. A modern sink vanity with dark wood cabinetry is accompanied by a wall-mounted rack displaying white towels. A large mirror is positioned above the sink, reflecting the light.

4.99 out of 5 average rating, 105 reviews

Coda Guesthouse -Now Solar Powered & dog friendly

4.96 out of 5 average rating, 195 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.

Guest house in Woodstock

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

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.

4.95 out of 5 average rating, 174 reviews

Luxury Spa Retreat Studio for 1-2 Guests

Guest house in Cedar Mill

A charming small house is framed by tall, green shrubs and vibrant autumn foliage. A wooden front door with a small porch offers a welcoming entrance. Surrounding planters add texture and color to the landscaped pathway leading to the home.

4.92 out of 5 average rating, 114 reviews

Warm Cedar Cottage Oasis with Hot Tub on Request

Guest house rentals with a washing machine and dryer

Guest house 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, 409 reviews

Chic Guest House in the Heart of the City

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, 427 reviews

Maple Cottage PDX/ Fun Historic Mississippi Ave.

Guest house in South Tabor

An open living space features a comfortable sitting area with a sofa and stylish chairs. A dining table accommodates four, while the kitchen area showcases modern appliances. Natural light filters through multiple windows, illuminating the spacious sleeping area with a large bed in the background.

4.99 out of 5 average rating, 369 reviews

The Loft: Modern Open space in Southeast Portland

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.

4.82 out of 5 average rating, 175 reviews

Private Oasis! Cozy & Close to Everything!

A detached guest house is viewed from the front, showcasing a spacious lawn with a private putting green in the foreground. The covered porch features comfortable seating, and lush greenery surrounds the home, enhancing its inviting outdoor space.

5 out of 5 average rating, 224 reviews

Separate spacious guest house over garage.

4.84 out of 5 average rating, 159 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.

Guest house in Eliot

The Haseman House

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 out of 5 average rating, 365 reviews

Bright, modern, private home in lively SE Portland

A bright bedroom features a spacious bed adorned with soft linens and a light-colored throw. Two bedside tables with lamps flank the bed. Large windows allow natural light to fill the room, with a calming piece of artwork displayed on the wall.