Guest house holiday rentals in Portland

5 out of 5 average rating, 269 reviews

Clinton St Guesthouse • Walkable & Artistic

Stylish Clinton St guesthouse steps from cafés, bakeries, and transit. Features unique hand-painted floors, local Portland art (including child artists), and a small library of Portland authors. Queen bed, blackout shades, AC, desk, fast Wi-Fi, washer/dryer, and a coffee station with Moccamaster, grinder, AeroPress, French press, pour-over, and local beans. Walk to OK Chicken, Salt & Straw, Loretta Jean’s, Cookies, New Cascadia (gf bakery) Oma’s Hideaway, Cibo, Someday, The End, and food carts.

4.98 out of 5 average rating, 250 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.

4.97 out of 5 average rating, 255 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.

Guest house in Clackamas

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

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 out of 5 average rating, 100 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!

A modern kitchen area features wooden walls, sleek black cabinetry, and a white table with two black chairs. Potted plants add greenery to the space, while pendant lights enhance the minimalist design. Large windows provide natural light, creating a bright and inviting atmosphere.

4.92 out of 5 average rating, 206 reviews

Modern Luxe Loft on the Hawthorne Strip

Welcome to your perfect Portland stay! This cozy and modern Loft is located steps from famous food carts and the Hawthorne strip, which is the best place to walk and shop in all of PDX. It is a brand new build with sleek, minimal fixtures, mixed with vintage-inspired textiles and bold color pops- eclectic, just like our city! The space is perfect for stylish travelers or for the professional that wants a quiet yet luxurious place to work-comfort, style, and convenience! A perfect stay!

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.

4.84 out of 5 average rating, 163 reviews

The Haseman House

Come stay in our Architectural micro home in NE Portland. Close to Mississippi and everything that NE Williams has to offer. Thoughtfully deigned with many amenities. A great WFH vacation retreat. This little house is located in the back of a main house. The backyard is shared with the main front house. There is only street parking but it is free and typically available. We are close to public transportation and rental bikes as well as an organic grocery store... very walkable.

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, 622 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.

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 out of 5 average rating, 330 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.

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, 443 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 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, 150 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, 329 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 Ladd's Addition

An open living space features modern kitchen cabinetry with an island, complemented by pendant lighting. A cozy sofa adorned with decorative cushions faces a coffee table, with a staircase leading to the upper floor. Natural light streams through the windows, enhancing the bright atmosphere.

5 out of 5 average rating, 141 reviews

Sage Guest House

Enjoy free parking adjacent to the Guest House! Located steps from the Hawthorne District and nestled in the historic Ladd's Addition neighborhood, this guest house is near fine restaurants, coffee shops, entertainment venues, and food carts . Stroll in the shade of century old Elm trees, and discover four public rose gardens located at the compass points within this 1890 neighborhood.

Popular amenities for guest house rentals in Portland

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

4.99 out of 5 average rating, 151 reviews

A large window offers stunning views of the valley and Mt. Hood in the distance. A cozy seating area features a colorful couch with patterned cushions, complemented by a simple wooden table. Natural light fills the space, enhancing the inviting ambiance.

Guest house in Portland

Studio - Mt. Hood VIEW - Access to Trails, OHSU

4.95 out of 5 average rating, 146 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

4.98 out of 5 average rating, 263 reviews

A view from the window showcases lush greenery and vibrant autumn leaves. The neighboring houses display varied architectural styles, with a charming gray house contrasting against the bright orange exterior of the visible home. Clear skies provide a bright backdrop.

Guest house in Roseway

Oscar's Perch - Fantastic & Private 1-BR

5 out of 5 average rating, 109 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

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, 853 reviews

Modern Garden Studio Self Check & Private Entrance

A modern guest house entrance is framed by greenery and stone elements. Dual glass doors invite entry, flanked by simple outdoor lighting fixtures. Pebbled paths lead to a garden area, with a few small chairs visible nearby, enhancing the welcoming ambiance of the property.

4.95 out of 5 average rating, 237 reviews

Modern Guest House with Sauna and Gardens

4.97 out of 5 average rating, 154 reviews

The Overlook Nook

Guest house in Brentwood-Darlington

A modern farmhouse exterior is presented with striking red siding and white trim, complemented by a manicured lawn. Two garage doors and a side entrance door are visible, framed by potted plants. Large windows allow natural light, enhancing the exterior's welcoming appearance.

4.95 out of 5 average rating, 319 reviews

Woodstock Farmhouse

Guest house rentals with a patio

4.98 out of 5 average rating, 122 reviews

The living room features a comfortable gray sofa flanked by light-colored lamps on side tables. A coffee table is centered on a soft rug, with a striped chair visible nearby. Large windows provide natural light, facing a well-maintained hedge outside.

Guest house in Sumner

The Lily Pad is a place to come and relax.

4.96 out of 5 average rating, 244 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

4.99 out of 5 average rating, 139 reviews

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.

Guest house in Portland

Garden Home Getaway

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, 157 reviews

The Loft in Hawthorne Tabor

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, 190 reviews

Luxury Spa Retreat Studio for 1-2 Guests

4.96 out of 5 average rating, 168 reviews

An open living area features wooden ceiling beams and large windows that offer views of the surrounding trees. A comfortable sofa sits beside a wooden table. The kitchen area includes modern appliances and white cabinetry, enhancing the space's functionality.

Guest house in West Linn

Charming one bedroom apartment in the forest.

An open living area features a modern kitchen with stainless steel appliances and a dining table surrounded by chairs. A cozy seating arrangement includes a yellow chair and blue sofa, with natural light flowing through large windows. Indoor plants add greenery to the space.

4.97 out of 5 average rating, 203 reviews

Beautiful Alberta Guesthouse | Outdoor Soaking Tub

4.92 out of 5 average rating, 109 reviews

A charming exterior of the guesthouse is surrounded by lush greenery and various plants. The driveway leads up to the house, framed by a rustic wooden fence. Sunlight shines on the inviting entrance, showcasing a blend of natural elements and a tranquil atmosphere.

Guest house in Piedmont

Cozy Loft With Hot Tub

Guest house rentals with a washing machine and dryer

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, 443 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, 383 reviews

The Loft: Modern Open space in Southeast Portland

4.95 out of 5 average rating, 247 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 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, 388 reviews

Bright, modern, private home in lively SE Portland

4.98 out of 5 average rating, 294 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.

Guest house in Kerns

Private Minimalist Architecture Guesthouse Loft

Guest house 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, 605 reviews

Little Cedar House Cottage near coffee and shops

An open living space features a spacious turquoise couch paired with a wooden coffee table. A dining area with a set of wooden chairs complements the natural light streaming in through large windows. The staircase is highlighted by wood and metal railings, adding modern design elements.

4.96 out of 5 average rating, 244 reviews

Guesthouse Among The Trees with Sauna