Guesthouse vacation rentals in Portland

Guesthouse 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, 653 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, 226 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.

4.97 out of 5 average rating, 219 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.

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!!

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, 591 reviews

Little Cedar House High Speed WIFI - Super Clean

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.

Guesthouse 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, 531 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

4.95 out of 5 average rating, 126 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

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, 429 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.

Guesthouse 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, 385 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.

Guesthouse 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, 436 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.

The cottage exterior is showcased with a warm red facade and a welcoming entrance featuring a glass-paneled front door. A private patio with wooden doors opens to the yard, which is surrounded by fencing and landscaped with mulch and plants.

4.96 out of 5 average rating, 253 reviews

Private guesthouse w/ yard, firepit, patio, loft

We built this cottage in 2019 using many reclaimed materials, and we hope you love it as much as we do. Located just one block from all the best North Portland has to offer; coffee shops, brunch spots, neighborhood bars and shops. Very easy access to public transit (light rail and bus) and only one exit from downtown. 15 minutes to the airport and 8 minutes to Forest Park. Includes a spacious private yard/patio and firepit.

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, 316 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.

4.98 out of 5 average rating, 883 reviews

A spacious studio apartment features a cozy sleeping area with a wooden bed frame and soft bedding. A dining table with chairs is nearby, along with a comfortable sofa. Large windows allow natural light, and entertainment options include a flat-screen TV. Kitchen appliances are neatly arranged along one wall.

Guesthouse in Buckman

Cozy Portland Studio Apartment

The space is a well appointed, comfortable studio apartment. It is an ADU at the back of the main house. All the amenities that one would desire are provided (wifi, internet, cable TV, washer & dryer, fridge, dishwasher, stove, microwave, AC, cooking utensils, etc., etc). It is also very modern and clean, with a private entrance and keyless entry. Close to many restaurants, bars and coffee shops.

Popular amenities for Portland guesthouse rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

An outdoor patio area features a large wooden table surrounded by chairs. A propane grill is visible nearby under a wooden pergola with string lights, providing a relaxed atmosphere. The studio cottage with bright trim stands in the background.

4.92 out of 5 average rating, 813 reviews

Cute Overlook Studio Cottage

Guesthouse 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.

4.95 out of 5 average rating, 459 reviews

Arbor Lodge Lodge- a relaxing oasis in the city

5 out of 5 average rating, 261 reviews

A charming guesthouse exterior is framed by lush greenery and colorful flowers. The house features large windows that allow natural light to fill the interior. The welcoming wooden doors add warmth, while a bicycle rests on the pathway, suggesting accessibility to nearby attractions.

Guesthouse in Richmond

Perfectly Portland Clinton St Guesthouse

Guesthouse 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, 257 reviews

Forest views, hiking, family friendly!

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, 693 reviews

Private & Cozy Casita

4.95 out of 5 average rating, 610 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

Guesthouse in Ladd's Addition

A compact kitchen area is situated next to a cozy seating space, featuring a black couch with decorative pillows. Modern appliances and cabinetry are visible in the kitchen, and a small dining table with high chairs is positioned nearby. Warm lighting enhances the inviting feel.

4.95 out of 5 average rating, 214 reviews

Portland at your doorstep

4.98 out of 5 average rating, 253 reviews

The modern kitchen features navy blue cabinetry and a stainless steel refrigerator. A circular dining table complements the space, and light natural wood flooring enhances the inviting ambiance. Open shelving is adorned with decor and kitchen essentials, with natural light coming in from the window.

Guesthouse in Hollywood

Centrally-located 1-bedroom escape in NE

Guest house rentals with a patio

4.99 out of 5 average rating, 160 reviews

A bright great room is presented with cozy seating arrangements, featuring two leather armchairs and a spacious sofa. A flat-screen television is mounted on a wooden media console, with decorative shelving above. Light filters in through windows, enhancing the relaxed ambiance.

Guesthouse in Irvington

Deluxe 2 BR Irvington Guesthouse with Hot Tub!!

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, 130 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, 125 reviews

University of Portland private Guest House

5 out of 5 average rating, 102 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

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.

4.98 out of 5 average rating, 106 reviews

Coda Guesthouse -Now Solar Powered & dog friendly

4.94 out of 5 average rating, 154 reviews

Guesthouse in Hazelwood

The Yellow Cottage - Private, Peaceful, & Near PDX

4.96 out of 5 average rating, 201 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!

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 rentals with a washer and dryer

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, 410 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, 429 reviews

Maple Cottage PDX/ Fun Historic Mississippi Ave.

4.84 out of 5 average rating, 160 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.

Guesthouse in Eliot

The Haseman House

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.

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, 510 reviews

Fresh North Portland Studio

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, 380 reviews

Chic Spa Central - Inner Eastside Gem

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.

4.97 out of 5 average rating, 216 reviews

Dreamy Modern Overlook ADU *25%off on 28+day stays