Guest house holiday rentals in Southeast Portland

An open living space is equipped with a modern kitchen featuring white cabinetry and stainless-steel appliances. A spacious bed is positioned nearby, with natural light illuminating the area. A small dining bar with stools creates a welcoming space for meals or casual gatherings.

4.99 out of 5 average rating, 151 reviews

Luxury Loft ~ Bidet, Skylight & Bed for Royalty

*We offer a 15% weekly stay discount and 20% monthly stay discount. *Photos of all businesses in this listing are < 1.0 mile away. *All Races, Gender Identities, Sexual Orientations, Religions Welcome. Our family welcomes you to a slice of our Portland life. We live in a quiet residential neighborhood where the sounds you are most likely to encounter are the distant squawks of our backyard chickens, the pitter-patter of raindrops on the skylight, or the occasional children's squeal or dog bark.

A welcoming exterior view of the cottage is shown, featuring a manicured front garden filled with various shrubs and seasonal flowers. The white brick façade of the home contrasts with the lush greenery, while large windows allow for ample natural light to enter the space.

4.98 out of 5 average rating, 606 reviews

Cozy Guest Cottage in Woodstock Neighborhood

A bright and cozy cottage located near Reed College, Woodstock's restaurants/coffeehouses, Trader Joe's and public transit. This residential neighborhood is ideal for a quiet retreat for all visitors. The private guesthouse is outfitted to make your stay comfortable including a spacious bathroom with a walk in shower and a heated floor. Plus, you may want to enjoy a cup of coffee on your own patio located behind the Airbnb. As an added bonus, breakfast items and home baked treats are provided.

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, 190 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!

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, 109 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!

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, 222 reviews

Willow Tree Guesthouse

Pet friendly guest house in SE Portland 1 block from the heart of SE Division street. Located on a quiet dead-end street, with a full kitchen, ground floor bedroom/bathroom, spacious walk-in shower, and super cozy upstairs loft makes for the perfect work remote office. Grocery stores in every direction, neighborhood wine shop, and weed shop, restaurants and bars right around the corner. Location and walk score - 100! Gigabit fiber internet - good bandwidth for the digital nomads!

A cozy bedroom features a spacious bed adorned with a patterned duvet and decorative pillows. A flat-screen TV is mounted on the wall, while a small dining table with two chairs is positioned nearby. Natural light filters in through the windows, highlighting the wooden floors.

4.96 out of 5 average rating, 552 reviews

Newly built studio in perfect SE location

A cozy newly renovated space with a modern motif. Plenty of natural light, high ceilings. Large walk in shower,walk in closet, washer +dryer and kitchenette with microwave. Queen size bed with European style bedding:fitted sheet, pillows and king size duvet with duvet cover, NO FLAT SHEET or TOP SHEET. The apartment is located in one of the best neighborhoods on the east side.Close to downtown, bus lines, bikes and scooters rental,shopping,casual and fine dining.

An open-space studio features high ceilings with wooden beams, enhancing the airy feel. A queen-sized bed is set against the wall with soft linens. A small kitchenette and dining area are visible, with a full bathroom enclosed in glass. Natural light brightens the interior.

4.96 out of 5 average rating, 503 reviews

SE Portland Guest Cottage

The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

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, 408 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.

4.86 out of 5 average rating, 877 reviews

Romantic Casita. HotTub and Firepit. Pets Welcome!

Come and stay in our romantic, Mediterranean Casita. This private cabin is built for singles and couples. Featuring a hot tub, fenced courtyard, fire pit, covered patio, white Linens, handmade ceramics, rustic furniture, peaceful art and off street parking. Though secluded, you're just a short walk from the vibrant Woodstock BLVD. Enjoy a unique, tranquil retreat designed for relaxation and intimacy, comfortably fitting two guests. Pet's are welcome.

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, 145 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.

4.97 out of 5 average rating, 757 reviews

ZEN HAUS. An inner SE Hawthorne/Division Studio.

LOCATION and COMFORT. Zen Haus is an easy walk to the best shops, pubs, restaurants and amenities on Hawthorne and Division's "restaurant row." This detached, self-contained studio is thoughtfully designed and furnished to satisfy your desire for comfort, convenience, calm and glorious slumber. Designed to accommodate both the holiday or business traveler, find your zen in Zen Haus.

A spacious living area features a gray sofa accompanied by a wooden coffee table, set on a neutral rug. Large windows invite natural light, while a pair of doors opens to a green garden. Soft lighting is provided by a lamp beside the sofa.

4.98 out of 5 average rating, 700 reviews

Ivon Garden Cottage

"A true home away from home, this spot has all the details and little comforts you could ask for, along with a stellar location and a beautiful space. Just book it, you'll thank yourself as you sit on the patio sipping wine and figuring out how you can recreate this little Portland oasis in your own backyard." - Jordan, Missouri USA

Popular amenities for guest house rentals in Southeast Portland

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guest house rentals

An open living area features a comfortable couch with accent pillows, positioned next to large windows that provide natural light. The adjoining kitchen showcases a modern design with a peninsula and bar stools, surrounded by light wood beams and laminate flooring.

4.99 out of 5 average rating, 337 reviews

South Tabor Modern Cottage

A welcoming entrance is framed by wooden siding and a covered porch. Potted plants are positioned on either side of the dark grey door, which features a modern handle. The pathway leading away from the door is visible, bordered by greenery.

4.95 out of 5 average rating, 516 reviews

The Tiny Big Guest House

4.93 out of 5 average rating, 937 reviews

A spacious studio cottage is bathed in natural light. Wooden beams adorn the vaulted ceiling, while a queen size bed with a floral green coverlet occupies one side. A kitchen area, a small table, and two chairs are visible, with warm yellow curtains framing the windows.

Guest house in Mt. Tabor

The Cedar Cottage

4.98 out of 5 average rating, 126 reviews

Coda | Walkable Woodstock Guesthouse | Portland

A warm and inviting studio space features a spacious bed layered with soft linens. Skylights bring in natural light, enhancing the wooden walls and tiled floor. A small dining table with yellow chairs is positioned nearby, alongside a lamp and decorative elements enhancing the cozy ambiance.

4.93 out of 5 average rating, 383 reviews

Treetop Cedar Studio

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, 869 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, 244 reviews

Modern Guest House with Sauna and Gardens

A spacious studio with high ceilings and skylights is shown, featuring wooden floors and natural light. A modern kitchen is visible, along with a comfortable sofa and an armchair. A gas fireplace is positioned next to a mounted television, with a small table enhancing the cozy setting.

4.97 out of 5 average rating, 232 reviews

Hawthorne Haven-Full kitchen, bathroom, & laundry

Guest house rentals with a patio

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.

4.98 out of 5 average rating, 130 reviews

The Lily Pad is a place to come and relax.

A spacious living area features a large gas fireplace and a mounted television. Comfortable seating includes a plush couch and two accent chairs. Natural light enters through nearby windows, illuminating a casual dining table. Decorative elements provide a cozy yet modern ambiance.

4.96 out of 5 average rating, 112 reviews

Family Friendly SE Portland Getaway w/2 Bedrooms

Guest house in Laurelhurst

A well-lit guest space includes a spacious bed, modern television, and a chic coffee table. Two large windows offer ample natural light, accompanied by a small dining set and a comfortable chair. The hardwood floor adds warmth to the inviting atmosphere.

4.93 out of 5 average rating, 102 reviews

Stylish Laurelhurst Guesthouse

Guest house in Northeast Portland

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 out of 5 average rating, 114 reviews

Private urban retreat, new build, 1bedroom, sleep4

4.97 out of 5 average rating, 172 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.

4.97 out of 5 average rating, 277 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.

Guest house in North Portland

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.

4.93 out of 5 average rating, 128 reviews

Cozy Loft With Hot Tub

The entrance is framed by a wooden awning, showcasing double glass doors. A comfortable chair is positioned to the side, accompanied by decorative pillows. Potted plants adorn the entryway, enhancing the inviting atmosphere of the cottage.

4.93 out of 5 average rating, 102 reviews

City Cottage with Country Feel

Guest house rentals with a washing machine and dryer

Guest house in Northeast Portland

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, 165 reviews

Pet Friendly, Cozy & Curated Designer Guesthouse

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, 235 reviews

Separate spacious guest house over garage.

A modern yellow carriage house is set in a park-like backyard, surrounded by greenery. The structure features a second floor balcony with outdoor seating, and stairs leading down to a landscaped yard. Mature Douglas Fir trees provide shade, while a garage is located below.

5 out of 5 average rating, 118 reviews

Stellar Sellwood Carriage House

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.

4.94 out of 5 average rating, 253 reviews

Charming, private 2-level guesthouse-Woodstock

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, 621 reviews

Little Cedar House Cottage near coffee and shops

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, 214 reviews

Modern Luxe Loft on the Hawthorne Strip

A cozy living area is highlighted by a spacious blue sofa adorned with patterned cushions. Neutral lamps provide soft lighting, while large windows reveal a view of the outdoor patio. A stylish wooden coffee table with a geometric centerpiece rests on a patterned rug.

4.96 out of 5 average rating, 590 reviews

Taylor Street Cottage

A spacious living room is furnished with a modern gray sofa adorned with decorative cushions and a cozy chair. Original artworks are displayed on the walls, and natural light floods in from the nearby windows. A small table holds a decorative bowl, enhancing the inviting ambiance.