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 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, 329 reviews

Woodstock Farmhouse

Modern farmhouse in the heart of Woodstock featuring 1 bedroom, 1 bathroom, living room, a fully stocked kitchen, AC, and a private deck. This space is a new construction farmhouse with lots of privacy. Enjoy off street parking with a private garden path leading to your front door. Just a short walk to some of SE Portland's hottest spots including Double Mountain Brewing, New Seasons Market, Otto's Sausages, Cloud City Ice Cream, Grand Central Bakery, The Woodstock Farmer's Market, and more.

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!

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, 248 reviews

Guesthouse Among The Trees with Sauna

Our SE Portland home is a newly constructed whole house rental. It is walking distance from the vibrant SE Division Street with bars and restaurants like Salt and Straw, Ava Gene's, Cibo, and Cat's Paw, etc. within a 5 minute walk. You’ll love our place because of the location, the quiet street and the lovely modern interior design. Oh and you'll have the whole place to yourself in a peaceful and quiet backyard. You will have access to the sauna (sauna robes included).

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.

The living area showcases a comfortable seating arrangement with a spacious sectional sofa and a patterned armchair. A wooden coffee table sits atop a decorative area rug. Natural light filters in through the unique window design, complemented by soft lighting from a floor lamp.

4.98 out of 5 average rating, 265 reviews

Exceptional East Moreland Guesthouse/ Reed College

We take Covid 19 safety standards seriously! Artfully decorated street-level garden apartment in a quiet, residential neighborhood lined with 100 year old trees. 15 minute walk to Reed College and nearby hiking/cycling trails. Private garden patio, gas 'woodstove' in the living room- lots of ambiance and comfort. Fully equipped kitchen. Enjoy the complimentary HBO/ Netflix. We use nontoxic cleaning materials. #superhost

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.

A tranquil sleeping area is featured with a spacious bed dressed in crisp white linens and a decorative quilt. Natural wood beams adorn the ceiling, while artwork graces the walls. A doorway leads to an inviting dining area, enhancing the studio's open feel.

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

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.

4.94 out of 5 average rating, 713 reviews

Cozy Garden Cottage in the Heart of Richmond

4.93 out of 5 average rating, 936 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

A bright and welcoming kitchen area features wooden beams overhead and ample natural light from a skylight. A colorful horse-shaped artwork decorates the wall, alongside shelves displaying kitchen items. A small dining table is positioned next to a potted plant, enhancing the inviting atmosphere.

4.92 out of 5 average rating, 199 reviews

Ancillary Dreams

A private outdoor patio is featured, with light green chairs arranged near a welcoming entrance. Paved with stone tiles, the area is surrounded by wooden fencing and greenery, creating a peaceful space for relaxation.

4.95 out of 5 average rating, 446 reviews

Cozy Cottage in Mt. Scott

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 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, 243 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

4.86 out of 5 average rating, 125 reviews

A detached guesthouse is shown with a light-colored exterior and a welcoming front entrance. Two white chairs are placed on the patio, framed by colorful flowers and greenery. A large window allows natural light to fill the interior, enhancing the inviting atmosphere.

Guest house in Mt. Tabor

Mt. Tabor Cottage : Cozy modern studio in SE PDX.

Guest house rentals with a patio

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

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.

4.96 out of 5 average rating, 258 reviews

Bright, Private & Cozy with Yard

5 out of 5 average rating, 274 reviews

Clinton St Guesthouse • Walkable & Artistic

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

4.98 out of 5 average rating, 126 reviews

Coda | Walkable Woodstock Guesthouse | Portland

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.

4.96 out of 5 average rating, 162 reviews

The Loft in Hawthorne Tabor

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, 164 reviews

Pet Friendly, Cozy & Curated Designer Guesthouse

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, 620 reviews

Little Cedar House Cottage near coffee and shops

Guest house in North Portland

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, 563 reviews

Accessible, AIA-Award Winning, Urban Garden Oasis

Guest house in Northeast Portland

A bright, open studio space features large windows that allow natural light to fill the room. A cozy seating area with a gray sofa and glass table complements a spacious bed, while a small dining table with two chairs is placed nearby.

4.99 out of 5 average rating, 669 reviews

Contactless Clean Private Treetop Studio

A cozy bedroom is furnished with a spacious bed featuring a patterned duvet cover and two decorative pillows. Natural light filters through two windows, providing a view of the outdoor space. A bedside table holds a lamp and clock, contributing to the serene ambiance.

4.96 out of 5 average rating, 239 reviews

Sellwood Detached Apartment

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.