Vacation rentals in Southeast Portland

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Southeast Portland

Guests agree: these stays are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

The living area showcases a light-filled space with polished concrete floors and a cedar tongue-and-groove ceiling. A comfortable sofa and coffee table are arranged on a colorful rug, while a flat-screen TV is positioned against a white wall. Large windows provide views of the outside greenery.

Guest suite in Portland

4.97 out of 5 average rating, 394 reviews

Walk to Se Division from a Sleek, Architect Designed Space

My wife, Raechel, and I originally designed and built this ADU ( accessory dwelling unit ) with the intention of living there full time, but due to a change of plans, it's available to you. The space was designed by Buckenmeyer Architecture, and was constructed by me. Our space features many unique elements such as: paper-composite counter tops and bathroom tiles, real copper backsplash and bathroom walls, polished concrete floors, cedar tongue and groove ceiling, burnt cedar siding, 16' multi-slide window wall (please open and close slowly), moveable cedar slat screens, custom frosted glass pocket doors, and custom apple-ply kitchen cabinets by George Ramos We love to cook and put great effort into getting the kitchen space dialed in. The kitchen features: bosch speed oven (microwave and convection oven), bosch dishwasher, 2 burner gas range, and Pull-out exhaust and lighting We hope you enjoy the space and neighborhood as much as we do! The guesthouse has it's own separate entrance with a smart lock for convenient self check in. You'll receive the unique code prior to check in. We live in the main house and are available to help make your stay as great as possible. We value your privacy and will not stop by unless contacted. Please text for the quickest response. Nearby Division Steet is known as restaurant row and features some of the best food in Portland, including Pok Pok, Salt and Straw, and Ava Genes. On a warm summer night, there will be hundreds of people just going for a stroll up and down Division. Our guesthouse is a 2 minute walk from a major bus stop, and a Biketown stall where you can rent a bike by the trip. There is no dedicated parking space but there is an abundant amount of non-metered unlimited on-street parking directly in front of our guest house on 28th pl. The Roku Tv enables you to login to your entertainment provider of choice, please remember to logout. The Bose Soundbar is wired to output the TV's audio, but can also be connected to via bluetooth by hitting the bluetooth icon on the Bose remote and pairing with your device. We provide locally roasted coffee beans, a manual conical burr grinder, insulated french press, stovetop kettle, and creamer + sugar. Please enjoy the in-shell Hazelnuts!

Top guest favorite

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.

Guesthouse in Portland

4.99 out of 5 average rating, 135 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.

Top guest favorite

The interior space showcases a unique design with a sculpted ceiling featuring twisting branches. A cozy seating area includes a leather sofa and a small dining table with four chairs. Light from a window fills the room, highlighting the warm, earthy tones of the walls.

Guest suite in Portland

4.97 out of 5 average rating, 444 reviews

Hawthorne Hobbit Hole: special Portland experience

The Hobbit Hole is a cozy, comfortable sculpted suite to stay. It's an enchanting oasis, crafted with love and with guests in mind. This is a walking, biking, and transit paradise with easy curbside parking. We are around the corner from an organic grocery store, iconic restaurants, shopping, bike share programs and entertainment on perfectly Portland Hawthorne and Division streets. We are an open and affirming household who welcomes all. We do allow smoking/vaping outside, including cannabis

Top guest favorite

A shaded patio area is featured, showcasing a set of three wicker chairs with cushions positioned around a small table. A pergola covered in vines provides natural cover, while a landscaped yard and colorful garden shed are visible in the background.

Guesthouse in Woodstock

4.98 out of 5 average rating, 804 reviews

Woodstock Tiny House

Detached, very small (300 sq ft) guest house in the Southeast Portland neighborhood of Woodstock. Lots of walkable eateries as well as New Seasons and Safeway within a 5 minute walk. Close to Reed College, Woodstock Village, Springwater Trail, Southeast Portland Neighborhoods, Public Transportation. You’ll love the location, the outdoors space, and the ambiance. Good for couples, solo adventurers, and business travelers. TV (Netflix enabled!), A/C (summer months), heat, coffee, fridge/freezer.

Top guest favorite

The interior space displays warm wooden cabinetry and a kitchenette equipped with essential appliances. A rustic wood stove is positioned near the vibrant area rug. Light streams through the red double doors, which open to a charming outdoor area.

Tiny home in Portland

4.94 out of 5 average rating, 167 reviews

Eclectic cottage & sauna bath house/SE Portland

This cottage is a rustic bohemian experience. There is a queen bed and a sleeping loft which is good for kids accessed via a built in ladder (one bed and one ikea double mat (great for kids) in total). Cottage has a kitchenette in the main room where the bed is. There is an OUTDOOR shower/bath and sauna which is incredible in the fall and winter! Inside the cottage there is small bathroom which is in fact down right tiny (not for big folks) wood stove/ oil heater/ac. no smoking allowed.

Guest favorite

A cozy bedroom features a full-size adjustable bed with a colorful blanket draped across it. A small wooden desk with a chair is positioned nearby. Natural light filters in through two windows adorned with light blinds, while minimal wall decor adds a gentle touch.

Home in Woodstock

4.94 out of 5 average rating, 202 reviews

Private Unit in Woodstock, near Reed College

Enjoy your stay in private modern one bedroom/full bath in beautiful Woodstock District. Close to Reed College! Perfect for a single person or couple. Free laundry on site. Easy walking to food carts, Grand Central Bakery, bars and breweries, New Seasons grocery store, coffee shops, ice cream, cuisine eateries, vintage shops, dispensaries, bank and even a gas station. Bus line to other neighborhoods and downtown. Easy access to 205N/I-84E to airport, Multnomah Falls and Columbia Gorge.

Top guest favorite

The guest home is set behind a picturesque entrance adorned with an elegant gate and carefully arranged greenery. Paved stone pathways guide visitors through the lush surroundings, leading to the welcoming facade of the home, seamlessly integrated with the tranquil, tree-lined environment.

Guest suite in Eastmoreland/Reed

5 out of 5 average rating, 507 reviews

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

Look no further- as a member of The IndigoBirch Collection™️, our guest home stands as a top-tier experience on Airbnb. Located two blocks away from Reed College, IndigoBirch is nestled on a quiet tree-lined street in the highly desired & historic neighborhood of Eastmoreland. Our location is perfect for the adventurer looking to explore Portland. The guesthouse is two blocks away from public transportation, 12 minute drive to downtown Portland, and 20 minutes to PDX Airport.

Top guest favorite

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 Portland

5 out of 5 average rating, 250 reviews

Perfectly Portland Clinton St Guesthouse

This light & airy guesthouse is a private retreat in a perfect location, steps from Division St. Walkable to Salt & Straw & local eateries, food carts, and thrift shops. Prepare meals in the fully equipped kitchen or head out by foot to Oma’s Hideaway, a 2022 James Beard Award Finalists. Bring your bicycles to enjoy Clinton St Bike Boulevard or stroll to the Clinton St Theater. The guesthouse is family friendly, having special items to accommodate the littlest of guests.

Top guest favorite

A modern kitchen area features white cabinetry and open shelving. A wooden dining table is complemented by sleek white chairs. Natural light enters through large windows, highlighting the clean lines and minimalistic design, while a decorative plant adds a touch of greenery.

Guesthouse in Laurelhurst

4.97 out of 5 average rating, 153 reviews

Modern and Bright Laurelhurst Abode

Our one bedroom cottage is completely private, accessible by a separate walkway, and has an outdoor patio. Extra time was spent choosing finishes and creating a modern, comfortable, and light-filled space. You’ll find everything you need for a weekend in Portland, or a long-term stay. We’ve outfitted a full kitchen, full bathroom with luxurious tub and plush towels, a bedroom with a queen mattress and soft bedding, washer and dryer, and lots of extra touches.

Superhost

The interior space features warm wood finishes and large windows allowing natural light to fill the area. A compact kitchen area is equipped with essential appliances, and a comfortable seating arrangement includes a reclining chair and a small table. A spiral staircase leads to the lofted sleeping area.

Treehouse in Mt. Tabor

4.84 out of 5 average rating, 140 reviews

Mt Tabor Tree House, Hidden Urban Retreat

Our Mt Tabor Treehouse is an incredible and unique escape that invites you to relax and connect with nature without sacrificing any modern amenities, all in the heart of the City of Roses. Nestled underneath towering Douglas Fir trees, this fully equipped tiny house in a tree is surrounded with nature, along with immediate access to miles of mixed use trails and walking distance to one of Portland’s best restaurant, coffee shop and local market “Coquine”

Guest favorite

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.

Guesthouse in Portland

4.99 out of 5 average rating, 361 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.

Top guest favorite

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.

Guesthouse in Portland

4.98 out of 5 average rating, 198 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!