Vacation rentals in Southeast Portland

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Top-rated vacation rentals in Southeast Portland

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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 Richmond
4.97 out of 5 average rating, 407 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
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, 817 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
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.
Guesthouse in Woodstock
4.98 out of 5 average rating, 539 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.

Top guest favorite
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.
Guesthouse in Westmoreland
4.98 out of 5 average rating, 647 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.

Top guest favorite
A well-lit living area features a comfortable sofa facing a media console. A dining table with natural wood elements is surrounded by seating, and large windows provide views of an outdoor courtyard. Stairs lead to an upper level, enhancing the loft-like design.
Tiny home in Mt. Tabor
4.98 out of 5 average rating, 402 reviews

Architect-designed house in SE Portland’s MtTabor

Our modern guesthouse is a clean, private space filled with natural light. The front gate opens into a private, landscaped courtyard landscaped with jasmine, a Japanese maple tree, rhododendrons, and ferns. We are conveniently located near Mt Tabor Park that has walking trails and a spectacular view of the city. We are also close to several popular neighborhoods with shops, cafés, and restaurants. We welcome people of all backgrounds to stay here and enjoy beautiful Portland.

Top guest favorite
A sunlit sunroom features large windows overlooking greenery, creating a bright space. A dark cushioned seating area is positioned against the window, complemented by a rectangular table. A patterned rug adds texture to the warm wood floor, enhancing the room's inviting atmosphere.
Guest suite in Westmoreland
4.97 out of 5 average rating, 559 reviews

A sunny separate studio w/skylights

Your own modern large studio on 2nd floor with separate entrance, full kitchen, sunroom, skylights, 14-foot ceiling, balcony, desk, full bathroom, washer/dryer, dishwasher, gas stove, lots of windows. All this in a vibrant neighborhood, short walking distance to multiple coffee shops, restaurants, a single-screen movie theater, the light rail station, an open-late grocery store, a small park with a salmon run. One mile to Reed College, where Steve Jobs took a calligraphy class.

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 Portland
5 out of 5 average rating, 519 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 Richmond
5 out of 5 average rating, 259 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 living room features an overstuffed futon couch and a wooden chair, accompanied by a coffee table. Decorative rugs are placed on the stained concrete floor. Soft lighting from a floor lamp and table lamp complements the natural light flowing through the window, adorned with patterned curtains.
Guest suite in Sunnyside
4.99 out of 5 average rating, 347 reviews

Hawthorne Hideout*Heated floors* walk everywhere!

This custom one-bedroom basement apartment has full size ceilings and windows and all the comforts of home. Stellar location two blocks from Hawthorne Street. With a kitchenette, washer/dryer, 4K smart TV, and beautiful custom wood and tile throughout. There is radiant floor heating that keeps this space extra cozy in the winter, and cool in the summer. Perfect home base for exploring or working in Portland with or without a car. This space is friendly to all.

Top 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 Foster-Powell
4.99 out of 5 average rating, 377 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
A charming blue house with wooden accents is framed by lush greenery in the backyard. The image showcases a balcony above the entrance, wooden doors, and a landscaped garden with various plants, creating a serene and inviting atmosphere.
Loft in Portland
4.98 out of 5 average rating, 598 reviews

Charming Studio in SE PDX

Charming and bright private studio apartment in inner SE Portland, 4 blocks from "7-Corners". Walking distance to cafes, bakeries, shops, food carts, natural food markets, movie theater, restaurants and pubs. Bike friendly Washer/dryer Secure storage Private entrance Kitchen with pantry basics/refrigerator Freezer/ice WiFi Sleeps 2 in standard queen bed An air mattress is available upon request if more than two guests Hydronic radiant floor heat

Top guest favorite
A cozy seating area features a gray sofa adorned with colorful throw pillows. Two small white tables sit on a textured rug, complemented by a bowl of oranges. A shelving unit filled with books and plants adds a bright, modern touch, while natural light enters through a window.
Guest suite in Richmond
5 out of 5 average rating, 203 reviews

SE Portland private studio near Division

The remodeled 330 square studio is modern, colorful and boasts comfort with all the essentials - your home away from home. Enjoy the open concept studio apartment, just a short stroll to SE Division’s trendiest restaurants, coffee shops, bars, and boutiques. You’ll feel right at home with a full kitchen, private entrance and patio, comfy queen bed with luxurious bedding, WiFi, smart TV, original artwork, plants, and deluxe towels.

Popular amenities for Southeast Portland vacation rentals

Quick stats about vacation rentals in Southeast Portland

  • Total rentals

    1.9K properties

  • Total number of reviews

    199K reviews

  • Family-friendly rentals

    720 properties are a good fit for families

  • Pet-friendly rentals

    540 properties allow pets

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    1.1K properties have a dedicated workspace

Destinations to explore

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  2. United States
  3. Oregon
  4. Multnomah County
  5. Portland
  6. Southeast Portland