Vacation rentals in Southeast Portland

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Top-rated vacation rentals in Southeast Portland

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

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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, 410 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, 820 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, 544 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
The exterior of a welcoming house is shown, framed by a vibrant green lawn and well-maintained shrubs. A covered porch is visible, featuring a bench and a pathway leading to the front door, surrounded by trees that provide shade.
Apartment in Ladd's Addition
4.99 out of 5 average rating, 166 reviews

Ladd's Addition Apartment in SE Portland

My Ladd's Addition apartment is well-positioned to allow you to explore Portland. Located in a quiet neighborhood halfway between the bustling streets of Hawthorne and Division; from here, you can easily walk to coffee shops, restaurants, bars, grocery stores, and a movie theater. Public transportation is readily available, as well as car, bike, and scooter shares. In just a few minutes, you can be downtown, the Moda center, the convention center, OMSI, or the waterfront esplanade.

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, 407 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
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, 260 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 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, 379 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 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, 205 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.

Top guest favorite
An open living space features a comfortable sitting area with a sofa and stylish chairs. A dining table accommodates four, while the kitchen area showcases modern appliances. Natural light filters through multiple windows, illuminating the spacious sleeping area with a large bed in the background.
Guesthouse in South Tabor
4.99 out of 5 average rating, 365 reviews

The Loft: Modern Open space in Southeast Portland

An open, airy, private, and stylish space located over a detached garage behind the main house. This is a great neighborhood that is close to public transportation and major roads. Easily walk to bike rentals, food carts, restaurants, local bars, and main shopping areas. We are looking to provide a safe and comfortable space. We love to give suggestions and recommendations on places and things to do while in Portland and Oregon.

Top guest favorite
A covered patio area is visible, featuring a small table and two chairs amidst vibrant flowers in pots. The entrance to the guest house is framed by lush greenery, complemented by a neatly trimmed lawn and stone pathway leading to the door.
Cottage in Portland
4.98 out of 5 average rating, 104 reviews

Bright, Quiet, and Private Guest House

This charming 725 sq ft guest house is very light and bright; walkable to great parks and restaurants! The entire house is yours with private entrance and covered patio. Fast wifi, comfortable living space, and very well-equipped kitchen make this an ideal home away from home. This is an LGBTQ+ welcome & safe home. Black Lives Matter. Accessibility: 2 steps up to the house, safety rail in tub, uneven rock path

Top guest favorite
An inviting outdoor area features a wooden bench in a small courtyard, framed by a natural wood fence. The entrance to the studio is highlighted by large glass doors, allowing a view of warm interior lighting. Lush greenery adds a peaceful ambiance to the space.
Guesthouse in Portland
4.93 out of 5 average rating, 718 reviews

Hawthorne Wisteria Retreat

A private studio in a garden courtyard located in the heart of bustling Hawthorne and Division neighborhoods, this retreat offers walking access to countless top restaurants, boutiques, vintage stores, book stores independent movie theaters and more. There is ample street parking right infront of the house or very near.

Popular amenities for Southeast Portland vacation rentals

When is the best time to visit Southeast Portland?

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Avg. priceG$19,842 GYDG$19,842 GYDG$20,468 GYDG$20,677 GYDG$20,886 GYDG$22,348 GYDG$22,974 GYDG$22,974 GYDG$21,304 GYDG$20,886 GYDG$20,677 GYDG$20,677 GYD
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Quick stats about vacation rentals in Southeast Portland

  • Total vacation rentals

    Explore 1,860 vacation rentals in Southeast Portland

  • Verified guest reviews

    Over 202,390 verified reviews to help you choose

  • Family-friendly vacation rentals

    710 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 530 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    1,100 properties have a dedicated workspace

  • Wi-Fi availability

    1,830 of Southeast Portland vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill, and Laptop-friendly workspace across Southeast Portland rentals

  • 4.9 Average rating

    Southeast Portland stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

    Southeast Portland's top spots, include Tom McCall Waterfront Park, Laurelhurst Park, and Portland Saturday Market

Destinations to explore

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