Vacation rentals with outdoor seating in Southeast Portland

4.97 out of 5 average rating, 394 reviews

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

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!

5 out of 5 average rating, 137 reviews

The entrance features a modern black exterior with a wooden door flanked by tall bamboo plants in round pots. A ladder leads up to a lofted area, while soft light is emitted from hanging lanterns inside. The patterned welcome mat adds a touch of style.

Tiny home in Portland

Hawthorne Schoolhouse

Nestled between the popular and bustling streets of Hawthorne and Division in SE Portland, this tiny home provides a playful retreat. Walking distance to many shops, restaurants, bars, and cafes. Across from Sewallcrest Park and only a few blocks from Bagdad Theater and Powells Bookstore. Equipped with mini kitchen, lofted sleeping space, living room and bathroom. 80” 4K Smart Projector. Shared back yard with sauna. LGBTQA and 420 friendly. A golden retriever lives on property but please no pets

4.98 out of 5 average rating, 804 reviews

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

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.

4.96 out of 5 average rating, 140 reviews

A bright bedroom features a queen size bed with crisp white linens and a simple black four-poster frame. Two windows invite natural light, revealing lush greenery outside. A small white chair is positioned beside a compact kitchenette, enhancing the functional space.

Guest suite in Portland

Peaceful Apartment in the Heart of Portland

A stellar studio apartment in happening SE Portland. Apartment is attached to a house on a quiet dead end street. BUT... 1 block off trendy SE Division Street, and 8 blocks off SE Hawthorne Blvd. Just a couple blocks to Pinolo Gelato, Salt and Straw, Baghdad Theater and many other popular restaurants, bars and shops. On main bus line. St Parking. Apartment has a kitchenette, full bath, queen size bed, private entrance, private outdoor area, and everything needed for a relaxing stay in Portland.

4.98 out of 5 average rating, 392 reviews

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

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.

Guest suite in Eastmoreland/Reed

5 out of 5 average rating, 509 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.

A spacious studio is presented with a queen-sized bed featuring a patterned duvet. A comfortable sofa is positioned opposite, with stylish decor elements enhancing the ambiance. The room includes an area rug and has a kitchenette visible in the background.

4.91 out of 5 average rating, 675 reviews

Studio Guesthouse SE Portland

Memory Foam Mattress, 43" TV on an adjustable wall mount AirBnB COVID-19 Cleaning in place w/cleaning supplies for your use. You will love our Southeast Studio with Private Entrance, patio, seating & garden. Near Mount Tabor Park, restaurants and bus stop. The Studio is great for couples, solo adventurers, business travel, and small families. Quiet neighborhood vibes. Yummy snacks, Coffee and Tea Portable A/C installed June - mid September Fan in unit after A/C removed

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.

5 out of 5 average rating, 251 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.

4.97 out of 5 average rating, 132 reviews

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.

Guesthouse in Mt. Tabor

The Loft in Hawthorne Tabor

Loft style guest house with private entrance & private porch in a quiet and convenient Hawthorne Tabor neighborhood. Location: Explore the many restaurants, bars, boutiques, etc in less than 10 min walk along SE Hawthorne Blvd including: Por Que No?, Tabor Bread, New Seasons, Farmhouse Kitchen Escape to the tranquility of Mt Tabor park & trails after an enjoyable 20 min walk through West Tabor neighborhood 15 min drive to PDX Airport 15 min drive to Downtown

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, 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.

A modern patio area is shown, featuring a wooden table with benches beneath the shade of a large tree. Surrounding greenery includes shrubs and small plants, with decorative flags hanging near the house. The sliding glass doors reveal the spacious interior beyond.

4.98 out of 5 average rating, 121 reviews

The Kenilworth Guest House

Showcased in the Modern Home tour of Portland, this newly built ADU is the amazing creation of Portland architect Webster Wilson. A private, airy and elegant oasis set in urban Portland. A glass house with intentional frosted glass to ensure privacy. Escape and experience the elegant grace of this unique guesthouse. Threading the needle of a city lot, the Kenilworth House lives along side a 1905 Victorian, where the host resides.