Holiday rentals with outdoor seating in Southeast Portland

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.

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.

New Home Near it All on Division w/ EV Charger

Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

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.

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!

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: burnt cedar siding, 16' multi-slide window wall (please open and close slowly), and moveable cedar slat screens/ We hope you enjoy the space and neighborhood as much as we do!

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.

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.

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.

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.

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.

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