Family-friendly holiday rentals in Southeast Portland

Clinton St Guesthouse • Walkable & Artistic

Stylish Clinton St guesthouse steps from cafés, bakeries, and transit. Features unique hand-painted floors, local Portland art (including child artists), and a small library of Portland authors. Queen bed, blackout shades, AC, desk, fast Wi-Fi, washer/dryer, and a coffee station with Moccamaster, grinder, AeroPress, French press, pour-over, and local beans. Walk to OK Chicken, Salt & Straw, Loretta Jean’s, Cookies, New Cascadia (gf bakery) Oma’s Hideaway, Cibo, Someday, The End, and food carts.

Kitchen · Indoor spaces · Heating

The Backyard Bungalow! Big Living; Small House

The Backyard Bungalow - featured on Portland's ADU tour - is the perfect hideaway amidst uncertain times. With its own secluded pathway, and detached from the main house, it offers as much privacy as desired. Once inside however, its 16ft vaulted ceiling and sunlit open-plan living area surprises with a sense of spaciousness and comfort. Its inner SE location is walking distance to Division St. restaurants and cafes, food carts, parks and playgrounds, as well as being a "biker's paradise".

Family · Kitchen · Solo travel

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!

Kitchen · Indoor spaces · Parks

Chic Belmont retreat w/tree views & king bed!

Experience weird and wonderful SE Portland from a serene, newly-built home in a walkable/bikeable neighborhood with king bed and lots of light! Wake up well rested and open curtain on floor to ceiling windows to morning light. Enjoy the full kitchen & soaker tub in a breathtaking architect-designed home perfect for foodies, couples, and remote work. Great location just steps from bakeries, shops, parks and taprooms. Discover the quirky character and trendy eats of Belmont-Hawthorne-Tabor!

Indoor spaces · Kitchen · Hospitality

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, fully 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.

Kitchen · Indoor spaces · TV

The Plex PDX

Live Like a Local! The Plex will immerse you in mid century style and vintage charm with privacy and modern comforts-all in the heart of Portland. Sip coffee on the patio while you plan your adventures. Eat, drink, and play in this walkable central neighborhood. Just a few blocks from destination casual and upscale dining, coffee shops, boutiques, and historic Laurelhurst Park and Theater. Perfect for up to 4 people with driveway parking and a garage to store bikes and other gear.

Kitchen · Indoor spaces · Layout

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.

Indoor spaces · Kitchen · Hospitality

Deluxe 5★ Guest House ❤️ Close-in Convenience

Enjoy modern amenities and close-in convenience at our Craftsman home in historic Laurelhurst. This spacious retreat is private, easy living for business visitors, pleasure seekers, and family fun. It’s a pleasant stroll to the best restaurants and shops, plus instant access to public transport. Read our stellar reviews and book with confidence. 10 minutes to Downtown; 15 to airport

Kitchen · Family · Walkability

Portland's Best 1BD in Hawthorne | Newer Building

Step outside and explore the charm of Portland's Hawthorne neighborhood, filled with vintage shops, local bookstores, and cozy coffee spots full of character. Stroll past colorful murals, browse unique boutiques, and take in the laid-back, creative vibe. Whether you're here to relax, explore, or a little of both, this welcoming space is a great place to call home through your stay.

Indoor spaces · Family · Value

Stumptown Cottage in Eastmoreland

Newly built modern studio space in our beautiful historic Eastmoreland neighborhood. Loft like space with modern amenities in a quiet setting. Close to Reed College, Woodstock, Division and Sellwood-Moreland neighborhoods. Easily accessible via public transit. Due to the coronavirus, we’re taking extra care to disinfect frequently touched surfaces between reservations.

Family · Kitchen · Sleep quality

Three Wishes Studio

Three Wishes Studio is steps away from the heart of Southeast Division street, one of Portland's most vibrant neighborhoods. This newly constructed studio apartment is full of amenities and designed with a modern aesthetic. Located on a quiet side street with a private ground floor entry, Three Wishes is the perfect escape for couples or a small family.

Family · Kitchen · Wi-Fi

South Tabor Modern Cottage

Enjoy our newly constructed, light-filled, two-story modern cottage; primely located in the South Tabor neighborhood of SE Portland. Private entrance, 24-hr keyless entry, easy and free street parking, private garden patio area and full amenities. Permitted short term-rental through the City of Portland. Permit # listed in guest house

Family · Indoor spaces · Quiet