House holiday rentals in Southeast Portland

Gorgeous, walkable detached Laurelhurst home!

Welcome to The Laurelhurst Townhouse! CE, roomy, and stylish -- with a walk score of 93! Enjoy the: -- airy, light-filled living area -- cozy upstairs bedroom and full bath --private downstairs "theater" room with queen bed and attached half-bath --library nook --backyard patio. Walk to many of Portland's most famous restaurants, bars and shops, and only a few minutes away from downtown and the Pearl District. Quiet, private, but in the heart of it all!

Family · Location · Outdoor spaces

Mount Tabor Hideaway

Mt Tabor Hideaway is a fully stand-alone guesthouse at the back of our lot. Located at the foot of Mt Tabor, near SE Division & 60th. Enjoy privacy & comfort in its bright, modern & clean space. 2 BR with 3/4 Ba on each level, full kitchen, heat & A/C. French doors lead to your private outdoor patio. Reliable high speed internet, 600 mbps. Small smart TV. Enjoy a misty morning, drizzly afternoon or evening walk in Mt Tabor Park in a friendly neighborhood. City permit # 18–1 37613–0 00–00 – HO

Value · Location · Access

Live Like a Local in Artful Craftsman by Division

This spacious 1916 Portland bungalow offers a comfortable, inviting retreat packed with authentic character. Inside, the home features beautiful original woodwork, classic hardwood floors, and vibrant, curated artwork that gives the space a distinct creative energy. It is a wonderful place to unwind and recharge after a day of exploring. Enjoy your morning coffee out on the deep, covered front porch, or head out back to the private, leafy backyard garden to relax in a quiet, peaceful setting.

Value · Location · Access

Modern Home — Prime Alberta Arts

This new home is steps from lively Alberta Street, the heart of NE Portland. It's perfect for couples, business travelers, and anyone looking to explore Northeast, Portland's best neighborhood. Plush king-size bed, open kitchen and living room, 1.5 bathrooms, and private yard. Explore awesome restaurants, bars, and shops around the corner, while staying on a quiet residential street. This home is just 15 minutes from the airport, and close to downtown (transit friendly!). Hablamos español.

Location · Value · Biking

Heron Cottage, Urban Retreat-King Bed

Five things people love about our place: (1) An incredibly comfortable king size bed. (2) Walking distance to light rail, bus lines, and Providence Hospital. Easy access to freeways. (3) Beautiful/meticulously maintained interior, lovely gardens, and a private back patio and front porch. (4) Great restaurants and grocery stores nearby. (5) Hosts that delight in making your stay an awesome one. Guests say, "This airbnb is amongst the few at the very top across all categories."

Location · Value · Laundry

Beautiful Portland Gem Minutes from Mt. Tabor

Welcome to Downstairs at 76th, a newly remodeled basement flat in a beautiful 1970s craftsman bungalow. Large windows usher an abundance of natural light into this unique, design-forward space. Step outside to explore Montavilla—an eclectic neighborhood with artisan cafes, a local theater, and a year-round farmers market—or immerse yourself in nature at nearby Mt. Tabor. A blend of charm and convenience, you're close to the best of PDX yet nestled in a cozy neighborhood. Welcome home!

Family · Location · Hospitality

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.

Family · Location · Checkout

Heart of Hawthorne Craftsman | Walk Score 92 | Mod

Centrally located in the Heart of Hawthorne, this gorgeous, newly renovated and spacious 1925 Craftsman home (with numerous upgrades and finishes) is within walking distance to some of the best eateries and coffee shops in Southeast PDX, including ¿Por Qué No?, Apizza Scholls, Fried egg, Ruby Jewel, Common Grounds, I'm in love and Black Ink cafe. This incredible home is great for couples, business travelers, families (with kids) and big groups!

Family · Location · Getting around

Modern Guesthouse in Portland's Central Eastside

Tall ceilings, an open staircase and walls of windows flood the space with light (even in Portland), while molded plywood Eames chairs add mid-century style. Located in the heart of Portland within walking distance to great restaurants, coffee and parks. Fast, gigabit fiber internet, full kitchen, large table, and private outdoor spaces help maximize your stay and comfort, whether you're alone or with a group. Editor's pick in Dwell.

Location · Value · Barbecue

Bright 3BR/2BA | Steps to Hawthorne | 5 Beds

Private 3BR/2BA Sunnyside apartment with five beds for up to nine guests. The main level has two bedrooms and one bath; the top floor has the primary suite and second bath. A living-room sofa bed completes the sleeping setup. Expect exterior and interior stairs, shared basement laundry, and the sounds of an active Belmont/Hawthorne dining district. Street parking only—read posted signs and do not block the driveway.

Family · Value · Hospitality

The Division District Full Private Home

A walker's paradise with a WalkScore® of 98/100. If you're a big fan of great food, craft beer, pour-over coffee and Portlandia, this is your place. Our private and spacious three-bedroom home features five beds in a historic home at the heart of the eclectic SE Division District - home to many of Portland's top-rated restaurants and bars, vintage shops, and some of the best people-watching around.

Location · Value · Indoor spaces

Updated Woodland Garden Retreat & Spa

Completely remodeled in 2017, this breathtaking private space has a full kitchen, bedroom and luxurious bathroom spa with a shower and large soaking tub. Other features in this secluded apartment include bamboo flooring, vaulted ceilings and skylights overlooking a lush yet private Pacific NW backyard landscape. This apartment has a private entrance and street parking right in front of the house.

Location · Value · Shared spaces