House holiday rentals in Southeast Portland

The Nest/Portland.Peaceful.Fun

The Nest is situated on the second and third floors of this charming Old Portland home. The house is central to everything Eastside, boasting a walk score of 94! Belmont & Hawthorne have incredible eateries, bars and shopping only a few steps away. It is also very close to the heart of the Division, Stark, SE 28th & Burnside commercial districts. It's a 5 minute walk to Laurelhurst Park, voted the most beautiful park on the west coast, & only 2 miles from downtown, The Pearl and Mt. Tabor Park.

Family · Value · Nearby

Secluded Studio

This a fully private and detached guest house is quiet and relaxing. Walk down your very own pathway to a completely private, safe and secure patio with a quaint garden, a small yard and outdoor seating. With tall ceilings and a large nice bright kitchen, this place is very comfortable. Blackout curtains. Close to many desirables: Max Orange Line Commuter Train, Reed College, Woodstock, Sellwood, & East Moreland & Milwaukie Providence Hospital. Ride, walk or run along the Springwater Corridor.

Value · Location · Parking

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 · Kitchen

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Value · Family · Indoor spaces

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 · Family · Outdoor spaces

Cozy Bungalow in Ladd’s Addition • Walk/Dine/Shop

Welcome to “Happy Place”, your cozy retreat that feels like a home-away-from-home in the vibrant heart of Portland! Our sanctuary in the bustling SE Clinton/Division area offers fast internet, perfect for work-from-home needs, and is a short stroll from top restaurants, bars, and boutiques. Boasting a walkability score of 92, city exploration is a breeze. Ideal for foodies, culture lovers, and outdoor adventurers, we provide FREE on-site parking and embrace the spirit of Portland living.

Location · Value · Access

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."

Family · Location · Parks

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!

Location · Value · Check-in

Cozy and Walkable 1 bedroom daylight basement

Our basement has been newly renovated. Brand new bedroom, beautiful bathroom and living space. The living space includes a 57” Smart TV and couch. The wet bar features a mini fridge, sink and Keurig Coffee maker. The bedroom has 1 queen sized bed with hotel luxury 1800 bedding sheets, a dresser, full length mirror and natural light window. Our house is centrally located with dozens of restaurants, bars and coffee shops just a short walk away!

Location · Value · 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 · Air conditioning

3 BR 1 BA - Cozy Home - Walkscore 97 - Shopping

Stay at this top-rated Airbnb in Southeast Portland near the Hawthorne and Belmont districts. This stylish 3-bedroom, 1-bath pet-friendly vacation rental offers a full kitchen, cozy living space, and modern amenities. Walk to iconic cafes, bars, vintage shops, and parks. Ideal for families, couples, or friends looking to explore Portland’s top attractions while enjoying comfort and convenience in a prime walkable location.

Location · Value · Outdoor spaces

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.

Value · Family · Condition