Vacation rentals in Southeast Portland

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Top-rated vacation rentals in Southeast Portland

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Guest favorite

A wooden staircase with a natural wood finish leads to the upper levels, adorned with small green wall art pieces. Soft pendant lights hang from the ceiling, illuminating the space. Natural light streams in through windows, enhancing the warm colors of the wood.

Home in Northeast Portland

4.95 out of 5 average rating, 313 reviews

The Portland Villa on Alberta St

In the heart of NE Portland's vibrant and bustling Alberta Arts district. Endless options for dining, drinking, shopping and entertainment within walking distance. The main home is 2800 sqft plus an additional 1200 sqft on a private rooftop deck (that we built ourselves!). There is natural light (and plants) galore. Prepare meals in our chef’s kitchen. We don’t skimp on linens, supplies, cozy mattresses or bedding. A legally permitted rental by the City of Portland. 1% for The Planet member.

Top guest favorite

A private patio area is featured, showcasing a wooden structure with clear roofing, surrounded by lush greenery. Two chairs with cushions are positioned near a small table, creating an inviting space for relaxation amidst flowering plants.

Home in Central Northeast Portland

4.98 out of 5 average rating, 106 reviews

Heron Cottage, Urban Retreat-King Bed

The Heron Cottage was built in 1914 and was part of a network of small farms that existed in what was then the hinderlands of Portland. Now it's an urban vest pocket neighborhood with easy access to a regional hospital, light rail, bus routes and freeways. This is a pedestrian neighborhood with very narrow streets. We know our neighbors and enjoy the cultural diversity of this little enclave. The cottage's front porch beckons you to slow down, relax and maybe even make some new friends.

Top guest favorite

A well-lit upper hallway leads to a cozy bedroom, featuring sloped ceilings. Artwork hangs on the wall, while a wooden chair and bedside table accompany a spacious bed adorned with light bedding. Natural light enters through an adjacent window.

Home in Sherwood

4.99 out of 5 average rating, 144 reviews

Old Town Retreat - Best place in Old Town Sherwood

At the gateway to wine country, our peaceful Old Town 1916 craftsman home brings historical charm with many amenities right in the heart of Old Town Sherwood. Sleeps 9 with 6 new beds, 2.5 remodeled baths and an open kitchen with gas range, everything you need for a few or many. Owner occupies the basement and rear separated dwelling on property. However, both the basement and rear dwelling are completely locked off and have entirely separate entrances. The best place in town.

Guest favorite

An outdoor patio features a long wooden dining table set with dishes and glasses, inviting shared meals. Comfortable seating arrangements include plush chairs and a sofa, surrounded by greenery. Sliding glass doors provide access to the interior, while string lights add a charming ambiance.

Home in Northeast Portland

4.9 out of 5 average rating, 334 reviews

Huge Home with King Beds in Prime Spot with Views!

Architectural masterpiece on a safe, quiet street just blocks from Williams and Mississippi Ave, home to some of Portland’s best dining, drinking, shopping and more. Spread out across three spacious levels with multiple living areas, a large open kitchen with two eating bars, four king bedrooms and a bunk room (each with its own TV!), and 3.5 bathrooms. Relax and dine alfresco on the beautiful back patio, then watch sunrises and sunsets from the east and west facing roof decks!

Top guest favorite

A modern container home is nestled among trees, featuring a deck with railing and large windows. Soft outdoor lighting highlights the structure against a colorful twilight sky, while the surrounding bamboo adds a lush green contrast.

Shipping container in Oregon City

4.97 out of 5 average rating, 124 reviews

Sustainable Dream Container Getaway with a View

A private green-luxury container home inside a bamboo grove and lavender field overlooking a serene valley. This brand-new, single-level home features picture windows leading out to a quiet deck with sunset views every night. Situated in the heart of the Pacific Northwest between the mountain, lakes and coast - exploration, wine tasting and the best nature spots are just a short drive away. This private home can comfortably host couples or up to 3 people including the couch.

Guest favorite

An illuminated patio area features a covered wooden structure with string lights providing a warm glow. Comfortable seating is arranged around a central table, and a large umbrella adds color to the outdoor space. Lush plants are visible along the perimeter, enhancing the tranquil atmosphere.

Cottage in Beaverton

4.93 out of 5 average rating, 106 reviews

Cozy Cooper Mtn Cottage

Uniquely cozy with all the amenities of home but in a cottage up on Cooper Mt. Where you are surrounded by trees , feel the breezes, sunrise and sunset in the same day, and sometimes the wonderful wildlife around us. Birds in the sky , rabbits and sometimes deer, and yes our two friendly goats. Oh yes and the expansive midnight sky with the bright stars twinkling above or the big round moon shining down on you as you sit on the patio in the evening enjoying the night air.

Top guest favorite

A modern kitchen showcases stainless steel appliances and a farmhouse-style island with seating. Reclaimed wood accents include a bench along the wall. The space is filled with natural light, illuminated by large windows and exposed wooden beams overhead.

Guesthouse in North Portland

5 out of 5 average rating, 222 reviews

Richmond Cottage in St Johns, Portland

This light, bright cottage is located in the heart of the St Johns neighborhood in Portland. Full of charm it features loads of reclaimed wood with an industrial farmhouse vibe. Complete with a private deck, keyless entry, full kitchen with eat-in island and a sleeping loft with a queen sized bed. It is a close walk to restaurants, coffee shops, bars and shopping. Easy access to downtown Portland, University of Portland, the airport and the rest that Portland has to offer.

Guest favorite

An airy living space featuring a modern design with a large sectional sofa and a dining table. A circular light fixture hangs above the table. The double French doors open to a patio, while a 65” Smart TV is visible on a clean white media console.

Home in Laurelhurst

4.95 out of 5 average rating, 330 reviews

❤️ CLEAN ★ LUXURY OASIS ★ NEAR DOWNTOWN

☀ 10 Mins to downtown + Airport ☀ Free Private on-site parking ☀ Luxury queen bed • premium bedding ☀ Queen sleeper sofa in living room ☀ Fully stocked cook’s kitchen ☀ Large private patio ☀ Fire Pit + Gas BBQ ☀ Super Fast Wifi • USB charging outlets ☀ 65” 4K Smart TV ☀ Smart Home • Alexa equipped ☀ Nebia Spa shower ☀ Heated floors ☀ Steps from public transit ☀ Safe walkable neighborhood ☀ Bikes to explore Portland ★☆Learn More Below & Experience Portland With Us!★☆

Superhost

A bright living room features a cozy gray sectional sofa with blue accent pillows and two dark armchairs. Natural light flows through large windows, with lush greenery visible outside. A coffee table sits centrally on a plush area rug, complementing the fireplace and wall-mounted TV.

Home in Vancouver

4.76 out of 5 average rating, 188 reviews

Style Meets Comfort in Beautiful Design

Discover unparalleled comfort and style in this beautifully designed Vancouver retreat, perfect for families and groups seeking a memorable getaway. This spacious home hosts two living rooms, king-sized beds in every bedroom, and a fully equipped kitchen, this is where comfort meets convenience. Nestled in a peaceful neighborhood with easy access to local attractions, dining, and shopping, making it the ideal home base for your Pacific Northwest exploration.

Guest favorite

Apartment in Northeast Portland

4.92 out of 5 average rating, 135 reviews

La Casa Blanca en Mississisppi - 95 WalkScore

Welcome to our charming three-bedroom retreat in the heart of Mississippi Street! Step outside and dive into the vibrant local scene, with endless dining, shopping, and entertainment options just steps away. After a fun-filled day exploring, return to unwind in style with a massive 4K HDTV, a fully equipped kitchen, and comfortable memory foam mattresses in all three bedrooms. Discover the best of Mississippi Street from our perfectly situated apartment!

Top guest favorite

A modern kitchen space features sleek cabinetry and stainless steel appliances. A wooden dining table is surrounded by white chairs, with simple place settings visible. Open shelving displays dinnerware, adding a touch of warmth to the contemporary design.

Guesthouse in Central Northeast Portland

4.99 out of 5 average rating, 471 reviews

LoftHousePDX w/ Sauna & Hot Tub

Debuted during Portland's Accessory Dwelling Tour, “Loft House PDX” is centrally located just off beautiful Alameda Ridge. Business and leisure travelers alike will find a peaceful retreat awaiting them in this tastefully-appointed, open and airy, modern loft house with all the accoutrements one might wish for—including a Finlandia Sauna, and STIL hot tub to enjoy after a long day of work or play, and a custom gas firepit for evening lounging...

Top guest favorite

A spacious wooden deck surrounds the cabin, showcasing large glass doors that provide an unobstructed view of the lush greenery. Sunlight reflects off the glass, enhancing the connection between indoor and outdoor spaces, while the warm wooden tones create a welcoming atmosphere.

Guest suite in Sandy

4.97 out of 5 average rating, 241 reviews

The Cedar House at Riverbend Orchard

Escape to nature’s beauty at this serene retreat on 23 wooded acres overlooking the Sandy River. Sip coffee on the heated wraparound deck, curl up by the stone fireplace, or soak in the hot tub under the stars. Hike the private trails, discover the pond, and unwind in the sauna. Thoughtfully designed for relaxation, with cozy nooks, books, and breathtaking views. Well-trained dogs welcome! No cats or other pets due to severe owner allergy.