Holiday rentals with outdoor seating in Portland Downtown

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.

Spacious, bright garden studio on Peninsula Park

Explore the world-class restaurants, coffee shops and bars in the nearby Williams and Mississippi districts. Take a stroll around the award winning (and oldest) rose garden in the City of Roses across the street in Peninsula Park. At home, this second story studio has extra space in the meditation loft, a full kitchen, fast internet, and projector for streaming. Enjoy your private deck over the shared garden with hammock and H/C outdoor shower. Bus and train nearby with ample on-street parking.

Spacious 1BR+ by NW 23d. Free parking & cleaning!

If you're looking for a great value and a convenient location (no car needed!), you have found the place! Steps away from NW 23rd St, this is a spacious 700 sq. ft., 1 BD/1BA private apartment. PLENTY of room to play with fido, cook, hang out, work, etc. Free street parking, your own outdoor balcony, fast wifi, plus easy access to all things shopping and food. Whether it's your first or fiftieth visit to Portland, this apartment has all you and your family/friends need for a comfortable stay.

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Luxurious king bed suite! Free Garage Parking

This high-end downtown apartment on the 6th floor offers breathtaking views of the city. The apartment is furnished with modern furniture and features a spacious living area with ample natural light. Equipped with underground parking, and access to nearby restaurants, entertainment venues, and shopping areas all within walking distance, this lofts prime location make this contemporary style apartment an ideal choice for those seeking a sophisticated and comfortable urban living experience.

Willamette Heights View

The Space: Come experience quintessential PNW living at Willamette Heights View apartment. Stay in our beautiful, light-filled, 2-story deluxe apartment perched .5 miles above NW 23rd Ave. and 2 doors down from Forest Park trails. Full kitchen, backyard with mountains and river view, gas fireplace and hi-speed WiFi make this the ideal retreat/work space.. My place is good for couples, solo adventurers, and business travelers. Please note that there is no TV :-)

Charming Studio in SE PDX

Charming and bright private studio apartment in inner SE Portland, 4 blocks from "7-Corners". Walking distance to cafes, bakeries, shops, food carts, natural food markets, movie theater, restaurants and pubs. Bike friendly Washer/dryer Secure storage Private entrance Kitchen with pantry basics/refrigerator Freezer/ice WiFi Sleeps 2 in standard queen bed An air mattress is available upon request if more than two guests Hydronic radiant floor heat

City Forest Retreat

Close to city...but not too close. Relax in the comfort of a fully renovated "rear windows" apartment, overlooking towering cedars and Douglas firs. Birdwatching, urban hiking and easy access in all directions. Close to highest viewpoint in Portland. Kick back and relax in this calm, stylish space. During colder months, enjoy remote controlled gas fireplace while you read or binge watch your favorite shows in the living room.

Colorful, spacious, light-filled guesthouse on MAX

Welcome to Juniper House! We designed our backyard guesthouse to be a bright, cozy loft, full of sunlight, exposed wood, tasteful furnishings and colorful finishes. Enjoy a private, 600-sq-ft space with an outdoor patio in a quiet, close-in Portland neighborhood, just blocks from light rail and within walking distance to a wide variety of great restaurants and watering holes. Perfect for couples and longer stays.

Monta-Villa Garden Cottage & Furry Farmstead

Private cottage with views of the garden & cats. High ceilings, lots of natural light & warm accents. 🥰 Four, friendly cats and four, suspicious hens in the garden chickens coop. 🐈‍⬛🐓 Tranquil garden with bubbling fountain, chimes, & sheltered, cozy seating. ⛲️ Nearby food, drink, shopping & recreation options. 🍷 Local recommendations. 🌟 Ask about renting our Toyota Sienna. 🚐 Your home away from home! 🏡

Free Parking/Gym/Rooftop/Pearl District/Downtown

Akoya, one of the four types of Pearls in the world. Welcome to Pearl District in PDX! Simple yet elegant, the Akoya Stay combines convenience and style. Location is extremely walkable and offers quick access to Whole Foods and the MAX Light Rail. Simply step out of the building and get lost in the brewery blocks, fine dining, entertainment & premier retail shopping.