Holiday rentals with outdoor seating in Gresham

PDX Eco Cottage

Winner of Sunset Magazine's 'Small Space, Big Dreams' contest for best Small House, this private midcentury cottage, built in 2013, is located in tree-lined historic Ladd’s Addition, two blocks from Portland's hottest bar and restaurant row - Division Street. Check out our other listing, the 2 bedroom PDX Urban Barn, https://www.airbnb.com/rooms/15094467 for a two bedroom guest house just a few short blocks away. Please don't book if you have a service animal as our cleaner is highly allergic

Open garden studio in the heart of the SE Portland

This spacious and open floor plan garden studio is in the heart of SE Portland. Within steps of the Belmont District, a few blocks from Hawthorne Blvd, Division St, Stark St, 28th & Burnside, and so much more. You can easily walk, bike, or bus to awesome places to see, drink, eat, visit, etc. An excellent launching point for all of the Rose City, we are a short bike ride or bus to Downtown, museums, and concert venues. Enjoy all that Portland has to offer at this centrally-located neighborhood.

Cozy vintage camper in the woods of Portland.

Warm & cozy vintage trailer nestled next to Forest Park. Enjoy a fire pit, covered patio, uninterrupted forest vista, and hot, dreamy outdoor bath. Minutes to the center of PDX by car, rideshare, or bus. Comfortable, easy, & whimsical camping experience. Forest Park trail is steps away, Sauvie Island and the historic Cathedral Bridge are 5 minutes by car, and 10 minutes to Slab Town and Alphabet District. The beauty and privacy of this spot may make it hard to venture out. IG: @lilpoppypdx

Spectacular Choice: Sleeps 6, Your Dog Welcome Too

This bright, clean and stylish home has everything you need to make your visit comfortable and welcoming. Relax in the living room after your travels with Firestick/Roku TV. Prepare meals and mix cocktails in the well-equipped, functional kitchen. Enjoy the pristine bathroom with tub/shower and elegant marble vanity. Two bedrooms and a living room sofa bed will sleep up to 6 guests. Washer/dryer. Large deck with patio and BBQ. Dog friendly backyard. Parking for up to four cars.

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.

@TheShireAirbnbPDX nature retreat

Enjoy the sounds of nature when you stay in this unique Shire themed 1 bd RV with both sunrise field views & sunset forest views. Snuggle up on the patio for evening relaxation, or drink coffee while you spot the native birds. Far enough away from town, but close enough to drive 5min for delicious choices in local restaurants, wineries and taprooms. Also close by 10/15mins are activities like golf, horseback riding, hiking, waterfalls, swimming, festivals, & escape rooms.

Henriette House - Cozy, Artsy, Walkable & AC!

Step into this charming 1907 craftsman, nestled in the heart of Portland’s trendiest neighborhood. Just steps from breweries, shops, and top restaurants, it’s the ultimate spot to soak up local culture—or unwind in style. Relax in the sunny backyard with a game of cornhole, whip up meals in the fully stocked kitchen, or venture out to explore Portland and the stunning PNW wilderness nearby. We have cold AC and a warm, inclusive vibe—LGBTQ+ friendly!

Patio Cottage for 1-2 w/kitchen & gas firepit

With its private entrance at the end of a secluded patio, this eco-friendly cottage is the ideal retreat for solo travelers or couples. In its super-quiet, colorfully decorated, chemical-free interior, you're just steps from the happening Alberta Arts District, Killingsworth Street, and Williams and Mississippi Avenues, all chock full of locally-owned shops, restaurants, pubs, and food cart pods of all kinds.

La Petite- BRAND NEW!

ELEGANT URBAN OASIS IN PORTLAND'S DIVISION NEIGHBORHOOD. Step into an enclave of opulence and comfort in our newly designed Accessory Dwelling Unit (ADU). This private haven, sculpted with attention to every detail, stands as a testament to luxury and comfort, offering you Portland's finest in an intimate, and sleek setting. You'll cherish our ADU's tranquil ambiance and our foodie forward neighborhood.