Holiday rentals with outdoor seating in Multnomah County

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

Relaxing 4BR patio, firepit, pergola, 20min PDX

Relaxing single floor home centrally located in East Vancouver. Cozy up with your family and friends in this quaint suburban home's living room with a recliner or private backyard patio with firepit and BBQ. All 4 bedrooms have table and chairs for alone time or getting work done. Conveniently located close to bustling Tech Center and Fisher's Landing. 20 min to Vancouver's Waterfront hotspot Only 10min to Portland and PDX. Christina and Stanley (hubby) live nearby and manage this Airbnb.

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

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.

Melrose Place

Light, bright, and airy modern corner townhouse with an abundance of windows looking out to a quiet maple tree lined street. Freshly remodeled house with no detail overlooked. Cook in the Chef’s kitchen or eat out at the numerous restaurants and food carts within blocks of the house. Forest park and hiking trails are just a couple blocks up the street! The house is a great spot to work from home, relax, cook and serve as your home base to see the best of Portland!

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!

Concordia Fir Cabin

The ultimate Portland cozy place to stay (see reviews) Proximity to great pubs, top-rated restaurants, dispensaries, coffee & tea, airport, and much more! The shopping/dining of Alberta St, Dekum St, 42nd Ave just blocks away. Queen size bed, eucalyptus hardwood floor, quality decor, turntable and extensive vinyl record collection, private yard, outdoor fire-pit, parking *ONLY* available Nov-May, heating/air, coffee maker/tea kettle, and microwave.

Crossroads Vintage Funk Penthouse - 94 WalkScore

Welcome to your perfect Portland getaway! Our spacious 4-bedroom, 3-bath apartment on Division Street offers the ideal blend of comfort, style, and convenience. Enjoy ample room to relax and unwind in our open-concept living area, featuring comfortable seating, a large flat-screen TV, and stylish decor. Located in the heart of the Division in SE Portland, walkable restaurants, bars, shops, and more are never in short supply!