Holiday rentals with outdoor seating in Southeast Portland

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

Pinot Paradise in Dundee Hills

Beautiful wine country guest suite and property in a stunning setting. 2 bedroom / 1 bath, sleeps 5. Located in the heart of Dundee Hills on 3 acres of picturesque farmland, offering a peaceful getaway and quick access to local wineries and restaurants. Private entrance, parking, wifi, fire pit (wood and smores kit provided!) , goats, creek, and much more to enjoy. Great for a couple's getaway, girls/guys weekend, family vacation, or personal retreat. A slice of heaven in wine country!

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.

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.

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.

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.