Holiday rentals with outdoor seating in Gresham

Flying Frog Yurt w/Mountain View (Easy Checkout!)

(EASY CHECK-IN. EASY CHECK-OUT) Stunning 2,100 sq. ft all-season (heat and A/C) yurt house with million-dollar panoramic views of Mt. Hood, Mt. St. Helens, and the Cascade Range. Decked with bespoke furnishings and one-of-a-kind decor, the space delivers an immersive experience in a premier neighborhood, combined with the best views in Portland. The home is fully-stocked and is 14 miles from the airport, minutes from urban amenities, with beaches, gorge, and Mt. Hood accessible for day outings.

The Yellow Cottage - Private, Peaceful, & Near PDX

Set in a tranquil garden surrounded by cherry and apple trees planted in 1952, the Yellow Cottage is a chic retreat where modern luxury meets Portland charm. Enjoy cinematic nights on a 65" 4K OLED home theater with Sonos Dolby Atmos, seamless smart-home tech, and blazing-fast fiber internet. Indulge in spa-like heated floors, a Japanese Toto toilet, eco-luxury linens, and a plush Nectar hybrid mattress. Private entry, garden patio, fire pit, BBQ, full kitchen, and curated local touches await.

Sweet Private Suite in Historic Home

Mary and I love hosting people who appreciate a comfortable experience and beautiful space. Our Private Suite is located in an idyllic setting central to all the activities, great food and nature that the greater Portland area is known for, but without the "junk" that comes with being in the city. Short drives to Portland, Mt Hood hiking and skiing, the Columbia River, Multnomah Falls and great entertainment at McMenamin's "Edgefield (15 Min)" and "Grand Lodge" (35 min.). Infants 0-2 welcome.

New! Stylish Townhouse Near Edgefield!

Enjoy a stylish experience at this centrally-located townhouse. Walk to the Edgefield or historic downtown Troutdale! Get out of the city, but still be only 13 miles from PDX airport. Hike the Gorge and take in sights like Multnomah Falls, float or fish the Sandy River, or ski Mount Hood. There’s so much to see and do in this beautiful location! After a day of exploration, come relax by the indoor fireplace or sit on the balcony to enjoy the night breeze. Get food nearby or cook at home.

Cozy Vintage Cottage in the Woods

The studio cottage is located in an east Portland neighborhood bordering the city of Gresham. It is close to public transport (near a MAX light rail station), the airport and outdoor activities (the Columbia Gorge; Mt Hood) and is a 20-30 min drive to downtown. It's cozy (eclectic vintage style), a wooded 1-acre setting within the city limits, and has secure premises (electric gate). Our place is good for couples, solo adventurers, and business travelers. Please no young children.

Trendy 1BR Suite in Troutdale Near Edgefield & PDX

This cozy suite in the heart of Troutdale, Oregon has been upgraded into a thoughtfully designed space offering one bedroom with separate living area and all new furnishings! Ideal for outdoor lovers and concert-goers, you’re just a short stroll from downtown Troutdale and McMenamins Edgefield, with easy access to local eats, shops, and hikes. Whether you’re heading to Multnomah falls, floating down the Sandy River, or heading up to Mt. Hood, your next adventure starts right here.

Quaint Tiny House In The Trees. Damascus, Oregon.

150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

Tranquility House

This tranquil space located on the outskirts of Portland is a hop, skip and a jump to the world famous Columbia River Gorge and amazing day trips. High clerestory windows give guests views of tree tops, the spacious living room opens to a large back deck and meditation labyrinth. Perfect for either a busy working-professional or travelers looking to experience a more relaxed side of Portland.

Gateway to the Gorge #1

Walking distance to downtown Troutdale, the Sandy River, and many parks. Quiet, safe place to rest at the gateway to the Columbia river gorge. bike trails, hiking trails. walking distance to great restaurants, art galleries and artist studio spaces, coffee shops, history, public art, bird watching and so many other amenities. You'll have a great time at this comfortable place to stay.