Holiday rentals with outdoor seating in Clackamas County

Rare 3-bdr bungalow in forest w/ private beach

This one-of-kind stylish bungalow sits on 4 acres of secluded land (no neighbors)! Your private river access (w/sandy beach) is a perfect place to have a campfire, drink your morning coffee or lounge in the sun. Regardless of the season you and your guests will enjoy the large porch with stunning views of Mt. Hood national forest, the Salmon River all in a park like setting. The perfect place to retreat, wind down and make memories you'll never forget. Please no events unless confirmed w/ host

The Huckleberry Chalet in beautiful Welches, OR

Our Mt. Hood chalet has stunning architecture, is located off a quiet road, and backs to a vast and private forest with a private trail to Welches creek. Enjoy multiple indoor levels and explore outdoor decks and beautiful terraced garden spaces and soak in the Oregon Hot Springs hot tub. The home is equipped with fast Wi-Fi and streaming. We’re experienced and responsive hosts that are happy to help make the most your visit, check out our local guide for our favorite restaurants and hikes.

Bamboo & Lavender Luxury Container Retreat w/ View

Tucked inside a private bamboo grove and lavender field, Black Box Retreat is a brand-new luxury container home with sweeping valley views. Watch hummingbirds nest in the bamboo, deer graze at dusk, and sunsets turn golden from your private deck and fire pit. Inside, enjoy luxury finishes, room-darkening shades, a full kitchen, and dedicated workspace — perfect for couples, solo travelers, or groups of up to 3. World-class hiking, wineries, and the Oregon coast are just a short drive away.

Little House On The Mountain — Spacious Tiny House

Relax and unwind in our custom-built, one-of-a-kind cabin. Nestled on a forested hill above our main cabin, it sits on 4 acres of private wooded land bordering Mount Hood National Forest. The cabin is designed for year-round comfort, including air conditioning for warmer summer days. A perfect getaway for couples looking to spend a romantic weekend in the woods or a home-base for those who are here to enjoy everything Mt. Hood has to offer. Hiking, fishing, skiing are only minutes away!

Alpine Den - A Modern Forest Escape

The Alpine Den Is perfect for all occasions, from a romantic getaway to a family retreat. Located in an old growth forest near the Salmon River, nestled under a canopy of Firs and Cedars. The cabin sits on a picturesque half acre lot, minutes away from great restaurants, markets, golf course, biking and amazing hiking trails. Only 20 min to Ski Bowl, and 30 min to Timberline and Mt Hood Meadows. We love to share our cabin for others to enjoy the serenity of the forest. IG: @thealpineden

The Wee Humble Cottage

Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

Wy'east Cozy Cedar Cabin+HotTub+Fire Pit+woodstove

Time to relax at this peaceful woodland cedar cabin retreat! This 2 bd/2bth home also includes a 2-person sleeper sofa & bonus sleeping loft for 2. A relaxing get away in the woods. Wy’east cabin provides a unique experience that includes a private deck, hot tub & fire pit. River only a two minute walk down the road! Spend the day hiking or skiing the nearby slopes! In the evening you’ll be able to let your worries slip away, as you warm those soar muscles in a hot tub. STR# 828-22

Arched Cabin with sauna on the Sandy River

Welcome to our stunning two-bedroom, two-bath arched cabin nestled along the Sandy River. Enjoy direct access to the river, where you can bask in the natural beauty of the surroundings and a view of Mt. Hood. The open concept living area boasts large windows that frame the breathtaking river views, creating an inviting ambiance that's perfect for relaxing. Indulge in a the barrel sauna with panoramic river vista. The cabin is close to endless activities up and around Mt. Hood.

Cozy & Private A-Frame: Mount Hood National Forest

Private A-Frame (for 4 people) and separate studio bedroom/bathroom behind the garage (for 2 people.) Please note: the studio must be requested in advance. The A-Frame is on the edge of the Mount Hood National Forest. • Walk or drive to the Salmon River trailheads and Salmon River Slab. • 15 min to French's Dome. • 20 to 30 min to Timberline and Mount Hood Meadows, x-country and snow-shoeing at Trillium or Teacup. More photos @welchesaframe

Luxury Tiny Home with a view!

Escape to peace and tranquility at Tiny Timber, a cozy retreat set on a scenic 65-acre Christmas tree and timber farm. Take in sweeping Cascade views, unwind with luxurious amenities, and enjoy your own private oasis. Start or end your day with a soak in the private hot tub under the open sky. Ideally located near the Clackamas River, Mt. Hood National Forest, and greater Portland, Tiny Timber is your gateway to adventure, exploration, and true relaxation.

Happy Fox Cabin creekside on Mount Hood

Escape to the Happy Fox Cabin in Rhododendron, Oregon at the base of Mt Hood in PNW! Near Government Camp and only 45 minutes from Portland airport. A fully equipped cabin with high end amenities. Unwind outside to the sounds of a running creek, or gather around the fire pit. Hike or bike on hundreds of nearby trails, ski at Timberline, Skibowl or Meadows or paddleboard and kayak at Trillium Lake. Plenty of amazing local restaurants and conveniences!

Private Mt. Hood Views, Wildlife & Stargazing

Step outside the front door to breathtaking Mt. Hood views, 10-acre prairie, wildlife, and incredible stargazing under dark skies. The Burke Cabin is just 3.3 miles from Hwy 26. Sleeps 6 with a queen bedroom and loft with queen bed + futon. Enjoy a full kitchen, clawfoot tub, and fire pit. Minutes from hiking, biking, skiing, and outdoor adventures. Perfect for a romantic retreat, family getaway, or outdoor basecamp. Pets welcome (fee applies).