Holiday rentals in Clackamas County

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Mt Hood View Tiny House!

Sandy’s first and only Tiny House! Located just one mile from Hwy 26, this unique tiny home sits on 23 acres, offering a peaceful, private setting with easy access to Mt. Hood adventures. The tiny house has its own space and stunning Mt. Hood views, with our main home visible but not impacting your privacy. Designed around a custom moving window wall system, it opens fully to the outdoors, bringing the mountain right into your stay for unforgettable sunrises, sunsets, and true Mt. Hood magic.

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.

Romantic Cabin with Private Hot Tub

Romantic little cabin that is perfect for a couple to get away from it all! Come relax and enjoy your own personal hot tub on a private, semi-enclosed deck. One queen size, memory foam bed, heating/air conditioning, wall mount fireplace, outdoor sunken fire pit, high speed internet, large 8' projection screen for movies with great surround sound system, and a secondary covered parking area with a washing station for motorcycles are just some of the great amenities we have to offer.

Little bear creekside cabin

Our cabin, nestled in the Mt. Hood National Forest is the perfect backdrop for any romantic getaway, family vacation, or quiet solitude. Hot tub with your love one under a canopy of trees, explore the nature and wildlife, or even local dining and attractions. Whether you love to hike, stay in with a movie or BBQ, this cabin has it all for you. Make the most of your time away by spending it here. Pet friendly cabin Bear creek cabin is registered with Clackamas county, # 850-23

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.

Treehouse Glamping Adventure in Sandy, Oregon

The Izer Treehouse is an incredible off-grid retreat. Nestled in a secluded setting amongst the tree-tops overlooking the Bull Run River Canyon, it's the perfect hideaway for couples seeking a romantic escape or BFFs looking for an adventurous getaway. Follow the path and bridge through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor and is perfect for reconnecting with nature and getting away from real-life.

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.

Burke Cabin | Mt. Hood View | Private Acreage

Cozy 700 sq. ft. rustic log cabin with stunning views of Mt. Hood and Zigzag Wilderness. Just 3.3 miles from Highway 26, a perfect mix of privacy and easy access year-round. The cabin sleeps up to six guests comfortably. With hiking trails, ski resorts, and Mt. Hood attractions just minutes away, adventure is never far. Pets are welcome with a $75 fee per pet, so the whole family can enjoy this peaceful mountain retreat!

Signal House – Light Up The Portal

Signal House is an immersive art home from The Book of Houses in Pudding Heroes – a living chapter of the story. It is an overnight experiential stay, for travelers looking to jump off to the next dimension. Our 3 room home's highlight is the fully mirrored experience with sound /mood lighting for play & sleep. We have a cat meme lounging experience in the media room. 15 minutes from Portland on I-5.

WanderingWoods A-Frame Cabin

Enjoy the comforts of home in this cute and cozy A-Frame cabin, which offers both privacy and convenience to nearby activities! Located near The Resort at the Mountain, you're only 20 miles to Timberline Lodge and all of Mt. Hood's splendor. The Upper and Lower Salmon River Trailheads are just up the road, and a multitude of other hiking opportunities nearby.

Klaus Haus-A cozy, modern retreat

This remodeled cabin is a beauty! It is architecturally unique with interesting lines, floor to ceiling windows, an open concept main floor, wood burning stove and a king sized bed in the loft. This is a great home base for exploring all that Mt. Hood has to offer and a beautiful space to relax in afterwards!