Holiday houses in Clackamas County

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Top-rated holiday rentals in Clackamas County

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Top Guest favourite
A tranquil guest house is nestled alongside a serene river, framed by tall trees with autumn foliage. Sunlight filters through the leaves, illuminating the exterior of the house while reflecting off the calm water, creating a peaceful ambiance.
Guesthouse in Oregon City
4.97 out of 5 average rating, 250 reviews

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!!

Guest favourite
A stunning sunset casts vibrant colors across the sky, creating a backdrop for the tiny house built with natural cedar siding. The silhouette of Mt. Hood is visible in the distance, framed by lush greenery and a pathway leading to the entrance.
Tiny home in Sandy
4.95 out of 5 average rating, 1,230 reviews

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.

Top Guest favourite
A panoramic view of snow-capped Mt. Hood is framed by open double doors, providing a striking backdrop to the interior. The rustic dining area features wooden chairs and a table, while the floor is set with dark tiles that contrast with the scenic landscape outside.
Apartment in Sandy
4.99 out of 5 average rating, 421 reviews

Gorgeous Mt. Hood View, Ski, Hike or Mt.Bike

Welcome to Sandy Oregon, the Gateway to Mount Hood. This Luxurious cabin-feel home, custom built by top notch craftsman and designer, features breathtaking panoramic views of Mt. Hood and the Sandy River. The view is rated one of the best in the Northwest. Enjoy a glass of wine while sitting by the outdoor fire pit, take a short drive to Timberline Lodge for skiing or snowmobiling, go hiking in the Mt. Hood forest or Mountain Biking at world class "Sandy Ridge". Your options are unlimited!

Top Guest favourite
A modern cabin with a metal roof is nestled among tall trees, featuring a dark exterior. A small deck with a chair is visible at the entrance, surrounded by natural landscaping and the forest foliage.
Cabin in Welches
5 out of 5 average rating, 208 reviews

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

Top Guest favourite
A rustic cabin entrance is framed by a wooden fence and lush landscaping. Vibrant green plants, including a peony and a daffodil, bloom alongside red foliage. The cabin features a wooden door set between stone accents, welcoming visitors to a serene retreat.
Cabin in Silverton
4.98 out of 5 average rating, 823 reviews

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.

Top Guest favourite
An inviting living area features a high arched wooden ceiling, accented by a stone fireplace. Large windows provide ample natural light and views of the outdoors. Comfortable seating is arranged around a stylish coffee table, with a globe and decorative elements adding character.
Cabin in Sandy
4.98 out of 5 average rating, 114 reviews

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.

Top Guest favourite
A well-appointed suite is showcased, featuring a spacious bed with crisp linens. A wall-mounted TV is positioned near a wooden table with two chairs. Art pieces adorn the walls, while natural light filters through a nearby window, illuminating the warm wood flooring.
Guest suite in Sandy
5 out of 5 average rating, 103 reviews

Sandy Getaway by the River w. lvl 2 EV outlet

Our stunning 5 acre retreat, conveniently located 2 miles NE of Sandy, is away from the rush of city life. It is ideally situated between Portland and Mt. Hood. Sharing land with our house, this charming suite is entirely private & hidden. Our property includes a lush park, tranquil pond, areas to walk around and relax in, and access to the Sandy River. This location is so close to the river that you can hear its soothing and constant flow over and between the rocks.

Top Guest favourite
A hot tub is situated on a deck, surrounded by serene views of rolling hills at dusk. String lights hang gently above, providing soft illumination. Green glow from the hot tub reflects off the water, creating a calming atmosphere as twilight descends.
Tiny home in Estacada
4.99 out of 5 average rating, 100 reviews

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.

Top Guest favourite
Tiny home in Sandy
4.97 out of 5 average rating, 311 reviews

The Woodlands Hideout

The Woodlands Hideout is a small intentional semi-offgrid retreat space, featured on Dwell. It was designed and built by Further Society and created to allow guests to immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

Top Guest favourite
A fully mirrored room creates an immersive experience with soft blue mood lighting. A thick mat covered with clean linens and pillows is laid out for sleeping. The reflections on the mirrored walls enhance the unique ambiance, inviting guests to rest and explore.
Home in Lake Oswego
4.97 out of 5 average rating, 247 reviews

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.

Guest favourite
A cozy cabin interior features a wood stove providing warmth. A small kitchenette with a mini fridge is visible, alongside a dining table with two chairs. The wooden floor adds warmth, while a large window allows natural light to illuminate the space.
Guesthouse in Beavercreek
4.97 out of 5 average rating, 318 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.

Top Guest favourite
The cabin is nestled among lush greenery, featuring a stone pathway leading to the entrance. Surrounding foliage enhances the natural setting, creating a serene and inviting approach to the rustic wooden structure.
Cabin in Rhododendron
4.92 out of 5 average rating, 614 reviews

Woodsy Dream Cabin w/ Hot Tub & Wi-Fi

Take a look at the Woodsy Dream Cabin, a lovely and comfortable spot tucked away on a large property in Rhododendron, Oregon. You can relax in the hot tub after a delightful day exploring Mount Hood. It's very peaceful and surrounded by nature, but you'll still have Wi-Fi if you need to stay connected. Perfect for simply unwinding and enjoying the cabin in the forest!

Popular amenities for Clackamas County holiday rentals

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