Vacation rentals in Clackamas County

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Top-rated vacation rentals in Clackamas County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

Home in Rhododendron

4.95 out of 5 average rating, 117 reviews

Forest Cabin Retreat - Dog Friendly - Hot Tub

Nestled among the towering evergreens of Rhododendron, this cozy two-bedroom cabin offers the perfect blend of modern comfort and rustic charm. Whether you’re soaking in the private hot tub under the stars, enjoying a morning coffee on the deck, or relaxing by the firepit, this retreat is designed for peaceful escapes year-round. Inside, vaulted wood-paneled ceilings and floor-to-ceiling windows bring the outdoors in, filling the space with natural light. With a fully equipped kitchen, stylish

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Guest favorite

The modern cabin exterior features large glass windows that enhance the connection with nature. A spacious wooden deck is equipped with outdoor seating, a fire pit, and a recessed hot tub. Surrounding greenery adds to the serene atmosphere of the forested setting.

Cabin in Rhododendron

4.97 out of 5 average rating, 181 reviews

Modern Cabin w/ Movie Theater, IR Sauna, Hot Tub

** Featured in Schoolhouse Electric home tours ** Midnight Hollow is a modern cabin situated in the picturesque foothills of Mt. Hood Nat. Forest, 20 minutes to the slopes and 1 hour from Portland. Tucked away in a quiet hollow, this mountain cabin amplifies the soothing sounds of the nearby Sandy River as they echo through an old growth forest. The hollow's unique geography provides half an acre of private forest, river access, and views of the Cascade Mountains.  Find us @midnighthollowcabin

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Top guest favorite

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, 1271 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.

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Top guest favorite

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, 445 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!

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Top guest favorite

The charming cabin exterior showcases a dark wooden facade with a sloped roof, bordered by lush greenery. A cozy porch area is visible, complete with large windows that provide natural light. Stone pathways and a small seating area enhance the inviting outdoor space.

Cottage in Rhododendron

4.95 out of 5 average rating, 615 reviews

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!

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Top guest favorite

A cedar cabin is surrounded by lush greenery and tall trees. A gravel pathway leads to the entrance, featuring a wooden deck with steps. Large windows provide natural light, enhancing the cabin's inviting exterior.

Cabin in Rhododendron

4.98 out of 5 average rating, 278 reviews

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

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Top guest favorite

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

4.97 out of 5 average rating, 140 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.

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Guest favorite

A serene lakeside scene at dusk is captured, featuring a glowing fire pit surrounded by stone. A wooden pavilion with warm lighting is positioned nearby, framed by tall trees. The moonlight reflects gently on the calm water, enhancing the tranquil atmosphere.

Guesthouse in Estacada

4.98 out of 5 average rating, 101 reviews

Lakeside Cabin with Loft and Outdoor Pavilion

Secluded light-filled cabin with a modern farmhouse vibe overlooking a private lake. Located 1 mile from Mt. Hood National Forest, with plenty of hiking, paddling, fishing, and biking opportunities! Onsite amenities include canoes, open air pavilion with large stone fireplace, walking trails and plenty of lawn games. Cabin sleeps four, with main level queen bed and loft queen with ladder access. Living room provides home theater experience. Kitchenette and outdoor gas BBQ.

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Top guest favorite

A charming treehouse emerges from the lush greenery, elevated above the forest floor. Large windows provide a view of the surrounding trees, and a small deck with blue chairs invites relaxation amidst nature.

Treehouse in Sandy

4.92 out of 5 average rating, 319 reviews

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.

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Top guest favorite

The A-Frame structure, surrounded by snow-covered trees, features a triangular roof and a welcoming porch. A warm light glows from within, highlighting the wooden details. Snow blankets the ground, creating a serene winter landscape.

Cabin in Mount Hood Village

4.95 out of 5 average rating, 436 reviews

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

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Top guest favorite

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, 125 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.

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Superhost

Cabin in Rhododendron

4.78 out of 5 average rating, 125 reviews

Modern A-Frame - Hot Tub - Forest Escape

✨ Iconic Mt. Hood A-Frame with Hot Tub ✨ 🏔️ Floor-to-ceiling windows with wooded views 🛏️ 2 upstairs queen bedrooms — sleeps 4 🔥 Stone fireplace & mid-century vintage charm 💻 Work nook + fast WiFi for trip planning ♨️ Private-to-you hot tub under the trees 🐕 Pet-friendly with fenced backyard & fire pit ❄️ AC, wall heat & wood fireplace; downstairs can run cooler 🎿 Near US-26, Skyway, trails & Mt. Hood skiing. Driveway parking.

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