Holiday rentals in Clackamas County

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Top-rated holiday rentals in Clackamas County

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

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Top guest favourite
Home in Rhododendron
4.95 out of 5 average rating, 116 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

Top guest favourite
Cabin in Mount Hood Village
4.99 out of 5 average rating, 107 reviews

Barlow Haus

Welcome to Barlow Haus, a secluded cabin nestled on 2 acres of forest in Brightwood, OR, at the base of Mt. Hood. Immerse yourself in the beauty of this private woodland retreat, where nature meets thoughtful design. The property boasts an inviting backyard complete with a hot tub, sauna, fire pit, BBQ, and ample seating for gatherings. The cabin has been meticulously restored and enhanced with new finishes and modern amenities, offering a seamless blend of cottage charm & contemporary comfort.

Guest favourite
A spacious covered patio area features a large sectional sofa adorned with decorative pillows and a central table. The patio extends seamlessly to an open kitchen area through sliding glass doors, allowing for an airy connection between indoor and outdoor spaces.
Ranch in Sandy
4.93 out of 5 average rating, 122 reviews

Secluded mountain luxury home

Escape to our mountain luxury home nestled on 20 wooded acres w/ wild life. Enjoy 2000 sqft in a secluded setting with full views of Mt. Hood. Private 2500 sqft covered patio w/ BBQ. Kitchen and dining that flows through a moveable window wall for indoor/outdoor living. Media room with powered reclining seats w/ tiered theater seating. Laundry. 10 minutes to dining, entertainment, or shopping. 45 minutes to Mt. Hood recreation (skiing, hiking, kayaking). Sofa bed in mediaroom. Bunk bed avail

Top 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, 1,267 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.
Flat in Sandy
4.99 out of 5 average rating, 444 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 well-maintained exterior showcases a landscaped garden filled with colorful flowers, including roses, surrounded by lush greenery. The home’s gray siding is complemented by large windows and a gravel path leading to the entrance, creating a welcoming and serene atmosphere.
Home in Estacada
4.99 out of 5 average rating, 103 reviews

Secluded Home Beautiful View

Welcome to our beautiful Estacada home nestled on top of a hill in serene county setting. The home over looks a specular view of countryside full of trees. In the evenings you can sit outside on the patio, BBQ and enjoy a very beautiful sunset. Inside the home we have a electric fireplace that will keep you warm and give you a nice relaxing feel as you curl up and read a book, play games or watch a little TV. We are very close to many hiking trails, kayaking, fishing, boating, parks.

Top guest favourite
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, 613 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!

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
4.97 out of 5 average rating, 139 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.

Guest favourite
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.
Guest house 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.

Top guest favourite
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, 435 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

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, 123 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.

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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