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

An aerial view showcases a secluded bungalow surrounded by lush trees and a winding river. The expansive green yard features a circular patio with seating arrangements and garden pathways. The tranquil setting is enhanced by the proximity to the flowing water and forested landscape.

Home in Mount Hood Village

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

FamilyValueView

4.95 out of 5 average rating, 152 reviews

Guest favorite

A private hot tub sits on a deck, surrounded by a tranquil landscape. A gentle flow of water can be seen in the nearby river, framed by lush greenery and a wooden fence that enhances the serene outdoor setting.

Cottage in Molalla

Charlies Riverfront Cottage - Hot tub & Fireplace

Romantic getaway or Family retreat - We have everything you need to relax. Private Hot Tub overlooking the Molalla river, Classic Arcade cocktail table, Gas Fireplace, Fire pit, BBQ, The best swimming hole. We decorate for every season and most holidays. Covered porch with heater to enjoy your coffee and birdwatch. Stroll through the park next-door, take a ride on a mini-train or buy farm fresh eggs from our neighbor. Visit Silverfalls, Oregon coast or Mt. Hood. Fresh air and comfort awaits!

FamilyLocationLaundry

4.98 out of 5 average rating, 309 reviews

Top guest favorite

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

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

LocationFamilyQuiet

4.94 out of 5 average rating, 131 reviews

Top guest favorite

Tiny home in Sandy

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.

FamilyValueHeating

4.96 out of 5 average rating, 1302 reviews

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

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!

FamilyLocationHiking

4.99 out of 5 average rating, 458 reviews

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

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!

LocationValueCheckout

4.95 out of 5 average rating, 636 reviews

Guest favorite

Cabin in Sandy

Woodlands House / Modern Cabin Near Mt. Hood

Set on five private acres of old-growth forest, the Woodlands House is a four-bedroom cabin retreat designed for slowing down and reconnecting with nature. Warm woods, natural textures, and thoughtful details give the home a sense of quiet comfort. Sip coffee above the stream, gather around the wood-burning stove, and end the day soaking in the hot tub beneath towering trees. Though tucked into the forest, the house is about 30 minutes from both Mount Hood and the Columbia River Gorge.

FamilyValueComfort

4.97 out of 5 average rating, 272 reviews

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

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.

FamilyValueQuiet

4.97 out of 5 average rating, 149 reviews

Top guest favorite

An outdoor space features four red adirondack chairs arranged around a stone fire pit. The cabin, illuminated by soft lights, sits in the background among surrounding trees. A swing set is visible to one side, enhancing the serene atmosphere.

Home in Mount Hood Village

Riverside Retreat w/Hot Tub

Nestled in a quiet neighborhood on the banks of the Sandy River, enjoy a rejuvenating stay for your trip to Mt. Hood in our peaceful, pet-friendly riverfront cabin. This humble cabin is full of 60's charm and equipped with modern conveniences like a hot tub, high speed Wifi and washer/dryer to make your stay comfortable. Several bars & restaurants are within a 5 minute drive and it's only 20 minutes to SkiBowl. Check out welchesriversideretreat on IG for more info.

FamilyLocationBiking

4.95 out of 5 average rating, 204 reviews

Top guest favorite

A rustic wooden house, framed by trees, is complemented by a spacious patio area featuring outdoor seating. The entrance is adorned with bushes and climbing vines, creating a harmonious connection with the surrounding nature.

Cabin in Boring

7-acre Private Creekfront Oasis w sauna + hot tub

Escape to Deep Creek Farmstead, a secluded 7-acre creekfront retreat just 30 minutes from Portland. Wander private forest trails, spend afternoons along three creekside beaches, and unwind in the cedar sauna or hot tub beneath the trees. Inside, a thoughtfully renovated 5,000-square-foot home offers beautiful gathering spaces, a chef-friendly kitchen, and four comfortable bedrooms. Designed for slow mornings, long dinners, and memorable time together in nature.

FamilyLocationHospitality

4.99 out of 5 average rating, 127 reviews

Top guest favorite

Home in Canby

Newly updated home fully fenced yard and privacy!

Enjoy a peaceful stay at a centrally-located home! Newly remodeled home with stylish furnishings are ready for you to enjoy a lovely space. Comfortable beds will assure a good night’s sleep. A covered patio to enjoy the outside. This lovely home is centrally located between the I-5 and I-205 freeways, but located in a small friendly town. The river is only 3 blocks away! A very walkable town with many resturants close by. Come and enjoy!

ValueFamilyIndoor spaces

4.96 out of 5 average rating, 110 reviews

Top guest favorite

A large windowed section of the cabin allows natural light to fill the space, showcasing views of the surrounding trees and distant mountains. A comfortable seating area is present, alongside a telescope and a small side table with a lamp, creating an inviting spot for relaxation.

Guest suite in Sandy

The Cedar House at Riverbend Orchard

Escape to nature’s beauty at this serene retreat on 23 wooded acres overlooking the Sandy River. Sip coffee on the heated wraparound deck, curl up by the stone fireplace, or soak in the hot tub under the stars. Hike the private trails, discover the pond, and unwind in the sauna. Thoughtfully designed for relaxation, with cozy nooks, books, and breathtaking views. Well-trained dogs welcome! No cats or other pets due to severe owner allergy.

ValueFamilyParking

4.98 out of 5 average rating, 321 reviews