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Family-friendly holiday rentals in Clackamas County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Clackamas County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A cozy, round cabin is nestled among tall trees, featuring a distinctive moss-covered roof. The front entrance is framed by vibrant red doors, with natural leaves scattered across the ground. Potted plants are positioned near the base, adding touches of greenery.
Cabin in Sandy
4.98 out of 5 average rating, 114 reviews

The Story House

Between the lights of Portland and the slopes of Mt. Hood stands a whimsical woods of giant firs, feathery cedars and old mossy maples. Midst a maze of paths and ferns is a cozy cabin full of delightful art. Browse the uncommon birdhouses and their stories. Just steps outside the French doors is a lighted path to the bathhouse (the only bathroom) with toilet, shower, clawfoot tub and washer/dryer. Walk the paths, soak in the hot tub and end your day in the peace and quiet of a private cabin.

Top Guest favourite
Home in Rhododendron
4.95 out of 5 average rating, 122 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, 111 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.

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, 1,278 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, 446 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
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, 620 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
A hot tub is showcased amidst tall trees, with the surface of the water reflecting surrounding greenery. The setting provides a peaceful view of nature, enhancing the outdoor experience. The nearby river is subtly visible through the foliage.
Cabin in Sandy
4.99 out of 5 average rating, 134 reviews

The Riverhouse | Hottub | Fireplace | Pups Ok!

Venture across the deck and have your coffee on a big rock by the river. Play on Mt. Hood, explore the shops in town, or just watch the Sandy roll by from the cozy sofa. Relax in the hot tub overlooking the river. Sit by the fireplace with your pup. Start a movie on the projector in the bunk room. Wake up to the river view from the king size bed upstairs or downstairs sunroom. Repeat. Just under an hour from Portland, 35 mins to Timberline, 10 mins to Mt Hood National Forest.

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, 141 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.
Guesthouse in Estacada
4.98 out of 5 average rating, 102 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.

Guest favourite
A spacious yurt sits on an island, surrounded by lush greenery and tall trees. String lights are adorned around the tent, adding subtle illumination. A wooden walkway leads to the yurt, with a small stream visible nearby. Colorful bunting adds a festive touch.
Yurt in Estacada
4.95 out of 5 average rating, 496 reviews

Forest island

Glamping at its finest !!!!!! Come enjoy our Private forest island retreat on our 22 acre working farm . Relax and take in the fresh air without the hassle of having to pack up all your camping equipment. The spacious yurt can accommodate up to 4 people with a queen size bed and a 2 person pull out cot. This private yurt is on a island on our land surrounded by the water and trees. We also have kayak for rental upon request to use at the surrounding lakes and river.

Top Guest favourite
The exterior of a rustic log cabin is displayed, featuring a symmetrical A-frame roof and large arched windows. A welcoming front porch with wooden railings and stacked logs adds charm, while surrounding trees offer a natural backdrop. Majestic mountain views are visible through the windows.
Cabin in Rhododendron
4.92 out of 5 average rating, 472 reviews

Private Mt. Hood Views, Wildlife & Stargazing

Step outside the front door to breathtaking Mt. Hood views, 10-acre prairie, wildlife, and incredible stargazing under dark skies. The Burke Cabin is just 3.3 miles from Hwy 26. Sleeps 6 with a queen bedroom and loft with queen bed + futon. Enjoy a full kitchen, clawfoot tub, and fire pit. Minutes from hiking, biking, skiing, and outdoor adventures. Perfect for a romantic retreat, family getaway, or outdoor basecamp. Pets welcome (fee applies).

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, 280 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.

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