Family-friendly holiday rentals in Clackamas River

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Top-rated family-friendly rentals in Clackamas River

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

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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 Clackamas

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!!

4.97 out of 5 average rating, 299 reviews

Top 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.

Farm 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

4.94 out of 5 average rating, 127 reviews

Top Guest favourite

A serene garden scene captures early morning fog enveloping vibrant fall foliage. Lush greenery is interspersed with colorful autumn leaves, providing a peaceful backdrop. The landscape features a variety of shrubs and trees, adding depth and texture to the tranquil environment.

Guest suite in Milwaukie

River Garden Cottage.

Charming cottage apartment on a garden and forest hill. Next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

4.95 out of 5 average rating, 194 reviews

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

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!

4.99 out of 5 average rating, 448 reviews

Top Guest favourite

A modern green-luxury container home is set amidst a lush bamboo grove with soft landscape lighting. Large windows provide a view into the interior, while a quiet deck is accessible from the home, surrounded by natural greenery and a serene sunset backdrop.

Apartment in Oregon City

Bamboo & Lavender Luxury Container Retreat w/ View

Tucked inside a private bamboo grove and lavender field, Black Box Retreat is a brand-new luxury container home with sweeping valley views. Watch hummingbirds nest in the bamboo, deer graze at dusk, and sunsets turn golden from your private deck and fire pit. Inside, enjoy luxury finishes, room-darkening shades, a full kitchen, and dedicated workspace — perfect for couples, solo travelers, or groups of up to 3. World-class hiking, wineries, and the Oregon coast are just a short drive away.

4.98 out of 5 average rating, 206 reviews

Top Guest favourite

A lush green yard is framed by trees, featuring a cozy yurt and stone pathway. Colorful flower pots overflow with blossoms, while seating areas with chairs and a small table invite relaxation. A play structure and well-maintained garden add to the inviting atmosphere.

Yurt in Portland

Garden Home Backyard Yurt Experience

Our cozy-comfy 4 season yurt is nestled under majestic trees on a beautifully landscaped 1/3 acre. Located in a quiet, safe SW Portland neighborhood with a park, hike/bike trail a block away. We are 6 miles from downtown, with beaches, gorge and Mt. Hood accessible for day outings. There is a full kitchen, a natural gas fireplace and complete electrical and plumbing service. The guests full bathroom is located in the home's utility room a short lighted pathway walk from the yurt.

4.99 out of 5 average rating, 1566 reviews

Guest favourite

Home in West Linn

2.3k sqft Cozy Kid Friendly+ playground Toys Gym

The 2.3k sqft private space on the lower level of our home features a separate entrance and large windows with scenic views of greenery. Our family, including young children, lives upstairs, and we’ve added extra soundproofing for your comfort. You may occasionally hear faint footsteps or muted conversations during the day. The space is designed to be family-friendly, with fun activities for kids to enjoy. We appreciate your understanding and look forward to hosting you!

4.89 out of 5 average rating, 103 reviews

Top Guest favourite

A serene garden scene features a waterfall cascading over natural stone, surrounded by lush greenery and colorful flowers. A small pond is visible at the base of the waterfall, complemented by a tranquil statue. Various plants add vibrant textures and colors throughout the landscape.

Guest suite in Damascus

Oasis Between City, River & Mountain. Damascus OR

A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

4.92 out of 5 average rating, 670 reviews

Guest favourite

Treehouse in Portland

Yeti's Tree House: Where Dreams Come True

“Best Tree House I’ve Ever Seen!” — Guest Climb into your childhood dream—a real treehouse held by four trees, 18 feet above the ground! Zip line through the woods, soak in the giant tub, and wander to the suspension bridge. It feels wonderfully wild and private, yet Portland’s famous attractions are just minutes away. A short 2-minute forest hike gets you there, so wear good shoes. Want your own guaranteed Bigfoot sighting? Contact Peter after booking :-)

4.83 out of 5 average rating, 538 reviews

Guest favourite

A unique building with a wooden shingle exterior is complemented by a vibrant mural featuring a flower and a bird. Multiple windows allow natural light into the structure, while a small outdoor seating area is visible near the entrance.

Farm stay in Oregon City

Artistic Boho Romantic Woodshed

This warm and cozy close-in country sanctuary is like nothing you've EVER seen! If you like glamping, then look no further! The fire pit, creative décor, A/C mini split, table/chairs, the 'bathroom' is a weekly serviced clean and private portapotty (equals most of cleaning fee), cold water sink, outdoor covered heated shower, TV, and WIFI. We welcome ALL colors, religions, LGBTQ , Cannabis and Cigs OK by fire pit and coffee bar areas only.

4.94 out of 5 average rating, 492 reviews

Top Guest favourite

A serene view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.

Cottage in West Linn

Willamette Riverfront Cottage near Portland

A private riverfront cottage on the Willamette in West Linn — 15 minutes to Portland, across from the great blue heron rookery. River views, resident wildlife, a fire pit, fast fiber Wi-Fi, and a fenced pet-friendly yard. A curated pillow bar, cafe-grade coffee bar, and a true work setup make it ideal for a slow reset or a longer stay. Rates vary by season; final pricing shows when you select dates.

4.94 out of 5 average rating, 127 reviews

Top Guest favourite

A spacious living area features a large sectional sofa with soft cushions and decorative throw pillows. A round coffee table sits nearby, surrounded by colorful area rugs. Large windows provide natural light, and a pool table is visible in the background, enhancing the recreational atmosphere.

Farm stay in Oregon City

Farm Charm: 1000sq ft private studio in rural area

With unique vintage decor, this comfortable studio offers modern amenities in a peaceful country setting. The space has a private keypad entrance & 16 stairs (sorry, no elevator) to the guest studio attached to our home. Our friendly golden retriever Ollie will gladly greet you. Groceries & highway access are a mere 3 miles away. Portland is a short easy drive from our quiet country home.

4.95 out of 5 average rating, 390 reviews