Holiday houses in Clackamas River

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Top-rated holiday rentals in Clackamas River

Guests agree: these stays 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!!

FamilyLocationParking

4.97 out of 5 average rating, 306 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!

LocationValueTV

4.99 out of 5 average rating, 452 reviews

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.

ValueFamilyAccuracy

4.96 out of 5 average rating, 209 reviews

Top Guest favourite

The exterior of the home is highlighted by a wooden facade with a metal roof. A wooden deck leads to the entrance, surrounded by lush greenery and well-maintained landscaping. Sunlight filters through the trees, illuminating the peaceful setting.

Cabin in Damascus

Cheerful 2 bedroom cabin on the Clackamas River

Take it easy at this unique and tranquil getaway. Nested on a bluff with sweeping territorial views bordered by the Clackamas River, this 2 bedroom home sits on an acre of property just outside of Portland. It has been completely updated with a new gourmet kitchen, spa-like bathroom, master with a private balcony, dedicated work space, and a huge deck to enjoy all that nature has to offer. The upper yard is fully fenced for your pup and there is private walking path to the river.

LocationFamilyAccess

4.95 out of 5 average rating, 118 reviews

Top Guest favourite

Home in West Linn

Historic RiverPlace West Linn

Historic West Linn Riverside Retreat: Modern Comfort Meets Stunning Views Welcome to your perfect getaway! This beautifully renovated home offers breathtaking river views and a prime location just minutes from downtown Oregon City. Nestled on a quiet, secluded street, this West Linn gem provides the best of both worlds—peaceful suburban charm with easy access to vibrant city life. Book your stay and experience the beauty, comfort, and adventure of riverfront living!

LocationFamilyParking

5.0 out of 5 average rating, 43 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.

ValueFamilyParking

4.92 out of 5 average rating, 677 reviews

Top 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 :-)

FamilyLocationLayout

4.83 out of 5 average rating, 546 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.

ValueFamilyLong stay

4.94 out of 5 average rating, 497 reviews

Top Guest favourite

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.

ValueLocationWi-Fi

4.97 out of 5 average rating, 316 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.

LocationValueGetting around

4.95 out of 5 average rating, 130 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.

FamilyValueParking

4.95 out of 5 average rating, 396 reviews

Top Guest favourite

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

'Deep Creek Farmstead' sits on 7 wooded acres with expansive private access to Deep Creek, which feeds into the Clackamas River just beyond our property. The 5000 sf home and its incredible landscape have recently undergone a major renovation, updating it into a blissful retreat experience. Enjoy the central proximity while getting away from it all.

LocationValueHot tub

4.99 out of 5 average rating, 125 reviews