
Holiday rentals in Clackamas County
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Top-rated holiday rentals in Clackamas County
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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.

Little Explorer - The perfect mountain escape.
Located near the end of a quiet dead end road in Welches, Oregon. Short path to Sandy River. Easy access to HWY 26 and only 15 minutes to Government Camp or Sandy Ridge mountain biking. Enjoy the relaxing surroundings while staying in a newly renovated cabin with all the comforts of home. 2 night min. stay seasonally/Fri/Sat but possibly accept a 1 night stay...just ask. Sleeps 4 in beds. Anymore you provide bedding and/or air mattresses. Check out our Instagram @ littleexplorer_oregon

The Huckleberry Chalet in beautiful Welches, OR
Our Mt. Hood chalet has stunning architecture, is located off a quiet road, and backs to a vast and private forest with a private trail to Welches creek. Enjoy multiple indoor levels and explore outdoor decks and beautiful terraced garden spaces and soak in the Oregon Hot Springs hot tub. The home is equipped with fast Wi-Fi and streaming. We’re experienced and responsive hosts that are happy to help make the most your visit, check out our local guide for our favorite restaurants and hikes.

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!

Alpine Den - A Modern Forest Escape
The Alpine Den Is perfect for all occasions, from a romantic getaway to a family retreat. Located in an old growth forest near the Salmon River, nestled under a canopy of Firs and Cedars. The cabin sits on a picturesque half acre lot, minutes away from great restaurants, markets, golf course, biking and amazing hiking trails. Only 20 min to Ski Bowl, and 30 min to Timberline and Mt Hood Meadows. We love to share our cabin for others to enjoy the serenity of the forest. IG: @thealpineden

Romantic Cabin with Private Hot Tub
Romantic little cabin that is perfect for a couple to get away from it all! Come relax and enjoy your own personal hot tub on a private, semi-enclosed deck. One queen size, memory foam bed, heating/air conditioning, wall mount fireplace, outdoor sunken fire pit, high speed internet, large 8' projection screen for movies with great surround sound system, and a secondary covered parking area with a washing station for motorcycles are just some of the great amenities we have to offer.

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.

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.

Treehouse Glamping Adventure in Sandy, Oregon
The Izer Treehouse is an incredible off-grid retreat. Nestled in a secluded setting amongst the tree-tops overlooking the Bull Run River Canyon, it's the perfect hideaway for couples seeking a romantic escape or BFFs looking for an adventurous getaway. Follow the path and bridge through the trees to your own little treetop oasis. This standalone space rests 30 feet above the forest floor and is perfect for reconnecting with nature and getting away from real-life.

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.

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).

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.
Popular amenities for Clackamas County holiday rentals
Other great holiday rentals in Clackamas County

Summer Stargazer | Mt. Hood + Hot Tub + Fire Pit

Forest Cabin Retreat - Dog Friendly - Hot Tub

Cozy Mountain Cabin near River & Hiking

Rocky's Retreat · Creekside Cabin · Mt. Hood

Riverfront Log Cabin · Hot Tub, Sauna, Whisky Barn

Modern TUDOR -HOT TUB- 20 Acre Very Close to Falls

Yurt Spa Retreat Just Minutes From Downtown

River Hutte – Hot Tub, Pool Table & River Front
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- Columbia River Gorge National Scenic Area
- Moda Center
- Silver Falls State Park
- Timberline Lodge
- Laurelhurst Park
- Mt. Hood Meadows
- Mt. Hood Skibowl
- Oregon Zoo
- Providence Park
- Beacon Rock State Park
- The Grotto
- Portland Japanese Garden
- Tom McCall Waterfront Park
- Airplane Home
- Wonder Ballroom
- Oregon Convention Center
- Oaks Amusement Park
- Pittock Mansion
- Powell's City of Books
- Tryon Creek State Natural Area
- Hoyt Arboretum
- Arlene Schnitzer Concert Hall
- Evergreen Aviation & Space Museum
- Portland Art Museum
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