Vacation rentals in Clackamas County

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Top-rated vacation rentals in Clackamas County

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Top guest favorite

A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.

Treehouse in Mt Hood

4.98 out of 5 average rating, 209 reviews

Beautiful, Magical, Treehouse

"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Top guest favorite

A comfortable living area features a gray sofa complemented by decorative pillows. A small black side table is positioned beside the sofa. Natural light floods in through large windows, illuminating a neutral-toned interior. The kitchen area is visible in the background, showcasing light wood cabinetry and a white refrigerator.

Apartment in Oregon City

4.99 out of 5 average rating, 110 reviews

Private, comfy & cozy apartment in OC neighborhood

Enjoy a comfortable stay in our private (above garage) apartment. Safe, quiet and family friendly neighborhood with walkable distance to 2 parks. 10 minutes to the I-205 freeway and 25 min to PDX airport. Within 2 hours of the coast or Mt. Hood. Oregon City has several fun things to offer near by :: Food trucks, restaurants, brew pubs, shopping, coffee shops, free OC elevator with amazing views, End of the Oregon Trail museum, walking trails, Clackamas and Willamette rivers and so much more!

Guest favorite

A kitchenette area is visible with wooden cabinetry, a sink, and various appliances including a microwave and mini-fridge. A small sofa is placed adjacent to the kitchenette, with a soft rug on the floor, enhancing the comfort of the space.

Guest suite in Estacada

4.75 out of 5 average rating, 448 reviews

Country Living in a Forest Setting

Come stay in your own cozy, rustic mini apartment, a little over 25 minutes from the Portland suburbs, and about 45 minutes from downtown Portland. Our home sits on two wooded acres. You'll have a private deck, private bathroom, private entrance, and private living space. There is a queen bed in the bedroom and a futon/sofa in the living area that makes a twin-size bed. Check-in time is after 4 pm. Early check-in is possible, just contact us. No Smokers! One pet on approval, up to 45lbs.

Guest favorite

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

4.96 out of 5 average rating, 1,173 reviews

Mt Hood View Tiny House

Sandy's first and only Tiny House! Although this home is located just a mile from Hwy 26 within Sandy's city limits, it's located on a private 23 acres, so you'll feel completely secluded. This makes it the perfect place to stay while visiting the Mt. Hood area. The tiny house was built to capture the amazing view of Mt. Hood. The home was designed around a moving window wall system that completely opens to the outdoors allowing for one of the best views of Mt. Hood. We hope you enjoy!!!

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

4.99 out of 5 average rating, 385 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!

Guest favorite

A modern retreat structure is nestled among towering trees and lush ferns. Wooden exterior panels contrast with large glass windows, allowing for views of the surrounding forest. Smoke gently wafts from the chimney, indicating warmth within the cabin.

Tiny home in Sandy

4.97 out of 5 average rating, 275 reviews

The Woodlands Hideout

The Woodlands Hideout is a small intentional retreat space, featured in Dwell. Designed and created with so much love, and with the hope that guests could immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. You will love the large windows, the wood stove, and the calming aesthetic. Although the footprint of the space is small, we designed the experience to be outward focussed, so it feels very expansive with the towering pine trees in view.

Top guest favorite

The exterior of a modern container home is framed by lush bamboo and lavender, illuminated by soft outdoor lighting. A deck with a metal railing extends from the home, providing an inviting entryway and a view of the surrounding greenery.

Shipping container in Oregon City

4.97 out of 5 average rating, 144 reviews

Sustainable Dream Container Getaway with a View

A private green-luxury container home inside a bamboo grove and lavender field overlooking a serene valley. This brand-new, single-level home features picture windows leading out to a quiet deck with sunset views every night. Situated in the heart of the Pacific Northwest between the mountain, lakes and coast - exploration, wine tasting and the best nature spots are just a short drive away. This private home can comfortably host couples or up to 3 people including the couch.

Superhost

The vintage cabin presents a charming exterior with a grey-brown wooden facade and a sloping metal roof. Hand-carved stairs lead to a welcoming porch adorned with red accents. Lush greenery surrounds the cabin, with tall trees providing a serene backdrop.

Cabin in Clackamas County

4.9 out of 5 average rating, 258 reviews

Historic Steiner log cabin on Mt Hood

Stay in one of the most charming vintage cabins on Mt. Hood, hand-built in 1930 by Oregon's famous cabin builder, Henry Steiner. Experience authentic cabin life as you cozy up with blanket and book by the fire, cook delicious meals, or fall asleep to the soft patter of rain on the roof. This one-of-a-kind cabin is truly a historic treasure. Every detail has been lovingly restored, featuring beautiful log walls, sleeping loft, clawfoot tub, and stone fireplace.

Guest favorite

The entrance to the tiny house features a vibrant green door framed by natural wood, leading to a small porch area. A chair sits to the side, with lush greenery surrounding the property, enhancing the connection with nature.

Tiny home in Damascus

4.92 out of 5 average rating, 758 reviews

Quaint Tiny House In The Trees. Damascus, Oregon.

150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. You must be in physically good shape to handle this location. We have friendly dogs you may see outside. 30 min. to SE Portland, 45 to PDX, One hour to Mt. Hood, 40 min to waterfalls in the Columbia Gorge. Pool open June 15 through September 5th. Can accommodate a 3pm check-in all days except Tuesdays.

Top guest favorite

A warm sleeping area features a spacious bed adorned with white bedding and colorful accent pillows. The walls are decorated with vintage posters, and a fan hangs from the ceiling. A wooden chair and dresser are present, contributing to the cozy ambiance.

Place to stay in Estacada

4.99 out of 5 average rating, 272 reviews

"Worth 10 stars" Lucky Dawg Hideaway

Our LUCKY DAWG Hideaway is a well-equipped unique comfortable space with a queen bed, small kitchen, laundry area and bathroom. The cozy outdoor patio adds to your living area. Estacada is centrally located (abt an hour drive) to both downtown Portland and Mt Hood for all-year skiing and world-class hiking...Plus, we're about a 2.5 hour drive to either the beach or the high desert of central Oregon...

Guest favorite

A cozy cabin interior features a wood stove providing warmth. A small kitchenette with a mini fridge is visible, alongside a dining table with two chairs. The wooden floor adds warmth, while a large window allows natural light to illuminate the space.

Guesthouse in Beavercreek

4.98 out of 5 average rating, 250 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautiful cozy cabin that is heated exclusively by a wood stove, on the edge of a magical old growth cedar forest on our 11 acre farm and vineyard. Relax on the deck built into the trees, and sleep peacefully in the loft bed, as you soak in the nature around you. The cute out house is just down the path and the cedar hot tub/ outdoor shower is next to the garden.

Top guest favorite

A bright bedroom is highlighted by large windows allowing natural light to fill the space. A spacious bed is centered against a wall, with simple nightstands on each side. A colorful artwork adorns the wall above the bed, and a cozy rug covers the floor.

Guest suite in West Linn

4.99 out of 5 average rating, 266 reviews

Private Casita in Historic Willamette

Located in the highly desired Historic Willamette district of West Linn, this newly-built casita provides a private bedroom and bathroom with its own entrance. Enjoy walking to restaurants, coffee shops, beer pubs, wine bars, and retail shopping all within several blocks, or take a stroll to the Willamette Park just six blocks south.