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Holiday houses in Cherryville

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Top-rated holiday rentals in Cherryville

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Top Guest favourite
The entrance to the studio is framed by a variety of potted plants and flowers, adding color to the gravel path. A wooden door with a window is flanked by outdoor lighting, creating a welcoming first impression.
Guest suite in Sandy
4.99 out of 5 average rating, 197 reviews

Quail Hollow, private studio

This studio has a kitchenette, sink, fridge, toaster oven, microwave, toaster, coffee and hot water maker. There is a queen bed, leather chair, dining table and chairs, a few books and some games. The bathroom has a clawfoot tub, walk in shower, and vanity sink The windows face farm/woodland views and there is a 1/2 mile woodland trail out the back door. This studio is clean with awesome artesian well water. You can park 10 feet from the door and pets are welcome, I have a $15/day pet fee.

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, 1,220 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, 417 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 living room features a comfortable leather sectional sofa and two armchairs, paired with a coffee table. Natural light filters through the window blinds, illuminating the patterned area rug on the carpeted floor. A large television is positioned on a wooden stand.
Guest suite in Welches
4.95 out of 5 average rating, 305 reviews

Mt. Hood Winter Getaway: 1BR Apartment

Welcome to your private one-bedroom apartment in Welches, Oregon! Just 18 minutes from Skibowl and 30 minutes from Timberline and Mt. Hood Meadows, this cozy retreat is perfect for two guests (or three with a child under 12). Located on the first floor of our home, the apartment has high-speed internet and a comfy space to unwind after adventure. Since we live upstairs, you may occasionally hear footsteps. Pets: Due to severe allergies, no animals, sorry! Free parking on-site | STR798-22

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, 124 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
4.98 out of 5 average rating, 106 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.

Top Guest favourite
A cozy sleeping area features a comfortable queen bed with plush pillows and a soft white blanket. On either side, wooden nightstands hold stylish lamps that provide soft lighting. Above the bed, a floral artwork adds a subtle touch of color to the neutral wall.
Guest suite in Boring
4.96 out of 5 average rating, 533 reviews

Tiny Private Studio near Sandy, Oregon

Located between Mt. Hood and the Columbia Gorge! Cozy private studio, with a separate entrance on 2 quiet acres. This small studio has a comfortable queen bed with luxury linens throughout. A tiny kitchenette supplied with coffee, organic half and half, an assortment of tea, bottled water, and a few snacks. Wifi and YouTubeTV provided. Grocery stores, restaurants, movie theater, gym, and hiking trails just to name a few amenities all within 1 to 3 miles of our home.

Top Guest favourite
A charming treehouse emerges from the lush greenery, elevated above the forest floor. Large windows provide a view of the surrounding trees, and a small deck with blue chairs invites relaxation amidst nature.
Treehouse in Sandy
4.92 out of 5 average rating, 291 reviews

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.

Top Guest favourite
A comfortable seating area is featured, highlighted by a plush couch and a flat-screen TV. A modern shelving unit displays books and decorative items, while a fireplace is positioned below the television. Natural light enters through nearby windows, illuminating the space.
Guesthouse in Sandy
4.98 out of 5 average rating, 175 reviews

Sandy Sanctuary

Ready for a break? Want a cozy getaway, closer to recreation? Sandy Sanctuary is your spot! Surrounded by evergreens on the outside, and filled with delightful offerings on the inside: puzzles, books, a fireplace and premium linens. Whether you're a weekend warrior, or just want a break from the grind, we think you'll find this a blissful place to rest your head. Located on the edge of Sandy, it's walkable to food carts, coffee, and stunning trails!

Top Guest favourite
Tiny home in Sandy
4.97 out of 5 average rating, 304 reviews

The Woodlands Hideout

The Woodlands Hideout is a small intentional semi-offgrid retreat space, featured on Dwell. It was designed and built by Further Society and created to allow guests to immerse in the beauty of the natural world, but still offer some cozy and more essential comforts. 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.

Guest favourite
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, 797 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 favourite
The sleeping area features a queen bed with a patchwork quilt, flanked by two bedside lamps. An array of vintage posters adorns the walls, creating a vibrant atmosphere. A small reading chair sits next to a desk in the corner, enhancing the cozy and functional space.
Place to stay in Estacada
4.99 out of 5 average rating, 307 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...

Popular amenities for Cherryville holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Clackamas County
  5. Cherryville