Holiday rentals in Cherryville

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Top-rated holiday rentals in Cherryville

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Guest favourite

Tiny home in Sandy

4.98 out of 5 average rating, 203 reviews

The Woodlands Hideout

The Woodlands Hideout is a small intentional retreat space, recently 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 feels very expansive with the towering pine trees in view.

6–13 Apr

$250 SGD per night

Guest favourite

Guest suite in Sandy

4.99 out of 5 average rating, 172 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.

6–13 Jan

$172 SGD per night

Guest favourite

Tiny home in Sandy

4.96 out of 5 average rating, 1047 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!!!

13–20 Mar

$249 SGD per night

Guest favourite

Cabin in Mount Hood Village

4.98 out of 5 average rating, 212 reviews

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

21–28 Sep

$202 SGD per night

Guest favourite

Guest house in Beavercreek

5.0 out of 5 average rating, 139 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautifully remodeled cabin that is heated exclusively by the wood stove, on the edge of an old growth cedar forest on our 11 acre farm/vineyard. Relax on the deck built into the trees, and sleep in the cozy loft with ladder, as you soak in the nature around you. The cabin has a mini kitchen for cooking. The cute out house is just across the path, and is seasonally shared with other hip campers. We have a hot/cold shower at the hot tub. The cedar hot tub is next to the garden.

16–23 Dec

$160 SGD per night

Guest favourite

Flat in Sandy

4.98 out of 5 average rating, 312 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!

28 Oct – 4 Nov

$217 SGD per night

Guest favourite

Farm stay in Sandy

4.9 out of 5 average rating, 571 reviews

Green Acres Private Studio Apartment

Come share our farm adventure. Meet friendly goats, ducks, and chickens. Two queen sized beds in a studio apartment with a convenient kitchenette and private bath. There is also a futon chair and a sofa that could accommodate small children. We have an air bed and port-a-crib also available on advanced request. Great ski resorts and hiking trails within 30 miles. Enjoy a beautiful deck with patio furniture and umbrella for your outdoor use. Just added an electric charging port.

7–14 Aug

$139 SGD per night

Guest favourite

Guest suite in Boring

4.95 out of 5 average rating, 402 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.

23–30 Sep

$113 SGD per night

Guest favourite

Treehouse in Sandy

4.93 out of 5 average rating, 207 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.

2–9 Aug

$246 SGD per night

Guest favourite

Guest house in Rhododendron

4.99 out of 5 average rating, 541 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

24–31 Jul

$162 SGD per night

Guest favourite

Cabin in Estacada

4.98 out of 5 average rating, 274 reviews

Creekside Cozy Cabin

Nestled among tall cedars, you'll find the Creekside Cozy Cabin a perfect place to relax and enjoy its calm surroundings. While there are neighbors on both sides of the cabin, you still get that country feel away from the city. We are 20 miles from PDX Airport and 21 miles from Downtown Portland, but the drive out to the cabin is worth every mile.

4–11 Jan

$190 SGD per night

Guest favourite

Cabin in Rhododendron

5.0 out of 5 average rating, 454 reviews

Klaus Haus-A cozy, modern retreat

This remodeled cabin is a beauty! It is architecturally unique with interesting lines, floor to ceiling windows, an open concept main floor, wood burning fireplace, and a king sized bed in the loft. This is a great home base for exploring all that Mt. Hood has to offer and a beautiful space to relax in afterwards!

4–11 Oct

$228 SGD per night