Holiday houses in Oregon

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Top-rated holiday rentals in Oregon

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Top Guest favourite
The modern cabin exterior features large glass windows that enhance the connection with nature. A spacious wooden deck is equipped with outdoor seating, a fire pit, and a recessed hot tub. Surrounding greenery adds to the serene atmosphere of the forested setting.
Cabin in Rhododendron
4.98 out of 5 average rating, 143 reviews

Modern Cabin w/ Movie Theater, IR Sauna, Hot Tub

** Featured in Schoolhouse Electric home tours ** Midnight Hollow is a modern cabin situated in the picturesque foothills of Mt. Hood Nat. Forest, 20 minutes to the slopes and 1 hour from Portland. Tucked away in a quiet hollow, this mountain cabin amplifies the soothing sounds of the nearby Sandy River as they echo through an old growth forest. The hollow's unique geography provides half an acre of private forest, river access, and views of the Cascade Mountains.
 Find us @midnighthollowcabin

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, 1,210 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 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, 415 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 cabin's exterior showcases a modern design with warm wood accents and a welcoming entryway. Lush greenery surrounds the structure, including ferns and small trees. A set of stairs leads to the main entrance, enhancing accessibility to this tranquil riverfront location.
Guesthouse in Stayton
5 out of 5 average rating, 575 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Escape to our Luxury Cabin Suite, designed just for two adults, located right on the beautiful Santiam River—only 20 minutes from Salem! Whether you’re looking for a peaceful place to relax, a romantic getaway, or simply a spot to unwind, you’ll find it here… and best of all, no dishes to wash! Love the outdoors? Bring your hiking boots, fishing gear, kayak, or raft and make the most of the surroundings. Please note: Our cabin features one bed and is not suitable or equipped for children.

Top Guest favourite
A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.
Home in Terrebonne
4.98 out of 5 average rating, 329 reviews

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Top Guest favourite
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
4.98 out of 5 average rating, 169 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.

Guest favourite
Cabin in Tillamook
4.99 out of 5 average rating, 492 reviews

Mid-Century Riverfront Cabin - Seclusion Awaits!

Picturesque mid-century cabin...with your own private riverfront! (As seen on Magnolia Network 'Cabin Chronicles'). Boasting a magical view of huge forest trees and 300 feet of river frontage - enjoy a tastefully curated interior with luxury modern appliances & fast wifi. Soak in the incredible views on our expansive deck with a glass of wine, light a campfire on the private pebbled beach. Enjoy fishing/swimming right from your front door! @rivercabaan | rivercabaan . com

Top Guest favourite
The A-Frame structure, surrounded by snow-covered trees, features a triangular roof and a welcoming porch. A warm light glows from within, highlighting the wooden details. Snow blankets the ground, creating a serene winter landscape.
Cabin in Mount Hood Village
4.95 out of 5 average rating, 404 reviews

Cozy & Private A-Frame: Mount Hood National Forest

Private A-Frame (for 4 people) and separate studio bedroom/bathroom behind the garage (for 2 people.) Please note: the studio must be requested in advance. The A-Frame is on the edge of the Mount Hood National Forest. • Walk or drive to the Salmon River trailheads and Salmon River Slab. • 15 min to French's Dome. • 20 to 30 min to Timberline and Mount Hood Meadows, x-country and snow-shoeing at Trillium or Teacup. More photos @welchesaframe

Guest favourite
A bright living area features large windows offering expansive ocean views. Comfortable seating includes a light-colored sofa adorned with patterned cushions and a cozy bed with an inviting bedspread. Natural wood accents and vibrant textiles add warmth to the space, with sunlight illuminating the interior.
Guesthouse in Nehalem
4.97 out of 5 average rating, 243 reviews

Eagle's Nest - Connect with the Soul of the Coast

300 feet above the ocean on sacred Neahkahnie Mountain, 30 feet above the ground. Built by hand with love in 1985. Look out thru giant Sitka spruce and Douglas fir, south & west to the ocean. Look up from the sleeping loft through a huge skylight to the night stars and moon. Leave urban culture behind. Retreat into a world where the rest of nature speaks loudly. Neahkahnie means "place of the spirits." All are welcome to find true peace & magic here.

Top Guest favourite
Tiny home in Sandy
4.97 out of 5 average rating, 296 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.

Top Guest favourite
Cottage in Yachats
5 out of 5 average rating, 430 reviews

Blue Pearl, a place to pause and take a breath

The Blue Pearl is calling. 1946 coastal cottage nestled just above basalt rocks offers you a relaxing place to take in the sites and sounds of the crashing waves. Located next to the 804 walking coastal trail and also the Amanda trail leading to the Amanda Grotto and Cape Pepetua. Cottage is located on the south end of Yachats and a short distance to sandy the sandy beach at Yachats Bay.

Top Guest favourite
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
4.97 out of 5 average rating, 291 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.

Popular amenities for Oregon holiday rentals

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