
Holiday rentals in Oregon
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Oregon
Guests agree: these stays are highly rated for location, cleanliness and more.

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

The Surf House w/ private beach access & hot tub!
The Surf House offers special access to one of the wildest and most beautiful stretches of the Oregon Coast. Perched on the bluffs between Heceta Head and Cape Perpetua, it offers a serene & spectacular oceanfront experience. Descend private stairs from the yard to the secluded beach below to access some of Oregon's best tide pools, agates & beachcombing. An oceanview outdoor shower, fully decked hot tub, fire pit, lush gardens, & stocked surf shack w/ arcade enrich the wild coast experience.

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.

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!

McKenzie Bridge River House near Sahalie Falls
Drive down a long private road, set off of the HWY, to find a riverfront cabin amidst the lush Willamette National Forest. As you wind through the driveway you will find a sanctuary for relaxation, recreation, and comfort. A trail from the back deck will lead you down to the bank of the emerald waters of the McKenzie River. The McKenzie River Trail parallels the property, and is accessed from the private road to the cabin. The property has a campground setting, with river and forest views.

Cabin on The Rim
Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Idyll Ridge - An Unplugged Retreat
Unplug by design at Idyll Ridge, a handcrafted off-grid sanctuary on 9 private acres. Experience total serenity with full-lite glass walls, a massive wood-fired hot tub, and private forest trails. We’ve traded Wi-Fi for absolute peace, but kept the luxury: a chef’s kitchen, a loft with a two-person soaking tub, and a backup generator for total reliability. Whether you’re hiking nearby Saddle Mountain or watching the sunset from the tub, this is the ultimate 2-night forest reset.

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.

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

The Hideout | A Modern Tiny Cabin Near Mt. Hood
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.

Little House On The Mountain — Spacious Tiny House
Relax and unwind in our custom built, one-of-kind cabin. The cabin is nestled up on a forested hill above our main cabin. It's sits on 4 acres of private wooded land, bordering Mt. Hood National Forest Land. 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!

Heartland Treehouse
Heartland Treehouse is perched between two massive fir trees overlooking a steep river canyon. Sounds of a nearby waterfall will soothe you to bed at night and gently wake you in the morning. My home is a short walk or drive away and I will be happy to help guide your adventure on Oregon's South Coast. Your treehouse home is secluded, comfortable, and perfect for getting blissed out and recharged.
Popular amenities for Oregon holiday rentals
Other great holiday rentals in Oregon

Muse Cabin in old growth forest w/cedar hot tub

The Bluebird House

Chalet Retreat-Pond, Mountains & Barn View

Classy Comfortable Close in Creekside Cabin

The Surf Haus - Arch Cape - Sauna & Hot Tub

The Epic A - Charming 1960s A-Frame w/Hot tub

New! Cozy Creekside Cabin

Breathtaking views, Fish, Ski, Mt. Bike, or Hike
Destinations to explore
- Private suite rentals Oregon
- Ski-in/ski-out rentals Oregon
- Rentals with pools Oregon
- House rentals Oregon
- Bungalow rentals Oregon
- Rentals with an EV charger Oregon
- Smoking-friendly rentals Oregon
- Beach house rentals Oregon
- Tiny house rentals Oregon
- Mansion rentals Oregon
- Guest house rentals Oregon
- Chalet rentals Oregon
- Rentals with a firepit Oregon
- Lakehouse rentals Oregon
- Serviced apartment rentals Oregon
- Motorhome rentals Oregon
- Rentals with outdoor seating Oregon
- Rentals with a patio Oregon
- Tent rentals Oregon
- Hostel rentals Oregon
- Pet-friendly rentals Oregon
- Fitness-friendly rentals Oregon
- Houseboat rentals Oregon
- Rentals with an accessible-height toilet Oregon
- Rentals with lake access Oregon
- Rentals with a hot tub Oregon
- Rentals with a sauna Oregon
- Barn rentals Oregon
- Beachfront rentals Oregon
- Rentals with breakfast Oregon
- Apartment rentals Oregon
- Villa rentals Oregon
- Luxury rentals Oregon
- Resort rentals Oregon
- Bed and breakfasts Oregon
- Boutique hotels Oregon
- Treehouse rentals Oregon
- Rentals with a cinema Oregon
- Cabin rentals Oregon
- Campsite rentals Oregon
- Nature eco lodge rentals Oregon
- Cottage rentals Oregon
- Hotel rooms Oregon
- Aparthotel rentals Oregon
- Rentals with a fireplace Oregon
- Rentals with beach access Oregon
- Tipi rentals Oregon
- Flat rentals Oregon
- Loft rentals Oregon
- Holiday home rentals Oregon
- Farm stay rentals Oregon
- Dome rentals Oregon
- Townhouse rentals Oregon
- Rentals with a beach view Oregon
- Beach apartment rentals Oregon
- Rentals with an accessible-height bed Oregon
- Family-friendly rentals Oregon
- Rentals with a kayak Oregon
- Waterfront rentals Oregon
- Rentals with a washing machine and dryer Oregon
- Yurt rentals Oregon
- Things to do Oregon
- Tours Oregon
- Nature and outdoors Oregon
- Sports activities Oregon
- Art and culture Oregon
- Sightseeing Oregon
- Food and drink Oregon
- Things to do United States
- Food and drink United States
- Art and culture United States
- Sightseeing United States
- Wellness United States
- Nature and outdoors United States
- Sports activities United States
- Entertainment United States
- Tours United States




