Holiday rentals in Willamette Pass

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Top-rated holiday rentals in Willamette Pass

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Top guest favourite
A tranquil winter scene showcases a charming cabin framed by snow-covered trees, with frosty branches glistening in the sunlight. A blanket of fresh snow covers the ground, enhancing the serene atmosphere surrounding the home. The cabin features large windows and a screened porch, visibly inviting.
Cabin in La Pine
4.95 out of 5 average rating, 329 reviews

Winter Discounts! Riverfront Cabin w/Epic Views!

Deep Discounts! No Booking Fees! Located perfectly between Bend Oregon & Crater Lake National Park, this amazing RIVERFRONT cabin is ideal for 2. Perched on the banks of The Little Deschutes River, you’ll see River Otter & Beaver swimming past your screened in porch. Certified by the National Wildlife Federation, this private 8 ACRE estate is now a National Wildlife Sanctuary. Framed in Old Growth Ponderosa Pines, you’ll enjoy expansive sky views & private access to the river & meadow trails!

Top guest favourite
A charming tiny log cabin is nestled amidst tall evergreen trees, gently blanketed in snow. The cabin's sloped roof is thick with snow, creating a cozy appearance. A path through the white snow leads toward the cabin's entrance, inviting exploration in a serene winter landscape.
Cabin in Bend
4.99 out of 5 average rating, 531 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Top guest favourite
Guest suite in La Pine
4.95 out of 5 average rating, 225 reviews

ForestView Guest Suite + HotTub and Infrared Sauna

Private guest suite within our newly 2023-built home. Separate backyard area with Cabin In Deschutes Spa where the modern amenities meet the beauty of nature. Rest as calm as the doe and the fawns outside while staying seamlessly connected with high-speed 300 Mbps Wi-Fi. Savor the luxury of a hot tub and infrared sauna while watching as the squirrels teach their young to leap trees. This is life — a campfire to relax by, a sunset to inspire — in a home, guarded by pines framing the Milky Way.

Top guest favourite
Two wooden Adirondack chairs are positioned near the water’s edge, overlooking the flowing McKenzie River. Lush greenery surrounds the area, with trees providing a natural canopy and enhancing the sense of seclusion in this tranquil setting.
Cabin in McKenzie Bridge
5 out of 5 average rating, 175 reviews

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.

Top guest favourite
A serene landscape is captured showing a white treehouse nestled among tall trees. The single-story house features a sloped roof with solar panels. Vibrant flowers line the grassy area in front, with a backdrop of lush green forests under a clear sky.
Guest suite in Oakridge
4.93 out of 5 average rating, 146 reviews

The Red Door Retreat at Our Shangra la

The Red Door Retreat is part of Our Shangra la LLC. We overlook the Circle Bar Golf course. Quiet, water features on four sides. 6 month creek flows into the North Fork of the Willamette. Tree frog pond and waterfall in the Grape arbor. We put up our own grape juice. Heated Exercise Pool with a current also enclosed to keep the pool area pleasant. A HOT SPRINGS hot tub. Multi car parking. Koi and frog pond. A Treehouse with stairs and adult swing set.

Top guest favourite
An inviting living space features leather seating arranged around a coffee table. The open floor plan connects to a dining area with wooden furnishings. A loft area is visible above, offering additional sleeping space, while large windows provide natural light and views of the outdoors.
Cabin in Crescent Lake
4.93 out of 5 average rating, 134 reviews

Pristine 4 seasons cabin with 9 beds & hot tub

Relax with your whole crew at our peaceful cabin in the woods. Located in the beautiful Diamond Peaks community of Crescent Lake. The open floor plan is perfect for entertaining yet still feels warm and cozy. Additionally there is a loft above the detached garage with 5 beds (only access is outdoor stairs and no bathroom) The outdoor space is perfect for hot tubbing, BBQs, & so much more. Plenty of parking and just minutes away from Willamette Pass and all the lakes right in our backyard.

Top guest favourite
An A-frame cabin is surrounded by tall pine trees, with a hot tub located on a stone patio. Soft lighting illuminates the cabin's exterior, and a balcony is visible above the entrance. A white chair is placed beside the hot tub, creating a relaxing retreat.
Cabin in La Pine
4.91 out of 5 average rating, 351 reviews

A-Frame cabin • hot tub • near Bend • Mt Bachelor

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.

Top guest favourite
A four-poster queen bed is positioned against a rustic wooden wall. Soft white fabrics drape elegantly, creating a serene focal point. A cozy seating area is visible nearby, along with access to a private entrance through the door.
Barn in La Pine
4.99 out of 5 average rating, 144 reviews

Romantic Getaway at the Tree Farm - w/ Starlink

Nestled between Crater Lake National Park & Bend, our modern, rustic-bohemian barn sits on the outskirts of La Pine, Oregon, tucked within a serene one-acre grove of pine trees. Here in the foothills of the Oregon Cascades, you'll find peaceful days & star-filled nights—an ideal escape for individuals, couples, or small groups looking to explore our volcanic wonderland. The space includes a cozy private backyard, perfect for reading, stargazing under the night sky, or simply unwinding.

Top guest favourite
Home in Oakridge
4.99 out of 5 average rating, 120 reviews

Mountain Peak Views from Hot Tub in Uptown 2 Bdr

Kick back and relax at this peaceful 2 bedroom on a hill in uptown Oakridge. Your side of this duplex features on site parking, 2 bedrooms, a fenced backyard, full washer and dryer, and a private hot tub on your back porch. The property is within walking distance of 3 Legged Crane Brewery (the pub), Morning Light Coffee, the Corner Bar, the post office, and the library. Great for a bike trip, hiking, frisbee golf, a visit to Willamette Pass, or Crater Lake! Free Parking on site!

Top guest favourite
A modern two-story Bardominium is displayed, featuring a spacious exterior with a white facade and wooden accents. Two large black garage doors are positioned at the front, complemented by tall pine trees in the background and a clear blue sky above.
Home in Crescent
4.99 out of 5 average rating, 123 reviews

Crescent Butte Barndominium with Disc Golf

Take advantage of low Spring prices! Our 2 bed, 2 bath Bardominium is filled with extras including a sledding hill, snowshoeing on the property, private 9 hole disc golf course and a Level 2 EV Charger. Enjoy the view of Diamond Peak, hiking in the Gilchrist State Forest right out the door. We are about 45 miles to the N. entrance of Crater Lake. The "Barn" is perfect for 2 couples, or families. Enjoy this upscale country setting.

Top guest favourite
Cabin in Bend
4.93 out of 5 average rating, 189 reviews

Eco cabin near Bend: sauna, hot tub, EV plug

Location Highlights • Peaceful acre in Three Rivers • 30 min to Bend and Mt. Bachelor • 15 min to Sunriver Relax • Soak in the hot tub under the stars • Rejuvenate in the barrel sauna • Unwind by the fire pit • Drift off in a hammock with your favorite book Inside • Warm knotty pine walls and juniper accents • Full kitchen, WiFi, 2 baths • Eco-conscious with bio-based flooring Book now and kickstart your Central Oregon adventure!

Top guest favourite
A single-story home is framed by tall trees in a natural setting. The entrance is approached by a set of steps leading to a small porch. Large windows allow for natural light, while the surrounding area features a grassy landscape.
Home in La Pine
4.95 out of 5 average rating, 677 reviews

Cozy Getaway in the Pines

Located between La Pine and Crescent in a very quiet and private neighborhood. The property sits on one acre and is easily accessible by a paved road. A fire pit is available for use (wood supplied). Come enjoy all Central Oregon has to offer: hiking, biking, fishing, hunting, skiing, you name it! Please contact me to discuss pets. Being a pet lover, I am likely in favor of them joining with a few agreed upon guidelines.

Popular amenities for Willamette Pass holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Klamath County
  5. Willamette Pass