Holiday rentals in Willamette Pass

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Top-rated holiday rentals in Willamette Pass

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A serene landscape is depicted, featuring a calm pond reflecting trees and nearby cabins. Lush green grass surrounds the water, while towering pines and deciduous trees frame the scene under a clear blue sky.
Cabin in La Pine
4.94 out of 5 average rating, 345 reviews

Cabin @ Riverfront Wildlife Sanctuary. Epic Views!

No Booking Fees! Great VALUE! Perfect for 2. Fall has arrived! Stay at a Wildlife Sanctuary! 8 acres, Perched on the gentle slopes at The Little Deschutes River! See herds of Elk & Deer. Soaring birds! Otter & Beavers swimming past your porch. Nestled between Bend Oregon & Crater Lake National Park. Framed in Old Growth Ponderosa Pines, you’ll have expansive sky views, sunrise and moon rise views, & private access to the river. Hang out at a real swimming hole! StarLink 🛰️ Keep Reading 👇

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
4.92 out of 5 average rating, 451 reviews

A-Frame cabin • hot tub • near Bend • Crater Lake

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub jacuzzi, 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.

Guest favourite
A warm living area is highlighted by a brick fireplace with a flickering flame, surrounded by comfortable seating and a coffee table. A large television is mounted on the wall, and natural light enters through the nearby windows, complementing the home's inviting design.
Home in Oakridge
4.98 out of 5 average rating, 100 reviews

Spacious 5BR w/Sauna & Fenced Yard

Kick back and relax in a newly renovated, large family home. Walking distance to downtown pubs and restaurants or Salmon Creek. Oakridge has world-class biking, fishing, hiking, skiing and wineries. The mountain house features a sauna, fireplace, entertainment center, fenced yards and deck/grill. Posturpedic King/Queen beds, central heat/AC, fully stocked kitchen and 5 private bedrooms. This is a rural, tiny train town with wilderness access. Perfect for vacation, work crews, remote work.

Guest favourite
A wooden cabin is nestled among tall trees, featuring a sloped metal roof and several skylights. A small set of stairs leads up to the entrance. The surrounding area is covered with a mix of gravel and natural earth, creating a rustic outdoor setting.
Guest house in Klamath County
4.83 out of 5 average rating, 138 reviews

Cozy Cabin in Crescent Lake

Newly upgraded Cabin in Crescent Lake. Very cozy one bed room with fully updated kitchen and appliances. This is one of two Cabins on the same 4 acre property. The other Cabin is also available for rent on Airbnb. Perfect for two but can accommodate up to four people. The Cabin is located by the highway 58, easy to access, and very close to multiple Lakes including Crescent, Odell, Waldo and Crater Lakes. Not to mention other various natural attractions including Willamette Pass Ski resort.

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
4.92 out of 5 average rating, 173 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.

Superhost
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
4.9 out of 5 average rating, 145 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.

Guest favourite
A log cabin is surrounded by snow-covered pine trees, highlighting its rustic wooden structure. A balcony extends from the upper level, while lounge chairs are positioned in front of the cabin, creating a cozy outdoor space in a peaceful winter setting.
Cabin in La Pine
4.91 out of 5 average rating, 138 reviews

Modern-Cozy LOG CABIN near La Pine state park

Welcome to your basecamp for all central Oregon adventures. Our newly remodeled 1983 log cabin, nestled in between picturesque pine trees. The cabin is conveniently located just 30 minutes from Bend and 8 minutes from La Pine State Park. The 4 bed (2 separate bedrooms and one sleep/lounge area) and 1 bathroom cabin + secluded and fully fenced outside area offers a cozy gathering place close to some of Oregons most beautiful destinations (i.e. Smith Rock State Park, Mount Bachelor,...).

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, 152 reviews

Crescent Butte Barndominium with Disc Golf

Please note due to changes by Airbnb in their pricing structure, all fees are now included in one price. This may look like our prices went up, but if anything they were lowered. Our 2 bed, 2 bath Bardominium is filled with extras including access to the Gilchrist State Forest, private 9 hole disc golf course and a Level 2 EV Charger. 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.

Superhost
A cabin sits alongside Crescent Creek, featuring a spacious deck with red umbrellas and seating. Surrounding trees provide shade, while the creek flows gently nearby, enhancing the natural setting. The structure is elevated above the water, offering a clear view of the scenic landscape.
Cabin in Crescent
4.82 out of 5 average rating, 133 reviews

Bigham Cabin Crescent Creek

Welcome! Come enjoy the best setting on Crescent Creek. Our Cabin has TWO bedrooms in the Main home with the third and fourth bedrooms in our detached garage. Lots of living space with large sitting areas outside with a view of the creek. The home is located with in 10 miles of Willamette Ski area. We are located close to Crescent Lake. The creek provide a beautiful view and entertainment in the summer. Winter has the best view of creek from the hot tub. There is No Internet.

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
4.96 out of 5 average rating, 777 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.

Top guest favourite
A spacious living area showcases large windows that provide panoramic views of the surrounding mountains. A stone fireplace stands as a focal point, complemented by comfortable leather sofas and a wooden coffee table. Natural light fills the room, enhancing the inviting wooden interior.
Cabin in Crescent
4.94 out of 5 average rating, 197 reviews

Luxury Chalet: Views, Hot Tub and Fireside Comfort

Escape to our luxurious chalet on 3+ wooded acres with panoramic views. Enjoy a fully equipped kitchen, high-speed internet, hot tub, BBQ, AC, fireplaces, TV with streaming, washer/dryer, and pet-friendly policy. Near Crater Lake, indulge in summer lakes and winter ski resorts. Experience ultimate relaxation in our serene forest retreat with top-tier amenities and unbeatable access to outdoor adventures

Top guest favourite
The exterior of the Alpine Chalet is shown, featuring a wooden facade and large windows that reflect the surrounding snow-covered landscape. A spacious deck is accessible from the upper level, supported by sturdy pillars, while snow blankets the ground, indicating a serene winter setting.
Chalet in Crescent Lake
4.99 out of 5 average rating, 106 reviews

CrescentLake Lux | Theater, HotTb, GameRm, Firepit

Welcome to "Alpine Chalet at Crescent Lake" Crater Lake National Park just named best National Park for Stargazing. Come stay & enjoy the night sky. With close proximity to Crater Lake National Park, Willamette Pass Ski Resort and multiple Cascade Lakes, Trails and Waterfalls makes this home a great spot for families and friends to getaway and explore all the great things that Oregon has to offer.

Popular amenities for Willamette Pass holiday rentals