
Holiday rentals in Diamond Peak
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Top-rated holiday rentals in Diamond Peak
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| Le Chalet | 1+ acre| Remodeled | Quiet |
Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

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.

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.

Black Duck Cabin
Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

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.

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!

Sunriver Studio with Pool and Hot Tub
This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

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.

Eco cabin near Bend: sauna, spa, king bed, EV plug
Tucked away on a quiet acre in Three Rivers, our cabin is a cozy, eco-friendly basecamp for Central Oregon adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful eco-friendly touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

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

Cozy and Private cabin in the woods!
Take it easy at this unique and tranquil getaway. This cute little gem sits just outside Diamond Peaks subdivision in beautiful Crescent Lake. Farm house feel. Unlimited outdoor activities for all seasons! Located on Royce Mountain loop groomed trail. Close to Crescent and Odell Lake and 10 minutes from Willamette ski area. During winter months a 4 wheel drive vehicle is recommended.

Lone Wolf Cabin, pet friendly
Lone Wolf Cabin is situated on a gated road in a forest setting. It is the only residence on the road. It is about 2 miles from both Oakridge and Westfir which makes it convenient for mountain bike riding, hiking, golfing and dining out. There are both Forest Service Trails and game trails near the cabin. The cabin is rustic with modern conveniences. Weekly discount is $500.00
Popular amenities for Diamond Peak holiday rentals
Other great holiday rentals in Diamond Peak

Riverfront Ski Cabin w/ HotTub & Dock

McKenzie Riverfront Cabin, Modern, near hotsprings

Carriage "Hen" House at Tired Dog Ranch

Sauna w/ light therapy Cozy home

Caz's Cozy Cabin at Crescent Lake

The Red Door Retreat at Our Shangra la

Hazeldell Haven

Mountain Mama Lodge on the North Umpqua River
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