Vacation rentals in Diamond Peak

Glamping! Luxury Tent - Prospector

Welcome to Glamping! This luxury retreat is a camping dream. This heated handcrafted wood and canvas tent is themed in honor of the Oregon prospectors who came here 150 years ago. Our park is next to the North Umpqua River in the Umpqua National Forest. This area of the Oregon Cascades is referred to as "the Emerald-Jewel Gateway" to Crater Lake National Pk. We are centrally located to the North Umpqua Trail, with easy drives to many trailheads, waterfalls & Umpqua Hot Springs. NOT pet friendly

| The 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.

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.

Pistachio

Remote and cozy A-frame cabin right on OHV trails. Perfect for families, ATV or snowmobile right off the property onto miles of OHV and snowmobile trails! Great location all year round! Close to many lakes; 20 minutes to Crescent Lake, 30 minutes to Odell Lake and 40 minutes to Paulina lake. Close to skiing and sledding; 30 minutes to Willamette Pass skiing. 40 minutes to sledding & snowmobile rentals at Diamond Lake resort. Great jumping off point to Crater Lake, Bend, or Mt Bachelor.

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.

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.

Crescent Butte Barndominium with Disc Golf

Take advantage of low Spring prices! 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. Enjoy the view of Diamond Peak, hiking or SxS in the 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

Guest suite | Hot tub & sauna Cabin in the Woods

Private guest suite in our newly built home, just steps from a cabin-style spa with a hot tub and infrared sauna. Relax in the peaceful forested backyard, enjoy high-speed 300 Mbps Wi-Fi, and watch starry skies. A campfire to unwind, a sunset to inspire, and the Milky Way framed by towering Ponderosa pines — this place is the perfect blend of modern comfort and nature’s beauty.