Holiday rentals in Diamond Peak

North Umpqua River King Cabin 16 near Crater Lake

Rustic Mountain Cabins - Glamping! Our charming King Cabins are perfectly located along the North Umpqua River in the Umpqua National Forest. This region of the Oregon Cascades is commonly referred to as "Oregon's Emerald-Jewel Gateway" to Crater Lake. We are centrally located to the North Umpqua Trail, with easy drives to many trailheads, waterfalls & the Umpqua Hot Springs. The King Cabins have a King bed, and a loft w/ double bed. The shared bath/shower house is steps away from the cabins.

| 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.

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.

Grampie's Cabin

The family created Grampie’s Cabin on 2 acres in Central Oregon, just a few miles from Crescent Lake and a short distance from Willamette Pass Ski Resort. Miles of trails to walk or atv. Our hope is your family/friends will make wonderful memories. We do allow dogs but you must declare them and pay a $25. cleaning fee for the pets. Maximum 2 dogs please and they are NOT allowed on any furniture. Please respect this so we can continue to allow your fur babies.

McKenzie Riverfront-w/Hottub/woodstove+wood

Come to the McKenzie River and stay at our relaxing, fully furnished home with 3 bedrooms: including 2 master bedrooms with 1 king and 2 queen sized beds. This home sits on the river just steps away from the water and is centrally located near many outdoor attractions. The McKenzie River is a hot spot for fishing and rafting that our home sits right on the edge of. Adventure by day and sleep to the comfort of the river sounds by night.

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 Home w/River Access, Hot Tub, 7min to Village

Welcome to our Backcountry Basecamp Cottage! Nestled in the heart of the Deschutes National Forest. Our home is a short walk from the crystal-clear waters of the Deschutes River, which you can access through a private neighborhood marina. You can enjoy hiking, floating, kayaking, or skiing and snowshoeing nearby. It is the perfect base camp for exploring all that the area has to offer.

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