Vacation rentals in Jefferson County

NEW! Modern, Close to Nature | Working Farm Stay

COPPER CORRAL PROPERTIES is proud to welcome you to Sunset&Sage! Prepare to slow down and listen to the land when you check into Sunset & Sage. This guest house has endured for over 80 years, growing from a one room cabin to a cute and modern get away in the middle of quiet farm fields. The Crooked River National Grasslands and Haystack Reservoir are both within sight of your front door, and you can watch the sun set over Mt Jefferson in the evening. Smith Rock State Park is just a quick dri

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Quiet central Oregon desert retreat with a view!

Bright and cheery cottage on five acres with a view! Bathrooms completely renovated in 2019 with tile and modern barn decor. Premium linens and duvets. Fully stocked kitchen with Nespresso machine. Gas BBQ on the deck! Relax in this extraordinary high desert setting or hike right out your front door. Located in a rural area 50 minutes north of Bend, between the Deschutes and Crooked Rivers, you will have access to climbing, fishing, kayaking. Come visit the craft breweries in nearby Redmond!

Volcano Outlook

Large, 16X20 glamping tent on an insulated platform, above the Deschutes River. Walk to the Steel Head Falls in 30 minutes. Tent has 1 queen size bed, and a futon, that can be made into a bed. The tent has electricity and cold water inside the tent. Porta potty is behind the tent. Local/Day trips to hiking, biking, fishing, golfing or kayaking in Central Oregon. Beautiful views of the Cascade Mountains. Matching platform for relaxing and cooking outside, with hot shower located behind.

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Tiny Pine house in the Ochocos at Wine Down Ranch

Cozy, country tiny home with deck, fire pit, views of meadows, and Ochoco National Forest. Interact with the horses, cattle, and dogs. Serene space with beautiful views of the Cascade mountains. Dark sky certified. View the Milky Way, many constellations, and a few galaxies. Located on 2100 acre Ranch, which is 11 miles from Prineville and 1 mile from the National Forest. Many outdoor activities are available - hiking, mountain biking, snowshoeing, birding, and much more.

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

Garden Cottage

This peaceful garden oasis is the perfect launching point for your next Central Oregon adventure. The cottage is located on a working ranch, just 10 minutes from either Smith Rock State Park or Lake Billy Chinook, and adjacent to the Crooked River National Grassland. After hiking the ranch’s trail into the Crooked River Gorge, or adventuring off site, enjoy the views of the buttes and horses grazing in the pastures as you unwind on the front porch.

L&T Chinook Properties

Relax in this quiet little hideaway. 2 buildings included. Spacious 2 bedroom 1 full bathroom house located 5 min from Cove Palisades State Park. The other building is an outdoor living space (no ac) which provides a kitchen, bathroom, grill, outdoor patio , fire pit, and ton of space with extra sleeping. It’s a quiet little community on the edge of the state park that provides Mountain View’s for days.

Newly Remodeled 2BR Retreat with Private Backyard!

Experience the comfort of our recently renovated 2-bedroom, 1-bath retreat located in the heart of Madras, Oregon. Perfect for those seeking a modest yet delightful stay, our home provides a cozy haven. For added convenience, St. Charles Medical Center is just a 2-minute drive for anyone traveling to work at the hospital.