Holiday rentals with a fireplace in Crook County

2022 WolfPack ToyHauler

We will haul and set up anywhere in Oregon. This ToyHauler is truly one of a kind, 43 foot stylish as well spacious with 12 foot ceilings, outdoor bar, inclosed back patio with LED lighting, indoor and outdoor Bluetooth surround system to help make your adventure one to remember! WiFi Master bedroom has a king bed With attached spacious bathroom. 2 queen size beds in the private back room with additional bathroom. 1 XL twin bed Reclining heated couch We can haul and set up or you can drive!

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

Luxury Bungalow w Hot Tub at Brasada Ranch (21+)

THIS IS A RESORT-MANAGED LISTING, GIVING YOU ACCESS TO ALL BRASADA RANCH'S LUXURY AMENITIES Your Cascade Bungalow provides a heightened experience in an adult-only setting (for guests 21+). Inside you’ll find an inviting sunken living room with a cozy fireplace, high ceilings, a modern bedroom area, a workstation, coffee and tea bar, a spacious bathroom, and expansive windows that offer stunning views and open to a personal patio. Outside, soak in your private enclosed hot tub made for two.

Modern Brasada Ranch 5 Bed Luxury Home w/ Firepit

Enjoy a modern well appointed five bedroom luxury home in Brasada Ranch. The home sleeps 12 across 5 bedrooms and is perfect for entertaining large groups. Brasada Ranch was recently voted "PNW's #1 Resort." *Please note that this home has add mandatory resort fees that will be collected prior to your stay. The rates are: Jan - April: $40/per guest per night. May - Sept: $65/per guest per night. Oct - Dec: $40/per guest per night. All holiday time periods: $65/per guest per night.

Beautiful Ranch Home w/ Cascade Mountain View

Say goodbye to streetlights and traffic jams and hello to vast blue skies and sweeping mountain vistas at this 2-bed, 1-bath vacation rental. Located on a rural ranch just 30 miles outside of Bend, this abode offers gorgeous scenery both inside and out. You'll love the elegant mid-century modern decor, along with top-tier amenities like the kitchen and fireplace. Venture out and explore local state parks, or simply kick back, relax, and breathe in the beauty of the Cascade Mountain Range.

Beach Bungalow in Prineville, OR

Bring the whole family to this great place with lots of room for fun. We welcome you to our stucco built Oasis in the high desert! Two roomy bedrooms with living room, full kitchen and laundry room, and bathroom with huge walk in shower. Private entrance and parking available. So much to do in the heart of central Oregon- stay for the rodeos, horse races, enjoy our quaint downtown, many outdoor activities, a short trip to the mountains and lakes. Come enjoy Prineville and stay with us! ❤️

Millers' Misfit Farm

Millers' Misfit Farm welcomes you to the farm. The space was originally built into the house as a mother in law's quarters. There is a separate entrance with porch, full kitchen with pantry, one bedroom with queen sized bed and a walk in closet, one queen hide a bed couch in the living room, and one bathroom with shower. In the yard is a seasonal firepit. The apartment is kept critter free for those of you with allergies. Come stay with us and enjoy the beauty of Central Oregon!

Court St. Cottage | Downtown Prineville Getaway

Welcome to Court Street Cottage, a one-of-a-kind and cozy home nestled in the heart of Downtown Prineville, Oregon! Located just a stone's throw away from the historic Crook County Courthouse, this charming cottage is the perfect gateway to the breathtaking beauty of the Ochoco Mountains and the Crooked River Backcountry.

Brasada Ranchview | HotTub | Sleeps 8

Newly built and beautifully designed, this stunning 4-bedroom home in Brasada Ranch offers modern comfort with an open floor plan and breathtaking views. A fully stocked gourmet kitchen, surround sound, a private hot tub, and a full garage make it the perfect retreat. Short and mid-term stays accepted!