Kid-friendly holiday rentals in Crook County

Ochoco guest cabin!

Take it easy at this unique and tranquil getaway. Located 1 mile from the Ochoco National Forest, this superior craftsmanship cabin is sure to accommodate to all your vacation needs from hunting to exploring. Located on the Crooked River, Prineville is a combination of fascinating history and scenic pristine outdoors with a variety of recreational opportunities including rockhounding, fishing, hiking, boating and much more. Please reach out with any request. Meal options also available.

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: $68/per guest per night. Oct - Dec: $40/per guest per night. All holiday time periods: $65/per guest per night.

Gateway to Painted Hills! Downtown Prineville Loft

Completely renovated historic building in downtown Prineville. Walk to everything. Light filled, loft-style apartment featuring modern decor & furnishings. Great home base for your trip to Central Oregon. The Painted Hills are just less than an hour drive. Smith Rock is 25mins away. Designated bike storage available inside the loft. NOTE: The loft is on the 2nd floor of a walk-up building. There are approx. 25 steps leading up to the apartment and there is no elevator in the building.

Lake front in Prineville~

Lake front privacy...Fish, Swim, water ski, kayak right here in your own back yard. Bring your horses to the Ochoco wilderness. Hike or rock climb at Smith Rock, take a day shopping in Bend or just have a relaxing time away enjoying Prineville! Please know the lake is a reservoir and depending on snowfall to completely fill the lake. Late summer the lake recedes because of the use of irrigation in the Prineville farm territory. Please use the boat ramp when the lake is low!

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.

Visit Rip’s Cabin in the Heart of Prineville

Experience the best of Central Oregon in this stunning 2017 downtown Prineville home! Ideal for families and traveling working professionals, this charming residence offers a convenient location within walking distance of restaurants and shopping. After a day of work or exploration, relax and marvel at breathtaking sunsets and stargazing opportunities. With easy access to Bend, Smith Rock, and the Painted Hills, this is the perfect base for both adventure and productivity.

Luxury getaway| E-bikes | Hot Tub | Kid's Playroom

Welcome to our charming 2 King bedroom + Loft play room casita nestled in the breathtaking scenery of Brasada Ranch! Accommodates up to 6 guests with the 2 king mattresses and the two twin beds located upstairs in the playfully decorated loft room. Don't forget to enjoy additional amenities the home offers such as the backyard fireplace, hot tub, two e-bikes, and the option to rent a golf cart ($40/day). Nespresso coffee station stocked with pods, cream, and sugar.

Panoramic Mountain View Oasis

Your high desert sanctuary awaits. Enjoy breathtaking panoramic mountain views from your second floor apartment, stargaze in the hot tub, cozy up outside by the wood-burning fireplace, and so much more! Only 2 miles from Brasada Ranch, convenient for weddings and events. Close to world-famous Smith Rock, centrally located between Bend, Redmond, and Prineville for a myriad of outdoor activities. Forget your worries in this serene and peaceful place!

Brasada Ranch Cabin | Hot Tub | Walk to Ranch

Experience Brasada Ranch near Bend, Oregon! Unwind in our luxury 2-king suite cabin at Central Oregon's adventure and golf paradise, Brasada Ranch. Relax in the hot tub and enjoy the Bend mountain and golf views from the back deck. Thoroughly cleaned cabin with crisp linens, well-stocked kitchen & resort amenities (additional fee included) await. The resort is a short walk away from the cabin. Book your dream getaway today!