Holiday rentals with a fireplace in Crook County

Artsy Guest House Nestled in the Rimrock

This property is truly an oasis from the hustle and bustle of city life. When you arrive, the massive rimrock wall will greet you; it is home to abundant wildlife (owls, deer, coyotes oh my). Shrouded by silence, the trill of frogs will put you to sleep. Mornings start with sunrise over the Ochoccos and full views of the valley and the crooked river at its base. Take a hike at Smith Rock, visit the Painted Hills or find yourself headed to town (Bend: 45 min, Prineville: 10 min, Redmond: 25 min).

Lakefront House with Amazing View Near Bend Oregon

Located in Central Oregon, 50 minutes from Bend, this newly renovated 4600 sq-ft lakefront home is a rare piece of paradise! This property has over 200 feet of year round private lakefront shoreline onto a 1,100 acre lake. Stunning lakefront views from almost every room in the house, luxurious décor, 5 bedrooms, and incredible options for both indoor and outdoor entertainment. This home was specifically designed and built for the ultimate year-round get-a-way vacation or executive retreat!

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! ❤️

Brasada Getaway! Golf, Hot Tub, Theater Room!

Luxury 4BR Brasada Ranch retreat—sleeps 8 with 2 kings, 2 queens, 2.5 baths. Terrific gourmet kitchen, theater room, karaoke machine, hot tub, fire pit, BBQ, & private yard. Walk to golf, pools, spa, fitness, tennis, pickleball, horseback riding, fishing ponds, and kids’ center (resort fees apply). Just 25 mins from Bend’s trails, rivers, breweries, concerts and year-round adventure. Check out the Brasada, Visit Bend and BendConcerts websites for tips and calendars to plan your visit!

Bitterroot Butte | Prineville Reservoir

This spacious and absolutely stunning home is the perfect getaway. Take in the breathtaking views of the Prineville Reservoir and surrounding mountains. The Prineville Reservoir was recently designated as an International Dark Sky area making this the perfect place to stargaze. Easy access to the lake for summer watersports, fishing, hiking, biking and more! Access to public lands for hiking etc. right from the property! *4x4 or all wheel drive is required to access this property*

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.

The Lookout at Brasada Ranch

Welcome to the Lookout! This expansive home boasts panoramic Cascade Mountain views, a sprawling lawn, patio & large built in gas fire pit. A covered terrace runs along the back where you can enjoy dinner, drinks and dramatic sunsets with friends & family. Inside find voluminous ceilings, a dramatic stone fireplace, open kitchen, large pantry & wine closet. Features 5 BR & a 2nd story bunk room.

Brasada Ranch Luxury Cabin - 3 Beds - Views

Enjoy the beautiful scenery of the Cascade Mountains and Juniper trees from your own private balcony at Brasada Ranch! Plenty of space to entertain - large dining table + wrap-around deck with table fire pit outside. Fast internet, private work area, plenty of space for two families, and all the amenities. Just a quick walk to golfing, swimming, and much more that Brasada Ranch has to offer!

Juniper Ridge Retreat

Peace, tranquility, and memory making await you at Juniper Ridge Retreat. This area has received the rare International Dark Sky Park designation bringing visitors from all of the world for premium stargazing. Amazing views of Prineville Reservoir and surrounding wilderness from all rooms and the wrap around deck allow you to take in the beauty of this unique area.

Cabin 15 Luxury - Brasada Ranch | Hot Tub | Golf

Indulge in a luxurious retreat at Sage Escape — Cabin 15, nestled in the breathtaking Brasada Ranch. This elegantly designed private cabin features two king bedroom suites, each offering comfort and style, along with a sleeper sofa to accommodate up to six guests. Thoughtfully updated interiors create a sophisticated and serene getaway.

Incredible Cabin Incredible Views Dark Sky Area

Views to die for in Central Oregon. Beautiful rustic (but very nice) cabin/home situated on 20 ACRES overlooking lake and river. 17 miles SE of Prineville. You will feel totally secluded, but just a mile down the hill to state park and boat ramp.

Grand Escape

Stepping inside the Grand Escape! where you won’t forget your time in this romantic, memorable place. Sit outside and enjoy a fire 🔥 or stay inside and relaxing in the reclining chairs watching your favorite movie on the fire stick.