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! ❤️

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 Juniper House | Prineville

Welcome to The Juniper House, a charming and spacious 4-bedroom, 2.5-bath home, ideal for family get-togethers, leisure and resting between adventures. Conveniently situated near Prineville's public parks, you'll have easy access to playgrounds, craft and farmers markets, and the scenic Ochoco Creek. You'll also be centrally located with access to shopping, dining, outdoor adventures and more! Professionally managed by Desert Sage Rentals LLC

High Desert Vista Home: Modern Trailside Retreat

Perched on Central Oregon's edge, this sleek 3 Bedroom home sleeps 6 (pet-friendly, 2 dogs <50lbs). Barnes Butte trails from backyard—hike, bike, views! Vaulted ceilings, big windows with vistas. Gas fireplace, modern kitchen with island. King primary with shower, 2 queens, 2 baths, laundry. Fenced yard, covered patio for sunsets & stars. Near downtown, Reservoir, Smith Rock, Bend, Ochoco. Adventure awaits!

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.

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.

Brasada Ranch Cabin 21 Mtn & Golf Views Hot Tub

Welcome to Cabin 21, a beautifully updated 2-bedroom, 2-bathroom vacation retreat located at the entrance of the gated Brasada Ranch community. With only being a 2-3 minute walk to resort amenities and unobstructed views of the golf course and Cascade Mountains, this thoughtfully designed home offers a true luxury escape in the heart of Central Oregon.

Hot Tub, Fire Pit, Views | Brasada Ranch Community

Welcome to Pioneer at Brasada Ranch Resort by AvantStay! - Located in Brasada Ranch with access to resort amenities including pools, spa, tennis & golf access - Private shaded deck w/ hot tub, lounge seating + firepit - Close to Bend, Mt. Bachelor & Smith Rock adventures - Perfect for families & groups with indoor/outdoor dining & lounge spaces

Stahancyk House

Stahancyk House is great for a larger group or family. Sleeps up to eight with a spacious living room, outdoor deck, and more. There are four bedrooms and five bathrooms. A large dining room. An EV charging station is our special bonus for EV drivers.

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.