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).

The Nest at Brasada Ranch

Set on a spacious Brasada Ranch property, this modern detached casita is a calm and welcoming retreat with beautiful sunny exposure throughout the day. Thoughtfully designed interiors feel fresh and comfortable, with a cozy living area ideal for movie nights. Step outside to the patio to enjoy morning coffee, sunset views, Cascade Mountain vistas, or a soak in the private hot tub. An outdoor fire pit invites stargazing evenings, while upstairs kids have their own space to read, play, and unwind

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! ❤️

Bitterroot Butte | Reservoir Views, Sleeps 10

Spacious group getaway sleeping 10 comfortably (up to 12 with couch and/or bringing an air bed). Stunning views of Prineville Reservoir and surrounding mountains. The reservoir is Oregon's first International Dark Sky Park — incredible stargazing from the property. Easy access to the lake for watersports, fishing, hiking, and biking, plus public lands for hiking and rockhounding right at the door. ⚠️ 4x4 or AWD required to access. No boat parking. Managed by Desert Sage Rentals LLC.

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 Pine~ Movie Theater & Apartment

One of the highlights of this Airbnb is its exclusive access to the attached historic movie theater located downtown Prineville. As a guest, you'll have the rare opportunity of having a private screening for you and your party outside of regularly scheduled movie times. Please see your host for those times to schedule your private viewing. The apartment features a fully equipped kitchen, 2 bedrooms, large great room, and plenty of sleeping space.

Juniper Cabin: 3BD Cabin at Brasada Ranch Resort

Relax and recharge at Juniper Cabin, a luxury 3-bedroom retreat in Brasada Ranch Resort. Enjoy a cozy living room with a stone fireplace, a fully stocked gourmet kitchen, and private en-suite baths in every bedroom. The spacious deck overlooks the 8th hole, complete with a fire pit, outdoor TV, BBQ, and hot tub. Guests also have access to resort pools, spa, golf, dining, and more — the perfect Central Oregon getaway!

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.

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.