Holiday rentals with a fireplace in Crook County

Guest suite in Prineville

4.94 out of 5 average rating, 247 reviews

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).

Superhost

Campervan/RV in Prineville

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!

4.98 out of 5 average rating, 122 reviews

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!

Superhost

4.83 out of 5 average rating, 12 reviews

Chalet Home with Mt Views

Come and enjoy the beauty of Central Oregon while you stay in this unique chalet style home nestled in the hills of Powell Butte. This high desert property has views of Cascade mountains and Smith Rock. The home sits on 5 acres for privacy and has a detached guest suite that rents separately. It is centrally located between Bend, Redmond and Prineville for a wide range of outdoor activities including easy access to Brasada Ranch and Smith Rock. Enjoy the beautiful sunsets and wildlife walks.

4.94 out of 5 average rating, 52 reviews

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.

4.86 out of 5 average rating, 66 reviews

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! ❤️

4.96 out of 5 average rating, 54 reviews

Cabin in Powell Butte

Brasada Ranch 2 Master BD/2.5B / Views / Hot Tub

NOTE: There are additional daily use fees for Resort facilities - click Show More for details. The Juniper Cabin is a comfortable two bedroom home located in the Brasada Ranch Resort in Central Oregon. Features a gourmet kitchen, stocked with all the basic cooking necessities, air fryer, rice cooker and waffle maker, spacious living area, Chromecasts & WIFI, large deck with fire pit, outdoor TV, hot tub, & gas BBQ overlooking the 8th hole off the Brasada Ranch Canyons Golf Course.

4.94 out of 5 average rating, 143 reviews

Tiny home in Prineville

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.

4.88 out of 5 average rating, 8 reviews

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.

4.92 out of 5 average rating, 97 reviews

Chalet in Prineville

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.

4.95 out of 5 average rating, 63 reviews

Cottage in Prineville

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.

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Holiday House Rentals with a fireplace

4.92 out of 5 average rating, 49 reviews

The Juniper House | Prineville Retreat

PaislyRating, 5 starstoday

Juniper house was perfect for our little family reunion! The house was comfortable and spacious and the backyard was absolutely amazing! My two dogs loved it. We also enjoyed the central location and went on several walks in the park right next door. I highly recommend this place if your family is visiting Prineville.

AdelinaRating, 5 stars3 weeks ago

Grandview Gardens

Wow- I was so blown away with Steven’s beautiful property! Tucked away on a quiet drive, but still close to activities, this place was so peaceful and comfortable. We felt right at home and my goodness was the view of the cascades amazing from the property! The garden was also very lovely, and Steven was super responsive. I am most definitely going to stay here again in the future!

AmyRating, 5 stars11 months ago

New in Brasada-Fireplace-King Suite-Mountain Vista

The place was perfect for our weekend getaway.

4.96 out of 5 average rating, 26 reviews

Beautiful Ranch Home w/ Cascade Mountain View

NitikaRating, 5 stars9 months ago

Lisa and Matt’s place was perfect in all terms. We were looking for a place where we could just hang out with beautiful surroundings and spend quality time with our adult kids before moving out of country. Their place was tastefully done, with all amenities you can think of, everything from the linens to the appliances were of finest quality. We enjoyed walking around their property, watching sunrise and sunset on their patio, playing board games and making some good memories. It was blissful. They go above and beyond to make their guest welcome with wine and snacks and fresh eggs from their coup, chocolates, berries and yogurt, most of which we enjoyed. And special treats for our puppy.

4.96 out of 5 average rating, 49 reviews

The Luxurious Ranch Life

CelesteRating, 5 stars7 months ago

A beautiful home in a beautiful location! Our large group fit comfortably in this home with plenty of space for everyone. The kitchen is amazing and well stocked for cooking meals. The outdoor kitchen and sitting area are amazing! Our schedule did not allow us to use any amenities of the resort.

4.91 out of 5 average rating, 11 reviews

Sunset Ridge Ranch at Brasada Ranch

RachaelRating, 5 stars3 weeks ago

Ryan was incredible. He even responded when he was off duty.

Superhost

4.94 out of 5 average rating, 72 reviews

Cabin 15 Luxury - Brasada Ranch | Hot Tub | Golf

ClaireRating, 5 stars2 months ago

Great house, with really high quality cookware! The whole place felt very high end and nice. Welcome gift of a bottle of wine and dark chocolate was such a great treat upon arrival!