House holiday rentals in Crook County

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Top-rated house rentals in Crook County

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Guest favourite

Home

4.97 out of 5 average rating, 114 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!

Home

4.75 out of 5 average rating, 8 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.

Superhost

Home

4.71 out of 5 average rating, 45 reviews

Charming Modernized 1938 Ranch Home

Enjoy a taste of ranch life in this modernized 1938 home. Located on a large, peaceful lot in downtown Prineville, guests can walk to many amenities. The picture windows offer a view of colorful sunsets, deer and quail from both the covered porch and the living room. Comfortably furnished and tastefully decorated, this home reminds guests of the cowboy lifestyle of yesteryear. Conveniences include kitchen appliances, dishwasher, WiFi, smart TV, Blue Ray/DVD player, fans, and ample parking.

Guest favourite

Home

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: $36/per guest per night. May - Sept: $65/per guest per night. Oct - Dec: $36/per guest per night. All holiday time periods: $65/per guest per night.

Guest favourite

Home

4.84 out of 5 average rating, 50 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! ❤️

Guest favourite

Home

5 out of 5 average rating, 35 reviews

Millers' Misfit Farm

Millers' Misfit Farm welcomes you to the farm. The space was originally built into the house as a mother in law's quarters. There is a separate entrance with porch, full kitchen with pantry, one bedroom with queen sized bed and a walk in closet, one queen hide a bed couch in the living room, and one bathroom with shower. In the yard is a seasonal firepit. The apartment is kept critter free for those of you with allergies. Come stay with us and enjoy the beauty of Central Oregon!

Guest favourite

Home

4.78 out of 5 average rating, 78 reviews

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!

Guest favourite

Home

4.98 out of 5 average rating, 117 reviews

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.

Superhost

Home

5 out of 5 average rating, 3 reviews

Country Chic Ranch | Resort | Fire Pit | 3bd |2ba

Welcome to Home on the Range! Escape to this luxurious & spacious modern ranch house, beautifully designed to offer a comfortable and stylish getaway at Brasada Ranch Resort. With expansive views, high-end amenities, and cozy indoor and outdoor spaces, this 3-bedroom home is the perfect setting for memorable vacations with family or friends. Enjoy the ambient floor heating to keep you warm & comfortable. Cozy up & enjoy! Short and mid-term stays accepted!

Guest favourite

Home

4.96 out of 5 average rating, 28 reviews

The Juniper House | Prineville Retreat

Welcome to The Juniper House, a charming and spacious 3-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

Guest favourite

Home

4.98 out of 5 average rating, 40 reviews

The One Above the Rest w/Game Room

Discover the allure of Central Oregon in this captivating downtown Prineville home. Perfect for families and professionals, this charming house offers a prime location near restaurants and shops. Enjoy a game room with a pool table, darts, and arcade machines. Marvel at stunning sunsets and stargazing. Conveniently situated for exploring Bend, Smith Rock, and the Painted Hills. Your ultimate hub for adventure and relaxation.

Guest favourite

Home

4.86 out of 5 average rating, 7 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.