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House vacation rentals in Crook County

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Top-rated house rentals in Crook County

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Home in Powell Butte

4.8 out of 5 average rating, 15 reviews

Comfortable and quiet guest house

Come and enjoy the beauty of Central Oregon while you stay in this adorable, detached guest quarters in the hills of Powell Butte. This high desert property has views of some of the Cascades as well as Smith Rock. The guesthouse sits behind the main home on 5 acres for privacy. 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 bird watching, wildlife, walks and incredible sunsets.

Home in Prineville

4.97 out of 5 average rating, 113 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 in Prineville

4.7 out of 5 average rating, 44 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.

Home in Prineville

4.83 out of 5 average rating, 48 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! ❤️

Home in Prineville

5 out of 5 average rating, 34 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!

Home in Prineville

4.95 out of 5 average rating, 21 reviews

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*

Home in Prineville

4.78 out of 5 average rating, 77 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!

Home in Powell Butte

4.94 out of 5 average rating, 52 reviews

Modern Brasada Ranch 5 Bed Luxury Home w/ Firepit

Enjoy a modern 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.

Home in Prineville

4.98 out of 5 average rating, 106 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.

Home in Prineville

4.93 out of 5 average rating, 86 reviews

3 Bed +2.5 Bath Home - Outdoor Enthusiast Haven

Guests - Enjoy Smith Rock, Painted Hills, the Ochocos, and more! Centrally located in Prineville on two+ acres, offering guests a distinguished experience in a peaceful setting. 3 min drive to local restaurants, shopping, gyms, and groceries. Furnished in a contemporary modern theme sleeps 5 comfortably with 3 dedicated office areas. Enjoy the fenced backyard, outdoor patio, small fire pit (s’mores perhaps), and beautiful sunrises and sunsets in a relaxing setting.

Home in Prineville

4.97 out of 5 average rating, 35 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.

Home in Powell Butte

5 out of 5 average rating, 9 reviews

Brasada Ranch | Hot Tub | Panoramic Views | 5 Bed

You won’t forget the sweeping panoramic Cascade Mountain views at this beautiful Brasada Ranch home! This entertainer’s dream features 3 bedrooms + a private casita, 5 beds (1 King, 3 Queen, 1 Twin), expansive deck with a private hot tub and firepit, gourmet kitchen stocked with all of the essentials, and of course all of the Brasada Ranch resort amenities.

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

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Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Crook County house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Powell Butte

4.73 out of 5 average rating, 11 reviews

Heritage by AvantStay | Luxe Oregon Retreat + Deck

Home in Powell Butte

4.61 out of 5 average rating, 28 reviews

Clint by AvantStay | Golf Course, Pool & Hot Tub

Home in Powell Butte

4.86 out of 5 average rating, 7 reviews

The Lookout at Brasada Ranch

Home in Powell Butte

4.5 out of 5 average rating, 6 reviews

Luxurious Home, Beautiful Views, Family Friendly!

Home in Powell Butte

New place to stay

NEW LiSTING DiSCOUNT! Brasada Ranchview | Hot Tub

Weekly house rentals

Home in Terrebonne

4.92 out of 5 average rating, 37 reviews

Rock Ridge

Home in Prineville

4.78 out of 5 average rating, 77 reviews

Lake front in Prineville~

Home in Prineville

5 out of 5 average rating, 24 reviews

The Juniper House | Prineville Retreat

Home in Prineville

4.98 out of 5 average rating, 106 reviews

Visit Rip’s Cabin in the Heart of Prineville

Home in Powell Butte

5 out of 5 average rating, 17 reviews

Starview by AvantStay | Brasada Ranch Resort House

Home in Powell Butte

5 out of 5 average rating, 9 reviews

Brasada Ranch | Hot Tub | Panoramic Views | 5 Bed

Home in Prineville

4.83 out of 5 average rating, 48 reviews

Beach Bungalow in Prineville, OR

Home in Prineville

4.97 out of 5 average rating, 113 reviews

Lakefront House with Amazing View Near Bend Oregon

Private house rentals

Home in Terrebonne

4.92 out of 5 average rating, 37 reviews

Rock Ridge

Home in Prineville

4.78 out of 5 average rating, 77 reviews

Lake front in Prineville~

Home in Prineville

5 out of 5 average rating, 24 reviews

The Juniper House | Prineville Retreat

Home in Prineville

4.98 out of 5 average rating, 106 reviews

Visit Rip’s Cabin in the Heart of Prineville

Home in Powell Butte

5 out of 5 average rating, 17 reviews

Starview by AvantStay | Brasada Ranch Resort House

Home in Powell Butte

5 out of 5 average rating, 9 reviews

Brasada Ranch | Hot Tub | Panoramic Views | 5 Bed

Home in Prineville

4.83 out of 5 average rating, 48 reviews

Beach Bungalow in Prineville, OR

Home in Prineville

4.97 out of 5 average rating, 113 reviews

Lakefront House with Amazing View Near Bend Oregon

Destinations to explore