Pet-friendly vacation rentals in Crook County

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

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!

Prineville Reservoir! Lake front, walk to beach!

Amazing new listing from Superhost with OVER 500 FIVE STAR REVIEWS! Located above the Prineville Reservoir with a 180° view of the lake and mountains. Only a 2 minute walk to the beach, and we provide kayaks, paddle boards, and beach gear for you! Gather around the gas fire pit and enjoy our premium stargazing; this area received the rare International Dark Sky Park designation, bringing visitors from all over the world! Family reunion, friend gathering, or small event; this is your spot!

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.

Lakefront Retreat | Lake Ochoco

Welcome to Lakefront Retreat on the shores of Ochoco Lake. This peaceful 4BR/2BA lakefront home sleeps 10 and offers direct access for kayaking, fishing, and swimming. Relax on the deck with sunset views, spot deer, antelope, geese, and hawks, and enjoy stargazing under clear Central Oregon skies. Cozy comforts include A/C, Wi-Fi, smart TV, and a full kitchen. Quick access to the Ochoco Mountains and Painted Hills for day-trip adventures. Professionally managed by Desert Sage Rentals LLC.

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! ❤️

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!

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.

Cozy, stylish Bungalow in Downtown Prineville

Warm and Cozy bungalow in the heart of downtown Prineville, OR — the perfect Pet-friendly Central Oregon getaway. Walk to local shops, relax or work remotely in a warm, vintage-inspired space designed for comfort and ease. ✔ Comfortable beds with quality linens ✔ Natural light ✔ Fully stocked kitchen + Coffee Station ✔ Fast WiFi ✔ Smart TV ✔ Easy self check-in ✔ Free parking ✔ Washer & dryer ✔ Fenced backyard with doggie door Dream. Journey. Rest.

Noble by Stahancyk House

This unique property offers a nostalgic journey back to the 1930s, blending vintage charm with modern amenities. We have three bedrooms. The master suite features a king-size bed with high-end bedding, and an en-suite bathroom. A second bedroom with a queen-size bed, high-end bedding. A kids bedroom with twin beds that embody a 1930s cowboy and cowgirl theme. There are numerous vintage touches and art throughout to complete the vintage theme.

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.

Brasada Ranch | 2 King Suites | Beautiful Views

Watch golfers tee off on the infamous hole #9 from your own private hot tub at Brasada Ranch! Fast internet, 2 King suites w/their own private work areas & mini-fridges, a private hot tub, and all the amenities. Just a quick walk to golfing, swimming, and much more that Brasada Ranch has to offer!