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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.

Waterfront Chalet with bunkhouse, kayaks, pets OK!

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!

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! ❤️

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. High end bedding and linens are included.

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.

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 views of colorful sunsets, deer and quail. Comfortably furnished and tastefully decorated, this home reminds guests of a cowboy lifestyle of yesteryear. Home features ceiling fans, portable fans, coffee maker, dishwasher, microwave, WiFi, smart TV, Blue Ray/DVD player, fans, and ample parking.

Lakefront Retreat | Ochoco Lake

Welcome to Lakefront Retreat on Ochoco Lake. This peaceful 4BR/2BA home sleeps 10 with direct lake access for kayaking, fishing, and swimming. Relax on the deck with sunset views in a fenced yard that is dog friendly. Spot deer, antelope, and hawks, and enjoy stargazing under clear Central Oregon skies. Includes A/C, Wi-Fi, smart TV, and full kitchen. Quick access to the Ochoco Mountains and Painted Hills. Professionally managed by Desert Sage Rentals LLC.

Ochoco Valley Cottage

A peaceful private guest cottage tucked into the foothills of the Ochoco Mountains. Enjoy wide open views, star-filled skies, and frequent wildlife right outside your door. Just 45 minutes from the Painted Hills and close to Walton Lake and Big Summit Prairie. Clean, cozy, and family-friendly with a unique loft sleeping area accessed by a ship ladder — perfect for couples, small families, and travelers wanting a quiet Central Oregon getaway.

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.

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!

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!