House vacation rentals in Crook County

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.

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.

High Desert Retreat: Adventure Basecamp Prineville

Welcome to High Desert Retreat: Adventure Basecamp Prineville. This single-level 2-bedroom, 1-bath rental sleeps 4. Walk to downtown Prineville's restaurants, coffee, and breweries. Quick access to Ochoco National Forest, Barnes Butte hiking, and Prineville Reservoir (30 min away). Inside: Wi-Fi, A/C, and a full kitchen. Outside: private backyard with BBQ and outdoor seating. Ideal for families and outdoor enthusiasts. Professionally managed by Desert Sage Rentals LLC.

Yikes place

Relax with the whole family at this peaceful place to stay. Our little town offers lots of things to do In the summer Horse races, rodeos, fair, rock hounds, Pee wee rodeos I could go on. You will be close to Prineville reservoir, Ochoco reservoir, Ochoco mountains. Great for Hunters , fisherman , boaters. In town we have a theater, museum , antique stores, Restaurants, Community pool, Parks for the kids with a splash pad , golfers have 2 golf course.

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.

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.

Creekside Cottage

Welcome to peaceful Creekside Cottage. One minute walk to beautiful downtown Prineville. Close to dining, groceries and gas. One step away from the bike path, and a stone's throw away from tranquil Ochoco Creek! Private, yet centrally located. Ample off street parking. Sleeps 6 adults, full kitchen, laundry. The home boasts beautiful artwork created by lovely local artist Kristine Cooper!

Brasada Ranch | Hot Tub | Guest Casita | 5 Bed

You won’t forget the beautiful Cascade Mountain views at this 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.

Ranchview Brasada Home 4bd/3ba + Hot tub

Newly built and beautifully designed, this stunning 4-bedroom home in Brasada Ranch offers modern comfort with an open floor plan and breathtaking views. A fully stocked gourmet kitchen, surround sound, a private hot tub, and a full garage make it the perfect retreat. Short and mid-term stays accepted!