House holiday rentals in Crook County

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!

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.

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: $40/per guest per night. May - Sept: $65/per guest per night. Oct - Dec: $40/per guest per night. All holiday time periods: $65/per guest per night.

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!

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*

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!

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.

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.