Holiday rentals with outdoor seating in Crook County

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Top-rated rentals with outdoor seating in Crook County

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite

4.93 out of 5 average rating, 243 reviews

Artsy Guest House Nestled in the Rimrock

This property is truly an oasis from the hustle and bustle of city life. When you arrive, the massive rimrock wall will greet you; it is home to abundant wildlife (owls, deer, coyotes oh my). Shrouded by silence, the trill of frogs will put you to sleep. Mornings start with sunrise over the Ochoccos and full views of the valley and the crooked river at its base. Take a hike at Smith Rock, visit the Painted Hills or find yourself headed to town (Bend: 45 min, Prineville: 10 min, Redmond: 25 min).

Guest favourite

Cabin

5 out of 5 average rating, 40 reviews

Brasada Ranch Cabin | Hot Tub | Walk to Ranch

Experience Brasada Ranch w/ an updated cabin near Bend, Oregon! *Please review mandatory resort fees Unwind in our luxury 2-king suite cabin at Central Oregon's adventure and golf paradise, Brasada Ranch. Relax in the hot tub and enjoy the Bend mountain and golf views from the back deck. Thoroughly cleaned cabin with crisp linens, well-stocked kitchen & resort amenities (additional fees apply) await. Golf carts not included, but the resort is a short walk away. Book your dream getaway today!

Guest favourite

Home

4.97 out of 5 average rating, 114 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!

Guest favourite

Home

4.94 out of 5 average rating, 52 reviews

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: $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.

Guest favourite

Home

4.96 out of 5 average rating, 28 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*

Guest favourite

Cabin

4.96 out of 5 average rating, 52 reviews

Brasada Ranch 2 Master BD/2.5B / Views / Hot Tub

NOTE: There are additional daily use fees for Resort facilities - click Show More for details. The Juniper Cabin is a comfortable two bedroom home located in the Brasada Ranch Resort in Central Oregon. Features a gourmet kitchen, stocked with all the basic cooking necessities, air fryer, rice cooker and waffle maker, spacious living area, Chromecasts & WIFI, large deck with fire pit, outdoor TV, hot tub, & gas BBQ overlooking the 8th hole off the Brasada Ranch Canyons Golf Course.

Guest favourite

Tiny home

4.93 out of 5 average rating, 133 reviews

Tiny Pine house in the Ochocos at Wine Down Ranch

Cozy, country tiny home with deck, fire pit, views of meadows, and Ochoco National Forest. Interact with the horses, cattle, and dogs. Serene space with beautiful views of the Cascade mountains. Dark sky certified. View the Milky Way, many constellations, and a few galaxies. Located on 2100 acre Ranch, which is 11 miles from Prineville and 1 mile from the National Forest. Many outdoor activities are available - hiking, mountain biking, snowshoeing, birding, and much more.

Superhost

Farm stay

4.93 out of 5 average rating, 27 reviews

Romantic Ranch Oasis near Bend, Redmond,Prineville

This is a Must Stay Destination if you want to be close to everything Central Oregon has to offer yet in a quiet, relaxing ranch setting. Keystone Natural Cattle Ranch has Lots of room to spread out and enjoy country living while still being close to town! You will be very centrally located between Redmond, Prineville, Bend & Terrebonne. Only 8 miles to Downtown Redmond, 24 miles to Bend, Only 13 Miles to Prineville, 14 miles to Terrebonne and 7 miles to Brasada Ranch.

Guest favourite

Guest suite

4.96 out of 5 average rating, 195 reviews

Panoramic Mountain View Oasis

Your high desert sanctuary awaits. Enjoy breathtaking panoramic mountain views from your second floor apartment, stargaze in the hot tub, cozy up outside by the wood-burning fireplace, and so much more! Only 2 miles from Brasada Ranch, convenient for weddings and events. Close to world-famous Smith Rock, centrally located between Bend, Redmond, and Prineville for a myriad of outdoor activities. Forget your worries in this serene and peaceful place!

Guest favourite

Home

4.86 out of 5 average rating, 7 reviews

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.

Guest favourite

Chalet

4.92 out of 5 average rating, 95 reviews

Juniper Ridge Retreat

Peace, tranquility, and memory making await you at Juniper Ridge Retreat. This area has received the rare International Dark Sky Park designation bringing visitors from all of the world for premium stargazing. Amazing views of Prineville Reservoir and surrounding wilderness from all rooms and the wrap around deck allow you to take in the beauty of this unique area.