Vacation rentals with outdoor seating in Crook County

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Top-rated outdoor seating rentals in Crook County

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Top guest favorite

A spacious bedroom is furnished with a wooden sleigh bed topped with neutral linens and a decorative black blanket. Two bedside lamps illuminate the room. A stylish folding screen provides privacy, and large windows offer scenic views of the valley.

Guest suite in Prineville

4.94 out of 5 average rating, 260 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).

Superhost

A stylish 43-foot ToyHauler features a sleek exterior with contemporary design elements. Sturdy steps lead to the entrance, while large windows allow natural light to enhance the exterior. The trailer is designed for convenience and adventure, showcasing its spacious proportions.

Camper/RV in Prineville

2022 WolfPack ToyHauler

We will haul and set up anywhere in Oregon. This ToyHauler is truly one of a kind, 43 foot stylish as well spacious with 12 foot ceilings, outdoor bar, inclosed back patio with LED lighting, indoor and outdoor Bluetooth surround system to help make your adventure one to remember! WiFi Master bedroom has a king bed With attached spacious bathroom. 2 queen size beds in the private back room with additional bathroom. 1 XL twin bed Reclining heated couch We can haul and set up or you can drive!

Top guest favorite

An outdoor seating area features two chairs surrounding a fire pit, which is lit and casting a warm glow. The background showcases a mountainous landscape filled with trees, with a valley visible below, creating a serene setting for relaxation.

Cabin in Prineville

4.99 out of 5 average rating, 74 reviews

Cabin in the Ochocos

Our cabin/guest house is located on 32 acre forested property next to the main house and is a perfect base camp for hikers, bikers, hunters, dark sky and winter sport enthusiasts. It overlooks Upper McKay Valley, is one mile from the north entrance of Ochoco National Forest and 10 minutes north of downtown Prineville. Ideal for 2 but can accommodate 4 people to share the amenities of a small scale fully equipped home. Amazing views with farm animals to round out the country living experience.

Luxe

The spacious studio layout features a cozy sunken living area with a wrap-around couch and a modern gas fireplace. A king-size bed is positioned above on a raised platform, complemented by wooden cabinetry and warm lighting. Large windows provide natural light throughout the space.

Bungalow in Powell Butte

4.86 out of 5 average rating, 7 reviews

Luxury Bungalow w Hot Tub at Brasada Ranch (21+)

THIS IS A RESORT-MANAGED LISTING, GIVING YOU ACCESS TO ALL BRASADA RANCH'S LUXURY AMENITIES Your Cascade Bungalow provides a heightened experience in an adult-only setting (for guests 21+). Inside you’ll find an inviting sunken living room with a cozy fireplace, high ceilings, a modern bedroom area, a workstation, coffee and tea bar, a spacious bathroom, and expansive windows that offer stunning views and open to a personal patio. Outside, soak in your private enclosed hot tub made for two.

Top guest favorite

Home in Prineville

4.98 out of 5 average rating, 132 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 favorite

The chalet-style home is seen from a distance, featuring a red exterior with a sloped roof. Surrounding greenery and gravel pathways lead to the property. The backdrop showcases expansive views of the hills and mountains under a clear blue sky.

Home in Powell Butte

4.83 out of 5 average rating, 12 reviews

Chalet Home with Mt Views

Come and enjoy the beauty of Central Oregon while you stay in this unique chalet style home nestled in the hills of Powell Butte. This high desert property has views of Cascade mountains and Smith Rock. The home sits on 5 acres for privacy and has a detached guest suite that rents separately. It is centrally located between Bend, Redmond and Prineville for a wide range of outdoor activities including easy access to Brasada Ranch and Smith Rock. Enjoy the beautiful sunsets and wildlife walks.

Superhost

The exterior of a modernized 1938 home is displayed, featuring a gray facade with white trim. A covered porch extends from the main entrance, surrounded by a gravel driveway and landscaped areas. Large windows allow for natural light, and trees add greenery to the property.

Home in Prineville

4.73 out of 5 average rating, 48 reviews

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.

Top guest favorite

A private patio is presented with several dark wooden Adirondack chairs arranged around a fire pit. A vast landscape stretches into the distance, featuring low shrubs and trees under a colorful sky at sunset, with soft hues of orange, pink, and purple.

Home in Powell Butte

4.95 out of 5 average rating, 56 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: $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.

Top guest favorite

A cozy tiny home with wooden exterior is set against a backdrop of lush greenery. A fire pit sits in the foreground, surrounded by open grass. A deck is visible, featuring a grill and seating area that invite outdoor relaxation.

Tiny home in Prineville

4.94 out of 5 average rating, 149 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.

Guest favorite

Two Adirondack chairs are positioned on a patio, facing a stunning sunset over distant mountains. A small table is located between the chairs, accompanied by a flower pot. The sky is painted with hues of pink, orange, and purple, creating a serene atmosphere.

Guest suite in Powell Butte

4.96 out of 5 average rating, 226 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!

Top guest favorite

A game room is displayed, featuring a green felt pool table with a set of balls arranged on the table. A dartboard is mounted on the wall adjacent to a small lamp and seating. Natural light enters through a window, illuminating the space.

Home in Prineville

4.98 out of 5 average rating, 55 reviews

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.

Superhost

A spacious ranch-style home is showcased against a clear blue sky, featuring a symmetrical facade with prominent peaks and expansive windows. The exterior is complemented by natural surroundings, including dry grass and shrubs, with a clean walkway leading to the entrance.

Home in Powell Butte

4.67 out of 5 average rating, 48 reviews

Hot Tub, Fire Pit, Views | Brasada Ranch Community

★ Recognized as one of our best. This home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-tier stays. Welcome to Pioneer at Brasada Ranch Resort by AvantStay! - Located within the Brasada Ranch community - Shaded spacious deck w/ firepit, lounge seating and hot tub - Living area features firepit and television - Dazzling and chic exterior-interior design - Access to amenities