Vacation rentals with outdoor seating in Crook County

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Top-rated outdoor seating rentals in Crook County

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

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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, 259 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).

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, 69 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

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

The bedroom features a spacious bed with decorative pillows and a quilted coverlet. A wooden headboard adds a rustic touch, while a map of Europe adorns the wall. A comfortable rocking chair and bedside lamps provide soft lighting, enhancing the room's cozy ambiance.

Home in Prineville

5 out of 5 average rating, 61 reviews

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!

Guest favorite

A bright dining area is surrounded by large windows, offering expansive views of the Prineville Reservoir and nearby mountains. A rustic wooden table is set for six, complemented by comfortable chairs and a cozy seating arrangement in the adjacent living space.

Home in Prineville

4.96 out of 5 average rating, 53 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*

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, 147 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.

Top guest favorite

A hot tub is illuminated by soft string lights against a wooden fence. The water surface shows gentle ripples, indicating bubbling jets, while a relaxing atmosphere is created by the warm glow surrounding the tub.

Cottage in Prineville

5 out of 5 average rating, 124 reviews

~Quail Run Cottage~

**Please read full description & look at all pictures to ensure it’s the right fit for your needs** This little gem is in the prime location. Located in the country but 5 minutes from the town of Prineville. It offers beautiful open views and nature all around. Take a load off & soak in the private hot tub & enjoy the scenery, it will not disappoint. Enjoy watching the quail run around the property along with other wildlife. **Please note- There is no washer/dryer/oven**

Top 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, 224 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.

Guest favorite

The exterior of the home is illuminated at dusk, showcasing large windows reflecting the surrounding landscape. A spacious wraparound deck is visible, featuring comfortable seating and a hot tub, while a fire pit nestled in the foreground adds to the inviting atmosphere.

Chalet in Prineville

4.92 out of 5 average rating, 101 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.