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

Guest suite in Prineville

4.93 out of 5 average rating, 242 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 favorite

Cabin in Prineville

5 out of 5 average rating, 18 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.

Guest favorite

Home in Prineville

4.97 out of 5 average rating, 113 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

Home in Prineville

5 out of 5 average rating, 34 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

Tiny home in Prineville

4.93 out of 5 average rating, 132 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

Home in Prineville

4.93 out of 5 average rating, 86 reviews

3 Bed +2.5 Bath Home - Outdoor Enthusiast Haven

Guests - Enjoy Smith Rock, Painted Hills, the Ochocos, and more! Centrally located in Prineville on two+ acres, offering guests a distinguished experience in a peaceful setting. 3 min drive to local restaurants, shopping, gyms, and groceries. Furnished in a contemporary modern theme sleeps 5 comfortably with 3 dedicated office areas. Enjoy the fenced backyard, outdoor patio, small fire pit (s’mores perhaps), and beautiful sunrises and sunsets in a relaxing setting.

Guest favorite

Guesthouse in Mitchell

4.94 out of 5 average rating, 391 reviews

Painted Hills at Thompson Creek House, Mitchell Or

Kick back, relax and enjoy our home on 80 acres of big sky, fresh air and great scenery . Just 10 miles from Painted hills! Your room has an adjoining private tv and eating area with a separate entry from the main part of the house. Microwave , fridge ,coffee maker provided with beverages and snacks abundantly stocked. Also a grill set up for grilling out. Continental style breakfast each morning of your stay. Let us be your gateway to Wheeler County. Bob & Leslie

Guest favorite

Cabin in Powell Butte

5 out of 5 average rating, 35 reviews

Brasada Ranch Cabin | Hot Tub | Walk to Ranch

Experience Brasada Ranch luxury w/ an updated cabin near Bend, Oregon! 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 favorite

Guest suite in Powell Butte

4.96 out of 5 average rating, 188 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 favorite

Home in Prineville

4.97 out of 5 average rating, 35 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

Chalet in Prineville

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.

Guest favorite

Home in Powell Butte

5 out of 5 average rating, 9 reviews

Brasada Ranch | Hot Tub | Panoramic Views | 5 Bed

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