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Pet-friendly vacation rentals in Crook County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Crook County

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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A cozy living area features a spacious bed with a plaid bedding set, situated beside a large window that allows natural light to fill the room. A comfortable recliner sits nearby, complemented by rustic wood accents and a decorative area rug.

Ranch in Prineville

4.93 out of 5 average rating, 397 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

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

A spacious covered outdoor seating area features comfortable sofas surrounding a central fire pit. The serene lake view is framed by tall trees, while sun loungers are positioned nearby on the deck. The area is illuminated by natural light and provides an inviting atmosphere.

Home in Prineville

4.98 out of 5 average rating, 129 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!

A serene view of the cabin buildings is presented against a backdrop of rolling hills and clear blue skies. Gravel and rock landscaping surrounds the area, enhancing the natural setting. Open space leads toward the horizon, inviting exploration and relaxation.

Guesthouse in Prineville

4.81 out of 5 average rating, 16 reviews

Ochoco guest cabin!

Take it easy at this unique and tranquil getaway. Located 1 mile from the Ochoco National Forest, this superior craftsmanship cabin is sure to accommodate to all your vacation needs from hunting to exploring. Located on the Crooked River, Prineville is a combination of fascinating history and scenic pristine outdoors with a variety of recreational opportunities including rockhounding, fishing, hiking, boating and much more. Please reach out with any request. Meal options also available.

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.

A cozy living area features a wooden cabinet housing books and a television. A small dining table with two chairs is positioned by a window, while a colorful area rug adds warmth to the tile floor. A door leads to another room.

Home in Prineville

4.83 out of 5 average rating, 75 reviews

Beach Bungalow in Prineville, OR

Bring the whole family to this great place with lots of room for fun. We welcome you to our stucco built Oasis in the high desert! Two roomy bedrooms with living room, full kitchen and laundry room, and bathroom with huge walk in shower. Private entrance and parking available. So much to do in the heart of central Oregon- stay for the rodeos, horse races, enjoy our quaint downtown, many outdoor activities, a short trip to the mountains and lakes. Come enjoy Prineville and stay with us! ❤️

A single-story home is presented with a sloping roof and a welcoming front porch. A two-car garage is visible on the left side, while the surrounding lawn offers a natural, grassy area. Mountains and a lake are seen in the background under a clear blue sky.

Home in Prineville

4.8 out of 5 average rating, 87 reviews

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!

Top guest favorite

The front entrance features a vibrant red door, framed by a covered porch. A white railing leads up to the steps, contrasting against the green siding of the house. Natural light illuminates the path, showcasing the gravel driveway and surrounding greenery.

Home in Prineville

4.99 out of 5 average rating, 147 reviews

Visit Rip’s Cabin in the Heart of Prineville

Experience the best of Central Oregon in this stunning 2017 downtown Prineville home! Ideal for families and traveling working professionals, this charming residence offers a convenient location within walking distance of restaurants and shopping. After a day of work or exploration, relax and marvel at breathtaking sunsets and stargazing opportunities. With easy access to Bend, Smith Rock, and the Painted Hills, this is the perfect base for both adventure and productivity.

Top guest favorite

A spacious living area features pastel-colored sofas, arranged to facilitate conversation. Decorative curtains frame the windows, enhancing natural light. An intricately patterned rug covers the wooden floor, while a dining table is positioned in the background, providing a sense of connection between the two spaces.

Home in Prineville

5 out of 5 average rating, 9 reviews

LaFollette by Stahancyk House

This Queen Anne cottage in Oregon's Ochoco Valley, built in the early 1900s, has a rich history in the sheep and wool industry. Built by Thomas H. Lafollette and Margaret J. Allen, the house was passed down through generations. After Hazel Sullivan's passing, the house fell into disrepair. A recent restoration has revitalized it, addressing foundation issues, lead paint remediation, and restoring original features. The updated living space blends the past with the present.

A vintage camper is set among tall, lush trees and shrubbery. Its distinctive exterior features a light-colored body with an orange stripe, blending with the natural surroundings. The landscape shows a cleared area with dry grass and scattered rocks, highlighting the tranquil environment.

Camper/RV in Prineville

4.82 out of 5 average rating, 17 reviews

Vintage Ochoco Campervan

This little camper is perfect for a single person or couple. It has a cozy queen bed, love seat, small coffee maker and toaster, lots of lighting, windows and a unique vintage décor. It’s sweet and romantic with a nod to the 50’s camper-style. There’s a porch with outside seating, a table for eating meals and setting up a camping stove and an outhouse with a RV toilet that flushes. It’s tucked away amongst the junipers and ponderosa pines.

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, 54 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.

Top guest favorite

A comfortable living area features warm brown leather sofas adorned with decorative pillows. A small ottoman is centered in the seating arrangement. Natural light filters through sheer curtains, and a flat-screen TV is mounted on the wall, enhancing the inviting atmosphere.

Cottage in Prineville

4.96 out of 5 average rating, 71 reviews

Court St. Cottage | Downtown Prineville Getaway

Welcome to Court Street Cottage, a one-of-a-kind and cozy home nestled in the heart of Downtown Prineville, Oregon! Located just a stone's throw away from the historic Crook County Courthouse, this charming cottage is the perfect gateway to the breathtaking beauty of the Ochoco Mountains and the Crooked River Backcountry.

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Popular amenities for Crook County pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

A light-filled living area features a white sofa adorned with neutral pillows, positioned beside a modern floor lamp. A rustic wooden coffee table rests on a decorative rug, and a large window offers views of the surrounding landscape. Arched doorways lead to additional spaces.

Home in Powell Butte

4.96 out of 5 average rating, 26 reviews

Beautiful Ranch Home w/ Cascade Mountain View

A charming exterior view of a cozy house shows a white picket fence that frames a well-maintained front yard. Brightly colored flower boxes adorn the front windows, and a bold red door serves as the focal point, inviting guests into the welcoming home.

Home in Prineville

5 out of 5 average rating, 4 reviews

Noble by Stahancyk House

A spacious backyard features well-maintained gardens and a variety of plants. The home, with large windows, is visible in the background. A small water feature is centrally located, surrounded by lush greenery, creating a serene outdoor space for relaxation or gatherings.

Home in Prineville

4.9 out of 5 average rating, 58 reviews

The Juniper House | Prineville Retreat

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, 51 reviews

Bitterroot Butte | Prineville Reservoir

Pet-friendly home rentals with a pool

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+)

A spacious outdoor deck features a hot tub surrounded by lush trees and expansive mountain views. Nearby, a seating area is furnished with a table and comfortable chairs. Bright blue skies and distant mountains create a serene backdrop for relaxation.

Home in Powell Butte

4.96 out of 5 average rating, 27 reviews

Starview by AvantStay | Brasada Ranch Resort House

An open-concept living area is showcased, featuring a large sectional sofa and a wooden coffee table. A stone fireplace adds warmth, while a mounted TV is positioned above it. The kitchen is visible in the background, with wooden cabinetry and appliances.

Cabin in Powell Butte

Mountain-View Cabin Near Trails in Powell Butte!

The cabin's exterior features a warm brown facade with a metal roof, framed by desert vegetation. A welcoming front porch with a yellow door provides access, while pathways lead through the surrounding rustic landscape. Large windows invite natural light into the home.

Cabin in Powell Butte

5 out of 5 average rating, 6 reviews

Brasada Ranch, Decks, Patio, Resort Amenities!

Private, pet-friendly home rentals

A spacious living area features a stone fireplace as a focal point, surrounded by comfortable seating. Wooden beams accentuate the high ceiling, while large windows offer views of the surrounding landscape. A coffee table is centered among the seating, with a rug beneath adding warmth.

Home in Terrebonne

4.93 out of 5 average rating, 46 reviews

Rock Ridge

A spacious backyard features well-maintained gardens and a variety of plants. The home, with large windows, is visible in the background. A small water feature is centrally located, surrounded by lush greenery, creating a serene outdoor space for relaxation or gatherings.

Home in Prineville

4.9 out of 5 average rating, 58 reviews

The Juniper House | Prineville Retreat

A single-story home is presented with a sloping roof and a welcoming front porch. A two-car garage is visible on the left side, while the surrounding lawn offers a natural, grassy area. Mountains and a lake are seen in the background under a clear blue sky.

Home in Prineville

4.8 out of 5 average rating, 87 reviews

Lake front in Prineville~

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

Top guest favorite

The front entrance features a vibrant red door, framed by a covered porch. A white railing leads up to the steps, contrasting against the green siding of the house. Natural light illuminates the path, showcasing the gravel driveway and surrounding greenery.

Home in Prineville

4.99 out of 5 average rating, 147 reviews

Visit Rip’s Cabin in the Heart of Prineville

A cozy living area features a wooden cabinet housing books and a television. A small dining table with two chairs is positioned by a window, while a colorful area rug adds warmth to the tile floor. A door leads to another room.

Home in Prineville

4.83 out of 5 average rating, 75 reviews

Beach Bungalow in Prineville, OR

A cozy living area features a spacious bed with a plaid bedding set, situated beside a large window that allows natural light to fill the room. A comfortable recliner sits nearby, complemented by rustic wood accents and a decorative area rug.

Ranch in Prineville

4.93 out of 5 average rating, 397 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

A spacious covered porch features rustic log columns and comfortable seating arrangements, facing a breathtaking landscape of hills and valleys. The warm glow of sunset casts soft light over the area, highlighting the natural beauty of the surroundings.

Cabin in Prineville

4.96 out of 5 average rating, 225 reviews

Incredible Cabin Incredible Views Dark Sky Area

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