Vacation rentals near Painted Hills

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Top-rated vacation rentals in Painted Hills

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Guest favorite

Guest suite in Prineville

4.93 out of 5 average rating, 246 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

Apartment in Mitchell

4.93 out of 5 average rating, 609 reviews

Off Grid Ranch's Apt Back side of Painted Hills.

This 1,600 sq ft ground level apartment with garden area and separate entrances has a full bath and complete kitchen. Queen bed in one bedroom, a crib in semi private area and another large bedroom has two queen beds with bookcases separating beds. Hiking, fishing, hunting, horseback riding, swimming or floating the John Day River, and available roads for ATV riding. On our 320 acres you can relax around outside fireplace, take in the views of our amazing landscape, watch the birds and wildlife.

Guest favorite

A dirt road leads towards rolling hills covered with greenery. A mailbox stands beside the road, with sparse trees dotting the landscape. The backdrop features distant mountains under a clear blue sky.

Tiny home in Mitchell

4.92 out of 5 average rating, 167 reviews

Cozy Coyote Camp in Mitchell Oregon

Coyote Camp is a one room cabin located off Highway 26, on " Lost Coyote Lane" in Mitchell, Oregon.. Located 10 minutes from the Painted Hills... The cabin offers a quiet place, to relax, and enjoy all the trees and surrounding nature.There are lots of places to go for walks, or just enjoy a quiet breakfast, on the deck. We offer a Queen size bed, small kitchen with a refrigerator microwave toaster Keurig coffee pot, pods are provided . Please follow directions sent with check in info.

Top guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 281 reviews

Pointe of Blessing with hot tub and canyon views

We hope you will enjoy our Pointe of Blessing. We feel our canyon perch is a gift from God-just too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South. Prepare to relax unwind and enjoy spectacular sunrises and moonrises.

Superhost

A modern kitchen area features a clean, minimalist design with natural wood accents. Shelves are lined with various kitchenware, while three tall stools provide seating at the sleek countertop. Thoughtful lighting is provided by woven pendant lamps overhead.

Loft in Prineville

4.84 out of 5 average rating, 240 reviews

Gateway to Painted Hills! Downtown Prineville Loft

Completely renovated historic building in downtown Prineville. Walk to everything. Light filled, loft-style apartment featuring modern decor & furnishings. Great home base for your trip to Central Oregon. The Painted Hills are just less than an hour drive. Smith Rock is 25mins away. Designated bike storage available inside the loft. NOTE: The loft is on the 2nd floor of a walk-up building. There are approx. 25 steps leading up to the apartment and there is no elevator in the building.

Top guest favorite

A modern kitchen features sleek countertops and dark cabinetry, complemented by large windows that frame expansive views of Smith Rock. Natural light floods the space, highlighting a variety of kitchen appliances and a telescope positioned by the window.

Home in Terrebonne

4.99 out of 5 average rating, 247 reviews

Stunning! Smith Rock • King Beds • Steam Shower

A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

Guest favorite

Home in Mitchell

4.92 out of 5 average rating, 242 reviews

Spacious & Modern Painted Hills Vacation Home

Located just a few miles from the stunning Painted Hills, one of the 7 Wonders of Oregon, our house is spacious and open with modern amenities and relaxing outdoor spaces. We have completely updated the house with all new furniture and beautiful design touches making it the perfect place to stay when exploring the Painted Hills & John Day Fossil Beds! Our Mitchell, Oregon vacation home is a short walk to Main Street which has a brewery, several restaurants, a market & a gas station.

Guest favorite

A studio cabin is positioned on an elevated area overlooking a vast canyon. The structure features a simple exterior with large windows, allowing natural light to fill the space. The surrounding landscape includes rugged terrain and sparse vegetation under a softly colored sky at dusk.

Cabin in Culver

4.91 out of 5 average rating, 170 reviews

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Top guest favorite

The interior showcases rustic blue pine walls with a well-equipped kitchen area featuring a wooden countertop and modern appliances. A small propane stove is visible beside the staircase, leading to an upper loft. Natural light pours in through multiple windows, enhancing the warm ambiance.

Tiny home in Prineville

4.94 out of 5 average rating, 142 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 popcorn container filled with various snacks, including candy bars and popcorn, is placed on a countertop. Two remote controls are located next to the container, and a light switch is visible on the wall in the background.

Cottage in Prineville

5 out of 5 average rating, 100 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**

Guest favorite

The porch features rustic wooden support beams and two vintage wagon wheels integrated into the railings. In the background, a scenic view of trees and hills is visible, with soft clouds framing the sky.

Tiny home in Mitchell

4.89 out of 5 average rating, 279 reviews

COPPINI’S Creekside Camp, Painted Hills

Coppini Creekside Camp is “glamping” at its best. Our cabin sits away from it all at the bend of Thompson Creek. Nesteled amongst beautiful juniper trees. A fire pit ,outdoor cooking station and a cooler with ice waiting for your beverages and perishables.Inside is a comfy queen bed and loft with a single mattress. Cabin has bathroom with camp shower and toilet. Tent available for guests that want more of the camping experience. Come, relax and have a super experience.

Guest favorite

A vast landscape is shown, featuring rolling hills bathed in soft golden light as the sun sets. Expansive fields of green and brown vegetation stretch into the distance, providing a sense of tranquility and openness. A cloudy sky adds depth to the scene.

Cabin in Dayville

4.82 out of 5 average rating, 208 reviews

Off Grid Guest Cabin at Guyon Springs

NOTE: Steep driveway! Don’t miss our weekend breakfast! This cabin is in an accessible, yet removed parcel of our property, just 1 mile from the town of Dayville, Oregon. Kitchen and indoor off grid bathroom . Not recommended for cpap machines. Guests can use outside spring water as well as faucets in cabin, and there is a seasonal solar shower. Great views and solitude, close to the John Day Fossil beds Sheep Rock unit, and the South Fork of the John Day River.