Painted Hills vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Painted Hills

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

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Guest favorite

Apartment in Redmond

4.98 out of 5 average rating, 427 reviews

Smith Rock View Contemporary

Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A huge covered deck with magnificent views will make you feel right at home. Get your trip started off right with a gorgeous sunrise over Smith Rock.

Nov 7 – 14

ﺩ.ﺇ510 per night

Guest favorite

Tiny home in Mitchell

4.91 out of 5 average rating, 109 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.

Dec 26 – Jan 2

ﺩ.ﺇ404 per night

Guest favorite

Farm stay in Prineville

4.93 out of 5 average rating, 368 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.

Sep 2 – 9

ﺩ.ﺇ381 per night

Guest favorite

Cottage in Terrebonne

4.91 out of 5 average rating, 258 reviews

Quiet central Oregon desert retreat with a view!

Bright and cheery cottage on five acres with a view! Bathrooms completely renovated in 2019 with tile and modern barn decor. Premium linens and duvets. Fully stocked kitchen with Nespresso machine. Gas BBQ on the deck! Relax in this extraordinary high desert setting or hike right out your front door. Located in a rural area 50 minutes north of Bend, between the Deschutes and Crooked Rivers, you will have access to climbing, fishing, kayaking. Come visit the craft breweries in nearby Redmond!

Dec 26 – Jan 2

ﺩ.ﺇ532 per night

Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 161 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.

Aug 16 – 23

ﺩ.ﺇ711 per night

Guest favorite

Apartment in Mitchell

4.94 out of 5 average rating, 513 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, plus 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 on the decks, take in the views of our amazing landscape, watch the birds and wildlife.

Feb 26 – Mar 5

ﺩ.ﺇ449 per night

Guest favorite

Tiny home in Redmond

4.99 out of 5 average rating, 182 reviews

Tranquil Views, Country Cozy, Close to Smith Rock

The Tiny House at Aspen View Farm is your next special getaway! Great location for solo travelers or couples exploring beautiful Central Oregon - Smith Rock 15 min away. On a unique 14 acre farm setting, relax and retreat with tranquil Cascade Mountain and country views, plus watch cute grazing sheep. The Tiny is cozy and comfy with quality amenities to make you feel right at home - stocked kitchen, heated floors & more! Please read full listing before booking so there are no surprises :)

Aug 30 – Sep 6

ﺩ.ﺇ588 per night

Guest favorite

Home in Terrebonne

4.99 out of 5 average rating, 116 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.

Oct 25 – Nov 1

ﺩ.ﺇ1,314 per night

Guest favorite

Home in Mitchell

4.91 out of 5 average rating, 214 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.

Jun 3 – 10

ﺩ.ﺇ751 per night

Guest favorite

Cabin in Bend

4.99 out of 5 average rating, 429 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets .

Feb 4 – 11

ﺩ.ﺇ329 per night

Guest favorite

Guesthouse in Mitchell

4.94 out of 5 average rating, 332 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

Sep 28 – Oct 5

ﺩ.ﺇ407 per night

Guest favorite

Guest suite in Powell Butte

4.97 out of 5 average rating, 143 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!

Dec 19 – 26

ﺩ.ﺇ688 per night