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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.

Superhost
Home in Terrebonne
Cozy Three Story Lookout Tower
Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!
$299 per night
Superhost
Home in Terrebonne
Pointe of Blessing canyon golf course view retreat
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.
$165 per night
Superhost
Apartment in Mitchell
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.
$100 per night

Painted Hills cottage rentals

Superhost
Cottage in Prineville
Juniper Ridge Cottage
$70 per night
Superhost
Cottage in Molalla
Charlies Riverfront Cottage - Hot tub & Fireplace
$209 per night
Superhost
Cottage in Bend
Contemporary Chic, Walk Downtown, Gourmet Kitchen
$141 per night
Superhost
Cottage in Mount Hood Village
The Little Red Getaway on the Sandy River!
$171 per night
Superhost
Cottage in Bend
In the Heart of Tumalo Two
$102 per night
Superhost
Cottage in Bend
Adorable West Side Cottage, Great Location!
$154 per night
Superhost
Cottage in Terrebonne
Quiet central Oregon desert retreat with a view!
$135 per night
Superhost
Cottage in Portland
✿✿ Portlandia Garden Cottage ✿✿
$63 per night
Superhost
Cottage in Bend
5 star! Hot Tub+Big Porch w/ Enclosed Yard+Pets OK
$151 per night
Superhost
Cottage in Salem
The Vineyard House
$193 per night
Superhost
Cottage in Portland
Romantic Urban Oasis in the City-Owl Forest Studio
$141 per night
Superhost
Cottage in Independence
Willamette Valley Riverside Retreat
$149 per night

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Wheeler County
  5. Painted Hills