Painted Hills Holiday Rentals

Compare Villas, Resorts, & Rentals in Painted Hills, Oregon, USA

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
10.0 (417 Reviews)
3 Bedrooms 8 Guests
Crooked River Ranch Cabins
Fromد.إ.‏433 per night
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9.6 (228 Reviews)
1 Bedroom 2 Guests
Desert Sky, Eagle Crest Home. Golf on site, close to pool
10.0 (81 Reviews)
2 Bedrooms 6 Guests
Sunstone Townhome 2/2 at Eagle Crest
Fromد.إ.‏819 per night
6.0 (13 Reviews)
2 Bedrooms 6 Guests
Canyon Rim at Eagle Crest
Fromد.إ.‏497 per night
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9.6 (92 Reviews)
2 Bedrooms 6 Guests
Pet-Friendly Redmond Home with Hot Tub, Porch, Grill
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New
3 Bedrooms 8 Guests
Brasada Ranch
Fromد.إ.‏875 per night
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9.4 (335 Reviews)
1 Bedroom 2 Guests
Clean cabin downtown, fresh renovation of 1919 classic
9.8 (21 Reviews)
2 Bedrooms 4 Guests
Madras Oak House
Fromد.إ.‏1,190 per night
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10.0 (6 Reviews)
2 Bedrooms 4 Guests
Golden Escape- Private Hot tub, Dog Friendly
9.4 (98 Reviews)
3 Bedrooms 8 Guests
Idyllic Redmond Townhome with Furnished Deck!
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10.0 (5 Reviews)
3 Bedrooms 8 Guests
Prineville Resevoir Lake House
Fromد.إ.‏1,062 per night
9.6 (33 Reviews)
3 Bedrooms 7 Guests
Hawk's Landing
Fromد.إ.‏1,038 per night
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10.0 (3 Reviews)
1 Bedroom 6 Guests
Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool
10.0 (137 Reviews)
2 Bedrooms 4 Guests
Redmond House with Community Amenities Access
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10.0 (3 Reviews)
2 Bedrooms 6 Guests
Eagle Crest Golf Retreat - Recently remodeled
10.0 (211 Reviews)
3 Bedrooms 6 Guests
Casa Layla
Fromد.إ.‏499 per night
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10.0 (3 Reviews)
3 Bedrooms 6 Guests
20 acres private ranch with Mountain View’s
10.0 (187 Reviews)
7 Bedrooms 16 Guests
Tee Time Retreat
Fromد.إ.‏704 per night
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10.0 (2 Reviews)
2 Bedrooms 5 Guests
Juniper Creek Inn - Eagle Crest on the Creek- 170+ reviews/Overall rating 10!
10.0 (177 Reviews)
3 Bedrooms 6 Guests
Kilnwood Retreat
Fromد.إ.‏569 per night
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10.0 (2 Reviews)
3 Bedrooms 8 Guests
Retreat on the Butte: On The Creek Luxury, Town Home with hot tub
10.0 (171 Reviews)
3 Bedrooms 8 Guests
Juniper Haven New Remodel and Resort Amenities
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10.0 (2 Reviews)
2 Bedrooms 6 Guests
Elevated Escape | Modern 5BDR Retreat
Fromد.إ.‏1,528 per night
10.0 (111 Reviews)
5 Bedrooms 11 Guests
Eagle Crest Modern Escape
Fromد.إ.‏437 per night
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10.0 (2 Reviews)
1 Bedroom 6 Guests
3 Bedroom, Single Story,
Fromد.إ.‏933 per night
10.0 (108 Reviews)
3 Bedrooms 7 Guests
The Luxurious Ranch Life
Fromد.إ.‏6,460 per night
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10.0 (1 Review)
5 Bedrooms 15 Guests
Central Oregon Getaway! Incredible Lake and Mountain views! Dark Sky Area!
10.0 (97 Reviews)
3 Bedrooms 8 Guests
Luxurious 3BR/2BA Eagle Crest Chalet on Golf Course w/Private Hot Tub & Garage
10.0 (96 Reviews)
3 Bedrooms 6 Guests
Deer Park Cabin
Fromد.إ.‏1,458 per night
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10.0 (1 Review)
1 Bedroom 6 Guests
Russ And Mary's Mountain High Bungalow (Includes 6 guest passes)
10.0 (96 Reviews)
2 Bedrooms 6 Guests
Redmond Golf Getaway - Near Smith Rock State Park!
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10.0 (1 Review)
3 Bedrooms 8 Guests
Scrubjay Suite
Fromد.إ.‏1,222 per night
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10.0 (1 Review)
1 Bedroom 3 Guests
High desert home with mountain views
Fromد.إ.‏1,245 per night
10.0 (69 Reviews)
4 Bedrooms 8 Guests
Steps from Smith Rock in Prime Location
Fromد.إ.‏1,188 per night
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10.0 (1 Review)
2 Bedrooms 6 Guests
Creekside Luxury @ Eaglecrest-Dog Friendly Escape!
10.0 (67 Reviews)
2 Bedrooms 4 Guests
Perfect Family Getaway HotTub - sleeps 10
Fromد.إ.‏1,417 per night
10.0 (63 Reviews)
4 Bedrooms 10 Guests
Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort
10.0 (52 Reviews)
4 Bedrooms 11 Guests
⭑ Eagle Crest Retreat ⭑ Indoor Pool Access Bikes Patio Loft
10.0 (49 Reviews)
3 Bedrooms 8 Guests
Mountain Views, Desert Skies, Passes to our 3 Sport centers w/private HOTTUB!
10.0 (44 Reviews)
5 Bedrooms 8 Guests
The Nest at Eagle Crest Resort | Hot Tub | Golf
10.0 (11 Reviews)
3 Bedrooms 6 Guests
Eagle Crest home located on the Challenge Course
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10.0 (1 Review)
1 Bedroom 6 Guests
Smith Rock Resort
Fromد.إ.‏549 per night
9.2 (224 Reviews)
1 Bedroom 2 Guests
The Cozy Chalet
Fromد.إ.‏1,083 per night
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10.0 (1 Review)
1 Bedroom 6 Guests
Wilson Ranches Retreat
Fromد.إ.‏636 per night
9.2 (70 Reviews)
1 Bedroom 2 Guests
Mountain views condo with coffee/restaurant on first floor
10.0 (11 Reviews)
1 Bedroom 4 Guests
Eagle Crest Retreat Creekside Townhome with Hot Tub
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10.0 (1 Review)
1 Bedroom 8 Guests
Family-friendly Redmond Getaway: Walk to Dtwn
Fromد.إ.‏1,748 per night
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New
1 Bedroom 2 Guests
Clean, fully stocked home in Mitchell.
Fromد.إ.‏1,060 per night
10.0 (10 Reviews)
2 Bedrooms 6 Guests
Desert Sky Sanctuary
Fromد.إ.‏981 per night
10.0 (1 Review)
2 Bedrooms 6 Guests
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/King Beds
10.0 (10 Reviews)
2 Bedrooms 4 Guests
Deschutes River View Eagle Crest
Fromد.إ.‏962 per night
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10.0 (1 Review)
1 Bedroom 6 Guests
Ranchview Brasada Home 4bd/3ba + Hot tub
Fromد.إ.‏2,145 per night
10.0 (9 Reviews)
4 Bedrooms 8 Guests
Redmond Retreat
Fromد.إ.‏888 per night
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10.0 (1 Review)
1 Bedroom 6 Guests
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
10.0 (9 Reviews)
3 Bedrooms 6 Guests
Serenity at Eagle Crest
Fromد.إ.‏881 per night
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10.0 (1 Review)
1 Bedroom 6 Guests
Idyllic Redmond Townhome w/Furnished Deck!
Fromد.إ.‏1,192 per night
10.0 (9 Reviews)
3 Bedrooms 8 Guests
Blackbird Manor
Fromد.إ.‏757 per night
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10.0 (1 Review)
1 Bedroom 8 Guests
Newly Renovated: Experience Redmond Charm near Deschutes + Sunsets
10.0 (8 Reviews)
3 Bedrooms 6 Guests
Eagle Crest: Prairie Falcon Retreat
Fromد.إ.‏536 per night
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10.0 (1 Review)
1 Bedroom 8 Guests
Eagle Crest Family Friendly Chalet
Fromد.إ.‏496 per night
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10.0 (1 Review)
3 Bedrooms 6 Guests
Millers' Misfit Farm
Fromد.إ.‏505 per night
10.0 (8 Reviews)
1 Bedroom 4 Guests
Creekside
Fromد.إ.‏371 per night
10.0 (1 Review)
2 Bedrooms 4 Guests
Ironstone Lodge - Luxury Living and Mountain Views
10.0 (7 Reviews)
5 Bedrooms 23 Guests
Village Loop in Eagle Crest
Fromد.إ.‏466 per night
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9.8 (8 Reviews)
1 Bedroom 8 Guests

About Casai's Private Villas and Holiday Rentals in Painted Hills

Discover more than 1128 vacation rentals available in Painted Hills. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Painted Hills.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Painted Hills, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Painted Hills. On average, places to stay near Painted Hills offer 1283.06 ft², with nightly prices averaging د.إ.‏1,270.

With Casai, finding and comparing holiday rentals in Painted Hills is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Painted Hills?

What are the top holiday rentals in Painted Hills?

How many Casai.ae holiday rentals are available in Painted Hills?

As of 2026, Casai boasts over 1128 properties listed in the Painted Hills area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Painted Hills.