Vacation rentals in Crooked River Ranch

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Crooked River Ranch

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

Guest favourite
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!
Sep. 1 – 6
$499 CAD per night
4.98 out of 5 average rating, 798 reviews
Guest favourite
Apartment in Redmond
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.
Oct. 2 – 9
$222 CAD per night
4.98 out of 5 average rating, 423 reviews
Guest favourite
Guest suite in Terrebonne
Comfy & Cozy!
Discounts start at 3 nights! Great place for a work-from-home alternative or get-away. Relax in a separate, quiet suite with dedicated, private entrance and parking. Enjoy the spacious 560 sq ft suite, with comfy queen bed, stocked kitchenette, large living area, and full bathroom. The essentials are here + more! With a stunning view of the Cascade Mountain Range, you can enjoy the beauty of a colorful sunset, and maybe see some wildlife! Only 5 minutes to Smith Rock, grocery, & restaurants.
Jun. 30 – Jul. 7
$157 CAD per night
4.95 out of 5 average rating, 305 reviews

Popular amenities for Crooked River Ranch vacation rentals

Other great vacation rentals in Crooked River Ranch

Guest favourite
Guest suite in Prineville
Artsy Guest House Nestled in the Rimrock
Nov. 2 – 9
$175 CAD per night
4.93 out of 5 average rating, 218 reviews
Guest favourite
Cabin in Bend
Skyliners Getaway
Oct. 24 – 31
$140 CAD per night
4.99 out of 5 average rating, 423 reviews
Guest favourite
Home in Redmond
Immaculate, Cozy Home in the Heart of Downtown
Feb. 12 – 19
$151 CAD per night
4.81 out of 5 average rating, 511 reviews
Guest favourite
Guest suite in Powell Butte
Panoramic Mountain View Oasis
Dec. 14 – 21
$228 CAD per night
4.96 out of 5 average rating, 139 reviews
Guest favourite
Tiny homes in Redmond
Tranquil Views, Country Cozy, Close to Smith Rock
Jun. 15 – 22
$357 CAD per night
4.99 out of 5 average rating, 176 reviews
Guest favourite
Apartment in Redmond
Redmond Retreat - stylish studio with full kitchen
Mar. 26 – Apr. 2
$144 CAD per night
4.99 out of 5 average rating, 238 reviews
Guest favourite
Guesthouse in Terrebonne
Compound Coziness...Terrebonne Guesthouse
Aug. 25 – Sep. 1
$141 CAD per night
4.9 out of 5 average rating, 247 reviews
Guest favourite
Cabin in Camp Sherman
Camp Sherman Oregon Private Cabin Mt Jefferson
Nov. 3 – 10
$180 CAD per night
4.87 out of 5 average rating, 125 reviews
Guest favourite
Guest suite in Redmond
Private guest suite in Redmond
Nov. 18 – 25
$115 CAD per night
4.93 out of 5 average rating, 111 reviews
Guest favourite
Guesthouse in Bend
Private apt. nestled in the Ponderosa Pines
May 3 – 10
$159 CAD per night
4.95 out of 5 average rating, 532 reviews
Guest favourite
Guest suite in Bend
Portal to the Cascades
Apr. 27 – May 4
$166 CAD per night
4.98 out of 5 average rating, 216 reviews
Guest favourite
Cabin in Crooked River Ranch
Classic Cozy Cabin with Awe-inspiring Views
Oct. 3 – 10
$160 CAD per night
4.94 out of 5 average rating, 97 reviews

Destinations to explore