Holiday rentals in Crooked River Ranch

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Top-rated holiday rentals in Crooked River Ranch

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

Guest favourite

Guest suite in Prineville

4.93 out of 5 average rating, 218 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).

6–13 Sep

₹9,663 per night
Guest favourite

Home in Terrebonne

4.98 out of 5 average rating, 801 reviews

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!

16–23 Sep

₹30,686 per night
Guest favourite

Guest house in Terrebonne

4.84 out of 5 average rating, 179 reviews

15 min from SmithRock pets allowed affordable spot

close to smith rock. In the crooked river ranch community. golf course, tennis court, store, 3 bars, all 5 minutes away. Newly renovated guest house. We do live on 4 dusty acres, and are pet friendly, so although we pride ourselves on the cleaning and sanitizing we perform between guests we also ask if you are super picky to please refrain from booking, as this is definitely not a luxury hotel in the city. We try to keep our price the lowest in the area, and strive to attain that 5 star review.

14–21 Apr

₹5,374 per night

Popular amenities for Crooked River Ranch holiday rentals

Other great holiday rentals in Crooked River Ranch

Guest favourite

Cabin in Bend

4.99 out of 5 average rating, 423 reviews

Skyliners Getaway

17–24 Dec

₹7,588 per night
Guest favourite

Home in Terrebonne

4.96 out of 5 average rating, 119 reviews

Smith Rock Nest - Steps to the Park!

16–23 Apr

₹23,003 per night
Guest favourite

Farm stay in Prineville

4.93 out of 5 average rating, 367 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

19–26 Apr

₹8,644 per night
Guest favourite

Guest house in Terrebonne

4.9 out of 5 average rating, 247 reviews

Compound Coziness...Terrebonne Guesthouse

16–23 Sep

₹7,573 per night
Guest favourite

Home in Terrebonne

4.95 out of 5 average rating, 138 reviews

Fallen Snag Lodge next to Smith Rock State Park

3–10 Jun

₹22,741 per night
Guest favourite

Guest suite in Bend

4.98 out of 5 average rating, 216 reviews

Portal to the Cascades

2–9 May

₹8,960 per night
Guest favourite

Flat in Redmond

4.99 out of 5 average rating, 237 reviews

Redmond Retreat - stylish studio with full kitchen

17–24 Apr

₹7,870 per night
Guest favourite

Cabin in Camp Sherman

4.87 out of 5 average rating, 125 reviews

Camp Sherman Oregon Private Cabin Mt Jefferson

2–9 Apr

₹10,955 per night
Guest favourite

Home in Redmond

4.81 out of 5 average rating, 512 reviews

Immaculate, Cozy Home in the Heart of Downtown

15–22 Jan

₹7,987 per night
Guest favourite

Guest suite in Redmond

4.93 out of 5 average rating, 246 reviews

Spacious and Private Suite in Central Oregon!

24–31 Jul

₹7,445 per night
Guest favourite

Bungalow in Redmond

4.9 out of 5 average rating, 471 reviews

Beautifully Renovated 1918 Bungalow

26 Dec – 2 Jan

₹10,921 per night
Guest favourite

Guest suite in Redmond

4.93 out of 5 average rating, 111 reviews

Private guest suite in Redmond

21–28 Aug

₹7,649 per night

Destinations to explore