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Prineville vacation rentals

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Top-rated vacation rentals in Prineville

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

Guesthouse in Prineville
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).
$101 per night
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
Guest suite in Powell Butte
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!
$146 per night

Stay near Prineville's top sights

Tastee Treet5 locals recommend
Dillon's Grill15 locals recommend
Club Pioneer17 locals recommend
Crossroads BBQ Pit & Pub3 locals recommend
Ochoco Creek Park5 locals recommend
The Sandwich Factory5 locals recommend

Other great vacation rentals in Prineville

Tiny home in Prineville
Tiny Pine House at Wine Down Ranch
$100 per night
Home in Terrebonne
Pointe of Blessing canyon golf course view retreat
$146 per night
Home in Redmond
Immaculate, Cozy Home in the Heart of Downtown
$63 per night
Apartment in Redmond
Smith Rock View Contemporary
$94 per night
Home in Terrebonne
Smith Rock Hideout
$109 per night
Bungalow in Redmond
Beautifully Renovated 1918 Bungalow
$92 per night
Guest suite in Terrebonne
Smith Rock Casita Steps From Smith Rock State Park
$159 per night
Home in Redmond
Downtown Redmond Retreat-cozy
$91 per night
Guest suite in Redmond
Private guest suite in Redmond
$65 per night
Tiny home in Redmond
Tranquil Views, Country Cozy, Close to Smith Rock
$105 per night
Guest suite in Redmond
Spacious and Private Suite in Central Oregon!
$72 per night
Guesthouse in Terrebonne
15 min from SmithRock pets allowed affordable spot
$49 per night

Quick stats about vacation rentals in Prineville

Total rentals

40 properties

Wifi availability

40 properties include access to wifi

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

1.9K reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Crook County
  5. Prineville