Compare best Airbnb in Prineville, OR from 100+ providers!

This apartment is located in downtown Prineville, within walking distance of shops and restaurants, and is less than an hour from the Painted Hills and 25 minutes from Smith Rock. The unit has received excellent ratings for location, cleanliness, and overall experience.
The rental is a one-bedroom, one-bathroom apartment that can comfortably accommodate up to four guests. It offers modern amenities like air conditioning, a fully equipped kitchen, and designated bike storage, making it an ideal choice for exploring the natural beauty of Central Oregon.

This apartment is located in downtown Prineville, just a short walk from the town's main attractions and amenities. The surrounding area is lively and offers easy access to restaurants, shops, and local attractions. This comfortable apartment features two bedrooms, a large great room, and a fully equipped kitchen, comfortably accommodating up to 16 guests. Enjoy the convenience of a private movie theater, perfect for hosting movie nights, gaming sessions, or watching favorite shows, all within the comfort of your stay.

This charming Prineville bunkhouse is located just a short drive from the town center and 30 minutes from Bend, offering a unique opportunity to experience the authentic cowboy lifestyle in a rural ranch setting. The cabin has consistently earned excellent user ratings for its comfortable accommodations and charming atmosphere.
The cozy 1-bedroom, 1-bathroom cabin can comfortably sleep up to 4 guests. Enjoy modern amenities like air conditioning, internet, and a fully equipped kitchen, while also taking advantage of the proximity to hiking, fishing, and other outdoor activities in the nearby Ochoco National Forest and Ochoco Wayside State Park.

Court Street Cottage is located in downtown Prineville, just a short walk from the historic Crook County Courthouse, offering easy access to restaurants, shops, and cafes. This charming cottage boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This two-bedroom, two-bathroom vacation rental comfortably accommodates up to four guests. Enjoy amenities like a fully equipped kitchen, a private patio, and air conditioning, as well as access to nearby hiking, biking, and fishing opportunities in the Ochoco Mountains and Crooked River Backcountry.

This 4-bedroom house in Prineville provides 4200 square feet of living space and accommodates up to 10 guests, featuring air-conditioned bedrooms with fireplaces and balcony access offering scenic vistas. The property is situated near Ochoco Wayside State Park and Smith Rock State Park, with winter activities like cross-country skiing and snowboarding available nearby.

This Pronghorn mountain home, located within 16 miles of Redmond Caves Recreation Area and Pronghorn Golf Club, offers easy access to local attractions.
This 2850-square-foot vacation rental boasts four bedrooms, four bathrooms, a fitness center, swimming pool, and can comfortably accommodate eight guests with added amenities including a game room and barbecue grills.

This mountain vacation rental is located just 16 miles from Redmond, offering easy access to attractions like the Redmond Lockers and Custom Meats, Deschutes County Fairgrounds Expo Center, and Redmond Caves Recreation Area. Guests consistently rate this property as excellent, highlighting its comfortable accommodations and convenient amenities.
The house features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a fully equipped kitchen, a cozy fireplace, a private terrace, and a tennis court, perfect for relaxing and entertaining.

This charming house is located in Prineville, Oregon, within easy reach of downtown, rodeos, horse races, and the nearby mountains and lakes. It has consistently received excellent ratings for cleanliness, location, and overall experience.
The house offers two bedrooms and one bathroom, accommodating up to four guests comfortably. It features a full kitchen, laundry room, and a unique bathroom with a walk-in shower, making it a great option for families or groups looking for a comfortable and convenient stay.

This three-bedroom, three-bathroom house, located near Smith Rock State Park, offers 1,500 square feet of living space and accommodates up to six guests.
This pet-friendly residence features a full kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, a garden, a fitness center, and parking, with proximity to Mt. Bachelor for winter sports and local breweries, wineries, golfing, and shopping.

This four-bedroom, three-bathroom vacation home in Powell Butte, Oregon, is located within 15 miles of Redmond attractions like the Deschutes County Fairgrounds Expo Center and several golf courses, including the Pronghorn Golf Club.
This 10-guest property boasts two swimming pools (indoor and outdoor), a private garden with barbecue grills, free WiFi, and a fully equipped kitchen; nearby activities include exploring the Redmond Caves Recreation Area.

This Pronghorn mountain home, located within 16 miles of Redmond and attractions like the Redmond Caves Recreation Area and High Desert Sports Complex, offers stunning views.
This 2,510-square-foot vacation rental boasts three bedrooms, two bathrooms, sleeps eight guests, and includes a pool, jacuzzi, fitness center, and game room.

This pet-friendly apartment is located in downtown Prineville, Oregon, offering easy walking access to local shops and restaurants.
This 2-bedroom, 1-bathroom rental accommodates up to 5 guests and features a fully stocked kitchen, air conditioning, WiFi, a fenced backyard with a doggie door, and on-site laundry.