
Vacation rentals in Prineville
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Prineville
Guests agree: these stays are highly rated for location, cleanliness, and more.

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).

Near SmithRock pets ok low cost private cold ac
close to smith rock. golf course, tennis court, store, 3 bars, 5 minutes away. ample parking. We 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 please refrain from booking, this is definitely not a luxury hotel in the city. If there are any discrepancies upon arrival please let us know.. We try to keep our price the lowest in the area, and strive to attain that 5 star review.

High Desert Adventure Suite
Our guest suite provides a comfortable home-base for anyone looking to explore the high desert. We are just a 5 minute drive from Smith Rock State Park and we provide a parking pass for guests to use. Our neighborhood is quiet and our home is on a cul-de-sac. The suite has two rooms; one is a spacious designated bedroom with a queen bed, the other doubles as a second bedroom and living space with a daybed and trundle bed. The suite has it's own private patio and a bit of a view of Smith Rock.

Immaculate, Cozy Home in the Heart of Downtown
This gorgeous, welcoming, solar-powered house offers self check-in, speedy WiFi, and complimentary craft beer and coffee. It's located just a couple blocks from downtown, 5 minutes from the airport, 10 minutes from Crooked River Canyon, 15 minutes from Smith Rock, and 20 minutes from Bend. 4 breweries & 3 taprooms are located less than 6 blocks away, and tons of restaurants & shops are close by. Amazing nearby hiking options abound. This space is half of a duplex. No pets or parties allowed.

Lakefront House with Amazing View Near Bend Oregon
Located in Central Oregon, 50 minutes from Bend, this newly renovated 4600 sq-ft lakefront home is a rare piece of paradise! This property has over 200 feet of year round private lakefront shoreline onto a 1,100 acre lake. Stunning lakefront views from almost every room in the house, luxurious décor, 5 bedrooms, and incredible options for both indoor and outdoor entertainment. This home was specifically designed and built for the ultimate year-round get-a-way vacation or executive retreat!

Smith Rock Gardens
You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

Smith Rock 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 daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

Pointe of Blessing with hot tub and canyon views
Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Gateway to Painted Hills! Downtown Prineville Loft
Completely renovated historic building in downtown Prineville. Walk to everything. Light filled, loft-style apartment featuring modern decor & furnishings. Great home base for your trip to Central Oregon. The Painted Hills are just less than an hour drive. Smith Rock is 25mins away. Designated bike storage available inside the loft. NOTE: The loft is on the 2nd floor of a walk-up building. There are approx. 25 steps leading up to the apartment and there is no elevator in the building.

Stunning! Smith Rock • King Beds • Steam Shower
A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

Tiny Pine house in the Ochocos at Wine Down Ranch
Cozy, country tiny home with deck, fire pit, views of meadows, and Ochoco National Forest. Interact with the horses, cattle, and dogs. Serene space with beautiful views of the Cascade mountains. Dark sky certified. View the Milky Way, many constellations, and a few galaxies. Located on 2100 acre Ranch, which is 11 miles from Prineville and 1 mile from the National Forest. Many outdoor activities are available - hiking, mountain biking, snowshoeing, birding, and much more.

Visit Rip’s Cabin in the Heart of Prineville
Experience the best of Central Oregon in this stunning 2017 downtown Prineville home! Ideal for families and traveling working professionals, this charming residence offers a convenient location within walking distance of restaurants and shopping. After a day of work or exploration, relax and marvel at breathtaking sunsets and stargazing opportunities. With easy access to Bend, Smith Rock, and the Painted Hills, this is the perfect base for both adventure and productivity.
Popular amenities for Prineville vacation rentals
Stay near Prineville's top sights
Other great vacation rentals in Prineville

Sunriver Studio with Pool and Hot Tub

JJ'S Oasis - Double + Twin Room

Beach Bungalow in Prineville, OR

Simple, clean and spacious room.

La Casita de Main Street - Central OR's Cottage

Luxe 4BR/3BA • Smith Rock, 9 Peaks, Hot Tub, 10 Ac

Grand Escape

High Desert Retreat | Prineville
When is the best time to visit Prineville?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $120 CAD | $113 CAD | $141 CAD | $127 CAD | $140 CAD | $164 CAD | $178 CAD | $169 CAD | $155 CAD | $148 CAD | $147 CAD | $141 CAD |
| Avg. temp | 2 °C | 3 °C | 5 °C | 8 °C | 12 °C | 16 °C | 20 °C | 19 °C | 15 °C | 9 °C | 4 °C | 0 °C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Prineville?
Yes! Work meets play with ease at over 10 vacation rentals in Prineville featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Prineville?
Four-legged friends are welcome in Prineville. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there family-friendly house rentals in Prineville?
Prineville has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Prineville?
Experience the best of Prineville with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Prineville have wifi?
Absolutely! We offer over 20 house rentals with wifi in Prineville. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Prineville have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Prineville. Enjoy a tailored experience with all the comforts you desire.
Quick stats about vacation rentals in Prineville

Total vacation rentals
Explore 50 vacation rentals in Prineville

Nightly prices starting at
Prineville vacation rentals start at $85 CAD per night before taxes and fees

Verified guest reviews
Over 2,510 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
40 of Prineville vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Prineville rentals

4.8 Average rating
Prineville stays are highly rated by guests—averaging 4.8 out of 5!
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