Prineville holiday lettings

We found 17 holiday rentals — enter your dates for availability

Discover a selection of 7 homes and other holiday rentals in Prineville that are perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as air conditioning and Wi-Fi. No matter what you're looking for, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.
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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Find out more about Prineville

Find out more about Prineville

Cosy Prineville will entice you

Enjoy the festivals and other features of Prineville. This city's riverfront, cafes and football games draw many visitors. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around Prineville

Are you looking for attractions to visit in the city? Venture out of your holiday home and experience everything that makes Prineville a one-of-a-kind holiday spot. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Pronghorn Golf Club (18.5 mi / 29.8 km)
  • Eagle Crest Golf Courses (21.3 mi / 34.4 km)
  • Crooked River Ranch Golf Course (22.1 mi / 35.5 km)
  • Crescent Moon Ranch (17.3 mi / 27.8 km)
  • Juniper Golf Course (18.2 mi / 29.3 km)
  • Eagle Ridge Sports Center and Spa (21.7 mi / 34.9 km)

Exploring the natural landscape of Prineville

Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Prineville. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Haystack Campground (20.1 mi / 32.3 km)
  • Tumalo State Park (27.3 mi / 44 km)
  • Deschutes River (29.1 mi / 46.8 km)
  • Drake Park (29.2 mi / 47 km)
  • Ochoco Creek Park (0.4 mi / 0.6 km)
  • Crooked River (1.3 mi / 2 km)

Travelling to and around Prineville

The nearest airport is in Redmond, OR (RDM-Robert's Field), located 16.4 mi (26.3 km) from the city centre.

Frequently asked questions

What is the best area to stay in Prineville when booking a holiday rental?
When considering a holiday rental in Prineville, Oregon, the downtown area emerges as an excellent choice. This charming district offers a delightful blend of local shops, cafes, and eateries, making it a vibrant hub for visitors. Staying here puts you in close proximity to top attractions, such as the historic Crooked River Railroad Bridge, which provides stunning views and great photo opportunities, and the Prineville Reservoir State Park, ideal for outdoor enthusiasts looking to explore hiking, fishing, and boating.

Another appealing neighbourhood is the Prineville Reservoir area, where you can enjoy a more tranquil setting surrounded by natural beauty. This area not only offers easy access to the reservoir itself, superb for water activities, but also presents a variety of holiday rental options, with a decent number of properties available that cater to different group sizes and preferences.
How much does it cost to rent a holiday home in Prineville?
Prices for holiday rentals in Prineville vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Prineville to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Prineville holiday house rentals?
You can find great discounts on house rentals in Prineville on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Prineville ski resort rentals?
For ski resort rentals near Prineville, Oregon, the closest area is the Mount Bachelor ski resort, located approximately an hour and a half's drive away in the Cascade Mountains. Travellers looking for accommodations in this region may find options in the nearby town of Sisters, which offers a variety of lodges and holiday rentals. Many of these properties come with amenities such as fully equipped kitchens, outdoor hot tubs, and spacious living areas, ideal for families and groups after a day on the slopes.

In Sisters, visitors can expect charming cabins and modern condos, often situated with stunning views of the mountains. These rentals frequently feature fireplaces, which provide a cozy atmosphere for relaxing evenings. Additionally, the town itself boasts a quaint downtown area filled with local shops, restaurants, and art galleries, enhancing the overall experience for travellers.
What is the most popular type of holiday rental accomodation in Prineville?
In Prineville, holiday houses are a popular choice, with several available throughout the area. These properties typically feature multiple bedrooms, fully equipped kitchens, and outdoor spaces, which are superb for families or groups wanting to enjoy the natural beauty of Oregon. Additionally, cabins and chalets are also available, offering a rustic charm and often located near scenic spots for hiking and outdoor activities. Apartments provide another option, although they are less common compared to larger homes.
Are there any family house rentals in Prineville?
In Prineville, there are ten family-friendly holiday rentals available, making it an excellent choice for those travelling with children. The area is surrounded by stunning natural landscapes, superb for outdoor adventures. Many properties offer spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can safely play.
Can I find long-stay holiday rentals in Prineville?
A long-stay holiday rental in Prineville is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Prineville?
In Prineville, there are several pet-friendly house rentals available for travellers looking to enjoy the scenic beauty of this region. Many of these homes feature amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can roam freely.
Are there any remote work holiday rentals in Prineville?
In Prineville, there are several remote work-friendly holiday rentals available, with around 11 options to choose from. This picturesque town, set against the backdrop of the stunning Ochoco Mountains, offers a conducive environment for remote work. Many properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces with desks and chairs, and comfortable living areas to help you stay productive while enjoying your stay. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Prineville holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Prineville with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Prineville?
In Prineville, holiday rentals commonly feature a range of practical amenities that cater to travellers' needs. Most properties come equipped with kitchens, allowing guests to prepare their own meals, along with essential appliances such as microwaves and dishwashers for convenience. Additionally, you can expect to find coffee makers in the rooms, great for those who enjoy a fresh cup of coffee in the morning. Cookware, dishware, and utensils are typically provided, ensuring that guests have everything needed for a comfortable stay.
When is the best time to visit Prineville for a holiday rental?
The best time to visit Prineville for a holiday rental is during the peak season from June to August. This vibrant period attracts outdoor enthusiasts seeking to explore the stunning landscapes of Central Oregon. With warm temperatures averaging in the mid to high 20s Celsius, it's great for hiking, fishing, and enjoying the picturesque views of the Crooked River and the surrounding hills.

August stands out as the most popular month, drawing visitors eager to soak up the summer sun and partake in local events. The lively atmosphere is complemented by various outdoor activities, making it an ideal time for travellers.

For those looking for a more budget-friendly experience, consider planning your trip in December. During this time, this month offers a unique charm, with the opportunity to enjoy a peaceful retreat amidst the winter scenery.
How early should I book a Prineville holiday rental?
Book your Prineville holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Prineville home rental booking on Vrbo?
To find Prineville holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Prineville holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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