Discover Your Perfect Prineville Vacation Homes

Best Vacation Homes in Prineville

House
Map-icon
like-icon10.0
Exceptional
(95 Reviews)
2 Bedrooms 2 Baths 4 Guests 900 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $372/Night 7 Nights - CA $2,606
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests 1194.79 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
CA $350/Night 7 Nights - CA $2,450
star-icons-3
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
CA $971/Night 7 Nights - CA $6,796
House
Map-icon
like-icon10.0
Exceptional
(84 Reviews)
2 Bedrooms 2 Baths 6 Guests 2400 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $492/Night 7 Nights - CA $3,445
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 8 Guests 2002.09 ft²
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
CA $934/Night 7 Nights - CA $6,540
Cottage
Map-icon
like-icon10.0
Exceptional
(50 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $232/Night 7 Nights - CA $1,622
House
Map-icon
like-icon10.0
Exceptional
(34 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Child Friendly
    Child Friendly
CA $337/Night 7 Nights - CA $2,356
House
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
2 Bedrooms 2 Baths 4 Guests 1321 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $247/Night 7 Nights - CA $1,729

Prineville Luxury Rentals

House
4 Bedrooms 2 Baths 8 Guests
  • View
    View
  • Parking
    Parking
More amenities
CA $8,623/Night 7 Nights - CA $60,359
House
Map-icon
4 Bedrooms 6 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $2,900/Night 7 Nights - CA $20,300
House
7 Bedrooms 3 Baths 16 Guests 10.76 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
CA $2,566/Night 7 Nights - CA $17,966
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 6 Guests 3200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $2,510/Night 7 Nights - CA $17,569
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 3 Baths 8 Guests 2500 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • Air Conditioner
    Air Conditioner
More amenities
CA $2,375/Night 7 Nights - CA $16,627
New
House
Map-icon
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $1,856/Night 7 Nights - CA $12,993
House
Map-icon
like-icon10.0
Exceptional
(188 Reviews)
7 Bedrooms 4 Baths 16 Guests 4100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,822/Night 7 Nights - CA $12,755
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 2 Baths 10 Guests 2250 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,617/Night 7 Nights - CA $11,319

Prineville Pet Friendly Vacation Rentals

Cottage
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $470/Night 7 Nights - CA $3,288
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 9 Guests 2045.14 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $797/Night 7 Nights - CA $5,579
star-icons-3
Cabin
Map-icon
like-icon9.6
Exceptional
(238 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $170/Night 7 Nights - CA $1,190
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $160/Night 7 Nights - CA $1,118
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 7 Guests 19375.04 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $374/Night 7 Nights - CA $2,616
Cottage
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 2 Baths 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $252/Night 7 Nights - CA $1,763
Apartment
Map-icon
like-icon9.8
Exceptional
(14 Reviews)
2 Bedrooms 1 Bath 6 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $333/Night 7 Nights - CA $2,328
House
Map-icon
like-icon9.2
Exceptional
(5 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $441/Night 7 Nights - CA $3,088

Prineville Large Vacation Homes

New
House
Map-icon
4 Bedrooms 3 Baths 10 Guests 2800 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $435/Night 7 Nights - CA $3,043
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 10 Guests 4101.05 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
CA $1,242/Night 7 Nights - CA $8,692
House
Map-icon
like-icon10.0
Exceptional
(77 Reviews)
4 Bedrooms 2 Baths 11 Guests
  • Pet Friendly
    Pet Friendly
  • Parking
    Parking
More amenities
CA $479/Night 7 Nights - CA $3,356
star-icons-4
House
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 10 Guests 2529.52 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $551/Night 7 Nights - CA $3,859
House
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
5 Bedrooms 3 Baths 10 Guests 2600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $735/Night 7 Nights - CA $5,147
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 2 Baths 10 Guests 2325 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $570/Night 7 Nights - CA $3,989
House
Map-icon
like-icon9.8
Exceptional
(41 Reviews)
4 Bedrooms 4 Baths 11 Guests 2600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $576/Night 7 Nights - CA $4,030
House
Map-icon
like-icon9.8
Exceptional
(26 Reviews)
4 Bedrooms 3 Baths 10 Guests 3250 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $363/Night 7 Nights - CA $2,542

Why Choose Rent By Owner for your Prineville Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Prineville

When should you plan your Vacation Rentals stay?

Choosing the right time to visit can enhance your experience here, allowing you to enjoy the region’s natural beauty and outdoor activities at their best.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

During this time, the region experiences warm weather perfect for outdoor activities and exploring the scenic landscapes.

Average Temperature Daytime: 70-80°F - Nighttime: 45-55°F
autumn
Early Fall (September - October)

This period offers mild temperatures and vibrant fall foliage, ideal for enjoying the area's natural beauty.

Average Temperature Daytime: 65-75°F - Nighttime: 40-50°F

Off-Season Highlights

image
Winter (December - February)

The colder months bring lower temperatures, making it a quieter time to visit and enjoy cozy stays in this destination.

Average Temperature Daytime: 35-45°F - Nighttime: 20-30°F
image
Late Fall (November and late November)

As the region transitions into winter, fewer visitors come, offering a peaceful atmosphere for those seeking solitude.

Average Temperature Daytime: 50-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Prineville

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining on a private patio or deck surrounded by scenic views of the region.
  • Take advantage of outdoor grilling facilities to prepare meals while experiencing the fresh air.
  • Relax in a spacious backyard ideal for outdoor gatherings or quiet evenings under the stars.
  • Access nearby hiking and biking trails that showcase the natural beauty of this destination.
  • Unwind in a hot tub or fire pit, perfect for unwinding after a day of exploring the area.
  • Participate in outdoor sports such as volleyball, croquet, or horseshoes in well-maintained yards.
  • Benefit from easy access to lakes, rivers, or nature preserves for fishing, kayaking, or wildlife viewing.
image
image

Family Activities

  • Prineville Reservoir State Park: Enjoy a day of fishing, boating, and picnicking at this scenic spot that offers outdoor fun for the whole family.
  • The Crook County Historical Museum: Discover local history through engaging exhibits and hands-on activities that will captivate children and adults alike here in the region.
  • Bicycle rides along the Ochoco National Forest Trails: Explore scenic mountain biking trails suitable for all skill levels and experience breathtaking views of the area’s natural beauty.
  • Prineville Community Library and Children's Programs: Participate in storytime sessions and educational events that foster learning and community engagement during your visit.
image

Adult Activities

  • Fishing at Prineville Reservoir: Spend a relaxing day casting your line at the nearby reservoir, renowned for its excellent fishing opportunities amidst scenic surroundings.
  • Hiking in Ochoco National Forest: Explore the extensive trail systems here, offering breathtaking views and a chance to connect with nature in this tranquil region.
  • Mountain Biking on Crooked River Trails: Test your skills on the diverse mountain biking routes that wind through the area's rugged terrain and offer stunning vistas.
  • Golfing at Nearby Courses: Enjoy a leisurely round of golf at local courses that provide beautiful landscapes and well-maintained fairways just minutes from your stay.

Prineville Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Outdoor Adventures: Secure your preferred outdoor excursion accommodations early to fully enjoy the region’s scenic trails and wilderness experiences.
  • Explore Local Art and Culture: Stay in centrally located vacation rentals to easily access this area's vibrant art scene and community events.
  • Take Advantage of Seasonal Activities: Book flexible stays during peak seasons to participate in the region's favorite outdoor activities and festivals.
  • Enjoy Convenience with Nearby Amenities: Choose a well-equipped property close to essential services to enhance your stay and explore effortlessly.

Transportation Options

  • Prineville Municipal Airport: This regional airport offers convenient air travel options for visitors arriving from distant locations, with scheduled flights and rental car services available on-site.
  • Rental Car Services: Several national and local car rental agencies operate in the area, providing flexible transportation for exploring here and beyond.
  • Public Transit: While limited, local bus services connect key parts of the city, making it easier to get around without a personal vehicle.
  • Taxi and Ride-Sharing: Taxis and ride-sharing services like Uber and Lyft are readily accessible for quick and reliable transportation within this region.

Local Customs Options

  • Western Hospitality Traditions: You’ll find that locals in the area value friendliness and welcoming gestures, reflecting a deep-rooted spirit of western hospitality that enhances your stay.
  • Local Food Customs: Enjoy tasting traditional regional dishes at local eateries, where fresh, locally sourced ingredients highlight the area's culinary heritage.
  • Community Events and Gatherings: Participating in seasonal festivals and community events allows you to experience the warm, communal spirit typical of this destination.
  • Respect for Nature: An appreciation for outdoor recreation and conservation is evident here, guiding respectful interactions with the region’s natural environment.

Frequently Asked Questions About Prineville?

2. How many vacation rentals have private pools in Prineville?

There are 9 vacation rentals with private pools near Prineville. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Prineville are best for families?

If you are looking for a family-friendly vacation home in Prineville, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Prineville:

4. How many Rentbyowner vacation rentals are available in Prineville?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 562 in the Prineville area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Prineville. 

5. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by property. You should review the specific listing details or contact the property owner directly to understand the terms and any potential fees associated with cancellations.

6. How do I secure my reservation at a vacation rental here?

Reservations are secured through the booking platform by following the listed procedures, which typically include providing payment information and confirming your reservation. For additional assurance, contact the property owner directly.

7. Are there any specific check-in and check-out procedures I should be aware of?

Check-in and check-out times and procedures can differ between properties. It is best to read the listing carefully or communicate with the owner to ensure a smooth arrival and departure process.

8. What amenities are generally available at vacation rentals in this region?

Amenities vary depending on the property, but you can expect essentials such as Wi-Fi, parking, and kitchen facilities. To find out about particular amenities, review the property details or reach out to the owner.

9. Is there a minimum stay requirement for booking vacation rentals here?

Minimum stay lengths depend on the individual property. Details are usually provided in the listing, or you can inquire directly with the property owner to clarify any stay restrictions.

Prineville Top Rated Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(423 Reviews)
3 Bedrooms 2 Baths 8 Guests 1650 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $358/Night 7 Nights - CA $2,506
Other
Map-icon
like-icon10.0
Exceptional
(94 Reviews)
4 Bedrooms 3 Baths 14 Guests 3000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $440/Night 7 Nights - CA $3,083
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
3 Bedrooms 1 Bath 6 Guests 1200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $337/Night 7 Nights - CA $2,361
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
4 Bedrooms 3 Baths 8 Guests 2700 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
CA $701/Night 7 Nights - CA $4,904
Other
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $340/Night 7 Nights - CA $2,383
Hotel
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $278/Night 7 Nights - CA $1,946
House
Map-icon
like-icon9.6
Exceptional
(58 Reviews)
1 Bedroom 1 Bath 3 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $266/Night 7 Nights - CA $1,864
House
Map-icon
like-icon9.6
Exceptional
(20 Reviews)
4 Bedrooms 2 Baths 10 Guests 3000 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $943/Night 7 Nights - CA $6,603