
Prineville Holiday Rentals
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Our top choices for Prineville holiday rentals

1. Private Ochoco Mountain Cabin Retreat. Five bedrooms 20 minutes from Prineville
Private Ochoco Mountain Cabin Retreat. Five bedrooms 20 minutes from Prineville
2. Crooked River Ranch Cabins
Crooked River Ranch Cabins
3. Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
4. Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
5. Cozy Downtown Redmond Cottage
Cozy Downtown Redmond Cottage
6. Downtown Hub - Dog Friendly
Downtown Hub - Dog Friendly
7. Cabin at Brasada Ranch Resort/ 3 Master BD/3.5Ba w/golf course Views & Hot Tub
Cabin at Brasada Ranch Resort/ 3 Master BD/3.5Ba w/golf course Views & Hot Tub
8. Romantic Resort Home Private Jacuzzi + Plush Robes
Romantic Resort Home Private Jacuzzi + Plush Robes
9. Wall Street Suites
Wall Street Suites
10. King Bed|Non-Smoking
King Bed|Non-Smoking
11. Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
12. Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
13. Aerie Residences by AvantStay
Aerie Residences by AvantStay
14. Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
15. Spacious downtown pad - billiards/ping pong/sauna
Spacious downtown pad - billiards/ping pong/sauna
16. Eagle Crest:9th Hole/Priv Hot Tub/Resort Amenities
Eagle Crest:9th Hole/Priv Hot Tub/Resort Amenities
17. Remodeled cozy cabin on golf course with hot tub!
Remodeled cozy cabin on golf course with hot tub!
18. Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
19. Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
20. Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court
Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis CourtFind holiday rentals that suit your style
Top Prineville Hotel Reviews

Crooked River Ranch Cabins
Find out more about Prineville
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Prineville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Prineville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Prineville. Seeing all the best attractions is bound to make you fall in love with Prineville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Prineville short-term rentals, that won’t be hard to do.




































































