Holiday rentals in Prineville

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Prineville

Guests agree: these stays are highly rated for location, cleanliness and more.

Guest favourite

Guest suite in Prineville

4.93 out of 5 average rating, 218 reviews

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).

6–13 Sep

₹9,663 per night
Guest favourite

Flat in Redmond

4.98 out of 5 average rating, 423 reviews

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

19–26 Sep

₹12,213 per night
Guest favourite

Guest house in Terrebonne

4.84 out of 5 average rating, 179 reviews

15 min from SmithRock pets allowed affordable spot

close to smith rock. In the crooked river ranch community. golf course, tennis court, store, 3 bars, all 5 minutes away. Newly renovated guest house. We do 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 to please refrain from booking, as this is definitely not a luxury hotel in the city. We try to keep our price the lowest in the area, and strive to attain that 5 star review.

14–21 Apr

₹5,374 per night

Popular amenities for Prineville holiday rentals

Stay near Prineville's top sights

Tastee Treet5 locals recommend
Dillon's Grill15 locals recommend
Club Pioneer17 locals recommend
Crossroads BBQ Pit & Pub3 locals recommend
Ochoco Creek Park5 locals recommend
The Sandwich Factory5 locals recommend

Other great holiday rentals in Prineville

Guest favourite

Tiny home in Redmond

4.99 out of 5 average rating, 178 reviews

Tranquil Views, Country Cozy, Close to Smith Rock

2–9 Aug

₹15,065 per night
Guest favourite

Guest suite in Redmond

4.93 out of 5 average rating, 111 reviews

Private guest suite in Redmond

21–28 Aug

₹7,624 per night
Guest favourite

Flat in Mitchell

4.94 out of 5 average rating, 507 reviews

Off Grid Ranch's Apt Back side of Painted Hills.

29 Oct – 5 Nov

₹12,738 per night
Guest favourite

Guest suite in Terrebonne

4.86 out of 5 average rating, 217 reviews

High Desert Adventure Suite

11–18 May

₹7,532 per night
Guest favourite

Cottage in Prineville

5.0 out of 5 average rating, 31 reviews

~The Quail Run Cottage~

20–27 Jan

₹11,294 per night
Guest favourite

Guest suite in Prineville

4.98 out of 5 average rating, 57 reviews

Trendy apartment in the heart of Prineville

14–21 May

₹7,615 per night
Guest favourite

Flat in Prineville

5.0 out of 5 average rating, 18 reviews

Log Cabin Hideaway

15–22 Aug

₹9,095 per night
Guest favourite

Home in Prineville

4.95 out of 5 average rating, 20 reviews

Cute and Updated Downtown Duplex

1–8 Aug

₹9,114 per night
Guest favourite

Home in Prineville

4.95 out of 5 average rating, 79 reviews

Cheerful two bedroom home with onsite parking

22–29 May

₹10,927 per night
Guest favourite

Home in Prineville

5.0 out of 5 average rating, 20 reviews

Millers' Misfit Farm

4–11 Apr

₹9,168 per night
Guest favourite

Cottage in Prineville

5.0 out of 5 average rating, 32 reviews

Court St. Cottage | Downtown Prineville Getaway

31 Jan – 7 Feb

₹12,922 per night
Guest favourite

Guest house in Powell Butte

4.9 out of 5 average rating, 63 reviews

Juniper Bunkhouse - newly renovated!

28 Feb – 7 Mar

₹10,988 per night

Quick stats about holiday rentals in Prineville

Total rentals

40 properties

Wifi availability

40 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

1.8T reviews

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Crook County
  5. Prineville