Prineville Guest Houses

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Guest Houses in Prineville

Light, bright & clean, studio guest suite with private entrance and hot tub!

Redmond OR

$114 nightly

$126 total

Oct 21 - Oct 22

Total with taxes and fees

Located in Redmond, this guesthouse is a 2-minute drive from Weigand Family Dog Park and 6 minutes from Deschutes County Fairgrounds Expo Center.

The Cascade River Trail Retreat - a short walk to river & downtown! Pets OK!

Bend OR

$227 nightly

$254 total

Oct 21 - Oct 22

Total with taxes and fees

With a stay at this guesthouse, you'll be centrally located in Bend, a 4-minute drive from Old Mill District and 5 minutes from Hayden Homes Amphitheater.

Canyon House - 200 Miles of Sunset!!

Terrebonne OR

With a stay at this guesthouse in Terrebonne, you'll be steps from Deschutes River and a 4-minute drive from Crooked River.

Big Bear - West Side Oasis, Shevlin Park, Beautiful, Manicured Acreage

Bend OR

When you stay at this guesthouse in Bend, you'll be in the mountains, within a 15-minute drive of Hayden Homes Amphitheater and Old Mill District.

NEW! Modern, Close to Nature | Working Farm Stay

Culver OR

This guesthouse is 3.6 mi (5.8 km) from Haystack Campground and 5.2 mi (8.4 km) from Cove Palisades State Park.

Modern Cottage Steps to Old Mill

Bend OR

$184 nightly

$206 total

Oct 22 - Oct 23

Total with taxes and fees

With a stay at this guesthouse in Bend (Southern Crossing), you'll be within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater.

The Nest at Brasada Ranch

Powell Butte OR

With a stay at this guesthouse in Powell Butte, you'll be in the mountains, and 22.4 mi (36.1 km) from Old Mill District and 23.2 mi (37.3 km) from Hayden Homes Amphitheater.

Cozy Brasada Casita | Private Entrance

Powell Butte OR

With a stay at this guesthouse in Powell Butte, you'll be in the mountains, and 22.1 mi (35.5 km) from Old Mill District and 22.8 mi (36.7 km) from Hayden Homes Amphitheater.

1 Mile to Downtown. Charming, Comfortable And Very Spacious. Come Enjoy Bend.

Bend OR

Located in Bend (Orchard District), this guesthouse is within a 10-minute drive of Old Mill District and Hayden Homes Amphitheater.

Van / Small RV Pad 16

305 Northeast Burnside Avenue Bend OR

With a stay at Van / Small RV Pad 16 in Bend (Larkspur), you'll be within a 5-minute drive of Old Mill District and Hayden Homes Amphitheater.

Don't see what you're looking for?

See all available properties in Prineville

View all properties

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.