Prineville Guest Houses

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Guest Houses in Prineville

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

Bend OR

$218 nightly

$243 total

Apr 24 - Apr 25

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.

Pet friendly

Free WiFi

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

Redmond OR

$143 nightly

$158 total

May 6 - May 7

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.

Hot Tub

Free WiFi

Canyon House - 200 Milles 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.

Pool

Hot Tub

The Little Rojo - apartment over the garage

Redmond OR

Located in Redmond, this guesthouse is a 1-minute drive from Weigand Family Dog Park and 5 minutes from High Desert Sports Complex.

Air conditioning

Parking available

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.

Air conditioning

Parking available

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.

Pool

Hot Tub

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.

Free WiFi

Air conditioning

Modern Cottage Steps to Old Mill

Bend OR

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.

Pet friendly

Free WiFi

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.

Air conditioning

Parking available

The Rocking CR Ranch Guesthouse is perfect for those who like to get away from it all

Bend OR

Located in Bend, this guesthouse is on a lake, a 4-minute drive from Tumalo State Park and 5 minutes from Deschutes River.

Pet friendly

Air conditioning

NEW! Modern, Close to Nature | Working Farm Stay

Culver OR

This guesthouse is 3.6 mi (5.8 km) from Haystack Campground and 5.8 mi (9.4 km) from Cove Palisades State Park.

Free WiFi

Air conditioning

Bend Zen Den | Prime Westside Location | Pet-Friendly

Bend OR

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

Pet friendly

Air conditioning

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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.