Prineville Vacation Rentals

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Vacation Rentals in Prineville

Sensational Designer's Townhouse in the heart of Eagle Crest.

Redmond OR

Located in Redmond, this vacation home is within a 10-minute drive of Deschutes River and Eagle Ridge Sports Center and Spa.

Kitchen

Washer

Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub

Bend OR

With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.

Hot Tub

Kitchen

5 Minute Drive to Downtown Bend, Dog Friendly

Bend OR

With a stay at this vacation home in Bend (Southwest Bend), you'll be within a 5-minute drive of Old Mill District and Deschutes River.

Kitchen

Washer

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Terrebonne OR

$309 nightly

$332 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

Located in Terrebonne, this vacation home is in a rural location, within a 15-minute drive of Deschutes River and Crooked River Ranch Golf Course.

Hot Tub

Kitchen

Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

Powell Butte OR

With a stay at this vacation home in Powell Butte, you'll be next to a golf course, and 21.9 mi (35.3 km) from Old Mill District and 13.6 mi (21.8 km) from Redmond Lockers and Custom Meats.

Pool

Hot Tub

Stone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat

Bend OR

With a stay at this vacation home in Bend, you'll be within a 10-minute drive of Old Mill District and Deschutes River.

Hot Tub

Kitchen

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

Bend OR

With a stay at this vacation home in Bend (Century West), you'll be within a 5-minute drive of Old Mill District and Deschutes River.

Hot Tub

Kitchen

Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District

Bend OR

With a stay at this vacation home in Bend (Century West), you'll be within a 5-minute drive of Old Mill District and Deschutes River.

Pool

Hot Tub

SW Chamberlain Street | Southern Crossing | hot tub pet friendly (dog)

Bend OR

With a stay at this vacation home in Bend (Southern Crossing), you'll be within a 10-minute walk of Old Mill District and Deschutes River.

Hot Tub

Kitchen

Awbrey - Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C

Bend OR

With a stay at this vacation home, you'll be centrally located in Bend, within a 5-minute drive of Old Mill District and Deschutes River.

Kitchen

Washer

King bed, Fireplace, 100+mbps Wifi, AC, Big Yard, So Walkable

Bend OR

A stay at this vacation home places you in the heart of Bend, within a 15-minute walk of Old Mill District and Des Chutes Historical Museum.

Kitchen

Washer

Elevated Escape | Modern 5BDR Retreat

Redmond OR

When you stay at this vacation home in Redmond, you'll be next to a golf course and 9 minutes by car from Deschutes River.

Pool

Kitchen

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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.