Prineville vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Prineville

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

Guest favorite

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).

Sep 6 – 13

$100 per night
Guest favorite

Apartment 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.

Sep 19 – 26

$127 per night
Guest favorite

Guesthouse 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.

Apr 14 – 21

$55 per night

Popular amenities for Prineville vacation 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 vacation rentals in Prineville

Guest favorite

Tiny home in Redmond

4.99 out of 5 average rating, 178 reviews

Tranquil Views, Country Cozy, Close to Smith Rock

Jun 13 – 20

$161 per night
Guest favorite

Apartment in Mitchell

4.94 out of 5 average rating, 507 reviews

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

Oct 29 – Nov 5

$134 per night
Guest favorite

Guest suite in Redmond

4.93 out of 5 average rating, 111 reviews

Private guest suite in Redmond

Aug 21 – 28

$80 per night
Guest favorite

Guest suite in Terrebonne

4.95 out of 5 average rating, 307 reviews

Comfy & Cozy!

Apr 13 – 20

$81 per night
Guest favorite

Guesthouse in Terrebonne

4.9 out of 5 average rating, 247 reviews

Compound Coziness...Terrebonne Guesthouse

Sep 16 – 23

$79 per night
Guest favorite

Guest suite in Terrebonne

4.86 out of 5 average rating, 217 reviews

High Desert Adventure Suite

May 11 – 18

$79 per night
Guest favorite

Guest suite in Redmond

4.85 out of 5 average rating, 116 reviews

Light & bright, clean, private guest suite!

Nov 12 – 19

$99 per night
Guest favorite

Townhouse in Prineville

4.94 out of 5 average rating, 106 reviews

High Desert Oasis

Apr 15 – 22

$150 per night
Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 801 reviews

Cozy Three Story Lookout Tower

Sep 16 – 23

$321 per night
Guest favorite

Home in Terrebonne

4.97 out of 5 average rating, 159 reviews

Pointe of Blessing with hot tub and canyon views

Sep 2 – 9

$160 per night
Superhost

Guesthouse in Redmond

4.84 out of 5 average rating, 225 reviews

The Downtown Guesthouse

Aug 16 – 23

$87 per night
Guest favorite

Guest suite in Bend

4.9 out of 5 average rating, 259 reviews

CLOSE COUNTRY QUARTERS (Hot Tub and Fire Pit)

Oct 12 – 19

$78 per night

Other great vacation rentals in Prineville

Guest favorite

Tiny home in Mitchell

4.91 out of 5 average rating, 108 reviews

Cozy Coyote Camp in Mitchell Oregon

Dec 26 – Jan 2

$96 per night
Guest favorite

Guest suite in Redmond

4.99 out of 5 average rating, 177 reviews

Momma Sal's Studio in Downtown Redmond

Aug 16 – 23

$89 per night
Guest favorite

Cottage in Prineville

5.0 out of 5 average rating, 31 reviews

~The Quail Run Cottage~

Jan 20 – 27

$118 per night
Guest favorite

Guest suite in Prineville

4.98 out of 5 average rating, 57 reviews

Trendy apartment in the heart of Prineville

May 14 – 21

$80 per night
Guest favorite

Apartment in Prineville

5.0 out of 5 average rating, 18 reviews

Log Cabin Hideaway

Aug 15 – 22

$95 per night
Guest favorite

Home in Prineville

4.95 out of 5 average rating, 20 reviews

Cute and Updated Downtown Duplex

Aug 1 – 8

$94 per night
Guest favorite

Home in Prineville

4.95 out of 5 average rating, 79 reviews

Cheerful two bedroom home with onsite parking

May 22 – 29

$114 per night
Guest favorite

Home in Prineville

5.0 out of 5 average rating, 20 reviews

Millers' Misfit Farm

Apr 4 – 11

$96 per night
Guest favorite

Guesthouse in Powell Butte

4.9 out of 5 average rating, 63 reviews

Juniper Bunkhouse - newly renovated!

Feb 28 – Mar 7

$115 per night
Guest favorite

Cottage in Prineville

5.0 out of 5 average rating, 32 reviews

Court St. Cottage | Downtown Prineville Getaway

Nov 30 – Dec 7

$153 per night
Guest favorite

Home in Prineville

4.91 out of 5 average rating, 47 reviews

3 Bed +2.5 Bath Home - Outdoor Enthusiast Haven

Jun 18 – 25

$161 per night
Guest favorite

Home in Prineville

4.95 out of 5 average rating, 19 reviews

The One Above the Rest w/Game Room

Nov 5 – 12

$302 per night

Quick stats about vacation 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

1.8K reviews

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Prineville?

    Yes! Work meets play with ease at over 10 vacation rentals in Prineville featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Prineville?

    Four-legged friends are welcome in Prineville. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there family-friendly house rentals in Prineville?

    Prineville has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Prineville have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Prineville. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Prineville have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Prineville. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Prineville?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 20 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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