Vacation rentals in Prineville

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Popular amenities for Prineville vacation rentals

Stay near Prineville's top sights

Club Pioneer6 locals recommend
Bowman Museum4 locals recommend
Dillon's Grill4 locals recommend
Meadow Lakes Golf Course3 locals recommend
Barney Prine's Steakhouse & Saloon7 locals recommend
Good Bike Co.8 locals recommend

Other great vacation rentals in Prineville

Top guest favorite
Home in Sisters
5 out of 5 average rating, 75 reviews

Stunning Mountain View Home~Unsurpassed views

HannahRating, 5 stars3 weeks ago
Brenda’s Mountain View home was absolutely wonderful. Brenda was responsive, friendly, and flexible. The home was gorgeous and peaceful and was fully furnished with many amenities. Would 100% recommend and would love to stay again if I ever needed! Thank you Brenda!
Superhost
A spacious wooden deck overlooks a lush forest of pine trees, providing a serene outdoor setting. A metal table surrounded by four chairs is complemented by two green cushioned loungers, while an umbrella adds shade to the seating area.
Home in Bend
4.95 out of 5 average rating, 105 reviews

Deschutes River Getaway-near Bachelor & Sunriver

EmilyRating, 5 stars9 months ago
We had a great time here with our family trip. We had 6 adults and 2 kids and lots of room for all of us. The kids liked the foosball table and we enjoyed the proximity to paths and the river. We used the tubes and life jackets to float and played some pickleball. The TV doesn't have cable/channels so bring your own streaming device - we were prepared for this and brought ours to catch some Olympics in our down time and when AQI got too high outside. This was a much more reasonably priced house than most in and around the Sunriver area, but still good proximity to pickleball/tennis, river, and small but clean pool. Lots of deer in the yard each day and lots of big fluffy bunnies hopping around. We would stay here again.
Superhost
The exterior of the chalet is showcased, featuring a peaked roof and large windows that reflect the sunset. A spacious deck with railing is visible at the front, surrounded by a well-manicured lawn and tall trees, providing a calming natural setting.
Home in Redmond
4.83 out of 5 average rating, 29 reviews

Dog Ok! Full Resort Access. Garage - Cozy Chalet

LyssyRating, 5 stars1 month ago
We had a lot of fun staying here! We enjoyed the selection of board games. The back patio was lovely, I just wish the weather would have cooperated, it would have been great to hang out there more. Everything was nice and as expected.
Top guest favorite
A classic two-story home is presented against a vibrant sunset sky. The wrap-around porch features white columns and is surrounded by neatly trimmed shrubs. Large windows face the yard, allowing for ample natural light to enter the living space.
Home in Sisters
4.99 out of 5 average rating, 73 reviews

Downtown Pine Mountain Paradise

LisaRating, 5 stars3 days ago
Eric's house was so comfortable and we felt right at home. Furniture was comfortable, bath towels were a plenty and kitchen towels were plenty. TV was easy to navigate and the kitchen was well stocked. The ADU was also perfect for my son and his dog while the rest of us stayed in the three bedroom house. Great location to visit central Oregon, most especially Sister's. we were close to trails, local church and shopping. The wrap around porch was also great for sitting in the early evening and just watching the deer or dog walkers. We will definitely be back!
Top guest favorite
A spacious living area features a sectional sofa in neutral tones, accompanied by a soft area rug. A stone fireplace adds warmth, while large glass doors open to a private balcony with outdoor seating. Natural light fills the room, enhancing the inviting ambiance.
Condo in Sisters
4.99 out of 5 average rating, 113 reviews

Beautiful Sisters Condo - Great location

DerekRating, 5 stars2 weeks ago
Debbie’s condo was perfect for a quick getaway in Sisters. The unit was clean, easy to access, and had everything we needed. It was an easy walk to 3 Creeks Brewery!
Guest favorite
Home in Bend
4.8 out of 5 average rating, 5 reviews

Stellar Cabins

JessicaRating, 5 stars2 months ago
Beautiful and comfortable homes! We so enjoyed our stay at the Stellar Cabins. They were clean and picture perfect. Babette was very responsive and accommodating. Highly recommend!
Top guest favorite
Townhouse in Redmond
5 out of 5 average rating, 19 reviews

The Great Escape at Eagle Crest

TimRating, 5 stars2 months ago
The name says it all. This place truly is the great escape. It was wonderful to get away from the grind of work to come to a place like this. The place was very clean extremely comfortable and even though it’s situated in a 4 unit complex you feel like you’re all alone. It backs up to blm/farm land so nobody is wandering around behind the place while you’re enjoying the sun on the back patio. The hot tub and deep soaker tub were nice after our hikes during the day. If you’re looking for a great escape from everyday life then this is the place. I will definitely be booking again in the future. Thank you for a great weekend:)
Top guest favorite
Home in Bend
4.94 out of 5 average rating, 141 reviews

Bend Or Private Getaway one acre

DebraRating, 5 stars2 weeks ago
Erik was very responsive both during the process of securing the reservation and after. The house was extremely well furnished with supplies, paper products, towels, etc. and I would have to say it was the best we had ever seen in our travels. From Kcups to kitchen staples, to desk supplies…this house had it all! We had a geriatric sibling reunion this time but we also have grandkids that would have so enjoyed the game room. So much fun and a very enjoyable stay!

Quick stats about vacation rentals in Prineville

  • Total rentals

    30 properties

  • Total number of reviews

    2K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

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.

  • Do house rentals in Prineville have wifi?

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

  • 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.

Destinations to explore

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