House vacation rentals in Prineville

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Popular amenities for Prineville house rentals

House rentals with a pool

Top guest favorite
Home in Bend
4.97 out of 5 average rating, 217 reviews

Romantic Guest House w/Hot Tub, Pool, Tennis Court

KaylaRating, 5 stars1 week ago
Beautiful ranch with wonderful hosts! Felt right at home in the juniper. We loved the location for easy access to Sisters or Bend. We cooked most of our meals there on the bbq, kitchen stocked with everything we needed! Very comfortable beds, everyone slept well. Loved listening to the evening frogs and morning birds. The pool was a highlight for sure. Felt very special to have this property to ourselves! Tracy and Bill are gracious and wonderful to talk to. Our family will be planning return trips in the years to come!
Guest favorite
Home in Sisters
4.83 out of 5 average rating, 130 reviews

Single level, pet friendly, downtown, cute cottage

PeterRating, 5 stars2 weeks ago
Right as you enter the area, the house is located in a quiet neighborhood. Great east walk to great spots. The host was nice and responsive.
Top guest favorite
Home in Sunriver
4.94 out of 5 average rating, 247 reviews

A Little Peace of Paradise, A/C & 8 SHARC Passes

AliRating, 5 stars1 month ago
We loved our stay! This was the perfect place for our family to celebrate Mother’s Day. The home had everything we needed and more. There were so many unique touches that we really enjoyed. We were also close to town and had bikes for the whole family. We will absolutely be back.
Top guest favorite
Home in Sisters
4.98 out of 5 average rating, 125 reviews

Cozy Mountain Escape: Amazing Views! Hot tub!

NicholeRating, 5 stars1 month ago
What a beautiful home, one of our favorites for sure. All of the little touches were so appreciated, from the soft cozy throw-blankets and extra pillows to the wonderful bedding, fully stocked kitchen and even a bottle of wine left for us. The view off the back deck is indescribable and the ability to walk into town and shop at the local shops, get coffee or even an evening walk for ice cream is perfect. I highly recommend this home, we shared it with my brother, his wife and their two little girls and it was plenty of space for all of us. it is exactly as described and even more.
Guest favorite
Home in Bend
4.97 out of 5 average rating, 149 reviews

Family Friendly Home | Indoor Pool | Pets Welcome

DeniseRating, 5 stars1 week ago
We had a wonderful stay at this home—perfect for our family vacation with three of us and our dog. The house had everything we needed and was in a great location, close to fantastic restaurants and plenty of activities. We enjoyed the pool and watching movies on the large TV in the evenings. The neighborhood was peaceful and quiet, making it easy to unwind. Overall, it was a great experience, and we’re already hoping to return next year!
Guest favorite
Home in Redmond
4.94 out of 5 average rating, 105 reviews

Eagle Crest Resort - 3 bdrm home in Central Oregon

DonnaRating, 5 stars2 weeks ago
Our family tries to spend time in Eagle Crest each year. We all felt like this home was our favorite!
Guest favorite
Home in Sisters
4.92 out of 5 average rating, 101 reviews

Modern Tollgate Home - HOT TUB | Half Acre Lot

BillieRating, 5 stars2 weeks ago
We loved staying at this home just outside of Sisters Or. we would book it again, for sure! Clean, spacious, comfortable living quarters. Hot tub was a bonus 😊
Top guest favorite
Home in Sisters
4.93 out of 5 average rating, 239 reviews

Private Peaceful Cabin in Sisters!

NerissaRating, 5 stars1 month ago
This was a clean and comfortable home in Sisters for our family of 4 to stay in. The surroundings can't be beat - we saw deer, quail, and bunnies right outside and there were smooth paths for the kids to bike and scoot all over the neighborhood. Very quiet and peaceful. Note that the house is a split level with only 1 bathroom on the lower floor.

Weekly house rentals

Guest favorite
Home in Prineville
4.79 out of 5 average rating, 80 reviews

Lake front in Prineville~

PaulaRating, 5 stars2 weeks ago
I was very impressed with the home. We all slept like we were at home. Beautiful location. My husband fished every day. Loved that they accepted dogs since we have a service dog that must travel with us. I hope to return.
Guest favorite
Home in Bend
4.97 out of 5 average rating, 148 reviews

Close, Cute & Clean! *Hot Tub* Bend Adventure Base

JohnRating, 5 stars2 weeks ago
We were in town for the Sting concert and Hans' place was an easy bike ride away from Hayden Amphitheater. We rode the cruisers all over and the house's location made basically everything we wanted to see an easy walk or an easy ride. And the hot tub was just what we needed after our rides. It was a great weekend. Totally recommend this house and Hans.
Top guest favorite
Home in Bend
4.99 out of 5 average rating, 164 reviews

Modern high-end home, walk downtown

DeniseRating, 5 stars1 week ago
We loved everything about our stay here. The location is fabulous, the house beautiful and has everything you could need, and Carolyn was extremely accommodating about letting us check in a little early since it was ready, and then helping us with a forgotten item. We really hope to come back again for another visit!
Top guest favorite
Home in Bend
5 out of 5 average rating, 255 reviews

Mountain Bliss: Gateway to Mt. Bachelor and More

TrishRating, 5 stars1 week ago
Beautifully decorated home contains everything you need for your stay and then some! We loved the location as well, close to everything! Thank you Andrew, we will definitely be return guests!
Guest favorite
Home in Prineville
4.86 out of 5 average rating, 65 reviews

Beach Bungalow in Prineville, OR

EmilyRating, 5 stars2 weeks ago
This was great for our quick stopover in Prineville. The house was quiet, well-stocked with kids games and books, and has a lovely backyard. Misty was very responsive and helpful.
Top guest favorite
Home in Madras
4.98 out of 5 average rating, 41 reviews

Newly Remodeled 2BR Retreat with Private Backyard!

CassieRating, 5 stars2 weeks ago
This is a fantastic place to stay in Madras. A perfect home base for exploring the area!
Superhost
Home in Powell Butte
4.8 out of 5 average rating, 15 reviews

Comfortable and quiet guest house

DustinRating, 5 stars7 months ago
The cabin was great, comfy, and completely as described. The bed was amazing the views where awesome and sitting outside watching the stars with my special friend was the perfect end to the day.
Superhost
Home in Prineville
4.75 out of 5 average rating, 8 reviews

High Desert Retreat | Prineville

SusanRating, 5 stars6 days ago
This is a single floor updated house. It is simple, like your grandma maybe lived here. Clean, thoughtful, no clutter, beautiful yard and back porch. Really a good find!

Private house rentals

Top guest favorite
Home in Redmond
4.93 out of 5 average rating, 68 reviews

Redmond, Or 3 bed 2 bath 10 min to airport

SarahRating, 5 stars1 week ago
Joan’s place was very comfortable and quiet. The back garden attractive and we enjoyed sitting outside after long days at the horse show. The kitchen is well supplied and the furniture comfortable. Would stay here again.
Superhost
Home in Prineville
4.72 out of 5 average rating, 47 reviews

Charming Modernized 1938 Ranch Home

JenniferRating, 5 stars1 month ago
Fantastic! Very happy with my experience here!
Guest favorite
Home in Terrebonne
4.93 out of 5 average rating, 41 reviews

Rock Ridge

KassenaRating, 5 stars5 months ago
This is the second time I have stayed at Adams place. It amazing. This is Terrebone, so be aware that the location is not close to Bend. We enjoyed visiting Smith Rock and star gazing at night. The property is far from Bend and Redmond so it has some great night skies. This was a great place for a gathering of friends and family. The kitchen is well stocked with pots, pans, and decent knives (rare find.) Living area is great for gathering at night to chat, play games, and snacks. Beds were all really comfy, even the bunk beds. Adam is a great host who on both visits has been incredibly responsive. If you are looking for a great stay w great views I highly recommend.
Top guest favorite
Home in Redmond
5 out of 5 average rating, 12 reviews

Charming Casita - Downtown Redmond

TyreanRating, 5 stars9 months ago
We had a wonderful stay. The location is within walking distance of downtown Redmond, with coffee shops, a bookstore (we are big readers), and other amenities close by. While I stayed there this time with my elderly parents so we could visit some relatives in the area, I think Redmond is a great place for active people and this Airbnb is a great location for a quiet getaway or as a place to call home between hiking and other adventures.
Guest favorite
Home in Redmond
4.95 out of 5 average rating, 38 reviews

Birdsnest rest Downtown Redmond Or

TonyaRating, 5 stars6 days ago
Great stay while in Redmond Oregon! Clean and comfortable. Close to airport walking distance to restaurants! Would definitely stay here again ! Thank you Karen Tonya Warmenhoven
Superhost
Home in Powell Butte
4.65 out of 5 average rating, 31 reviews

Clint by AvantStay | Golf Course, Pool & Hot Tub

CraigRating, 5 stars1 month ago
We had an amazing stay at Brasada Ranch. The house was very spacious and was an excellent pick for our family retreat. Upstairs game room was a great location for the kids to play. AvantStay was very responsive and the house was exactly as described. Would definitely love to stay at one of their properties again in the future.
Top guest favorite
Home in Terrebonne
4.95 out of 5 average rating, 19 reviews

Bird House at Smith Rock

HaliRating, 5 stars4 days ago
Adorable tiny home in the perfect location!
Superhost
Home in Redmond
4.78 out of 5 average rating, 65 reviews

4-bedroom home near Airport & Bend w/big backyard

JeffRating, 5 stars3 weeks ago
Nice spot for the price. All good.

Quick stats about house rentals in Prineville

  • Total rentals

    10 properties

  • Total number of reviews

    440 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

  • Local attractions

    Tastee Treet, Dillon's Grill, and Club Pioneer

Destinations to explore

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