Vacation rentals with outdoor seating in Crook County

Guest suite in Prineville

4.93 out of 5 average rating, 245 reviews

Artsy Guest House Nestled in the Rimrock

AlyssaRating, 5 stars1 month ago

Great location, very cozy, and had a beautiful view! The kitchen had everything we needed, the 5 gallon water dispenser, Nespresso pods, and bag of granola were much appreciated! Located close to Smith Rock state park, and the Painted Hills aren’t too far away. This was my first Airbnb I’ve stayed at, so maybe this is standard across all Airbnbs I’m not sure, but I was caught off guard with the extra fees. I stayed 3 nights so I was expecting it to cost $333 plus some sort of service fee, but I ended up paying an extra $180! The service fee was $58, taxes were $41, and then an $80 cleaning fee, even though it’s required to clean up after yourself anyway?? Overall I had a good stay, but was disappointed at the extra fees.

4.97 out of 5 average rating, 116 reviews

Lakefront House with Amazing View Near Bend Oregon

JeffRating, 5 stars1 week ago

Barb’s house was in a perfect location for our group. Being right on the lake was outstanding and having use of kayaks and other amenities really made our stay great. The house itself is beautiful and well stocked with anything you may need for your vacation. Several people in my group commented how they are want to rent this house to bring their families.

4.94 out of 5 average rating, 52 reviews

Home in Powell Butte

Modern Brasada Ranch 5 Bed Luxury Home w/ Firepit

GloriaRating, 5 stars8 months ago

Our logging company had been on fires for months and we were trying to give them a relaxing and comfy place to take their days off. Kim was such a wonderful and helpful host, I would absolutely recommend Kim and her lovely home to anyone. We hope to stay again in this lovely home under some different circumstances.

5 out of 5 average rating, 46 reviews

Cabin in Powell Butte

Brasada Ranch Cabin | Hot Tub | Walk to Ranch

TuckerRating, 5 stars3 weeks ago

We loved staying at Hayley's cabin. The location was great as it is one of the closest cabins to the resort's facilities and very close to the main gate; booking through Airbnb and paying separately for the resort fees was smooth and uncomplicated. What made our stay right off the bat was walking in and finding the sweet gifts left for our boys; nothing starts a family trip off better than cute stuffed animal gifts, they loved it (our five-year-old called it "paradise"). Thank you, Hayley!

4.97 out of 5 average rating, 33 reviews

Bitterroot Butte | Prineville Reservoir

VanessaRating, 5 stars4 days ago

WOW! Just wow! Christian's home was exactly as described - extremely comfortable and with outstanding daytime views and nighttime stars. Just two of us enjoyed this large home with our dog but I can see this home being a perfect spot for families or couples - with lots of space to be together (or apart!). Loved the 'remoteness' and privacy of this stay - very peaceful and quiet. Yet - Prineville, the Painted Hills and Smith Rock State Park are super close for food, adventures, etc. Do yourself a favor - get away from the busyness of your day to day and book Christian's home to relax and rejuvenate! You won't regret it. Enjoy!

4.96 out of 5 average rating, 53 reviews

Cabin in Powell Butte

Brasada Ranch 2 Master BD/2.5B / Views / Hot Tub

TimothyRating, 5 stars8 months ago

We had a great trip with the family. The Cabin was very spacious, our family of 4 had plenty of room and we were all very comfortable. The living/common spaces were perfect for relaxing or playing games after dinner. The view was beautiful and we loved the back patio. The kitchen was well stocked, the cabin had just about everything you would need. The host is very responsive and even checked in on us after the first day to make sure we had everything we needed, that is top-notch!!! This is by far the best cabin we have stayed at while in Brasada! It was far enough away to be extra quiet, but still very easy to get to the pool and facilities. Parking right in front of the cabin made loading and unloading a breeze.

4.94 out of 5 average rating, 140 reviews

Tiny homes in Prineville

Tiny Pine house in the Ochocos at Wine Down Ranch

MarvinRating, 5 stars1 month ago

Had trouble getting through the draft from rain/melted snow because the tesla was a but too low, but they allow me to use their utility terrain vehicles (UTVs) to transfer items from car to our tiny home rental, and they allowed me to use for the couple of days I was there. I thought this was very sweet. Thank you Mary and roy.

5 out of 5 average rating, 95 reviews

Cottage in Prineville

~Quail Run Cottage~

TinaRating, 5 stars4 days ago

Tera’s place was super cute and cozy! All the amenities needed for a comfortable stay! Easy self check in with simple instructions somehow we still had trouble figuring out the front door and accidentally locked ourselves out. Messaged Tera and she came right away to the rescue! She was extremely responsive, helpful, and friendly! The house and hot tub were clean, private, quiet and very cozy! Super yummy treats, plenty of coffee options, and even a hand written thank you note from the amazing host made us feel welcome and right at home for our stay. Super close to town and short distance to recreation and downtown. Would absolutely stay here again!!! Thanks Tera!!

Guest suite in Powell Butte

4.97 out of 5 average rating, 207 reviews

Panoramic Mountain View Oasis

JeffRating, 5 stars1 week ago

amazingly beautiful spot to enjoy the eastern Oregon desert - incredible views & kind hosts - we stayed 2 nights & never left the property - it would be tough to imagine or find better views of the central Oregon Cascades from your private apartment, patio & hot tub - hope to return some day thank you Tia & Steve!!

4.88 out of 5 average rating, 8 reviews

Home in Powell Butte

The Lookout at Brasada Ranch

MaryRating, 5 stars2 months ago

What a beautiful and clean home. The view was amazing! The description of the home and pictures were accurate. The outdoor patio and fire pit were great! The pool, hot tubs and recreation area were an added bonus but we could have easily just stayed and the home and played games around the nice large dining table. Great family get away with many laugh and great memories! Thank you

Vacation rentals for every style

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Houses

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Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Crook County outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

4.93 out of 5 average rating, 40 reviews

The Juniper House | Prineville Retreat

LoriRating, 5 stars1 week ago

We loved our stay in Prineville! The house was perfect for our group, with a beautiful backyard and patio. It is located right next to a park and about a block from 3rd street, where we could shop and walk to two different food cart pods. Christian made everything easy with his great directions and recommendations.

Superhost

Home in Powell Butte

5 out of 5 average rating, 3 reviews

Brasada Ranch | Stunning Views | Couple's Getaway

BrookRating, 5 stars2 months ago

Perfect Space for Creativity & Podcast Recording! We couldn’t have asked for a better place to stay! This Airbnb wasn’t just a home—it was an inspiring, well-thought-out space that elevated our entire experience. We used it as a recording studio for our podcast, and it couldn’t have been more perfect. The acoustics were excellent, the layout allowed for a smooth workflow, and the quiet surroundings made it ideal for focused recording sessions. The natural light and stylish decor created a great atmosphere, both for creative energy and for capturing stunning behind-the-scenes content. Beyond that, the hosts were incredibly thoughtful, ensuring we had everything we needed. The space was spotless, comfortable, and felt like a true retreat after long days of recording. If you’re looking for a place that blends functionality with inspiration—whether for work, creativity, or just relaxation—this is the one. We’ll absolutely be back!

Superhost

4.72 out of 5 average rating, 47 reviews

Charming Modernized 1938 Ranch Home

JenniferRating, 5 stars6 days ago

Fantastic! Very happy with my experience here!

4.91 out of 5 average rating, 44 reviews

Lakeside Spacious 3 Bedroom Home with WiFi.

RalphRating, 5 stars7 months ago

This is a nice home to stay in whether a small or larger group. We enjoyed the view from the deck as well as inside. The house is well supplied, clean and tidy. We also enjoyed a few movies from the wide selection offered. We brought our kayaks. The water is low this time of year but we did get them down the hill. We used the public dock to get them back on the trailer. We've been coming up to the Bend area for years and this was our first time on Prineville. We will come again.