Kid-friendly vacation rentals 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.

4.82 out of 5 average rating, 11 reviews

Guesthouse in Prineville

Ochoco guest cabin!

BrianRating, 5 stars8 months ago

5 stars!! Jacqueline and Jason are very accommodating, they made us feel comfortable and welcome! We loved the beautiful location, out in the country but close enough to town (15 minutes) to keep things easy and simple. The cabin/apartment was very comfortable and plenty spacious enough for the 4 of us. The bathrooms, bedrooms, linens, furniture, countertops and floors were all very clean and the place was well organized. We hope to stay here again next time we're in the area! :)

4.94 out of 5 average rating, 52 reviews

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.

4.86 out of 5 average rating, 59 reviews

Beach Bungalow in Prineville, OR

BonnieRating, 5 stars2 days ago

We loved our peaceful stay at Misty’s pet friendly beach bungalow. Misty was an outstanding host, always quick to respond and the welcome basket was a nice touch. The location was perfect, the home was cozy and clean, Highly recommend!! Our stay was fantastic.

4.94 out of 5 average rating, 140 reviews

Tiny home in Prineville

Tiny Pine house in the Ochocos at Wine Down Ranch

MarvinRating, 5 stars3 weeks 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.

4.88 out of 5 average rating, 267 reviews

Tiny home in Mitchell

COPPINI’S Creekside Camp, Painted Hills

BrianRating, 5 stars1 week ago

Beautiful private location on a fast running creek. A cool spring day with only the sound of the creek, totally devoid of the sounds of technology. We had the occasional cow or calf give us an inquiring look. A perfectly stocked supply of firewood and its fixings was provided, inky black, star studded sky at night. I had perfect sleep and total relaxation, a great setting to reset and recharge, l look forward to my next visit. Brian T

5 out of 5 average rating, 7 reviews

Bungalow in Powell Butte

Luxury getaway| E-bikes | Hot Tub | Kid's Playroom

BrieannaRating, 5 stars1 month ago

What a beautifully decorated and well thought out property! So many amenities and extras, we felt very welcome, safe and right at home as soon as we entered the front door. Communication was stellar. The hosts were more than helpful, gracious and quickly responded when we needed anything. I would 10 out of 10 recommend this property and hosts to anyone. We will definitely be back again!

Guest suite in Powell Butte

4.97 out of 5 average rating, 206 reviews

Panoramic Mountain View Oasis

NicoleRating, 5 stars1 week ago

Tia and Steve were very welcoming and their beautiful home matched the description and photos perfectly. The views from inside the apartment and from the terrace behind it were stunning . The bed was extremely comfortable and we enjoyed the hot tub at sunset. The house is within a half hour drive of fabulous hiking trails and coming back to such luxury after a day of walking was the icing on the cake!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Hotels

Stylish accommodations and amenities

Popular amenities for Crook County kid-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Kid-friendly house rentals

Superhost

4.72 out of 5 average rating, 46 reviews

Charming Modernized 1938 Ranch Home

JenniferRating, 5 stars4 months ago

Fantastic yard! My dog loved it. And the central location is fantastic.

4.97 out of 5 average rating, 37 reviews

The Juniper House | Prineville Retreat

CindiRating, 5 stars1 week ago

It was the perfect place to relax and reconnect with family. Backyard and patio are especially inviting. The house and furnishings are comfortable, fun and peaceful.

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.

4.96 out of 5 average rating, 26 reviews

Beautiful Ranch Home w/ Cascade Mountain View

NitikaRating, 5 stars7 months ago

Lisa and Matt’s place was perfect in all terms. We were looking for a place where we could just hang out with beautiful surroundings and spend quality time with our adult kids before moving out of country. Their place was tastefully done, with all amenities you can think of, everything from the linens to the appliances were of finest quality. We enjoyed walking around their property, watching sunrise and sunset on their patio, playing board games and making some good memories. It was blissful. They go above and beyond to make their guest welcome with wine and snacks and fresh eggs from their coup, chocolates, berries and yogurt, most of which we enjoyed. And special treats for our puppy.

4.96 out of 5 average rating, 24 reviews

Private 1 BR w Sauna, Hot Tub, 5 min to Brasada

StephenRating, 5 stars8 months ago

Location was 5 minutes from Brasada Ranch. We had the bottom floor of the house to ourselves. It was very quiet and peaceful.

4.88 out of 5 average rating, 8 reviews

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

4.96 out of 5 average rating, 49 reviews

The Luxurious Ranch Life

CelesteRating, 5 stars5 months ago

A beautiful home in a beautiful location! Our large group fit comfortably in this home with plenty of space for everyone. The kitchen is amazing and well stocked for cooking meals. The outdoor kitchen and sitting area are amazing! Our schedule did not allow us to use any amenities of the resort.