Cabin holiday rentals in Bend

Beautiful, peaceful refuge! Definitely recommend if you are visiting the Bend area.

We had a great stay! The house was as described, no complaints. We were impressed with how well stocked the kitchen was. It was like being at home! Great location near the village and SHARC. Meg was amazing. Super responsive to all questions.

We enjoyed our stay very much. Would definitely stay there again !

Great place, quiet. Close to lots of Central Oregon Stuff. Backs up to the State Park. Great hosts and communication

This home was lovely to stay at with our kids, the perfect size and great location - easy access to the SHARC. It was a well maintained home, comfortable beds and clean.

This place is even better than the pictures! My friends and I were blown away by the beauty of the property and the attention to detail in the decor. From the outside, the cabin looks small, but once inside, it’s surprisingly spacious. We loved the ambiance—it truly feels like stepping into a fairytale. The rooms are large and filled with natural light from the windows, so if you’re sensitive to light, I’d recommend bringing a sleep mask. There were plenty of towels provided for both the shower and the jacuzzi. Overall, we absolutely loved our stay and would definitely come back!

Dean was very helpful throughout the entire process of getting this rental property. My grandkids loved the creek behind the house and there was plenty of room for my family. I would definitely rent this again...

We joined 2 other couples for a fun extended weekend trip. This property was ideal for us all. We were impressed with how clean and well stocked each room in the house was. We loved having use of the bicycles to take advantage of the great paved trail system throughout the neighborhood and we enjoyed soaking in the hot tub in the evening! Our host was easy to reach and very accommodating with our schedules. We would not hesitate to stay here again and we highly recommend this property. Thank you to our host- we had a delightful trip!

So happy we found this adorable home. It was beautifully decorated and super cozy. So thankful we got to reunite with my family at such a great place. Spa was icing on the cake! Everything was clean and organized. Elisha was super friendly and extremely responsive with any of our needs. Hoping to stay again in the future!!

We had a blast at Tom's place for Mother's Day! We brought our two dogs, and they loved exploring the property. Getting the air units in each room to function correctly was a bit of a challenge, but Tom was responsive and helped us get them going. Also, there are neighbors close by, but it still feels very private. The hammock attached to the deck and the hot tub were awesome. Great kitchen as well. Easy drive into town for supplies and food. Overall, great experience!

We loved our stay at this cozy cabin! Close proximity to the SHARC and village was an added bonus. Michel was super responsive and accommodating; we would definitely book again!

We enjoyed our stay in this house. The kitchen was functional for meal preparation and the neighborhood was quiet for relaxation. There are trails within walking distance that wander through the forest. The town of Sisters is conveniently a few miles away.

Cozy little place was great for me and my pup. A quick stopover on the way to CA. 2nd visit for me.

I enjoyed the cabin, Sisters Oregon, and interacting with Maya. My friends and I had a great trip and this was just a great place to come back to after our adventures during the day to a have a relaxing and peaceful evening and nights sleep.

Very classy place, nice finishing, cozy cabin, plenty of clean linens.

This home was such an amazing place to spend the weekend! We really enjoyed the location RIGHT on the water, and the quietness of the neighborhood. It was amazing, and Kelly gave very detailed and easy to follow instructions.

Wonderful birthday retreat at #27 Ranch Cabin! I was pleasantly surprised to find the cabin located at the end of a cul-da-sac which afforded extra privacy with an extended outdoor space and easy access to the walking paths. I took advantage and enjoyed the wood burning fireplace almost each night as there still were a number of snow days in Central Oregon. The cottage is conveniently within a short drive to the Country Store, Sunriver Lodge, The Spa, and other amenities. I drove into Bend several times to conduct business meetings. The Bennington team were easy to contact and extremely friendly. If you are looking for a perfect get-away, this cozy cottage with well-appointed cabin decor and exceptional hospitality is highly recommended!

We wanted to escape the normal holiday stress & chaos this year & this place gave us exactly what we were after & then some. It was so cozy & comfortable & welcoming. We thoroughly enjoyed our time & will absolutely return! Thank you for offering your home!

Carla’s cabin was incredible. It’s a real genuine log cabin and felt like staying in a bit of history. It was more like staying at your grandparents cabin than an airbnb. She really thought of everything to keep the kids and adults entertained. The cast iron collection is legendary and the rustic touches around the place were perfect. We will be back as often as we can!

The cabin was just perfect - had everything we needed, was comfortable, incredibly peaceful and beautiful setting. Scott was quick to respond to a question for a local recommendation. We were lucky enough to be greeted by their dogs on our second day, which led to an impromptu and lovely conversation with Scott and Sarah. Lovely place and lovely hosts.

Oh man, this was a cool place! We have 3 kids, so the bunk room and loft room were perfect. The space was conducive to rest, plenty of dishes to do your own cooking. It was quiet and we went during the quiet and cooler season. And of course the SHARC passes were a wonderful touch. Walking distance to the national forest and river. Short drive to town. It was a gift of a time.

We absolutely loved this house. Its was so spacious for our family to have our first white Christmas getaway. I have to give Jim’s cleaning people the biggest kudos though. Everywhere was spotless, bathrooms, kitchen, living areas. Truly impressive how beautiful this home was in person. Highly recommend staying with Jim.

Marcie's cabin is best described as "thoughtful". It was thoughtfully designed, thoughtfully outfitted and thoughtfully labelled. The interior has a nice high end, yet rustic feel. The cabin is well outfitted, with pretty much everything you could need, and all of it located where you expect it to be. Adding to the ease is that she has labelled a lot of things, like lights, so it's easy to know if you've got the switch for the light over the kitchen island or the kitchen sink. She's included a lot of things to help make things easier for guests. There was even a bin of clean up towels "for life's mishaps" as it was labelled. The coffee bar is a good example of how well the cabin was outfitted with a K-Cup machine, a drip coffee maker and even a kettle with a French press. Location was away from most of the bustle, but with easy access to SunRiver, Bend, or most important for us, Mt Bachelor.

Super cute!! Cabin was nice and cozy, just as described. We were only there for one night on a quick stay but definitely favoriting this place for future stays! Beds, couches were comfy and the large windows were fun to watch the snow fall!