Guesthouse holiday rentals in Bend

Great space for an extended stay in Redmond with easy access to Bend and many outdoor activities. Loved that it had a full kitchen since I like to cook a lot

This was my first time in Bend, a few friends and I stayed here for a night while we attended a concert. We didn't get to spend much time here but I highly recommend it. The neighborhood is quiet, peaceful, safe, and close to everything. Check-in was super easy and the house was very clean, nicely appointed, comfortable, etc. I'll definitely stay here again next time I'm in Bend.

Excellent location and restful nights sleep!

great location. private. very comfortable studio.

Exactly what we wanted. We had an extended stay in this rental and felt right at home. Small space lives large, with tons of light and an incredible view. Appreciated the private yard and bike storage. And the location? Amazing! 3-4 mile commute to Phils trail head made for easy and frequent biking. We walked to Old Mill, downtown and Galveston area frequently. 2-3 mile walk each way so it’s not for the faint of heart, but it’s a great way to burn off the food and beer 🙃 and the hosts were fantastic. Easy to reach and always quick to help people if something came up. 10/10!

Quiet place with easy access to downtown Bend, suited our needs perfectly.

Katie and Brooks were absolutely lovely hosts. With their friendly greeting upon arrival, long list of local recommendations, and stunning property with the most amazing view, we felt SO comfortable during our stay. By far the best Airbnb we have stayed in!!

We loved our stay at this gorgeous home in Bend. The hosts were flexible with check-in time and were very responsive with communication. This is hands down one of the best AirBnbs I have ever stayed at and can’t wait to return for a future visit! The decor was beautiful, bed comfortable and this home had so many little extra touches. Truly a wonderful experience! Thank you for hosting us.

My girlfriend, dog, and I wanted to spend Memorial Day weekend in the Redmond/Bend area and Brady's AUD provided the perfect space for us to rest and relax between all the outdoor activities! Also loved how they offered parking permits for attractions like Smith Rock. Would definitely stay again!

We loved our stay! We were grateful to find a local option for a midweek stay while renovation work at our own house was underway. We were all comfortable (including our dog) and were able to work from the space during the day, and walk the property, visit with the goats/chickens, and take in the beautiful scenery anytime. Chad was a wonderful and thoughtful host who went above and beyond. We had everything we needed.

I had the most incredible stay at the Treetop Retreat in Bend. Steve and Lynn have created a truly special space—this custom-built unit is even more stunning in person than the photos show. Everything is brand new, beautifully designed, and stocked with everything you could possibly need for a long-term stay. They went above and beyond to make me feel welcome, inviting me to dinners, sharing drinks, and even letting me borrow snowshoes for local adventures. Their recommendations for things to do and places to explore around Bend were spot on, and the location in River West is absolutely ideal. I absolutely loved my time here and will definitely be back. Highly, highly recommend.

My wife and I loved our visit. Ee loved looking for the peacock every morning and the place has a super cool styling and felt very clean and relaxed. We had a great experience.

Christie's place feels new and very pristine. The location is really good - literally across the street from my favorite market in Bend as well as a coffee shop which was even closer. The neighborhood was quiet and safe. I stayed for a month and used the apartment as a base for finding real estate in the Bend area. A special treat for me ending each day in the hot tube which is very private and kept sparkling clean. Christie's place was a great place for me to be for an extended stay in Bend.

I'm local but needed a place for a girl's weekend with out f town guests. Last minute I looked online and found Shelly's place "rare find" because this gem is normally rented. The place is adorable and roomy, for some reason I thought it was a one bedroom with a couch-bed. We were so surprised to find two bedrooms! Everything is spotless and designed beautifully! We will definitely be back for our next girl's getaway. In addition to loving Shelly's aesthetic - she is a fabulous host who responds so quickly. She even went out of her way to bring me something that I didn't even realize I had forgotten - she brought it to me!! Looking forward to our next stay.

Immaculately clean, newer construction. The planned community this property is located within is really, really pretty. Gorgeous landscaping, mountain views. This house is right off a walking trail, which was lovely. It’s out in the country a bit, so there were loads of stars at night and the sound of frogs in a nearby pond. We wanted to be located close enough for day trips to both the Painted Hills and Bend, and that worked out great for us. Highly recommend.

One of our favorite places we have stayed in! It was beautiful, comfortable, and had everything we needed.

The minni house had everything we needed and was a great spot for us to call home while we explored central Oregon

We were in town for baseball. Location was great for accessing the various fields. Everyone slept well. We stayed in late May with temperatures in the high 70's during the day. The house stayed comfortably cool with the windows open. Cows were cute.

We had a great stay at Daniel's place--it was extremely clean, the beds were very comfortable and he was quickly responsive when I communicated with him. We are already looking forward to our next stay in Bend and I will try and book this place again or Daniel's other unit!

This was a great place for us to stay when skiing at Mt. Bachelor. Close to town and quick 20 minute drive to the mountain. Beds were comfortable, air conditioning/heat available, kitchen was well stocked, and easy access/parking. Only downside is that the house is VERY close to the main road. Loud at night or early in the morning and impossible to sleep with the windows open due to the noise. For that reason we wouldn't stay here again but it was a great location and reasonable price.