Guest house holiday rentals in Bend

We had a great stay at Cory's place in Bend. Very convenient location for our activities. Cory was very responsive to any questions we had. Nice private and quiet location. Would definitely go back.

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.

I have stayed here more than once and really appreciate the space. Love the beautiful yard you can sit out front and enjoy her flowers and well kept yard. It’s quiet no road noise!!

Carrie and Dave were wonderful hosts. Very communiative and friendly. We really enjoyed staying at their beautiful place. We enjoyed the all the artwork and the cozy surroundings.

This place was safe and secure and very cozy. Becky was super responsive and nice and the neighborhood was beautiful. I would stay here again :)

I loved staying at this place! Sooo peaceful, you walk outside and it’s quiet just sounds of birds. It was very comfortable to stay at and clean. I also I appreciated the good shower products they had for us so I was able to have good hair days! It is a guesthouse on there property but it was secluded and private and felt like we were all alone. They also provided some little snacks which was nice to have when we went hiking. Great place highly recommend for a peaceful getaway in a beautiful area.

Phenomenal location!!! We had a great time at Linda’s place. Definitely recommend to everyone who wants to come and visit 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

A cute and comfortable apartment for our family of four. The bunk beds in the sleeping nook were awesome for the kids! The location is right on the way to the mountain we were able to be cross country skiing in less than 15 minutes.

We absolutely loved staying here! It was so peaceful and relaxing, the guesthouse was clean and had everything we needed and more. A quick trip to the city proper and then we got to come back and relax in truly lovely and quiet surroundings. Bonus they are so dog friendly. We visit Bend a few times a year and this is a place we will want to stay again.

The space was as advertised. The fenced backyard is great for pet, good location, and the hot tub is a nice addition. The hosts have great communication.

We had a great time staying at Mary’s place in Sisters. Thanks for the clean and comfortable spot in a great location!

I thought it was very nice. They had everything we needed to prepare meals and I loved the covered patio and backyard. I hope to get there again.

Katie and Brooks were both very friendly and welcoming to us during our stay ! Would highly recommend them as hosts to anyone looking for a place to stay near Bend. :)

The place had everything we needed and then some! Tiffany was so thoughtful, from the welcome note/drinks, to setting up the coffee pot for our first morning, she made it a wonderful home away from home! We would stay here again.

Janey was responsive and had clear instructions for everything first hand and very thoughtful. If we had a question she was quick to respond and communicated well, the place was awesome it was the perfect little place to stay that’s more private and quiet. We were in love with this place and would definitely come back!

Wonderful place and perfect location! Beautiful and warm and welcoming!

Loved staying here! The place was super clean, cozy, and had everything I needed. The bed was really comfy, and the vibe of the space was just perfect. It felt like a little home away from home. The area was chill and close to some really good spots to eat and grab coffee. Check-in was easy, and the host was super friendly and quick to reply whenever I had a question. Definitely would stay here again!

Enjoyed our stay in Redmond. We will definitely be back. It was everything we needed and close to places we frequent. The only thing I might add is some tableware for kids. I was hesitant letting my 6yo eat on heavy ceramic plates. We did take out mostly so it didn’t matter too much except for when we planned to eat breakfast in the morning. Thanks !

I really enjoyed Emily and Aaron's space. It was clean and ver comfortable and had all the ammenities I needed. I was right across from a park which was lovely and an easy 5 minute drive from downtown. I would absolutely recommend staying here.

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.

Excellent haven for two besties on a long weekend! Unit is easy to find and well-maintained - was spotless upon arrival. At time of writing (2025), has new modern plumbing fixtures and appliances. En suite bathrooms for the two bedrooms were the selling point, yet we ended up loving even more features. We were each able to have necessary phone calls in our rooms without disturbing the other's sleep. Kitchen is thoughtfully equipped with impressive variety of items - much more than listed. We enjoyed a self-curated yarn & book crawl, hit a couple local restaurants, and otherwise mostly cooked for ourselves and enjoyed the cozy quiet with the tea kettle always on. Barely communicated with host because our needs were met at every turn. Highly recommend!

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

Peaceful stay outside Sunriver. Easy access to Mt. Bachelor and Deschutes and Fall rivers. Comfortable and cozy space, very helpful and responsive host. Would definitely stay again!