Cottage vacation rentals in Eastern Oregon

Tammy and Cheryl were great hosts. They were very responsive and pleasant. We felt right at home and the location was so convenient for us. We would definitely be back.

If you’re seeking a place close to downtown Sisters this is the perfect place to stay. While it might not have the wooded charm of Black Butte, we loved the setting for its walking distance to Sisters Coffee Co. and other shops. The house is so thoughtfully supplied with everything you might want for cooking in the kitchen or relaxing on the comfortable furniture. We really appreciated the fluffy towels and bedding.

The Wave House looked exactly how the pictures did. It’s a beautiful spot and Corey was very responsive during our stay. The house is close to the Greenbelt and an easy walk to downtown. We enjoyed our stay! Highly recommend.

We really enjoyed staying at Tomi’s place. Our dog loved the fully fenced in backyard! The home was very clean and the neighborhood was quiet.

Fantastic cottage and location. We added nights onto our stay and did not want to leave. Highly recommend. David and Victoria gracious hosts and Jill the manager added the finishing touches to exceptional customer service.

We loved this property. It was in a great area and we loved the neighborhood. The house was well equipped and very peaceful and great floor plan. The just was so helpful and responsive. Would recommend and will rent again.

Kenny's home and grounds were beautiful. The area was quiet and the backyard was so peaceful. Fun outdoor games, nice hot tub and lots of seating. Plenty of space in the home for everyone in our group. Minutes from downtown Sisters. We would definitely visit again!

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!!

This place was amazing. It had everything I needed, was centrally located and incredibly clean

Great little house with a lovely backyard and walkable to tons of good spots in Bend. Hope we can come back in the winter and stay again!

This little place was exactly what I needed for a relaxing weekend. As a local from Baker City, I was just looking for a cozy spot to unwind—and this quirky, charming gem was perfect. It had all the essentials to make my stay comfortable, and I absolutely loved the creative, artsy touches throughout the space—especially the unique bottle fence! The backyard is adorable and would be ideal for anyone traveling with a dog. The neighborhood is fairly quiet, with just a bit of normal road noise during the day. All in all, a delightful and peaceful stay. I’d absolutely come back!

The cottage was spacious and clean and well laid out. The hosts were super responsive. There were no baking pans but when we told them about that, they delivered a set of 3 within a couple of hours, in time for us to prepare the dinner we had planned. Otherwise, the kitchen was well stocked. We will be in the area every year and we plan on staying at this cottage from now on.

cute little cottage close to downtown. Place was stocked up with all the essentials and has a yard (perfect if you have a pet)

Nice place to stay, will look for it again if we are in the area. Thank you!

Stacy's home was absolutely beautiful. Very peaceful and comfortable. Highly recommend staying here. If we come back around down there we will absolutely be staying there again.

We had a great stay at this adorable house in beautiful Joesph. It was easy to find and a short walk from downtown restaurants and shops. The outdoor recreation opportunities nearby are boundless. The fenced yard and reasonable pet fee were perfect for our pup. The neighbors were super friendly and the check-in process went off without a hitch. We hope to stay again!

This was a wonderful place to stay while in the area for spring birding. Everything was as described and it was very clean and comfortable. Communications were very clear with no need to contact the owners. I loved that the daffodils and apple tree were in bloom when we arrived. We would love to stay here again the next time we are in the area.

Such a cute little cottage. A breath of fresh air being inside 🩵 Would definitely recommend and keep in mind for next trip!

I’v stayed at a few of these cottages, and they’ve all been great. They are comfortable, clean, quiet, and well located. I recommend them highly.

Our family, my husband and I and our 4 kids have stayed here twice now and have been very pleased both times. The house is clean, comfortable, and has plenty of space for 6. The kitchen is well stocked with a few little extras, there’s toys in the closet for our small kiddos, and a pack n play for a baby. We are very likely to be staying here again as we visit family in the area.

Barb is an absolute sweetheart. The Cottage is beautiful and the location is beautiful and quiet. Our second time there and we absolutely love it. This is our home whenever we travel to Idaho.

The country cottage is a peaceful little retreat on a farm. It's very well maintained and has everything you need even for an extended stay. It's rare to find an AirBnB with a usable garage. That was a bonus. The cottage is also set up very well for canine travelers. We would definitely stay again.

Will stay again if available.

Perfect stay for our family of 3. House was charming, incredibly clean and had everything we needed. Great walking location to downtown.