Cottage holiday rentals in Bend

Very comfortable and well equipped home blocks from the two main streets of Sisters. The beds were very comfortable and everything was very clean. The kitchen was well equipped. The communication was responsive and friendly. There are no views from the home or front and back porches. The home is in a newer sub-development within easy walkable blocks of all of the downtown sites.

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.

Great place, close to downtown. Perfect for our family of four with two littles 8 & 11. Loved the alley parking as well. If Erin’s house was for sale, I’d be the new owner!

Erin is a great host and the place is close to everything. We really enjoyed our stay!

We had a wonderful stay at Williams place. It was everything we needed for the kids and ourselves!! The fun bedroom and play loft in the kids room, to the warm cozy living room , and finally the outside jacuzzi make it the perfect winter getaway for our yearly ski vacation. Thanks for a wonderful stay and we would and can’t to stay there again!!

The house was cozy and stocked full of anything you might need. Kenny was a very attentive host!

This home is perfect for a family with kids and a pet. Walking distance to the pool, very well equipped with everything you may need including a crock pot! Elizabeth and Daren were extremely fast responding, even with a last minute change request. We will definitely stay again. I recommend this home to anyone looking for a quiet getaway.

So great to have the Tumalo House available for Central Oregon visits. Its location makes it perfect for all there is to see and do! The house is perfectly appointed for everything you need!

We love staying at The Sparrow cottage! This is the second year that my son and I have stayed here and we are already counting the days until we return! We came for Spring Break to visit our friends and get some snow/ski time. (we live in Hawaii :) The cottage is perfect for us! The location is great - you can walk to the Old Mill District, go ice skating at the pavilion, or grab your gear and head up to Mt Bachelor with ease. We love the quiet, peaceful neighborhood and the coziness of the cottage too. After a day of skiing or hiking in the crisp weather, it is nice to come home and snuggle by the fire and watch a movie. Ashley and Mona were amazing hosts - they brought us warm, fresh bread and offered great recommendations for restaurants and local spots. See you next March! Aloha!

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

This was a lovely and peaceful stay. We loved hiking around the Badlands right out the back door with our dogs. The cabin was cozy and relaxing and had good amenities. You can tell Allison really put a lot of thoughtful touches into hosting and wants her guests to be comfortable.

This place is right next to downtown. Very much enjoyed our stay with everything being so close. Definitely check out the Deschutes brewery down the street. Every one is so kind here definitely coming back in the summer.

Very sweet cottage, I enjoyed my stay! All the vintage charm made it feel like a real getaway. The kitchen was great for preparing meals, with everything I needed. Good bed and variety of pillows, which I appreciate. It felt like stepping into my great-grandmother's house!

A Perfect Stay in an Unbeatable Location! Our stay was absolutely fantastic! From the moment we arrived, we were blown away by the incredible location—everything we wanted to see and do was just steps away, making it the perfect home base for exploring the area. The host was incredibly communicative and responsive, ensuring that we had everything we needed for a seamless stay. Debbie’s thoughtful accommodations and quick replies made us feel truly taken care of. The home itself was spotless, beautifully decorated, and incredibly comfortable. One of the standout features was the well-stocked kitchen—everything we could possibly need was provided, from high-quality cookware to coffee and spices. It made cooking meals a breeze, which was such a nice touch! We couldn’t have asked for a better experience. If you’re looking for a place with a prime location, an attentive host, and all the comforts of home, look no further. We would absolutely stay here again in a heartbeat!

We loved staying here! Clean, comfortable and cozy. Great aesthetic! Perfect for our ski week. Walkable yet calm. We hope to return!

Lisa’s place was cozy and comfortable. Perfect stay for my husband and I and our two dogs. Great location.

Donald’s downtown cottage is a true gem, and he is the perfect host—warm, considerate, resourceful, and discreet. I almost hesitate to write the review he and the cottage deserve, fearing that it will become so popular I may never get the chance to return, as other lucky travelers discover this special place and keep coming back. Though far from my home in Europe, I felt immediately at ease in this cozy, beautifully equipped cottage nestled within a charming garden.

Great place, close to downtown. Perfect for our family of four with two littles 8 & 11. Loved the alley parking as well. If Erin’s house was for sale, I’d be the new owner!

Erin is a great host and the place is close to everything. We really enjoyed our stay!

Cute little side house with a beautiful view of the mountains. The place was decorated super cute and has everything you need. It’s a dirt road with some good sized bumps so just be careful and go slow.