Cottage vacation rentals in Bend

Thank you so much Ashley for the great accommodations!! I would recommend this spot to any large groups looking to be close to the city, as well as a super easy route to Mt. Bachelor. It was a fantastic trip.

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.

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 River Run was perfect for our winter Mt. Bachelor getaway, and walking distance to great places in Bend. The kitchen was stocked with everything we needed and the fireplace was cozy. The hot tub was a huge treat after skiing during a run of very cold clear days. Temperatures in Bend were in the single digits and everything in the house and hot tub worked perfectly. We needed a little help with the front door lock (may have been frozen from the extreme cold) and the host was super responsive and got it resolved in minutes. Will definitely book River Run again on my next trip to Bend!

Great location to local restaurants and only a 25 minute drive to Mt Bachelor! Super cozy home. Loved the hot tub amenity post skiing at the mountain! Would highly recommend.

Really enjoyed Dan's place. We have two dogs and they loved the large backyard, especially sniffing for the mule deer that liked to visit the apple tree in the front yard. The outdoor patio with hot tub and pergola was wonderful, inspiring some ideas for our own home when we return. Dan was very accessible and responsive, helping in any way and communicating when he was in the area. The location is great as well - very close to Tumalo and right near the Tumalo Creek Park, and a short drive from everything else in Bend. We'll be keeping this place mind and may have to visit again in the future!

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.