Cottage vacation rentals in Santiam Pass

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.

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.

The house is so comfortable and conveniently located in Old Bend. You can walk 7-15 minutes in any direction of the house and get to a variety of shops, restaurants, bars, coffee shops and river trails. We didn't drive our car for 3 days and were able to walk to lots of fun stuff. The house is quiet, immaculate and well cared for. The clean hot tub is in the privately-fenced side yard. We would definitely stay here again.

This was one of the most convenient places I’ve stayed in Bend. Super walkable with lots of food options close by. It was also great to walk our daughter to the playground at Harmon park, then to Drake park to enjoy the river. The fenced yard in the back was great for our dogs. There’s also a grassy fenced yard in the front too but one of my dogs could jump over it. The Airbnb had all necessary amenities and we had a wonderful time! Would definitely recommend.

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.

What a wonderful experience. The neighborhood, the house, the yard, and every little detail was thought of. No wonder why you are a super host Kenny. We loved our experience and can’t wait to come back.

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.

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

Had the best time! Wonderful and peaceful retreat. We enjoyed the amazing views, playing in the yard, and even doing some cross country skiing from the front door in the fresh snow. The house was spotless, beds comfortable, and kitchen fully stocked for us to cook all our meals and feel right at home while being away from home. Wonderful experience!

The vintage cabin was peaceful and quiet, and well equipped with anything we might have needed. It was a great size for our little family (two adults, one kiddo) and we had a wonderful visit. The bathroom is very nice and upgraded and the bear decor was very cute. Also, our car battery died when we were trying to head out, and the property owners were more than willing to help us get back on the road--they were so kind. Thank you for a lovely stay!

We absolutely loved our stay at the Greeley Cottage! The space was perfect for my partner, myself and our dog! It was a very short walk to a lot of great local restaurants, bars and shopping. And a short drive to a lot of other great spots within town. When we checked in, there were some issues with the batteries in the keypad lock, but the host was very quick to respond and assist with getting us checked in! Everything we needed for our short stay was in the unit, which made for a very comfortable getaway. We would definitely love to come back sometime soon!

Everything was nicely decorated, clean and exactly as described. The host was incredibly responsive. Highly recommend for anyone looking for a comfortable and stress-free stay!

Fantastic house in excellent location. Well stocked kitchen, cozy fireplace, comfy beds. Very fun to easily be able to walk to downtown and walk to hiking. Erin was super helpful to fit us in at the last minute when our first airbnb had problems. Would love to stay again.

We had the great stay and instantly fell in love with this charming pink vintage getaway. Every detail felt so thoughtful — from the cozy decor to the super comfy bed. The place was sparkling clean, perfectly central, and had everything we needed, and the hot tub? Our dog felt right at home too. We’re already talking about our next visit — we’ll definitely be back! Thank you!

Tennise was wonderful. She let us know her home was ready early and we could check in if that’s what we wanted to do. Location was perfect. Five blocks from the quilt show shops and restaurants. It was too hot for us to be able to enjoy the backyard but it’s beautiful full of flowers. Tennise gave us a tip about where we could see the three sisters and a place for fishing. Great host.

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

This place was perfect for a quick business trip! The hot tub and view of the stars was wonderful in the evening. The fenced yard was perfect for our dogs tagging along. We so appreciated the extras such as the provided dog bed and towel. We also loved that the cleaning list was short and that the owners don’t let food go to waste. Overall, the home was quirky in a good way and worked great for our needs!

Don’s cottage in Bend had it all. The location was perfect—just a short distance from downtown, but it felt like a peaceful retreat. The location is private and serene with a fair amount of wildlife — squirrels digging for nuts, birds chirping and even white-tailed deer munching on the lawn right in the backyard. The trail behind the cottage that winds along the Deschutes River was a gorgeous bonus. The cottage itself felt like home—cozy, welcoming, and stocked with everything one could possibly need. Don was a fantastic host, and would happily stay here again.

This is the perfect place to stay if you climb at Smith Rock and want to be close to restaurants and breweries afterward.

Absolutely loved staying here. It is on a main road that’s fairly busy, but it’s extremely quiet which was surprising to me. The beds are probably the most comfortable ones I’ve ever experienced with an Airbnb. The host was very accommodating with early check in and we will definitely be back!

Great stay. We really enjoyed the different pathways to the river and a nice campfire. Would love to visit when warmer to be able to enjoy the river more.