Cottage holiday rentals in Santiam Pass

We had a fantastic stay at Talia's place near Sunriver! The home was cozy and clean and had everything we needed for a relaxing getaway. The location was perfect—close to all the outdoor activities we love, yet tucked away in a quiet, peaceful setting. Talia was a fantastic host, quick to respond, and very accommodating. We couldn't have asked for a better experience and look forward to returning soon!

Great experience! The space was perfect for our needs. Walkable to good restaurants, cozy interior, and a fantastic deal.

Great location and space in sisters! As described!

We stayed for the Pole Pedal Paddle and had a great time here! Really enjoyed the hot tub and being so close to Pilot Butte. Tomi was helpful and responsive when we had a question about the WiFi. We would love to come back!

We had a wonderful stay in Sisters at David & Victoria’s place. Walkable to town, peaceful neighborhood, perfect view of the Sisters mountain range. Their place had plenty of space for us and the bed was comfortable.

Erin’s place was wonderful and centrally located. We enjoyed our stay and everything was as described in the posting. We would stay again!

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.

We had a wonderful time! The home was comfy and had everything we needed while also clean and welcoming. We were in the area for our son’s baseball tournament, and this was a perfect home base for games in Sisters and Redmond. We enjoyed the hot tub and grill on the back patio, rec center, and walking our dog on the trails. We’ll definitely consider staying here again next time we’re in the area. Thank you!

Amazing place to stay in Bend. Walked or took the cruiser bikes everywhere. Headed to a concert at the ampitheatre, toodled along the river, and explored downtown -- all just 8-10 minutes away. Had a great stay!

Great place to stay for a quick overnight trip

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!

We stayed the last days in May and the first days in June 2025. The place was clean with everything needed to relax, enjoy our stay and also do our own cooking. We sat outside at sunset and watched the stars come out. We hiked at Smith Rock State Park and visited Bend and Redmond. It was a great stay and I'm recommended it to friends and hope to be back next year.

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 had a great stay. The place is spacious - separate living room, kitchen with dining area, two bedrooms, separate bathroom. It's great that way. And all clean and tastefully appointed. The location is a mix of slightly funky (it's basically located on an alley) and wonderful - you are a block or two from downtown Bend. It's a great combo, actually. We really enjoyed it.

Anna’s cottage is lovely! Perfectly appointed for a weekend away, the yard was wonderful for our small dog to run around in. Appreciated how communicative and helpful Anna was. Thanks for a great stay — we’ll be back!

Beautiful setting with n the river for our working vacation.

The cottage is wonderful, right on the river, incredibly clean and well stocked. There’s a great assortment of water toys too, paddle boards, kayaks, and inflatables. Even better is that Jackie is an amazing host, so welcoming, friendly, and helpful. Fantastic location too!

Quaint and quiet. Clean and great location. Met our expectations. Super friendly hosts and very responsive. Have already recommended to friends.

Beautiful furnishings. Well stocked. Clean and uncluttered. Minimal check out responsibilities. Daniel was quick to respond to a question. We will stay here again next year.

Awesome location and easy house to stay in. Stocked kitchen with everything you'd forgotten made it a super easy vacation to handle. Our second time here and we'll be back again.

Great location and a very comfortable home, just as described. The back deck and hot tub were a bonus. Since the location is close to downtown, the river, and the old mill district, the bikes came in very handy. We'd stay again!

We’ve stayed in Bend before and chose this unit due to the location and the proximity to downtown and The Old Mill district. We were able to walk to many locations in both areas including breweries, restaurants, parks, shops and trails. The unit itself was very clean and nicely decorated. The neighbors were quiet and the beds were comfortable. There was pretty much everything you would need. We’ll definitely stay here again.

Adorable and spotless clean home right near the new and fun shopping and eating options in Tumalo. Central to Sisters and Bend or Redmond sights but so quiet and fun walkable community away from the traffic. For me it was also close to Bend Equine for my horses special treatment. I loved working here, walking to delicious coffee and even a little local coffee. I didn't eat at the Bite this time but it is right across the street and has great choices I have enjoyed before. Highly recommend and would stay here again.

Absolutely amazing stay at this riverside cottage. Very peaceful and tranquil. Fenced yard is nice for dogs but also tons of open space to bring dogs by the river. This inside was very homey and quite spacious. Highly recommend, will definitely be back!