Family-friendly holiday rentals in Cascade Range

Nice clean and comfy. Our timing for restaurants wasn’t great for things being opened or stores but we had a nice time at the fire. Saw a lot of Deer and critters. Was very happy to have a un opened sponge for dishes also.

We had a wonderful stay at Rosemary and Steve's chalet- it even had festive holiday decorations, which added a lot of charm! The kitchen had every implement, dish, pan, utensil we could ever want, even a crock-Pot which we use to make a pot of split pea soup that we enjoyed after our day boarding on the mountain. We didn't make use of any of the resort amenities, so I can't speak to any of them, but we did enjoy the hot tub. And had some nice relaxing dog walks around the peaceful grounds of the resort. But best of all was just hanging out all together, playing board games around the big dining table. All in all a wonderful way to spend Christmas!

the open floor plan was great. felt roomy but still cozy. the fenced back yard was also much bigger than expected. we'll adorn and clean. had everything we needed. would definitely recommend.

Thomas was great to work with. The house was great with plenty of room for us. Outdoor was nice, seeing deer and a friendly Blue Jay. Grill was clean and made for great BBQ. House area was peaceful. Water toys and bikes were a great additional to the rental.

Our time in this home was very comfortable & relax. We have No Complaints-was above & beyond what we expected!!! The view was incredible. Thank you so much.

We had the most amazing stay at John’s house. We rented it for a week of skiing at Mt Bachelor. It was perfect location. 2 minute drive to the SHARC (pool with passes that come with the house), hill for sledding (the house had sleds), and 4 minutes to the main village with restaurants. The house had a great floor plan with the kitchen and living room together, a sweet corner for puzzles and games, and then the 3 rooms which were great sizes. The garage with games was a hit with the kids too. Plus the washer and dryer made cleaning post ski a breeze. The hot tub is right off the primary bedroom outside, and was pristine and relaxing. John gave great instructions, and was very quick to respond. We loved our stay and will definitely return to the house.

Great place. perfect for our group of families. Many amenities, great location, a fully stocked kitchen and loved the hot tub and sauna.

Jackie has such a beautiful home with everything you need for the most comfortable, peaceful and private stay. Every detail felt very personal, like the welcome snacks and all the extras laid out for us. We enjoyed the very well stocked kitchen and the hot tub was Devine after a day of skiing. We had the best time with our adult children enjoying the beauty of Bend, Oregon. The instructions for the stay were very clear and easy to follow. Jackie was super responsive to any questions or concerns we had. This place is a hidden gem!

What a great place! Nice and cozy with everything we needed for a wonderful stay. Location is outstanding - very walkable to downtown. Will stay here again when we return to Bend. Thanks Andrea!

Our family stayed for two nights and had a blast watching movies, playing games and walking on the beach. House has a beautiful view of the bay and the bridge. Beds were comfortable and the kitchen was well stocked.

our stay was amazing we were close to ocean beaches the neighborhood was nice and quiet close to stores and close to my work .we had a great time and the price was just right thank you for hosting us and accommodating us during our stay

We had our family together for some February Winter fun. We appreciated all of the information about "Things to Do" "Places to Visit / Eat / Play". The home was well equipped and gave each of us (three couples) enough social space as well as personal space. Would recommend this location and property to those coming with similar size families.

Really well maintained historical home! Close to downtown. Kitchen fully equipped and clean. We listen to records on the turntable while gathered around the large dining table. This home was perfect for our girls weekend and we are already looking forward to a stay in the future. Clear instructions on entry and host communicated promptly.

My boys and I really enjoyed our stay here. The house was clean and had more than most places I’ve stayed. I forgot my instant pot, but there was one there to save the weekend! My only regret was not carving out more time to soak in the hot springs.

We loved Amy's place for a week stay with our kids and dog. Cozy, kids liked the big tv and couch. Fenced yard great for our dog to run around.

Very comfortable with lots of nice touches. The kitchen had everything we needed. Fawnda is very nice and responsive.

The view, the home, the pool, the greenery everything was top tier. Very relaxing stay. Tina was also very responsive from the time of booking, during our stay, and up until we checked out. Super host! Highly recommend this property, will be coming back.

The place is huge with great amenities. Amazing location. Very well kept and tastefully decorated. Felt at home.

the suite itself was beautiful, quiet, and included everything listed. Kelly was an amazing person to deal with, extremely friendly, gave good recommendations for things to do or places to see. the property was in a quiet neighborhood but close to everything you can think of. would 100% stay here again

Great place, close to town, and easy check in/check out. Exactly what we wanted for our winter stay.

We had a comfortable stay with Ann. She offered many baby friendly things for us which made our stay that much more enjoyable. Recommended for families!

My husband, dog, and I stayed at Arts place and really enjoyed ourselves. We used the pool multiple times a day and had a blast. The place itself is straight forward and well thought out. Lots of room luggage, a full kitchen (with an ice maker), Roku on the TV (we do a lot of casting from our phones), lots of movies, and everything needed for a relaxing shower. The area itself is nice. It has a beautiful lawn, pickleball down the road, and amenities nearby. Overall Arts place is perfect for a vacation or a short getaway. We had very few worries on ours and none of them concerned Arts place.

An amazing find that we’d love to come back to! The house was wonderful and large enough for our group! We were able to cook group meals in the kitchen and spread throughout the house. The hot tub was lovely and I’m sad we were just a couple weeks early to appreciate the pool (which is why we’ll have to come back)! The park across the street was nice and overall our experience was exceptional!

The view was beyond spectacular. The winery and grounds are gorgeous and watched sunset and sunrise every morning. Stunning! Lots of room in the airbnb and very comfy. It could use some updating, particularly the bathrooms. Would definitely come back. Thank you for a small piece of heaven.