Family-friendly vacation rentals in Southern Oregon

We loved our stay! This house has the best equipped kitchen of any vacation rental we have ever stayed in. The house was decorated for Christmas, a sweet touch. It was a perfect place to spend the weekend, we will definitely be back! Angela was very kind and a great host!

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!

Paul's rental was a great pet-friendly home and he an excellent host! Extremely friendly and quickly responsive. Everything we could have needed was available in the kitchen. Accommodations were very comfortable.

Our family of four (two adults, two kids) and our dog stayed at Mike's this spring, and it was by far the best Airbnb experience we've had! Check-in/out was incredibly easy. The home was clean, inviting, and had thoughtful, high-quality amenities. We loved many items (like the culinary tools, dishware, and appliances) and even took notes to buy them for our own home! The kitchen was fully stocked with spices and well-maintained tools, making cooking a pleasure. The BBQ was great, and the bikes were high-end and functional. Mike’s communication was prompt, and he’s even sending me the pillow I left behind! The only minor downsides were the lack of child locks on the upstairs windows, no fenced yard (as expected), and a slightly uncomfortable bed in the bunk room. Overall, a fantastic stay!

The whole experience was wonderful from beginning to end. We cook a lot so the fully stocked kitchen and high end cookware was perfect. The layout was a good fit for our needs and the morning sun on the patio was welcome. Hot tub and fire pit were well used and nice for the evenings. Access to Deschutes river trail was convenient. Location on the road to Mt Bachelor made it ideal for early morning skiing. Garage was large but we parked our trucks outside. Quiet neighborhood and safe for kids. Bathrooms and restrooms were well maintained and modern. Lighting kept the place bright and the entertainment system was top notch. Golf course next door with onsite disc golf, tennis, pickleball, bike pump track and rafting. Pet friendly. Overall a great place to stay and make the most of Bend and Mt Bachelor. Highly recommend.

We’ve stayed at Cara’s place multiple times and it’s been wonderful each time! The house is so cute and comfortable. It’s in the perfect location and easy to walk to nearby restaurants and shops. The yard is fully fenced and great for small dogs. We will be back!

A new favorite for our small family gathering! We absolutely loved our stay here. The home is open and full of light, but also feels nice and private. Also only about a five minute drive to the Village! Plenty of comfortable seating in the living room, 3 king beds, and a hot tub made this home jump to the top of our list. Even though it’s technically connected to the home next door, you would never know it! It’s quiet!! The layout puts the living quarters on opposite sides so it feels like you are stand-alone. It was perfect!! Highly recommend!

The Garden Apartment was a lovely place to stay! Great location for exploring Bend, and Alexander was a fantastic host. Thanks!

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

Great stay! Centrally located and great to have a space for our dog to get outside.

Betsy’s place was just the retreat my friends and I needed. Private, quiet and adventurous walk to the beach. The house had some outdated appliances but everything was well kept and functioning. The only issue was the Airbnb not being cleaned by check in time. The housecleaner showed up late but she was professional and got right to work. Betsy was more than accommodating when she received the news and offered a refund on the cleaning fee. Betsy always communicated within a reasonable time making everything easy. 5/5 recommend this location. Will definitely be booking again in the future.

Hands down one of the best airbnbs we’ve stayed at. Don’t be fooled by the modest exterior, the interior is spotlessly clean, clutter free and comfortable. Right away we let out a sigh of relief! Beautiful view ( despite the construction), cozy beds, and access to the beach (though the trail is a bit rickety). Great visit for ourselves, a couple toddlers, and a dog. If we’re ever down this way again, we’d love to stay here again!

This house was amazing! All the little details made it so comfortable and peaceful to stay here. Susan was great at communicating and had easy/helpful instructions for checking in and out. The location was great and the space was the perfect size for our family of 4 and pup. Would recommend this place again and again!

Private secluded retreat. Close to recreation and restaurants. The house was fully stocked and clean. It is pet friendly, and looked to be a good spot for a dog. Awesome location, will definitely keep this place in mind if we are visiting the area again.

This place was Beautiful, and perfect for a winter giveaway!! The house has absolutely everything we needed, the most well supplied Airbnb I have been to. The beds were comfortable, and enough space for hanging out and enjoying the space! The house was clean and beautiful, and would love to stay here agin!

a great central location for area activities. Very nicely finished and furnished.

Great spot for spring break with the family! Awesome location for getting to all of the hikes, bike paths, pool, village, etc. We all loved this rental and will definitely be back.

Sweetums Ranch was an absolutely perfect place to stay with our two young kids! We had such a fun time walking the ranch every morning and saying good morning to the chickens and horses. The house was wonderful and had everything we needed for a comfortable stay. We highly recommend this Airbnb!

This was a great house for a family vacation in SunRiver. The kids loved the game room and the house was cozy.

great place to stay for a 3 day ski weekend. The place was clean & spacious. The kitchen was great for cooking and the location was perfect for us heading to mt bachelor every day vs if we stayed in bend we would have had a further drive to ski. Anne was great on communication and we had a lovely stay!

This was a clean and comfortable home in Sisters for our family of 4 to stay in. The surroundings can't be beat - we saw deer, quail, and bunnies right outside and there were smooth paths for the kids to bike and scoot all over the neighborhood. Very quiet and peaceful. Note that the house is a split level with only 1 bathroom on the lower floor.

The condo felt very homey! Very clean, cozy, great selection of games and puzzles. We enjoyed the hot tub around the corner. There were plenty extra towels, spices, coffee etc. The only thing I struggled with was finding the right condo because I wasn’t aware of the alphabetic house numbers they have. Once I figured that out, it was no problem. We would very much like to come again!!

Great house for our family - exceptiona coveredl outdoor space, too and a great kitchen! Tom is a super responsive host who was very communicative. Highly recommend!

I cannot say enough great things about this host and the home! Our host was extremely responsive, very understanding and extremely flexible. We went over for our son‘s state basketball tournament and essentially got snowed in and thankfully we were able to extend our accommodations easily! There was so many fun things to do in the house, Our son loved the piano, and all the board games too!The fireplace was fantastic for a cozy snowy evening. The dogs loved the fully fenced backyard too! Overall, we can’t wait to book this Airbnb in the future!