
Kid-friendly holiday rentals in Sisters
Find and book unique family-friendly rentals on Airbnb
Top-rated family-friendly rentals in Sisters
Guests agree: these family-friendly rentals are highly rated for location, cleanliness and more.
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Popular amenities for Sisters family-friendly rentals
Kid-friendly house rentals

2 Bed Duplex, Firepit, Dog/Family Friendly, Yard
This place was an amazing find and good deal. It had more space than what we needed for a weekend in Bend, but it was private, quiet and had all the amenities we need.

Charming east side house, with hot tub.
This is one of those places you feel immediately at home in. It looks exactly like its photos. Well stocked kitchen. Hot tub for cold evenings. DOG FRIENDLY! Responsive host! Would definitely stay here again when I'm in Bend!

Luxurious 5 bedroom w pool table
Great place to stay! Host was quick to respond to any message, and the house was very accommodating for our group. We hope to stay here again!

House + Bonus Room | HOT TUB, Huge Yard, Dogs OK!
10 out of 10 in all categories! We had no idea this neighborhood existed. It’s beautiful. Perfect location. The house is gorgeous. Had plenty of room for our whole family. The yard was perfect for my dog. The deer came around too. So fun. The house was stocked with everything you could possibly need. The hot tub was awesome at the end of our shopping day. There is a fire pit but we didn’t have time to use it. Next time! Communication with the owner was a 15 out of 10. We had a couple questions and he was quick to respond and was very helpful. Can’t wait to stay again.

Pet friendly, upscale home, AC, sleeps 8
Enjoyed our stay. The high schoolers loved the hot tub. Wish the weather would have cooperated so we could have used the bikes!!

Halley St Haven in Bend
This home was perfect for our trip to Bend. Our family of four had a very comfortable stay. The amenities were throughtful, and I really appreciated being able to park in the garage. The location is just a few minutes from the Mill District, but still nice and quiet. We would definitely stay here again.

The Birdseye House
10 out of 10. Cozy house in a great neighborhood. Lots of restaurants and breweries within a 5-10 minute walk. The house is very well-kept and it’s easy to feel like you’re right at home. I will definitely stay here again

Light-Filled 5BR, Great location!
Paula was great and responded to questions promptly. Very accommodating.
Family-friendly apartment rentals

WALK DOWNTOWN AND OLD MILL- ONE BLOCK TO RIVER-#3
Adorable space. Clean, quiet and very centrally located. Within walking distance of downtown restaurants and shops. We were also appreciative of the little thoughtful amenities such as q-tips and cotton pads.

Historic Drake Park Neighborhood .
We felt right at home at the Getaway! The space was perfect for our short trip and comfortable for two. The location is unbeatable—just a short and beautiful walk from downtown Bend and other west side spots. Highly recommend the spot and Cindy and Greg are lovely!

Redmond Retreat - stylish studio with full kitchen
Excellent stay all the way around! The place was spotless, looked exactly like the pictures. Host was helpful, and instructions were easy to follow. Great bath towels & bed linens. Kitchenware & cookware was top notch. Nice to have a dedicated parking spot in the driveway! Bed was comfortable and very soft (could potentially be "too soft" if you're used to a firm mattress, but I found it comfortable). Overall a great stay. Thank you!

Private Spacious Studio Apartment
We had a great time staying at Norman’s place. The space was exactly what we were looking for and enjoyed our weekend in Bend so much! We would absolutely stay with Norman again during our next visit to Bend!

Contemporary apartment in Sisters, OR. USA
This was a very good Air BNB. It was nice, clean and well situated. The beds were good and the furniture was solid. It has nice light. The owners were good to work with. It does, however, desperately need an updated, somewhat bigger smart TV. Overall, though, top notch.

Downtown Private Suite
We had a great stay at Carolee’s place. The bed was very comfortable. Great location close to lots of places to eat. Carolees place is spotless would highly recommend this apartment.

Amazing West Side* Walk Everywhere * Dog Friendly
Andrea's place is just pitch-perfect when you're off to an adventure to Bend. The number of breweries and restaurants in walking distance is just .. great. Plus, it's close to downtown, so you can really experience the city, while still heading out to hikes and other outdoor activities throughout the day. The place is just great—not only because of the location but also because of the place itself. It's neat, clean, decorated, and stocked in a way that goes beyond any rental. It feels like home. Aah, and not to one of our highlights: the bikes. While you'll miss shifting gears for a second, you'll cruise through the neighborhood and along the River for hours, just feeling great. If you don't use them, it's your own fault, and you'll miss out on something great. Hope to come back soon again.

Maxwell House~walk, shop & play
Amazing stay in bend! Very quiet neighborhood but an easy walk or bike to downtown and very close to the river! Natasha was a fantastic host and communicated very well the entire stay. We did a private, whole unit but you still share the entire compound with other residents. They were so friendly and have very cute dogs as well :) This is a bend home true and through. Would 100% come back!
Family-friendly apartment rentals

Updated Condo steps to SR Village, 8 SHARC passes!
Great place easy walk/bike to amenities.

*A/C* Family Friendly/Forest view/Hot Tub/Pool*
Great stay. The condo was comfortable and centrally located.

Beautiful Sisters Condo - Great location
Debbie’s condo was perfect for a quick getaway in Sisters. The unit was clean, easy to access, and had everything we needed. It was an easy walk to 3 Creeks Brewery!

Mt. Bachelor Village Condo - Near Town & River
Highly recommend! This place was clean, easy to access, Fran was very friendly and helpful, and we had no problems whatsoever. The kitchen is stocked with utensils and supplies, the linens are nice, beds were comfortable, everything was clean, and we felt very comfortable there.

Country House Condo with a View
Black Butte Ranch is great this time of year. We were lucky to have fantastic weather during our spring visit. We really enjoyed the facilities onsite including pool, hot tubs and restaurants. Susan's place is a cozy place with a nice sitting area near the fireplace and amazing views.

River View Condo- Edge of Downtown
Great location with river views. Everything was as it was described. The condos have a small dog area which was very convenient. The unit had all the supplies you could need. Overall, had a great stay and can’t wait to come back!

Sunriver Getaway
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!

Remodeled SunriverVillage Condo 6Free Sharc passes
This condo was absolutely perfect! So convenient to walk to dinner, store, and shops! Easy bike path access, close to SHARC, parking is easy and lots of spaces! We have stayed in these condos before many times, and Lyle’s was the best of them all! There were so many supplied amenities and Lyle was always helpful! We will definitely stay again!
Quick stats about holiday rentals that are kid-friendly in Sisters
Total rentals
20 properties
Nightly prices starting at
£53 before taxes and fees
Total number of reviews
1.8K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
20 properties include access to wifi
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