
Kid-friendly holiday rentals in Sisters
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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

Firepit fun family and dogs welcome with yard
We loved our time at Cerissa's place. It was cozy, peaceful, and close to lots of things in Bend. The kids loved the fun backyard with lots to explore and jumping on the trampoline.

Charming east side house, with hot tub.
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.

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!
Joseph's home was clean and quiet. The kitchen was well stocked and I appreciate the fully fenced yard for our dog to enjoy while we used the hot tub.

The Nook - Entire House. Dog friendly!
This is a clean and comfortable house, a perfect base for our visits to Smith Rock and Bend. We also went further to visit the Painted Hills area. Erika was very responsive to my questions, and we took several of her suggestions for restaurants and activities. The house is well stocked and in a quiet neighborhood. Our family of four stayed comfortably; we used all three bedrooms, including the sleeper sofa. I highly recommend it!

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

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 .
Great location and very comfortable! A really stylish basement apartment with separate entrance. We enjoyed our stay.

Redmond Retreat - stylish studio with full kitchen
I visit my son in Redmond several times a year and Joan's place is perfect for me. It is clean and quiet with good amenities. She is kind and helpful if needed but not intrusive. She had chocolates on the table for me when I arrived which was a lovely gesture.

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!
Eric’s place was perfect for our adventure week with kids! We loved the walkability to grocery store, coffee shops and restaurants. We stepped out the door and right onto the bike path. The condo was clean and well stocked with everything we needed.

*A/C* Family Friendly/Forest view/Hot Tub/Pool*
It is a pleasant and soul healing stay! Comfy and clean just like home. Have quite some board game to play with friends and family at night. Will definitely come again on my next visit!

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
Fran and Frank's place was quiet, peaceful, well-appointed, and comfortable. The setting is fantastic! Mt. Bachelor Village is nestled in a woody area on the south end of town, yet close to everything. The river trail (Deschutes) is just steps away from the condo. We had a couple questions during the course of our stay; Fran was very responsive and helpful. The condo was clean and had everything we needed. We'd definitely consider staying here again next time we're in the area.

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
We loved our stay at Brews and Views! What a wonderful, cozy place! Amazing location too!

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
A great place to stay in a great location!
Quick stats about holiday rentals that are kid-friendly in Sisters
Total rentals
20 properties
Nightly prices starting at
£52 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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