
Family-friendly holiday rentals in Sisters
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Top-rated family-friendly rentals in Sisters
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Family-friendly home rentals with a hot tub

Great 3 Bedroom Sunriver Home w/8 SHARC/REC Passes
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!

Eagle Crest Luxury Chalet w/Private Hot Tub&Garage
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!

Charming east side house, with hot tub.
The place was spacious, cute and clean with good beds which can be hard to find. We appreciated the well stocked kitchen and amenities. The neighborhood is quiet Paul was a great host and the hot tub was hit. The only small bummer there is loud intersection close by. You’re likely to hear some cars passing from the front bedroom. So if your a Light sleeper try the back two bedrooms which have less road noise.

The " Patio House " / Hot Tub, Hiking/Biking
We stayed for four weeks with our pup in winter while working remotely and it was such a great escape. Especially for the pup it was lovely being right on the canal path for easy walks and it was a quick drive to anything we needed or bigger adventures. We haven’t ever done this kind of extended stay before and I was a bit nervous but everything was easy and comfortable. It felt more like a home than an Airbnb. The kitchen had everything we needed, house felt deep clean (eg super clean carpets & despite being dog friendly no pet odor/fur) with a lot of personal touches and very well maintained overall. The hot tub was also squeaky clean and so lovely to sit in under the dark skies of Central Oregon.

Closest to Bachelor. 8 min to town. Spa. DogsOk!

Lava Flo, Historic gem on Lava Road, pets, hot tub

Relaxing Sunriver Retreat | Hot Tub & SHARC Passes

The Garden Apt-Hot Tub Fireplace AC 250+ Mbps
Family- and pet-friendly home rentals

An Urban Base to Bend's Adventures!

Separate Apt in Beautiful Westside Bend

Bend River West Loft

Cozy Studio! Walk to NW Crossing and Shevlin Park

A Little Peace of Paradise, A/C & 8 SHARC Passes

Adorable West Side Cottage, Pet Friendly!

Walk to Amphitheater, 1BD studio w/ view, Old Mill

The Birdseye House
Family-friendly home rentals with a pool

Romantic Guest House w/Hot Tub, Pool, Tennis Court
Wonderful sanctuary of a guest house. Beautiful views and surroundings central to Bend or Sisters. Tracy is friendly and easy to connect with. I was fortunate to stay here while my horse was at bend equine vet. I loved having everything easy to get to but not staying in the hub bub. Wonderful surprise breakfast- highly, highly recommended.

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.

Ultimate Family Fun: Hot Tub, Game Rm, SHARC & A/C
This was a great house for a family vacation in SunRiver. The kids loved the game room and the house was cozy.

*family reunion* @Laui Pines! Sleeps 16+ / HOT TUB
This house and location is phenomenal! Park like setting and luxurious house. Everything was perfect for our crew we cooked lots of meals. Mt Bachelor is about 40min away from this house which was great. Recommend staying here!!'

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!

Private Peaceful Cabin in Sisters!
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.

Red Clover Cabin at Black Butte Ranch
We had a wonderful stay at Emily and Will’s house! The location is at a perfect spot on the ranch. We loved going on walks to the babbling brook and boardwalk to the meadow. We made an early Thanksgiving dinner at the house and their kitchen was fully stocked with everything imaginable. The house itself is decorated beautifully with attention to detail. On top of that, Emily and Will were accommodating to some special requests and were quick communicators. Would definitely stay here again!!

Bungalow at The Parks
Lisa's place was a great place to stay for a few nights. For a studio, it was nicely set up to feel like there was a true separation between "bedroom" and "living room". It was clean, cozy and nicely decorated to extend a feeling of comfort and warmth. The neighborhood is lovely with nice areas for walking and very quiet. It is also a good location if going up to ski. We enjoyed our stay it was truly quite cozy and Lisa and her husband were very friendly.
Quick stats about holiday rentals that are family-friendly in Sisters
Total rentals
80 properties
Nightly prices starting at
£68 before taxes and fees
Total number of reviews
3.8K reviews
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
- Willamette Valley Holiday rentals
- Willamette River Holiday rentals
- Bend Holiday rentals
- Deschutes River Holiday rentals
- Eugene Holiday rentals
- Sunriver Holiday rentals
- McKenzie River Holiday rentals
- Salem Holiday rentals
- Oregon Coast Range Holiday rentals
- Portland Holiday rentals
- Puget Sound Holiday rentals
- Seattle Holiday rentals
- House rentals Sisters
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- Rentals with a fireplace Sisters
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