Family-friendly holiday rentals in Jefferson County

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Jefferson County family-friendly rentals

Family- and pet-friendly home rentals

Home in Madras
5 out of 5 average rating, 3 reviews

Lake Simtustus Resort-B10 Tiny Home

JakeRating, 5 stars52 months ago
Amazing views of the lake. Tiny houses have everything you’d want for a quiet getaway (hot tub, grill, comfy beds) and nothing you don’t (tv). Very friendly staff! Perfect couples or family getaway!
Campsite in Camp Sherman
4.91 out of 5 average rating, 11 reviews

Lake Creek Campsite - The Property at Camp Sherman

KerryRating, 5 stars1 week ago
This property is gorgeous! Private, quiet, peaceful… just right for a getaway in the beautiful PNW. We pitched tents, enjoyed a creek side fire, and felt right at home. The amenities were just as described, and we will certainly be back. Thank you! 🙏🏻
Top Guest favourite
Home in Terrebonne
4.98 out of 5 average rating, 899 reviews

Cozy Three Story Lookout Tower

SamanthaRating, 5 stars2 weeks ago
This is such a lovely and fun getaway! The AC function was a little tricky to navigate at first, but Patti was a great host and got us clear instructions on the order of operations the levels must be turned on for the AC to activate. The 360 views are incredible and the hot tub and outdoor showers are awesome additions. I love the walkway down to the Deschutes River at sunset. We will be back this winter to enjoy the views, snow, and hot tub during the cold weather.
Guest favourite
Cottage in Terrebonne
4.89 out of 5 average rating, 302 reviews

Quiet central Oregon desert retreat with a view!

DondiRating, 5 stars1 day ago
There was excellent communication from the host. The property is outside of town and is very quiet. It does take a 15-20 minute drive to get to stores or a gas station.
Guest favourite
Farm in Prineville
4.93 out of 5 average rating, 393 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

AngelaRating, 5 stars2 weeks ago
Mary’s bunkhouse was perfect in every way. This property is an amazing slice of heaven away from the hustle & bustle of everyday life. Beautiful place to unwind & relax. I can’t say enough good things about Wine Down Ranch & Mary is the best, will definitely by back soon!
Campervan/RV in Camp Sherman
New place to stay

Rogue RV - The Property at Camp Sherman

WilliamRating, 5 stars4 weeks ago
Wonderful setting with terrific hosts!
Campervan/RV in Camp Sherman
New place to stay

Deschutes RV - The Property at Camp Sherman

HamishRating, 5 stars4 weeks ago
Great RV next to River and in Camp Sherman. There are a few RVs on the site. Easy check in and great hosts.
Top Guest favourite
Home in Terrebonne
4.96 out of 5 average rating, 457 reviews

Canyon House, Crooked River Ranch

FriederikeRating, 5 stars2 weeks ago
Great stay! As many have said - pictures don’t do it justice. Our destination for this trip was Smith Rock and it was further from Smith Rock than expected. That’s an issue with how Airbnb displays places on the map, not an issue with Jeff or the place. In the end I was glad I made this mistake because we enjoyed our stay so much!

Family-friendly home rentals with a pool

Home in Madras
5 out of 5 average rating, 3 reviews

Lake Simtustus Resort-B10 Tiny Home

JakeRating, 5 stars52 months ago
Amazing views of the lake. Tiny houses have everything you’d want for a quiet getaway (hot tub, grill, comfy beds) and nothing you don’t (tv). Very friendly staff! Perfect couples or family getaway!
Top Guest favourite
Home in Terrebonne
4.98 out of 5 average rating, 899 reviews

Cozy Three Story Lookout Tower

SamanthaRating, 5 stars2 weeks ago
This is such a lovely and fun getaway! The AC function was a little tricky to navigate at first, but Patti was a great host and got us clear instructions on the order of operations the levels must be turned on for the AC to activate. The 360 views are incredible and the hot tub and outdoor showers are awesome additions. I love the walkway down to the Deschutes River at sunset. We will be back this winter to enjoy the views, snow, and hot tub during the cold weather.
Home in Madras
5 out of 5 average rating, 4 reviews

Lake Simtustus Resort- B11 Tiny Home

BrittanyRating, 5 stars38 months ago
This place was a great find after struggling to find any good hotel accommodations nearby. Amazing views, very relaxing.
Top Guest favourite
Home in Terrebonne
4.96 out of 5 average rating, 457 reviews

Canyon House, Crooked River Ranch

FriederikeRating, 5 stars2 weeks ago
Great stay! As many have said - pictures don’t do it justice. Our destination for this trip was Smith Rock and it was further from Smith Rock than expected. That’s an issue with how Airbnb displays places on the map, not an issue with Jeff or the place. In the end I was glad I made this mistake because we enjoyed our stay so much!
Home in Madras
4.75 out of 5 average rating, 4 reviews

Lake Simtustus-B14 Tiny Home

AmiyaRating, 5 stars42 months ago
super clean and friendly staff!
Home in Madras
4.83 out of 5 average rating, 6 reviews

Lake Simtustus-B12 Tiny Home

AdityaRating, 5 stars40 months ago
Amazing place run by amazing people. My girlfriend and I loved the place and its vibe! We would definitely return!
Home in Madras
4.67 out of 5 average rating, 6 reviews

Lake Simtustus Resort-B13 Tiny Home

ChristopherRating, 5 stars40 months ago
If you’re looking for an off grid spot, this is it. Quiet and tranquil. Definitely will be back.
Home in Madras

Lake Simtustus-D21: RV Rental- Keystone Passport 3

Destinations to explore