Family-friendly vacation 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 stars50 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!
Guest favorite
Campsite in Camp Sherman
4.9 out of 5 average rating, 10 reviews

Lake Creek Campsite - The Property at Camp Sherman

ToniRating, 5 stars9 months ago
Marks property was absolutely amazing!! Our family had the most magical stay! The river is beyond beautiful!!! He has so much there to make your stay easy ! I recommend this property to everyone! Camp Sherman is a dream!
Top guest favorite
Home in Terrebonne
4.98 out of 5 average rating, 885 reviews

Cozy Three Story Lookout Tower

BrookeRating, 5 stars1 week ago
What a special place!!! We loved our stay here. We had beautiful clear days that allowed us to see all of the surrounding mountains. The sunsets were STUNNING! The lookout tower house was so unique and we loved all of the windows for those 360 views on the top floor. We will definitely be back.
Guest favorite
Cottage in Terrebonne
4.9 out of 5 average rating, 296 reviews

Quiet central Oregon desert retreat with a view!

LeslieRating, 5 stars2 months ago
Had the best time! Wonderful and peaceful retreat. We enjoyed the amazing views, playing in the yard, and even doing some cross country skiing from the front door in the fresh snow. The house was spotless, beds comfortable, and kitchen fully stocked for us to cook all our meals and feel right at home while being away from home. Wonderful experience!
Top guest favorite
Ranch in Prineville
4.93 out of 5 average rating, 390 reviews

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

MariaRating, 5 stars1 month ago
This totally matched what I was looking for in terms of nature, peace, and comfort. I enjoyed the beautiful clouds from the sunrise and sunset off the hilltops. The animals surrounding the land were super endearing as we were able to pet the horses during our stay. This was a great getaway from technology and the hustle and bustle of the city. Mary and Roy were very responsive and super kind.
Top guest favorite
Home in Terrebonne
4.96 out of 5 average rating, 452 reviews

Canyon House, Crooked River Ranch

JadeRating, 5 stars2 days ago
Beautiful place to stay! If you’re looking for a quiet and private getaway- this place would be a perfect spot. This is the second time my husband and I came, first time was on our honeymoon and we loved it so much we had to come back! Beautiful views to sit in the hot tub and relax. Really close to hiking trails and smith rock. Jeff is also very responsive, very friendly. I will always recommend this place!
Home in Madras
4.75 out of 5 average rating, 4 reviews

Lake Simtustus-B14 Tiny Home

AmiyaRating, 5 stars40 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 stars38 months ago
Amazing place run by amazing people. My girlfriend and I loved the place and its vibe! We would definitely return!

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 stars50 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 favorite
Home in Terrebonne
4.98 out of 5 average rating, 885 reviews

Cozy Three Story Lookout Tower

BrookeRating, 5 stars1 week ago
What a special place!!! We loved our stay here. We had beautiful clear days that allowed us to see all of the surrounding mountains. The sunsets were STUNNING! The lookout tower house was so unique and we loved all of the windows for those 360 views on the top floor. We will definitely be back.
Home in Madras
5 out of 5 average rating, 4 reviews

Lake Simtustus Resort- B11 Tiny Home

BrittanyRating, 5 stars36 months ago
This place was a great find after struggling to find any good hotel accommodations nearby. Amazing views, very relaxing.
Top guest favorite
Home in Terrebonne
4.96 out of 5 average rating, 452 reviews

Canyon House, Crooked River Ranch

JadeRating, 5 stars2 days ago
Beautiful place to stay! If you’re looking for a quiet and private getaway- this place would be a perfect spot. This is the second time my husband and I came, first time was on our honeymoon and we loved it so much we had to come back! Beautiful views to sit in the hot tub and relax. Really close to hiking trails and smith rock. Jeff is also very responsive, very friendly. I will always recommend this place!
Home in Madras
4.75 out of 5 average rating, 4 reviews

Lake Simtustus-B14 Tiny Home

AmiyaRating, 5 stars40 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 stars38 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
4.8 out of 5 average rating, 5 reviews

Lake Simtustus Resort-B13 Tiny Home

ChristopherRating, 5 stars38 months ago
If you’re looking for an off grid spot, this is it. Quiet and tranquil. Definitely will be back.

Destinations to explore