About Us

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Owner Kim Winblood and her daughters
Kim-Winblood-headshot

We care about child care.

To us, childcare is more than being in the room…

Vail Sitters provides an expanded range of activity options. Our indoor activities include story time, movies, arts & crafts, and games. Our sitters arrive with some materials in hand for these activities.

Outdoor activities include skiing, snowshoeing, and swimming. We do not provide instruction, but rather supervision for these outdoor activities. We will supervise children in common outdoor activities as well, such as building snowmen or playing on playgrounds, as the weather allows.

All of our caregivers are CPR and First Aid certified. We have a very strong hiring and vetting process, which includes face to face interviews, multiple references, and background checks.

We are a women-led company

We are led by Kim Winblood, an entrepreneurial woman who owns 2 other regional babysitting companies.

Daily, our company is led by our Marketing Director, Roxann Dean who recruits and screens babysitters and Colette Parker who staffs jobs. Our network of the best sitters and nannies in the Vail/Beaver Creek area, are all trained by our sitter trainer Margaret Olle.

When you choose Vail Sitters, you are supporting a network of local babysitters, babysitters who are 95% women and girls living in the Vail and Beaver Creek region. Thank you for selecting and supporting Vail Sitters, a local women-led company.

Meet Our Team

Colette Parker

Colette Parker

Booking Manager
Margaret Olle

Margaret Olle

Sitter Trainer
Roxann Dean

Roxann Dean

Recruiting and Screening

If you have any questions for us

we invite you to reach out and ask us