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Quality and affordable pet care

Tails on Trails Pet Sitting

Tails on Trails Pet Sitting

Tails on Trails Pet SittingTails on Trails Pet SittingTails on Trails Pet Sitting

Reserve your pet's spot today!

About Us

All-Inclusive Service

At Tails on Trails, our services are simple. You pay one price, all the time. Choose from a variety of individual services, or choose Day Pay, our all-inclusive service, for all your furry friends.


Tails on Trails is all about the small interactions. We love to meet new people and their pets! We take pride in providing quality care for our neighbors.

Competitive Pricing

Tails on Trails is happy to provide quality, affordable pet sitting across Chesapeake. We take pride in our services and vow to match lower prices from surrounding businesses.


Contact Us

Send Message

Give us a call!

It can be stressful to leave your pet. If you have any questions or concerns about how we make your time away from home run smoothly, please reach out. We will get back to you soon!

Tails on Trails Pet Sitting

726 Aguila Drive, Chesapeake, Virginia 23322, United States

(757) 705-5278


Monday - Saturday: 9am - 9pm
Sunday: 10am - 9pm