At the Caregiver’s home
Best dog boarders in Chesapeake
Book trusted sitters and boarders
How to book pet caregivers near me
Skip the kennel
Sittings take place at your home and boardings take place at your pet caregiver's home.
All pet caregivers offer pick-up and drop-off for boarding services.
Your pet caregiver will send photos and videos throughout the service in addition to a thorough report card.
Why find pet care through Wag!?
Wag! is the nation's fastest-growing network of vetted and background checked pet sitters, overnight boarding, dog walkers, dog trainers, and even virtual vet chat. Schedule ahead for pet care while you are away, or book on-demand pet care during the workday. In minutes you can book a nearby dog sitter, daycare provider, or dog walker, who'll take complete care of your loved one - at their place or yours.
Read reviews of Chesapeake, VA dog sitters
Danielle was awesome. She gave Pretzel a good workout! Definitely recommend her!!!!
You should totally book Danielle! Charlie was SO excited to see her he couldn t contain it. She brought him a treat too. It was so thoughtful. Thank you for loving my baby, we can t wait to see you again soon!!
You re amazing!! Thank you!
She did amazing with my chaotic trio and was so sweet and caring to my older dog! It made me feel so much better know someone was treating them the same way I would. Couldn t have asked for anyone better to watch them while I m away at work!
Very kind, thoughtful, and gentle with my old man.
Thank you so much for watching my little Tractor!
first time using wag in a while and the video of the walk made my day.
She did awesome! Our dogs played together and she followed directions which is so comforting!
Thanks so much for walking our pup!
Kona had such a good time. Thank you so much!
The best dog friendly neighborhoods in Chesapeake
Bark in the Park
Bark in the Park is a two-day annual pet-acular that celebrates our furry friends and raises essential funds for the Chesapeake Humane Society. The fun kicks off on Saturday with the 5k Doggy Dash and 1-mile Puppy Trot, where you and your pooch can enjoy some fresh air, exercise, and wonderful company. This is followed by a paw-some Sunday pet festival, held at Chesapeake City Park - rain, hail, or shine. Highlights include a Radar Run, doggy demonstrations, canine contests, food trucks, live entertainment, and stacks of pet product vendors. It’s the society’s largest fundraiser of the year, so get on down and lend your support!
VBSPCA Mutt Masquerade
Grab your dog, grab your leash, and hit the beach! The VBSPCA Mutt Masquerade is held every October and always draws a huge crowd of active animal lovers. Held in nearby Virginia Beach to benefit the Virginia Beach SPCA, this doggy dash features a 5K run/walk and a 1-mile pack walk. You can compete at whatever pace you want and cute costumes are encouraged, with a canine costume contest sandwiched between the 5K and 1-mile events. There are also plenty of vendors selling a range of pet products and services, so the event promises a day full of dog-friendly fun for you and your pooch!
Pucks and Paws
Want to take in all the thrills, spills, and fast-paced entertainment of a hockey game with your dog by your side? Then Pucks and Paws is the event for you! On several selected nights throughout the season, the Norfolk Admirals invite all dog lovers to bring their furry friends along to watch all the action. Held to benefit the Chesapeake Humane Society and a number of other local animal shelters, these regular nights are a paw-fect way to enjoy a fun night out with your pet and socialize with other animal lovers! Pet tickets cost $5, so why not treat your dog to a night on the ice?
The Suffolk Humane Society has been helping Suffolk’s abandoned and unwanted animals since 2007. Each year, it holds a massive Mutt Strut Dog Walk and Festival to raise the funds it needs to continue helping homeless pets. Held in Bennett’s Creek Park, this paw-some fundraiser sees dog lovers and their furry friends move their paws and feet for a very good cause. There’s plenty of other pet-friendly activities to enjoy on the day as well, with heaps of pet product vendors, tasty treats, live entertainment, and more! It’s good old-fashioned fun for the whole family and your attendance will help animals in need enjoy a second chance at life.
World of Pets Expo
Love pets and animals of all shapes and sizes? The World of Pets Expo promises heaps of fun, informative, and educational experiences to suit any animal lover! Held in February at the Hampton Roads Convention Center, the expo features more dog-friendly experiences than you can wag a tail at. Highlights include dock jumping demonstrations, pet talent and fashion contests, pet care advice, a parade of breeds, and an extensive range of pet products and services on display. Well-socialized, leashed pets are more than welcome to come along and join in the fun, so get your pooch ready for a weekend exploring the world of pets.
Frequently asked questions
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