Pet Sitting and Boarding in Chesapeake

Book trusted sitters and boarders

How it works

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Skip the kennel

Sittings take place at your home and boardings take place at your pet caregiver's home.

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Flexible transportation

All pet caregivers offer pick-up and drop-off for boarding services.

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Live updates

Your pet caregiver will send photos and videos throughout the service in addition to a thorough report card.

What is Wag!?

Wag! is the nation's fastest-growing network of pre-screened and insured pet sitters and dog walkers. In less than 15 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.

Book pet caregivers near you

Lisa PChesapeake, VA

5.0

(464)

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“Your dog’s best friend when you can’t be there”

I am passionate about dogs and have raised and loved multiple medium to large breed dogs over the past 30 years. My current baby is an active 87 lb Rhodesian Ridgeback, the second Rhodesian I have raised from puppyhood. I tailor my level of effort to your dog’s needs and specialize in high energy dogs who enjoy a faster pace. I treat each of my dog clients as if they were my own and have a proven WAG! track record of being 100% reliable, giving above and beyond care to my clients on every walk.

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Dog first aid and/or CPR, Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care

Aaron GChesapeake, VA

4.9

(2530)

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I grew up with a dog named Terry in Virginia Beach, VA for the first 18 years of my life. I currently am a board member of the Norfolk SPCA and own a cat named noraA. I enjoy watching my best friend's two Golden Retrievers when he goes out of town as well as my sister's three Boston Terriers when she goes out of town. I already walk between 10-15 miles per day on my own so the opportunity to combine my love of dogs and walking is very exciting to me.

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Dog first aid and/or CPR, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care

Kelly LChesapeake, VA

4.9

(1116)

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“Wag More! Bark Less!”

I’m so honored to help while you’re away. My goal is to provide your babies with the best care. I have been around/worked with animals my entire life. Caring for my own pets, years of housesitting, & working in a vet clinic. I have keen eye for animals behaviors & dealing with potentially stressful situations. I understand the importance of being trusted to come into ones home. Providing peace of mind that someone reliable, responsible and trustworthy is loving your pet the same way you would!

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Can run with dogs, Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Obedience training, Behavioral training, Potty training, Puppy training

Kristine CChesapeake, VA

4.9

(873)

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“Home with your pup when you can’t be!”

I am a dog enthusiast! I have two dogs of my own that are my best friends. If I can offer up care for other local dogs whose parents don’t have the benefit of being home all day with their furry loved ones, I’d love to step in and help out.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care

Maria dChesapeake, VA

4.9

(725)

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“The best walk for your dog.”

Hi, my name is Maria. I have 4 seniors rescued dogs and 4 guinea pigs. I love all animals and I am a VBSPCA volunteer. I can't wait to meet your furry baby.

Background Checked

High Demand

Specialties

Oral medicine administration, Senior dog care, Fast walker, Dogs who pull

Yazmin RChesapeake, VA

4.9

(689)

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“I'll take care and love your dog like my pup❤”

I have loved all animals my whole life, I feel a lot of empathy for them. I would love to help pet owners that need a dog Walker that do not have time, since I have a pet too and I understand how frustrating can be to find one. I am a trustworthy person and loving with animals. I am new to Virginia beach VA and looking forward to meeting your pup Se habla español.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Puppy care

Vanessa PChesapeake, VA

4.9

(631)

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Hi...I have a professional sales position in the medical field and work remotely with flexibility. I have a lifetime of dog care and have worked with hundreds of pups through this platform. I practice fitness and welcome additional excercise while keeping pups fit too. I follow intelligent, responsible dog walking regarding traffic, other dogs, children and other distractions. I have a great home for boarding with fenced yard in a quiet neighborhood. I look forward to meeting your fur babies!

Background Checked

High Demand

Top Pet Caregiver

Socially Distanced Pet Care

Specialties

Oral medicine administration, Injected medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Puppy care

Courtney MChesapeake, VA

4.9

(464)

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(Bow wow ruff Courtney) That’s dog for Hello I’m Courtney or at least that’s what my dog told me. I’m the proud dog mom of a 4 year old beagle named Prince. I have been surrounded by dogs all my life, whether by raising them as a kid or volunteering with since my teen years. Seeing dogs happy and smiling makes my day.

Background Checked

High Demand

Top Pet Caregiver

Specialties

Can run with dogs, Oral medicine administration, Senior dog care, Special needs dog care, High energy dogs, Fast walker, Dogs who pull, Puppy care, Training experience

Jessica CChesapeake, VA

4.9

(484)

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Hello all! My name is Jessica and I’ll be walking dogs in the Norfolk and VA beach areas. I’ve grown up with golden retrievers and currently own two Goldens. I’m very experienced with dogs big and small, and I’ve even been an assistant dog trainer! I’m looking for something to fill my free time and what better way to do that than taking care of adorable pups and getting exercise?! I look forward to meeting you and your pup

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High Demand

Nychel SChesapeake, VA

4.9

(451)

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My name is Nychel, and I currently reside in the Virginia Beach area, as well as Northern Virginia. For most of my life, I grew up with a Red Nose Pitbull, named Venus. I have volunteered at multiple dog shelters for the past 4 years, and I have cared for multiple of my neighbors dogs. I’d love to help you out with any and all of your dog needs, and can’t wait to meet your best friend!

Background Checked

High Demand

Top Pet Caregiver

Dog Boarding in Chesapeake

If you believe that every dog deserves the chance to find a loving home and live a happy and healthy life, you’ll find plenty of friends in Chesapeake. This beautiful city boasts a diverse community of dog lovers and their furry friends, not to mention a number of excellent animal welfare organizations that do everything they can to help save and improve the lives of pets in need.

Chesapeake Humane Society has been promoting the welfare of animals in the region for more than four decades. Founded in 1972, this non-profit organization is funded entirely by private donations and does not receive any government support. It offers a wide range of services to help Chesapeake’s homeless pets, including spay and neuter programs, vaccination services, and providing countless volunteer hours to improve the lives of shelter pets.

With a slick media program advertising adoptable pets, it also hosts offsite adoption events to help match perfect pets with loving owners. The Chesapeake Humane Society operates towards the goal of helping pets and the people who love them find each other and stay together, and it makes a real difference in the lives of the region’s animals.

So, too, does Web of Life Animal Outreach, a non-profit, no-kill animal rescue organization founded in 2005. With a commitment to save injured, abused and neglected companion animals, Web of Life aims to find each pet a responsible owner who will remain dedicated to their furry friend for life. Its seven-acre companion animal sanctuary in Chesapeake houses dogs, cats, birds, livestock, and more, and is well worth a visit if you’re looking to adopt a new pet.

Upcoming Dog Friendly Events Chesapeake

Bark in the Park

48
Admission
$2.00

Month
October

Duration
12PM-5PM Sunday

Bark in the Park

48

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

36
Admission
$35.00

Month
October

Duration
9am to 1pm

VBSPCA Mutt Masquerade

36

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

24
Admission
$5.00

Duration
7pm to 9:30pm

Pucks and Paws

24

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?

Mutt Strut

12
Admission
FREE!

Month
May

Duration
11am to 4pm

Mutt Strut

12

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

0
Admission
$9.00

Month
February

Duration
2PM to 8PM Daily

World of Pets Expo

0

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.