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Chesapeake dog care, Hampton Roads heart

Dog sitters across Chesapeake

From Great Dismal Swamp trails to park walks in Greenbrier, find sitters who treat your dog with Chesapeake warmth. $20,000 vet coverage included.

Find Chesapeake Dog Sitters
150,000+
Dog lovers
Pet lovers from 40+ countries
$20,000
Vet coverage
Every booking fully insured
24/7
Availability
Real humans, always available

Dog sitters available in Chesapeake

Browse verified dog sitters near Great Bridge, Greenbrier, Deep Creek, and more

Dog parks in Chesapeake

Swamp trails, parks, and off-leash areas

Great Dismal Swamp National Wildlife Refuge

A 112,000-acre refuge with boardwalk trails and diverse wildlife.

  • 112,000 acres
  • Boardwalks
  • Wildlife

Chesapeake City Dog Park

An off-leash park with separate areas and shade.

  • Off-leash
  • Size-separated
  • Shaded

Chesapeake City Park

A 116-acre park with trails, a lake, and nature areas.

  • 116 acres
  • Lake
  • Trails

Northwest River Park

A 763-acre park with trails along the river.

  • 763 acres
  • River
  • Trails

Caring for your dog in Chesapeake

Humid climate, swamp safety, and Hampton Roads tips

Warm humid climate

Chesapeake summers are hot and humid. Walk during cooler hours.

Swamp wildlife

The Great Dismal Swamp has snakes and wildlife. Keep dogs on trails and leashed.

Ticks and mosquitoes

Hampton Roads has ticks and mosquitoes. Keep prevention current.

Waterway safety

Chesapeake has many waterways. Supervise dogs near water.

Why Chesapeake dog owners choose Petme

Hampton Roads Dog Care

Chesapeake is spacious, friendly, and dog-loving.

Verified dog lovers

Every sitter's profile shows their experience with specific breeds, real photos with dogs they've cared for, and reviews written by actual dog owners in your city.

Real profiles, real trust

No kennels, ever

Your dog stays in a real home with a real person. We believe dogs deserve comfort, familiar routines, and one-on-one attention — not concrete floors and barking echoes.

Home-based care only

$20,000 vet coverage

Every booking includes veterinary protection through the Petme Protection Plan. If something unexpected happens during a stay or walk, your dog is covered — at no extra cost.

Peace of mind, built in

Meet before you book

Schedule a free meet-and-greet so your dog can get comfortable with their sitter before the booking is confirmed. Chemistry matters — for dogs and their owners.

The sniff test

Common questions about dog sitting in Chesapeake

Everything you need to know before booking a dog sitter

Dog boarding typically ranges from $25 to $50 per night. All bookings include $20,000 in vet protection.
Yes. Chesapeake City Dog Park has off-leash areas.
Yes. Every booking includes up to $20,000 in veterinary coverage.
Yes. Petme covers all of Hampton Roads.
Every dog sitter on Petme completes identity verification before their profile goes live. Most sitters also have reviews written by dog owners in Chesapeake who have used their services. You can browse each sitter's full profile, view their photos with dogs, check their listed breed experience, and read every review before getting in touch. You are never obligated to book — messaging a sitter is always free.
Yes. Every booking made through Petme — whether it is overnight boarding, a dog walk, or a drop-in visit — is automatically covered by the Petme Protection Plan. This provides up to $20,000 in veterinary care if your dog is injured or becomes ill during a stay or walk. No separate insurance purchase is required, and there is no opt-in process. The protection is included in every booking by default.
Yes. Every Petme booking starts with a free meet-and-greet. You and your dog get to meet the sitter in person before any booking is confirmed. You only go ahead when you are both comfortable — and most dog owners say the meet-and-greet is the step that gives them the most confidence. There is no charge for the meeting and no obligation to proceed.

Dog sitting in Chesapeake

Chesapeake is a spacious Hampton Roads city with the Great Dismal Swamp, river parks, and big suburban yards.

Petme connects Chesapeake dog owners with local sitters who offer boarding, walks, daycare, and drop-in visits with zero booking fees.

Whether your dog loves the swamp trails, Northwest River Park, or a sitter's big Greenbrier yard, Petme has the right match.

Sitters with big yards
Coverage across Hampton Roads
Same-day booking available
Average sitter rating: 4.8 out of 5

Find a Chesapeake dog sitter

Chesapeake dog owners trust Petme for Hampton Roads dog care with $20K vet coverage.

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Dog Sitters in Chesapeake, VA | Hampton Roads Dog Care | Petme