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
Dog sitters across Chesapeake
From Great Dismal Swamp trails to park walks in Greenbrier, find sitters who treat your dog with Chesapeake warmth. $22,000 Protection Plan included.
Find Chesapeake Dog Sitters0% owner fee + cashback
$59better off on Petme
$420
On Petme$407+$13 Cashback
Typical platforms$466+$46 Owner fee · 11-15%
Petme adds 0% owner fee and pays cashback (capped at $20 a booking). Typical platforms charge between 11% and 15% owner fees. Sitters set their own rates, so totals vary.
200K+
Dog lovers
Pet lovers from 43 countries
$22,000
Protection Plan
Protection Plan included
24/7
Availability
Real humans, always available
Dog care services across Chesapeake
Overnight Dog Boarding
Your dog stays in a Chesapeake sitter's home with big yard time, walks, and personal care.
Daily Dog Walking
Swamp trails, park walks, or neighborhood routes across Chesapeake.
House Sitting
A trusted sitter stays at your home while you are away, keeping your dog in their own familiar environment. Daily feeding, walks, playtime, and companionship are included throughout.
Drop-in Dog Visits
A sitter visits your dog at home for a check-in, feeding, fresh water, and a short walk or play session. Perfect for dogs who do best in their own space when owners are at work.
Doggy Day Care
Full-day care at a sitter's home with play, rest, and attention.
Verified pet sitters in Chesapeake
ID check and background check on every profile. Rates and reviews when you open one.
Jackee
From $25
Availability confirmed 9d ago
Let me be your dogs home away from home
Chesapeake
A
Anthony Blow
From $10
Availability confirmed 4d ago
If you are in my area I'm here to house sit or pet sit
Chesapeake
Angela
From $25
Availability confirmed 15d ago
The only thing your pet will miss, is you!
Chesapeake
Natiya
From $25
Availability confirmed 10d ago
Your pet's second best friend
Virginia Beach
Nayeli Lopes
From $15
Availability confirmed 11d ago
I’ll walks, cuddles and lots of love to your fur babies.💜Care for them as my own.
Norfolk
Jocelyn Ruiz
From $15
Availability confirmed 8d ago
Proud mother to three fur babies of three years looking forward to care for more like their my own. I shall treat them like family because they are, a home away from home.
Hampton
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.
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
$22,000 Protection Plan
Every booking includes the Petme Protection Plan. If something unexpected happens during a stay or walk, your dog is backed by the plan, 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
How much does dog boarding cost in Chesapeake?
Dog boarding typically ranges from $25 to $50 per night. All bookings include $22,000 in Protection Plan.
Are there off-leash dog parks?
Yes. Chesapeake City Dog Park is a popular off-leash spot in Chesapeake, and local sitters often use it for walks. Tell your sitter your dog's usual places and walk length when you book so the routine fits.
Are dog sitters on Petme insured?
Every booking in Chesapeake is covered by the Petme Protection Plan, with up to $22,000 for eligible expenses if your dog is injured or falls ill during a stay. There is nothing extra to buy, and no booking fee for dog owners.
Does Petme cover Suffolk and Norfolk?
Yes. Petme sitters cover Chesapeake and Hampton Roads, so you can find someone close to home. Search by your address to see verified sitters nearby and filter by the services your dog needs.
How do I know if a dog sitter in Chesapeake is trustworthy?
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.
Does every dog sitting booking in Chesapeake include the Petme Protection Plan?
Yes. Every booking made through Petme - whether it is overnight boarding, a dog walk, or a drop-in visit - includes the Petme Protection Plan, which may contribute up to $22,000 if your dog is injured or becomes ill during a stay or walk. No separate purchase is required, and there is no opt-in process. The plan is included in every booking by default.
Can I meet a dog sitter in Chesapeake before committing to a booking?
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
Pet Sitting in United States
Explore all the pet care opportunities across United States. See local rates, find pet owners near you, and join a thriving community of pet lovers.
Explore United StatesAverage rates in United States
Dog Walking
$15 – $30/walk
Drop-In Visit
$15 – $25/visit
Boarding
$35 – $75/night
House Sitting
$45 – $85/night
Day Care
$25 – $50/day
Dog sitters in other cities
Find trusted dog care in cities near you
Find a Chesapeake dog sitter
Chesapeake dog owners trust Petme for Hampton Roads dog care with $20K Protection Plan.
