Dog Boarding in Chester

Browse Pet Caregiver profiles below to find the best dog boarder for your pet’s needs. Find nearby dog boarders who are experienced with your dog’s breed, age or size. Then choose from the available Caregivers to submit a request for your preferred date and time.

Best dog boarders in Chester

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$10

$90

1 mi30 mi
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Best dog boarders in Chester

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Recommended
Brooke F avatar

1. Brooke F

Wag! Expert icon
Location icon

Grasonville, MD, 21638

from$44per night

Five stars

5 (28)

Walk ·

Drop-In ·

Sitting ·

Boarding

from$44per night

Location icon

Grasonville, MD, 21638

Samantha N avatar

2. Samantha N

Wag! Expert icon
Location icon

Annapolis, MD, 21409

Five stars

5 (20)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Annapolis, MD, 21409

Aurora P avatar

3. Aurora P

Wag! Expert icon
Location icon

Romancoke, MD, 21666

Five stars

5 (14)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Romancoke, MD, 21666

Devin H avatar

4. Devin H

Wag! Expert icon
Location icon

Annapolis, MD, 21409

Five stars

4.8 (26)

Walk ·

Drop-In ·

Sitting ·

Boarding

Location icon

Annapolis, MD, 21409

How to book pet caregivers near me

  • skip the kennel icon

    Skip the kennel

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

  • flexible transportation icon

    Flexible transportation

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

  • live updates icon

    Live updates

    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.

Customer Reviews

Going on vacation? Dog Boarders through Wag! are available to care for your pup whenever you’re not. Every dog boarder has passed an enhanced background check. Get updates and photos through the app from the pet boarder while you are away.

brian M.-avatar

brian,

Chester

Thanks very much!!

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Krystal B.-avatar

Krystal,

Chester

Took amazing care of my energetic pup!

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jessica D.-avatar

jessica,

Chester

Very interactive, sent photos and videos. Great communication

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Meghan L.-avatar

Meghan,

Chester

Brooke is great!

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Brian  S.-avatar

Brian,

Chester

Samantha was amazing, and took great care of our pups!

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Dae W.-avatar

Dae,

Chester

Aurora was great! She sent videos of our pup during playtime and even gave us a new treat suggestion!

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Pamela D.-avatar

Pamela,

Chester

Thank you so much, Brooke!!

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Pamela D.-avatar

Pamela,

Chester

Brooke was so great with Kodi today! Thank you so much for caring for my baby!!

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Erin S.-avatar

Erin,

Chester

Thanks for taking care of the little Man!!!

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Marlene D.-avatar

Marlene,

Chester

Really appreciate Devin for being so flexible and agreeing to do a meet & greet prior to drop in.

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Frequently asked questions

How much does a dog boarding cost in Chester, MD?

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How do I find and choose a pet sitter in Chester, MD?

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Do pet sitters stay overnight?

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How to book a dog boarding or pet sitting in Chester, MD?

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