Top Dog Sitters and Boarders in Annapolis, MD

Dog Boarding in Annapolis

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.

Wag!
Dog Boarding
Annapolis, MD

Best dog boarders in Annapolis

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$90

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1 mi30 mi

Best dog boarders in Annapolis

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1. Alina L

Annapolis, MD, 21403

from$73per night

5 (560)

Walk ·

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Sitting ·

Boarding

from$73per night

Annapolis, MD, 21403

2. Trevor P

Edgewater, MD, 21037

from$59per night

5 (322)

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from$59per night

Edgewater, MD, 21037

3. Jenna C

Annapolis, MD, 21409

5 (134)

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Annapolis, MD, 21409

4. Hannah P

Arnold, MD, 21012

5 (5)

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Arnold, MD, 21012

5. Meggan A

Cape St. Claire, MD, 21409

from$59per night

5 (337)

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from$59per night

Cape St. Claire, MD, 21409

6. Sara M

Severna Park, MD, 21146

5 (122)

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Severna Park, MD, 21146

7. Debbie C

Falls Church, VA, 22042

5 (617)

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In-Home Training ·

Digital Training

Falls Church, VA, 22042

8. Brittany Z

Annapolis, MD, 21401

5 (62)

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Boarding

Annapolis, MD, 21401

9. Christina B

Annapolis, MD, 21401

from$73per night

5 (225)

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from$73per night

Annapolis, MD, 21401

10. Alex D

Annapolis, MD, 21403

from$59per night

5 (102)

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Boarding

from$59per night

Annapolis, MD, 21403

11. Isabelle S

Nashville, TN, 37212

from$70per night

5 (22)

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from$70per night

Nashville, TN, 37212

12. Lindsay M

Annapolis, MD, 21401

from$75per night

5 (95)

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from$75per night

Annapolis, MD, 21401

13. Katlyn C

Annapolis, MD, 21401

from$73per night

5 (2)

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from$73per night

Annapolis, MD, 21401

14. Adeline B

Annapolis, MD, 21401

from$59per night

5 (66)

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from$59per night

Annapolis, MD, 21401

15. Thomas M

Naval Academy, MD, 21402

5 (3)

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Naval Academy, MD, 21402

16. Caylyn K

Annapolis, MD, 21403

from$75per night

5 (32)

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from$75per night

Annapolis, MD, 21403

17. Allie G

Parole, MD, 21401

from$59per night

5 (5)

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from$59per night

Parole, MD, 21401

18. Meghan D

Parole, MD, 21401

from$59per night

5 (110)

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from$59per night

Parole, MD, 21401

19. Courtany B

Parole, MD, 21401

from$59per night

5 (42)

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from$59per night

Parole, MD, 21401

20. Thomas G

Annapolis Neck, MD, 21403

5 (69)

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Annapolis Neck, MD, 21403

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

Jill,

Annapolis

Thank you Meggan!

Sundae,

Annapolis

Thank you for your flexibility tonight. Sirius is excited to see you.

julia,

Annapolis

addie is amazing! so thorough with how visits go! gives me such peace of mind on my long work days! 10/10 recommend

Jill,

Annapolis

Thank you so much Trevor!!

Jill,

Annapolis

Thank you so much for taking such good care of my pups!!

Jill,

Annapolis

Thank you so much Sara!!!

Sarah,

Annapolis

Thanks so much for the super fast service at such a short notice and such great care for my senior dog! You were amazing.

Jennifer,

Annapolis

Fabulous as always! He is such a happy pup after his walks with Addie!

Jennifer,

Annapolis

Addie by far the best walker Ollie has ever had! He absolutely loves her! I will definitely book with her again!

Amanda,

Annapolis

Thank you so so much!

Jill,

Annapolis

Thank you Meggan!

Sundae,

Annapolis

Thank you for your flexibility tonight. Sirius is excited to see you.

julia,

Annapolis

addie is amazing! so thorough with how visits go! gives me such peace of mind on my long work days! 10/10 recommend

Jill,

Annapolis

Thank you so much Trevor!!

Jill,

Annapolis

Thank you so much for taking such good care of my pups!!

Jill,

Annapolis

Thank you so much Sara!!!

The best dog friendly neighborhoods in Annapolis

Black Tie and Tails

Black Tie and Tails is one of the most unique, formal events around. The gala is held every year in late April and features a seated dinner, tastings, and both live and silent auctions. Bring your pet and enter him or her in the pet fashion show! The evening is posted by WMAR-TV ABC2 News Anchor, Jamie Costello.

Events begin at 6 p.m. and wrap up at 10 p.m. at the Grand Lodge in Cockeysville, Maryland.

Proceeds from the Black Tie and Tails gala benefit the Baltimore Humane Society in Reisterstown. Advanced tickets cost $125, while general admission is $149. Formal dress is required for this event.

Boardwalkin' for Pets

Join the Worcester County Humane Society on a Saturday in late April for Boardwalkin’ for Pets. Starting at 8:30 a.m., the 2.5- and 5-mile walk registrations begin in preparation for the 9 a.m. race start. After the walk, enjoy refreshments from Harrison’s Harbor Watch Restaurant and Layton’s Family Restaurant at the Inlet!

Your dog will no doubt enjoy the sites and the socialization with the other pooches on the boardwalk.

Be sure to track your miles with WoofTrax! Proceeds benefit the Worcester County Humane Society. Registration fees will be announced closer to the event.

Puppy Plunge

Join the SPCA of Anne Arundel County at its annual Puppy Plunge every August. Your dog will get to enjoy time out on the beach, a beachwear parade, and even a pie eating contest! There are separate plunge areas for both small and large dogs to keep all pets safe.

Humans get to munch on food, glug down drinks, and enjoy a bit of shopping for pet-related goods. There will be live music at the event as well!

The plunge starts at 12 p.m. and wraps up at 4 p.m. This annual to-do takes place at Camp Letts in Edgewater, Maryland.

Admission prices will be released closer to the event date.

DogFest

September brings about one of the most exciting dog events in the Annapolis area! DogFest is a chance to celebrate all things dog! The Baltimore Humane Society in Reisterstown hosts the celebration from 10 a.m. to 4 p.m. DogFest features a walk, doggy swim time, demonstrations, and delicious food for both dogs and humans!

Rescue groups with adoptable dogs and cats will be ready to meet with potential new pet owners during the event. There will also be activities for children, so bring your little ones!

Advanced tickets will be $10 per person, and children under 12 getting in free. At the door, tickets will cost $15 each, children over five will cost $5, and children under five are free. But no matter how you buy your tickets, dogs always get in free!

BARCStoberfest

Every October, BARCStoberfest hits the Annapolis area! Bring your dog for a day of running and dog yoga to raise money for the Baltimore Animal Rescue and Care Shelter. The event hosts both a 5k and 1-mile walk-a-thon to raise money for BARCS. Dress your dog up and celebrate to help the 12,000 shelter animals that come through the shelter’s doors each year!

Food and drinks will be available for participants to enjoy as they work up a sweat. Polish off a couple cold beers in the beer garden or sign your dog up for the Howl-o-ween costume contest. There will be a number of different animal activities that your dog can participate in, too!

Frequently asked questions

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

The average cost of a dog boarding or pet sitting in Annapolis is $48 - $69 per night. The price of overnight pet care on the Wag! platform is based on the price set by the Pet Caregiver and varies depending on a variety of factors, including the number of dogs, where you live, the number of days/nights, and any additional fees that may apply.

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

Finding a dog boarder or pet sitter in Annapolis is simple on the Wag! app. Wag! instantly connects you with top-rated, vetted Pet Caregivers near you. When scheduling overnight pet care, you can choose “Quick Match” to allow the platform to match you with the best available Caregiver, or “Pet Parent Match” to see all available Caregivers and pick the best match for you.

Do pet sitters stay overnight?

Up to you! In Annapolis and all other Wag! locations, Pet Parents can choose to book a pet sitter who watches your dog or other pets in your home or a dog boarder who hosts your pet in their home. You decide which environment would be most comfortable for your dog and your family.

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

To book a dog sitter or boarder in Annapolis simply open the Wag! app, choose the Sitting or Boarding service, then follow the instructions to schedule your overnight care. You’ll need to provide additional information such as home access notes, pet profile and pick-up or drop-off preferences before confirming your request.