Dog Boarding in Annapolis

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
1. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

35 repeat clients

"Elaine was perfect for my 9 yr old yorkie. It was great to leave him with Elaine and her two dogs rather than at a big kennel. I will try to reserve Elaine a... (more)"

Confirmed availability
Memorial day
2. Michelle

Beautiful back yard for your dogs!

Annapolis, MD, 21409

Dog Boarding, Drop-In Visits, Doggy Day Care

"Michelle is so sweet and she took care of Gigi like her own. Michelle was excellent with communication and sent daily pictures and updates on Gigi. I will de... (more)"

Confirmed availability
Memorial day
3. Brandy

We are a family of Pet Lovers :)

Riva, MD, 21140

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Brandy was amazing with Bronx. She asked detailed questions about what we allow Bronx to do in our home so she could keep up his routines. Received continu... (more)"

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4. Ashley

Pet Care When You're Not There!

Annapolis, MD, 21409

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

11 repeat clients

"Ashley took great care of Brady for our weekend away. She sent us pics and texts to let us know how he worked his way into becoming part of her family. It’s ... (more)"

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5. Tyler

Passionate about dogs!

Annapolis, MD, 21401

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"I was happy that they took such great care of my dog. I felt confident that they would give Lacy the attention that she needed. They are my go-to dog sitte... (more)"

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6. Jack

Large Fenced Yard + Home Full-Time!

Arnold, MD, 21012

Dog Boarding, Doggy Day Care

28 repeat clients

"Jack was great! He was very flexible--we had to change drop off and pick up times and he was totally fine. He sent super updates and pictures and it seemed... (more)"

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7. Maria

We know about doggone good time!

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"My golden retriever, Brooke, had a great time with Maria and her husband. We received ongoing pictures of her stay and could tell that she was having fun an... (more)"

Confirmed availability
Memorial day
8. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"My dog was very happy and I received pictures of my dog during the boarding. (more)"

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9. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

77 repeat clients

"My dog Charlie loves going to Pat's house. Pat shows a lot of attention to him, has a great backyard and always another dog for Charlie to play with. He alwa... (more)"

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10. Julie

'MUST LOVE DOGS'

Edgewater, MD, 21037

Dog Boarding, Doggy Day Care

2 repeat clients

"Julie was great, excellent communication ahead of the stay, and throughout, made sure to listen to all our instructions and ask questions, it was evident she... (more)"

11. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Jake and Melissa were FABULOUS caring for our Max! We received regular updates, pictures and videos which really helped to know Max was enjoying himself and... (more)"

12. Sarah

Your pet's new best friend!

Annapolis, MD, 21409

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Absolutely amazing experience if you want to know your dogs are cared for with a lot of love this is the place to bring them. I needed Sarah last minute, sh... (more)"

13. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

12 repeat clients

"Heidi was fantastic, and she and Audrey became fast friends! She sent lots of updates and photos, and it looked like they were having a ball! I look forward ... (more)"

Confirmed availability
Memorial day
14. Leah

Flexible, Will be BFFS w/ your dog!

Annapolis, MD, 21409

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client

"Anyone who knows Leah knows she LOVES dogs! Combine that with reliable and trustworthy and you have yourself one good dogs sitter! I recommend her wholehear... (more)"

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15. Jordan

Large fenced in yard!

Annapolis, MD, 21401

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

2 repeat clients
No Reviews Yet

About: Hello! Need a place for your pet to stay and play while you're away? Look no further! We have two Cavachons and a German Shorthaired Pointer, all ... (more)

Confirmed availability
Memorial day
16. Stephanie

Companionship provider for all pups

Annapolis, MD, 21401

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

"Stephanie always takes the best care of my two dogs. She gives them all the loves and cuddles and I always know they’re in the best of hands when she has the... (more)"

Confirmed availability
Memorial day
17. Doreen

Large fenced yard. Home part-time

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Thanks to Doreen, we were able to enjoy our two week vacation without any concerns about our beloved pups. She is a kind, thoughtful, caring pet sitter and w... (more)"

18. Elaine

Elaine's Pampered Pets

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

6 repeat clients

"Elaine took very good care of Bernie and kept me updated on how he was doing. I really appreciated her thoughtfulness and accommodation of Bernie's special ... (more)"

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19. Mary

Sitting by Mary

Annapolis, MD, 21403

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Mary was awesome and our dog , Jessie is very active and loved her. We will definitely use her again! (more)"

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20. Tayler

furbaby lover

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

3 repeat clients

"Tayler and her boyfriend took wonderful care of our dog, Banjo, and our friend's dog, Marley, both of whom clearly adored her. She was very accommodating and... (more)"


As dog lovers, we understand how difficult it can be to leave your dog when you have to head out of town. Luckily, you can find the perfect Annapolis dog sitter in seconds on Rover.com. If you're looking for dog boarding while you're away, whether it's for one night or a whole month, you can find a dog sitter in Annapolis, MD who meets your - and your dog's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your dog - including background checks and community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of dog lovers for hire, and that includes offering pet boarding in Annapolis, MD.

If you're the sort of person who likes to book services when you're out and about, you'll love the Rover dog boarding app. In minutes, you'll be able to view hundreds of experienced dog sitters no matter where you are, or re-book on-demand with your puppy's favorite dog sitter. You'll get to check in in real-time to see how your dog's day is going, with the photo updates feature from your dog sitter via the Rover dog boarding app. And if you hate carrying cash, or calculating tips, you'll love the Rover app's cashless payment feature which enables fast, secure payment of your dog sitter without money needing to change hands.

The cost of dog boarding in Annapolis may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

In other words, when you use Rover to find Annapolis dog boarding services, your pet is given the best in loving care and hands-on attention, and you don't need to miss out on that just because life got in the way.

What if you're a dog lover who's looking for dog boarding jobs? You'll want to check out our information about how to become a dog sitter on Rover. We're always excited to add new dog sitters to our dog boarding service, and our application process makes it simple to get your own dog boarding business up and running. When you become a Rover dog sitter, you benefit from great features including premium pet insurance, a third party background check, and our cashless payment feature for ease and peace of mind. Why not apply today?