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.
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1. Renea

Barker's B & B: A Canine Experience

Edgewater, MD, 21037

Dog Boarding

24 repeat clients

"Renae and her family welcomed Beckham warmly. It was nice to know that he was well cared for and loved while we were away (particularly over the holidays). ... (more)"

2. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

27 repeat clients

"We give Elaine 5 'Paws'!! We had been driving across country visiting family/friends and wanted to attend the Annapolis Boat Show. We contacted Elaine at the... (more)"

3. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

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

3 repeat clients

"Roxie had a great time with Jake and Melissa. They sent me pictures of her which made my day. I did not have to worry about her at all which is so nice when ... (more)"

4. Jack

Large Fenced Yard + Home Full-Time!

Arnold, MD, 21012

Dog Boarding, Doggy Day Care, Dog Walking

19 repeat clients

"Henry had a fantastic week with Jack and his family. We felt totally comfortable leaving him there knowing he was in a household that would take care of him ... (more)"

5. Jeff

Halfacre fenced yard Home full time

Severna Park, MD, 21146

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

1 repeat client

"I was extremely pleased with the care for Zoey . I received pictures and could tell she was enjoying her stay! Strongly recommend! (more)"

6. Maegan

Dog lover! Home full time - fence

Annapolis, MD, 21401

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

3 repeat clients

"Maegan is a very trustworthy person that is always gladly willing to look after your dog. She always takes care of my dogs as much as she would to her own. M... (more)"

7. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

"Maria was a life saver. She graciously accepted our last minute request. Maria provided updates and photos of Bandit during his stay- to put our minds at eas... (more)"

8. Jessie

Work from home

Annapolis, MD, 21401

Dog Boarding, Drop-In Visits, Doggy Day Care

4 repeat clients

"Jessie took great care of my my baby Jack! I recieved photo updates throughout his stay and knew he was well cared for and loved during my weekend away. Jess... (more)"

9. Casey

Dachshund Dad - Take Notes Cesar

Crownsville, MD, 21032

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

"I know Casey personally. He has always loved animals. He treats animals with the same care and respect as he does his friends and family. He owns a dachshund... (more)"

10. Samantha

Excited to meet new furiends!

Annapolis, MD, 21403

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

"I've seen Samantha care for many animals over the years. She is like an animal whisperer - she can quickly identify what an animal wants or needs. She is kin... (more)"

11. Jasmin

Annapolis Doggie Haven

annapolis, MD, 21409

Dog Boarding

1 repeat client

"Jasmin was a very nice person and she did a good job with my dog. I intend to use her again. (more)"

Confirmed Holiday Availability
12. Mary

Sitting by Mary

Annapolis, MD, 21403

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

4 repeat clients

About: I have been house sitting and petsitting in Annapolis since 2012 for several local families and have volunteered at the local Anne Arundel County S... (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

11 repeat clients

"This is our second time using Heidi and it was another great visit! This visit was a lot longer than the first but Raven came home just as content and calm a... (more)"

14. Erica

Logan's Paws & Play

Annapolis, MD, 21401

Dog Boarding

1 repeat client

"Erica is amazing! Our border collie Lucky came back happy and with new and improved behaviors, and even leaned out from all the exercise he received. Erica ... (more)"

15. Bram

Your dog's home away from home

Annapolis, MD, 21403

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

5 repeat clients

"It was a great family effort, especially by young Sarah, to look after our very active 11 month old Shih Tzu/Bichon mix, Cody. They gave him excellent care ... (more)"

16. Hanna

I love long walks on the beach

Annapolis, MD, 21403

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

"Hanna and Christian did a great job caring for our energetic puppy last minute! It was a huge relief to find someone with reasonable rates when we had to go... (more)"

17. Brittney

Leave your dog with a loving couple

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits

About: Hi! My husband and I live in Hillsmere Shores down by the water and have a huge fenced in back yard. We currently have a 5 year old chocolate lab ... (more)

18. Penny

Dogs make me happy :)

Annapolis, MD, 21403

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

"Penny would make an excellent pet sitter. Since birth, she has grown up with many different kinds of animals and had the responsibility of taking care of the... (more)"

Confirmed Holiday Availability
19. Sam

Who let the dogs out?

Annapolis, MD, 21403

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

"Samantha is very loving to our dog, Bailey. She's responsible, punctual and trustworthy. I trust her with the keys to our house and know that Bailey is get... (more)"

20. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

72 repeat clients

"ZIggy really enjoyed her stay at Ms. Pats! I was nervous to leave her. Not only have a never left her before, but shes 3 lbs. I had nothing to worry about. M... (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?