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. Michelle

Beautiful back yard for your dogs!

Annapolis, MD, 21409

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

"She was great! Super easy to deal with, sent nightly photos and reports, and my dog was in SUCH a better mood compared to the last time we boarded her elsewh... (more)"

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2. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

"Elaine looked after of our little girl, Lady Bug, while we were away on vacation. She took such good care of her and sent us cute photos a couple of times w... (more)"

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3. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

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

"Hank and I love Ashley! Her home is welcoming, and Hank is excited as we walk up to the house every time we go. I always know he’s safe and having fun, and I... (more)"

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4. Elaina

Will run in any weather!

Edgewater, MD, 21037

Dog Boarding, Drop-In Visits, Dog Walking

"Elaina was great! Molly (8y/o Aussie) loved her and her dog, Marlin. Loved getting photo updates and hearing about all the activities she kept Molly entert... (more)"

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5. Kimberly

Home full-time

Arnold, MD, 21012

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

"Thank you so much for taking care of Austin for me. He loves the gift you sent home with him and absolutely will be using your services next time I’m out of ... (more)"

Confirmed availability
President's Day
6. Haley

Dogs Are My Kind Of People :)

Annapolis, MD, 21403

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

"Haley was fantastic with Lady Bug. We can only hope she is available to watch her again the next time we leave town. (more)"

7. Carolina

“ Play, eat, nap, repeat!”

Annapolis, MD, 21409

Dog Boarding, Doggy Day Care

"I was very happy with the care that Huey had by Carolina. She sent numerous pictures and kept me up date on how he was doing. I recommend Carolina. (more)"

8. Anthony

Home full time- Built in Dog Park

Arnold, MD, 21012

Dog Boarding, Drop-In Visits, Doggy Day Care

"Anthony and his family were great! Cocoa loved her time there and we will definitely use Anthony again! (more)"

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9. Thomas & Melissa

Couple to host friend for our dog!

Annapolis, MD, 21403

Dog Boarding

"Trey and Melissa are a gift to not just me and my family but my sweet dog. They took amazing loving care of my dog, sent regular updates and treated Mabel li... (more)"

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10. Amanda Drew

Grrrr-reat time for the Dogs!

Annapolis, MD, 21401

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

"Amanda was absolutely amazing, from the meet and greet to Sadie's the entire stay! I let my Sadie with her during the labor day weekend and she was beyond fl... (more)"

Confirmed availability
President's Day
11. Mary Ellen

Home away from home for your dog

Annapolis, MD, 21403

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

"Mary Ellen and her family were amazing and obviously dog lovers. We got plenty of updates and info and she was exceptionally responsive. As long as she’s a... (more)"

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12. Liz

I’ll love you pup like my own

Annapolis, MD, 21401

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

About: Hi! I’m Liz and I am a preschool teacher. I am available most weeknights and weekends to love your pups! I have one dog, Romeo, who loves to make ... (more)

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13. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

"Pat was great! She was very accommodating, allowing me to drop my dog off early in the morning, and then picking him up in the evening. He had a ball while t... (more)"

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14. Liza

Long walks, fun trips & playtimes!

Annapolis, MD, 21401

Dog Boarding, House Sitting

"Liza is AMAZING! My husband and I couldn't be more comfortable and confident in trusting someone watching our precious puppy. She is very caring, knowledgeab... (more)"

Confirmed availability
This weekend
15. Jordan

Cozy Annapolis home w/ lab pup

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

"Jordan is the absolute best. There is no one who will love your pooch more than she does! Her dog, Porter, is incredibly sweet with both people and pets. My ... (more)"

16. Javiera & Tyler

Plenty of exercise - large yard

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Dog Walking

"Javiera, Tyler, and their beautiful puppy Fiona were absolutely amazing! My original sitter had to cancel and Javiera and Tyler accepted my last minute reque... (more)"

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17. Alexis

Provide great pet care everyday!

Annapolis, MD, 21403

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

About: Hello my name is Alexis, I am 20 years old and have a fur baby of my own (husky/German Shepard mix)! He is a love bug so he will never be a burden... (more)

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18. Sarah

Takes time to show your dog love

Annapolis, MD, 21401

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

"Sarah was great company for Toshi while we were traveling abroad. He stayed with her and her family, where it was apparent that he was treated like royalty. ... (more)"

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19. Allison

We'll treat your dog as family!

ANNAPOLIS, MD, 21403

Dog Boarding, Drop-In Visits, Dog Walking

"Allison was wonderful at sending us updates on our dog, Marlo, and pictures. She IS loving and patient. This was out first time leaving our dog with a dog si... (more)"

20. Allie

Home on Fridays, will jog with dogs

Annapolis, MD, 21403

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

"Fantastic and Flexible! I appreciate how well my dog was taken care of and how much Candy seemed to enjoy her stay! (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?