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. Sarah

Fenced yard! Takes dogs running!

Annapolis, MD, 21401

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

"Sarah is a terrific sitter. Our dog had such a good time I don’t think she wanted to leave. I had pictures every night of her playing with other dogs and goi... (more)"

Confirmed availability
Labor Day
2. Michelle

Beautiful back yard for your dogs!

Annapolis, MD, 21409

Dog Boarding, Doggy Day Care

"Michelle could not have been more amazing! She sent us daily updates with pictures of our Sulley, which put our mind at ease. She made the entire process s... (more)"

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3. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

"Elaine is awesome!!!! My dog had the best time at Elaine's house. She was soo great with her and even sent me texts and pics. I am def using her again :) Ro... (more)"

Confirmed availability
Labor Day
4. Brandy

We are a family of Pet Lovers :)

Riva, MD, 21140

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

"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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5. Lindsey

Your pet's home away from home

Edgewater, MD, 21037

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

"Lindsay was great and we highly recommend her. She provided constant text messages and pictures to us. Sookie felt right at home and she enjoyed her stay. I ... (more)"

Confirmed availability
Labor Day
6. Hannah

Walking or running with your dog!

Annapolis, MD, 21403

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

"Hannah T was amazing! Maddy loves her and she was so great with my dog. Regular updates with lots of pictures made it easy to relax knowing Maddy was having ... (more)"

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7. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

"Pat has been a joy to have watching Kodiak. She is responsive and responsible, sends a nice amount of pictures during the stay and has been very attentive t... (more)"

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8. Ashley

Stay at home Mom and animal lover!

Annapolis, MD, 21409

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

"Awesome communication and great care taken of our dogs. Ashley and her family treat our boys like they are hers and we don’t worry about a thing leaving the... (more)"

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9. Colleen

I love to run walk play with dogs.

Annapolis, MD, 21403

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

"Colleen was absolutely great!!! Jojo had a great time playing with her dogs and I was able to get updates throughout his stay. I will definitely be calling C... (more)"

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10. Erin

We love dogs as much as people!

Annapolis, MD, 21401

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

"Erin did a fantastic job watching Tod during the week while we were away! We were able to set up sometime beforehand to do a meet and greet and she sent dail... (more)"

Confirmed availability
Labor Day
11. Carolina

“ Play, eat, nap, repeat!”

Annapolis, MD, 21409

Dog Boarding, Doggy Day Care

"Carolina loves her pup Coco and she will treat your dog the same way. She will go out of her way to make sure that your dog is having a great time. (more)"

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12. 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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13. Sarah

Takes time to show your dog love

Annapolis, MD, 21401

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

"I felt totally comfortable leaving our family dog with Sarah for the week that we were away this summer. Sarah was warm, open, and communicative. I could tel... (more)"

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14. Amanda

Dog lover *fenced yard* *long runs*

Annapolis, MD, 21401

Dog Boarding, Dog Walking

"The only thing that I was worried about was that Kona might not want to leave Amanda. She was incredible with him, and he is totally in love with her Golden,... (more)"

15. Haley

Dogs Are My Kind Of People :)

Annapolis, MD, 21403

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

"Haley is absolutely one of the best caregivers a person could hope for. She is kind, gentle, and considers her pets, and those in her care, to be family. Sh... (more)"

16. Elaine

Elaine's Pampered Pets

Annapolis, MD, 21403

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

"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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17. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

"Maria was the best. It was our first stay and I am always concerned about Sadie, a hyper Jack Russell. I had plenty of pictures all which Sadie looked at ho... (more)"

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18. Amanda

Grrrr-reat time for the Dogs!

Annapolis, MD, 21401

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

"I have used Amanda for my dog in the past and she’s been great. She welcomed him into her home and was extremely patient while he adjusted. He is a very larg... (more)"

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19. Jordan

Large fenced in yard!

Annapolis, MD, 21401

Dog Boarding, Dog Walking

"Our dog, henry, had a great time with Jordan. He was well exercised and happy when we picked him up. Jordan was also very responsive through the whole proces... (more)"

20. Stephanie

Companionship provider for all pups

Annapolis, MD, 21401

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

"Stephanie is wonderful! We will definitely call her next time we need someone we can trust with our pup. (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?