Dog Boarding in Annapolis

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

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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

"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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2. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

"Elaine took good care of my pets. She made sure my little Jessie couldn’t sneak under the fence. I will keep her in mind for my future vacations. (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

"Thanks so much for watching Eli on such short notice! Your love and care for him really showed! We look forward to booking with you in the future! (more)"

Confirmed availability
Thanksgiving
4. 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)"

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5. Amanda

Grrrr-reat time for the Dogs!

Annapolis, MD, 21401

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

"Amanda was the absolute perfect fit for Bella and I! She replied in a timely manner and was very flexible. On top of it all, Bella just loved her sweet dog ... (more)"

Confirmed availability
Thanksgiving
6. Brandy

We are a family of Pet Lovers :)

Riva, MD, 21140

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

"Zoey had a great time staying with Brandy! When she got back home, she just wanted to sleep... and it's hard to tire her out! Brandy was fantastic with pro... (more)"

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7. Mary Ellen

Home away from home for your dog

Annapolis, MD, 21403

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

"Mary Ellen opened her home to our little dog. Very warm and caring. (more)"

Confirmed availability
Thanksgiving
8. Sarah

Takes time to show your dog love

Annapolis, MD, 21401

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

"Very friendly, great with my dogs and responded quickly when I asked for updates while away. Will use her again the next time I’m out of town. (more)"

Confirmed availability
Thanksgiving
9. Sarah

Your pet's new best friend!

Annapolis, MD, 21409

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

"My dogs Mack and Rooney spent the night with Sarah. She sent me video of them on a walk and pictures of them in the house. They had a great time! I will use ... (more)"

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10. Elaina

Will run in any weather!

Edgewater, MD, 21037

Dog Boarding, Drop-In Visits, Dog Walking

"I am always comforted when knowing Elaina is taking care of my Chessies. She walks, feeds and spends time with him, and always sends me picture updates. Any ... (more)"

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11. 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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12. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

"Pat did a great job watching my dog Elvis for me over a long weekend. She turned our time away into a mini-vacation for him too! The pictures Pat regularly... (more)"

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13. Jason

Work from home, walk twice daily!

Annapolis, MD, 21401

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

"If you want someone who will treat you pup like part of the family, you found your man! He is kind, fun, and will make sure your fur baby is happy! (more)"

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14. 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)"

15. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

"Maria and her husband were fantastic! Her house was clean, her care was wonderful. My Charlee couldn't have been happier! I received lots of pictures and t... (more)"

16. Elaine

Elaine's Pampered Pets

Annapolis, MD, 21403

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

"Captain loved being with Elaine! She provides a loving, safe and happy place for your dog.( A nice big fenced in yard for him to run around and she takes car... (more)"

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17. Heidi

I have a huge heart for pups!

Annapolis, MD, 21401

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

"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)"

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18. David

Home with your pup

Annapolis, MD, 21402

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

"Our dog Felix was spoiled, given much needed exercise and simply had the best time with David. He updated us regularly with nice photos too. We were just so ... (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)"

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20. Sydney

Pampered Pups Paradise

Annapolis, MD, 21403

Dog Boarding, Drop-In Visits, Dog Walking

About: I am a proud dog mom of a toothless Yorkie who is a puppy mill rescue that is spoiled rotten! She is loved greatly and your dog would be no differe... (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?