Dog Boarding in Annapolis

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

1. Renea

Barker's B & B: A Canine Experience

Edgewater, MD, 21037

Dog Boarding

24 repeat clients

"Renea and her family were wonderful hosts. They had my dog for New Year's Eve and did an excellent job of keeping me informed regarding how he was doing -th... (more)"

2. Elaine

Eastport Doggie B&B!

Annapolis, MD, 21403

Dog Boarding

30 repeat clients

"Daisy’s stay was great-she was happy and full of energy when we picked her up. We always feel confident that Elaine will do the very best for Daisy. She is a... (more)"

3. Jacob

Sandy Paws Dog Sitting

Edgewater, MD, 21037

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

5 repeat clients

"I felt confident leaving Ellie with Jacob and Melissa. They updated me with at least one photo and text each day so that I knew Ellie was enjoying herself. I... (more)"

4. Maria

We know about doggone good time!

Annapolis, MD, 21403

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

2 repeat clients

"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)"

5. Sarah

Your pet's new best friend!

Annapolis, MD, 21409

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

1 repeat client

"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)"

6. Casey

Dachshund Dad - Take Notes Cesar

Crownsville, MD, 21032

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

"Casey took great care of our dog - even while hosting the big Thanksgiving party! Lots of pictures sent showing our dog was well loved and having a great tim... (more)"

7. Jessie

Work from home

Annapolis, MD, 21401

Dog Boarding, Drop-In Visits, Doggy Day Care

5 repeat clients

"Jessie has cared for Tod twice now and has done an amazing job. I know when I drop Tod off with Jessie he will be well taken care of and will have a blast pl... (more)"

8. Kerry

Active and energetic dog lover

Arnold, MD, 21012

Dog Boarding, Drop-In Visits, Dog Walking

4 repeat clients

"Kerry was awesome. We had an awesome meet and greet with her and Rylee, and they proceeded to welcome our pup into their home for 5 days. We got tons of pi... (more)"

9. Pat

I serve ice cream on hot afternoons

Annapolis, MD, 21403

Dog Boarding, Doggy Day Care

76 repeat clients

"Pat is a wonderful, caring, easygoing dog lover, and we couldn't be happier with our dog's recent stay. From the ease of scheduling to the overall boarding, ... (more)"

10. Shacja

5-acre waterfront fenced property

Annapolis, MD, 21409

Dog Boarding

"Janet is a warm and friendly person with a genuine love for dogs. She has an adorable Boston terrier named Heidi and Heidi gets lots of tender loving care f... (more)"

11. 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)"

12. Bram

Your dog's home away from home

Annapolis, MD, 21403

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

5 repeat clients

"Bram is fantastic! My dog was well cared for and got plenty of exercise which my dog loves! I enjoyed all the pics that Bram sent and I highly recommend hi... (more)"

13. 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)"

14. 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

"I know Henry had a great time with Heidi, and she was very responsive and accommodating to our schedule. I'm sure he'll be back. Thanks, Heidi! (more)"

15. Tyler

Passionate about dogs!

Annapolis, MD, 21401

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

About: My name is Tyler orsulak. I am 28 years old and I live with my wife. We are both very passionate about dogs. I had a yellow lab for 16 years and m... (more)

16. Sasha

Responsible, safe, loving care.

Annapolis, MD, 21401

Dog Boarding

"Sasha is amazing with dogs! She is patient, attentive, loves to cuddle and give belly rubs and ear scratches and she loves to take long walks. Your dog will... (more)"

17. 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)"

18. Mary

Will run and play with your dog!

Annapolis, MD, 21401

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

About: Hi! I am a lover of all dogs! I own a puppy Rhodesian Ridgeback now, but have experience in taking care (housing for months/over night stay/wal... (more)

19. Meaghan

I’ll keep up with your pup!

Annapolis, MD, 21401

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

"Meaghan is incredible with both my dogs! Her vast experience and knowledge with dogs puts mind at ease when I know they are in her hands. She is extremely tr... (more)"

20. 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)


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?