Dog Boarding in Annapolis

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Sitter Profile Image: Elaine Y.
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Sitter Profile Image: Elaine Y.
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1. Elaine Y.

Rover 101
Star Sitter
Eastport Doggie B&B!
Annapolis, MD, 21403
1.5 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
230 reviews
115 repeat clients
from
$35
per night

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 real find.

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Sitter Profile Image: Jenna C.
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Sitter Profile Image: Jenna C.
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2. Jenna C.

Star Sitter
Loving Petsitter Welcomes All
Annapolis, MD, 21401
0.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
53 reviews
21 repeat clients
from
$45
per night

Cheko had another great visit with Jenna. They played at the park and had a wonderful together to the point that he has pretty much slept since I brought him home.

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Sitter Profile Image: Jessica M.
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Sitter Profile Image: Jessica M.
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3. Jessica M.

Star Sitter
Because it deserves the best 🫶
Annapolis, MD, 21401
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
22 reviews
4 repeat clients
from
$40
per night

Jessica was wonderful to work with. Proactive, great communication, and a true love of animals and cared for our Bella as if she was her own. We will always use her when we need someone to look after our little girl!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Makhayla D.
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Sitter Profile Image: Makhayla D.
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4. Makhayla D.

Star Sitter
The Dog Sitter For You
Annapolis, MD, 21401
0.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
33 reviews
5 repeat clients
from
$40
per night

From the time I pulled up, my chihuahua was welcomed so cheerfully! Makhayla was wonderful, and stayed in communication with me the entire overnight stay. I loved the pics and video! My dog is my baby, and I do not just leave her with anyone. I will definitely be using Makhayla in the future if she will have Gracie.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Ciarra & Tariq J.
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Sitter Profile Image: Ciarra & Tariq J.
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5. Ciarra & Tariq J.

All fur babies welcome!
Annapolis, MD, 21402
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
123 reviews
33 repeat clients
from
$40
per night

She is the best! So calm and professional even around my crazy excited dog. I trust her so much. Will book her anytime. My dog always looks around for her car when we go out- that alone tells me he is happy there. Just book her. Your pup will appreciate it. Love the photos she gives at the end of the boarding.

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Sitter Profile Image: Ashley H.
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Sitter Profile Image: Ashley H.
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6. Ashley H.

Your pet is our houseguest
Annapolis, MD, 21403
1.5 mi. away
Boarding
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$40
per night

So happy that we were able to find Ashley on such short notice. She took very good care of our Leo. She made sure to send regular updates and some adorable pictures of our dog enjoying himself. Thanks again, and I look forward to booking with you in the future

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Sitter Profile Image: Michelle M.
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Sitter Profile Image: Michelle M.
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7. Michelle M.

Star Sitter
Beautiful back yard for your dogs!
Annapolis, MD, 21409
5.5 mi. away
Boarding, Drop-In Visits
5.0 out of 5 stars
388 reviews
211 repeat clients
from
$40
per night

Michelle was great! Our Birdie had a wonderful time and really felt at home with Michelle and her family. I appreciated the the pictures of Birdie hanging out, doing her thing. We know we left her in good hands!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Melissa & Zachary H.
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Sitter Profile Image: Melissa & Zachary H.
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8. Melissa & Zachary H.

Family of 5 with love to give!
Annapolis, MD, 21402
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
23 reviews
6 repeat clients
from
$40
per night

Would definitely use Zach and Melissa’s pet sitting services again! My little dog Teddy seemed to enjoy himself, walking with Rosie and playing with the kids. Nice family. Thank you for making room for Teddy.

Sitter Profile Image: Tom A.
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Sitter Profile Image: Tom A.
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9. Tom A.

Your Dog’s Best Buddy! ;0)
Annapolis, MD, 21403
1.7 mi. away
Boarding, House Sitting, Drop-In Visits
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$59
per night

Tom was great! He took excellent care of my dog and sent pictures. He was flexible with pick up and drop off. My dog came back happy and excited. Would board with Tom again!

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Sitter Profile Image: Katelyn M.
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Sitter Profile Image: Katelyn M.
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10. Katelyn M.

Star Sitter
Pick me to care for your fur baby!
Arnold, MD, 21012
4.9 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
16 repeat clients
from
$35
per night

This was our first experience with Rover and it was absolutely wonderful! We have an older dog and she is both blind and deaf and Katelyn took such good care of her. She welcomed her into her home and treated her as if she were her own. Her communication was great. We received pictures/videos/updates several times a day. We will definitely use Katelyn again and highly recommend her!

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Sitter Profile Image: Alina L.
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Sitter Profile Image: Alina L.
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11. Alina L.

Rover 101
Star Sitter
yard, next to the park and dog park
Annapolis, MD, 21403
1.4 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
150 reviews
48 repeat clients
from
$40
per night

Alina took such great care of our Sidney! She sent us updates and photos to let us know that all was well. We will definitely be calling her again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Lindsay M.
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Sitter Profile Image: Lindsay M.
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12. Lindsay M.

Will Treat Your Pets Like My Own!
Annapolis, MD, 21401
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$40
per night

Lindsay is a dog lover who treats every dog like it’s her own. She is living and caring..and treats dogs like humans :). She has watched my dog and several people I know. Your pup will be lucky to have her sit them.

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Sitter Profile Image: Lyndsy S.
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Sitter Profile Image: Lyndsy S.
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13. Lyndsy S.

Rover 101
Teacher who loves ALL animals!!
Annapolis, MD, 21403
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
10 repeat clients
from
$50
per night

Lyndsay took care of my pomeranian for two weeks. She was wonderful, and kept us updated with videos and pictures throughout the two weeks. Highly recommend 👌

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Angela M.
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Sitter Profile Image: Angela M.
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14. Angela M.

Star Sitter
Animal Loving Household
ARNOLD, MD, 21012
5.3 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
36 reviews
12 repeat clients
from
$44
per night

Angela was great! I felt very comfortable leaving Finn with her, not to mention she was SUPER flexible with me changing dates and drop off/pickup times last minute. 100% recommend.

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Sitter Profile Image: Samuel T.
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Sitter Profile Image: Samuel T.
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15. Samuel T.

Star Sitter
Dog lovers with a big back yard.
Annapolis, MD, 21403
3.2 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
12 repeat clients
from
$45
per night

Sam and his wife were wonderful caregivers for Miller. He was treated and loved like he was their own. House was set-up and ready for visitors and they have a great backyard to play. Lots of photos and videos to keep us updated while we were away. Miller will happily visit Sam again! We were thrilled with our first Rover experience.

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Sitter Profile Image: Haley D.
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Sitter Profile Image: Haley D.
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16. Haley D.

Star Sitter
Pets are my favorite part of a home
Annapolis, MD, 21403
1.4 mi. away
Boarding, House Sitting
5.0 out of 5 stars
55 reviews
18 repeat clients
from
$55
per night

She is awesome and honest.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Candice W.
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Sitter Profile Image: Candice W.
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17. Candice W.

Star Sitter
Work from Home Dog Mommy
Annapolis, MD, 21409
3.7 mi. away
Boarding
5.0 out of 5 stars
37 reviews
17 repeat clients
from
$65
per night

Candice was incredibly accommodating, kept us up to date with photos and spoiled our pup. I would highly recommend taking advantage of Candice’s services!

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Sitter Profile Image: Pam J.
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Sitter Profile Image: Pam J.
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18. Pam J.

Star Sitter
Every pet client is #1 to me!
Annapolis, MD, 21401
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
36 reviews
12 repeat clients
from
$45
per night

Ducati loved his stay with Pam so much that when we went to pick him up, he came to the door and gave us a “oh, hey, you’re back” look vs the “OMG, I’m so excited to see you” look that we were expecting. Pam sent regular updates during Ducati’s stay so our guilt of leaving him behind was lessened. We would definitely recommend Pam!

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Sitter Profile Image: Dory T.
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Sitter Profile Image: Dory T.
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19. Dory T.

Star Sitter
Kind flexible and experienced care
Severna Park, MD, 21146
6.3 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
91 reviews
34 repeat clients
from
$45
per night

Dory was great with my dog Tinkerbell. Tinkies had never been boarded or stayed with a sitter before so it was a very new experience for both of us. Tinkies did just fine! Dory made sure she was comfortable there. She kept in constant communication and sent pics daily. I will definitely book with her again when the time comes.

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Sitter Profile Image: Shelby B.
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Sitter Profile Image: Shelby B.
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20. Shelby B.

Your dog’s weekend getaway!
Annapolis, MD, 21403
1.3 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$55
per night

Moose had the best weekend with Shelby and her pup! It’s always nerve wracking when you leave your pet for the weekend but Shelby made us feel so comfortable by sending photos and treating Moose like her own. Highly recommend her to watch your fur baby!

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

Why choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Annapolis Dog Boarding ratings

Overall Rating:
4.9 out of 5 stars

Dog boarders in Annapolis are rated on average 4.9 out of 5 stars based on 2,141 reviews.


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?

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