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

Elaine was a big blessing for my dog. She took him on for almost two weeks despite already having close to a full house. But she still gave my dog all of the love and attention he craved.

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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
58 reviews
23 repeat clients
from
$48
per night

Jenna was outstanding with our high energy puppy. She communicates well and took good care of our boy. Highly recommend and we will use her again.

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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
3 repeat clients
from
$40
per night

Jessica helped us out at the last minute with an unexpected boarding need for our puppy. She was totally flexible and not only accepted the job at the last minute, but even came to pick up our puppy. We greatly appreciate you and doing business with you was awesome, definitely will book again in the future and recommend anyone in the area to go through Jessica.

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Sitter Profile Image: Michelle M.
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Sitter Profile Image: Michelle M.
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4. 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
212 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: Makhayla D.
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Sitter Profile Image: Makhayla D.
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5. 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.

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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

Ashley was an absolute lifesaver! She came to our rescue at the last minute, and took excellent care of my Rebel. Ashley sent pictures everyday, and Rebel came home a happy boy.

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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7. 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
27 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.

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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8. 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

I couldnt have asked for a better sitter for Montana than Ciarra and Tariq! I felt comfortable leaving Montana with them as he didn't pay me any attention when I dropped him off. The goody bag was extra on top of their great service! I will definitely use them again!

Sitter Profile Image: Katelyn M.
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Sitter Profile Image: Katelyn M.
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9. 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
17 repeat clients
from
$35
per night

Very pleased with how thoughtful and caring Katelyn and Blaze were with our dog. Katelyn provides frequent communication, photos and video. I highly recommend and will surely be back.

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Sitter Profile Image: Tom A.
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Sitter Profile Image: Tom A.
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10. 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!

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 was great and took care of Mishka as if she were her own. She sent lots of pictures and asked for my permission before taking my dog to a dog park. We will definitely be coming back.

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Sitter Profile Image: Lyndsy S.
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Sitter Profile Image: Lyndsy S.
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12. 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: Candice W.
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Sitter Profile Image: Candice W.
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13. 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
18 repeat clients
from
$65
per night

Candice is very responsive and a great communicator. At our meet and greet, I knew immediately that our fur baby would be in good hands. We received updates and pictures throughout our dog’s stay, so we were never left wondering how things were going. I’m so happy to have found her.

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
37 reviews
12 repeat clients
from
$44
per night

We had very complicated instructions, following my dog's broken leg, but Angela followed every instruction exactly. My dog was happy and healthy when we picked him up. I will definitely use Angela again!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Susan S.
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Sitter Profile Image: Susan S.
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15. Susan S.

Star Sitter
Dr. Dolittle- talks,walks, cuddles
Annapolis, MD, 21403
1.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
19 reviews
9 repeat clients
from
$75
per night

Susan was phenomenal with our dog Tucker. We received updates while we were away on vacation and you could tell he was being cared for just like we would. She even brought him to meet some friends and be social with other dogs which he loved! She gave us a very thorough update when we picked him up and we could tell he was a little sad to leave his new home. Highly recommend Susan for your dog sitting needs!

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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: Dory T.
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Sitter Profile Image: Dory T.
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17. 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
93 reviews
34 repeat clients
from
$45
per night

We are first time Rover people. We found Dory to be helpful with navigating wedsite ; flexible and considerate with our travel plans. Dory is responsive with communication. And we She is confident and knowledgeable with pet care. Thank you All

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Diana V.
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Sitter Profile Image: Diana V.
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18. Diana V.

Star Sitter
DianaLovesDogs
Riva, MD, 21140
5.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
113 reviews
48 repeat clients
from
$57
per night

Diana was very flexible for drop off dates and I really appreciate it due to my flight changing. She kept me updated throughout the timeframe with pictures and messages about my dogs. I was really wary of putting my dogs in a big boarding facility because my dogs aren’t fond of dogs barking 24/7. Her home is lovely and spacious backyard and a quiet area. Will definitely utilize her again if I’m out of town. Thank you again! Definitely Recommended.

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Sitter Profile Image: Shelby B.
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Sitter Profile Image: Shelby B.
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19. 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!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Luba & James H.
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Sitter Profile Image: Luba & James H.
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20. Luba & James H.

Home Full Time + Fenced Yard
Arnold, MD, 21012
4.5 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
104 reviews
48 repeat clients
from
$45
per night

Words can’t express how grateful we are to Luba and James. I booked a luxury boutique boarding type place last year, but wanted a more personal experience this year. I will never board again. They treated Milo like part of the family and the pics and updates were so comforting while we were on vacation. I could tell he felt at home. Priceless.

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  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?

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  • 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.

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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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