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.
Calendar Recently Updated
Elaine Y.
1.
Eastport Doggie B&B!Annapolis, MD, 21403
Dog Boarding, Drop-In Visits

My two pups stayed with Elaine for two nights over the weekend. Elaine was great and he whole process was very smooth! I was texted daily updates and sent pictu… (more)

from
$33
per night
Confirmed availability: Memorial day
Warren R.
2.
No life is complete without a dogAnnapolis, MD, 21401
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Warren is an excellent dog sitter. Our senior dogs had a great stay with him and we hope to book again with him this summer. Warren was really flexible, respons… (more)

from
$35
per night
Calendar Recently Updated
Alina L.
3.
yard, next to the park and dog parkAnnapolis, MD, 21403
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Alina is the best! Holly loves coming to visit, she gets great care and wears herself out playing. I once had to adjust my return timing and she was really co… (more)

from
$37
per night
Carolina R.
“ Play, eat, nap, repeat!”Annapolis, MD, 21409
Dog Boarding, Doggy Day Care

Carolina was awesome! She watched Locks and Lannie for a week and sent pictures and an update each day. She was super easy to coordinate with for pickup and dro… (more)

from
$40
per night
Luba & James H.
Home Full Time + Fenced YardArnold, MD, 21012
Dog Boarding, Doggy Day Care

James and Luba are very friendly and accommodating. They sent lots of pictures, including ones of walking their dog with mine and the 2 dogs playing together. I… (more)

from
$35
per night
Calendar Recently Updated
6.
A loving ‘second home’ for your dogAnnapolis, MD, 21401
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sally welcomed our dog with open arms and lots of love. During our two week travel, she sent us updates and photographs of our dog. We are so thankful for Sally… (more)

from
$38
per night
Confirmed availability: Memorial day
7.
Loving your animals like my own!Annapolis, MD, 21402
Dog Boarding, Drop-In Visits, Dog Walking

Megan was wonderful! We felt very comfortable leaving our dog with her for the weekend and she had a lot of fun! Megan was very communicative, sending pictures … (more)

from
$40
per night
Confirmed availability: Memorial day
Beautiful back yard for your dogs!Annapolis, MD, 21409
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Michelle is wonderful! I just adopted Paisley A little over a month ago and she’s a rescue still adjusting. It was invaluable to be able to see a concert and … (more)

from
$30
per night
Calendar Recently Updated
I serve ice cream on hot afternoonsAnnapolis, 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 to K… (more)

from
$30
per night
Calendar Recently Updated
10.
Here for you, rain or shine!Annapolis, MD, 21401
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Kate's family always included animals---dogs, cats and small critters----so she is very experienced with the responsibility that goes with having a pet. She r… (more)

from
$50
per night
Confirmed availability: Memorial day
11.
Cuddles, Care, & Pampered PoochesAnnapolis, MD, 21402
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Sina is a huge nurturer! Always up to dish out love and cuddles. Along with plenty of love, she will insure your fur baby is safe and all needs are met. (more)

from
$30
per night
Confirmed availability: Memorial day
12.
Doing what I love in retirement!!Annapolis, MD, 21403
Dog Boarding, Doggy Day Care, Dog Walking

Karen was excellent! She took great care of my dog Roxanne while boarding. Roxanne came back very happy! Would book again. Thanks! (more)

from
$38
per night
Confirmed availability: Memorial day
13.
A house is not a home without a dogArnold, MD, 21012
Dog Boarding

Tammy and family did an amazing job! For our first time using a service like this we couldn’t be happier. They took care of our dog (16 weeks old at the time) … (more)

from
$30
per night
14.
Welcome Home, PuppyAnnapolis, MD, 21402
Dog Boarding

Great experience. Even though it was only 1 night, Lisa sent us a picture of our dog and gave us an update that all was well and our dogs were getting along gr… (more)

from
$50
per night
Calendar Recently Updated
15.
Canine's Cozy CottageArnold, MD, 21012
Dog Boarding

Olaf was well taken care of with Sydney. He felt comfortable and enjoyed his stay. I appreciated receiving pictures of him while he was there for an overnight v… (more)

from
$43
per night
Calendar Recently Updated
My husband and I love pets and fun!Arnold, MD, 21012
Dog Boarding, Doggy Day Care

We’ve had our dog stay with Jheannet multiple times and have always had a great experience! Got tons of photos and videos and they were super flexible when a s… (more)

from
$20
per night
Calendar Recently Updated
17.
Max 
Verified Background Check
Love dogs/always playing with dogsAnnapolis, MD, 21401
Dog Boarding

Max was AWESOME! I don’t usually review people but I must say that our dogs didn’t want to leave! He walked them constantly and was sending pictures and videos … (more)

from
$30
per night
Confirmed availability: Memorial day
18.
Home full time with fenced in yardArnold, MD, 21012
Dog Boarding

Kristen was super organized and asked lots of questions to make sure she understood what our Willow needed while we were away, even taking down notes so she wou… (more)

from
$25
per night
Calendar Recently Updated
Home away from home for your dogAnnapolis, MD, 21403
Dog Boarding, Drop-In Visits, Dog Walking

Mary Ellen took fantastic care of my pups! She was very patient and very loving with them. I will definitely be calling on her whenever we need someone to wa… (more)

from
$30
per night
Calendar Recently Updated
20.
We know about doggone good time!Annapolis, MD, 21403
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

We could not be happier with our choice in having Maria and her husband watch our pup Saylor for our weekend getaway. Maria sent pictures multiple times a day o… (more)

from
$30
per night

Rover also offers Dog Boarding in:


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?