Dog Boarding in Chesapeake Beach

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.

Search Results

Confirmed availability: Labor Day
Marissa H.
Trustworthy & experiencedNorth Beach, MD, 20714
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Marissa is a very kind loving energetic dog lover, she has two dogs of her own that she takes dearly care of she takes into the doggy park probably every other … (more)

from
$38
per night
Calendar Recently Updated
Leann D.
2.
Will love your pet like my ownnorth beach, MD, 20714
Dog Boarding, Drop-In Visits, Dog Walking

Leann took great care of Cooper. Kept up updated, sent pictures and even let him sleep with her because that's what he does at home with my kids. Thank you agai… (more)

from
$45
per night
Confirmed availability: Labor Day
Lori W.
3.
Dogs are like family membersChesapeake Beach, MD, 20732
Dog Boarding, Drop-In Visits, Dog Walking

Lori was amazing! Plenty of communication while Jake was there! Multiple pictures and videos daily! Jake was well cared for and got plenty of exercise! Will def… (more)

from
$39
per night
Calendar Recently Updated
Denise S.
4.
VIP (very important pup) sitterNorth Beach, MD, 20714
Dog Boarding, Drop-In Visits

Denise was amazing!! She watched my dog, Cooper, for 5 days while I was out of town. She sent pictures of Cooper’s daily adventures. She was very communicative … (more)

from
$35
per night
Calendar Recently Updated
Brittany P.
Loves dogs of all kindsChesapeake Beach, MD, 20732
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Our dog Chance was well cared for by Brittany and her family. We received texts and photos daily so we could see that our dog was happy and healthy. Will defini… (more)

from
$30
per night
Calendar Recently Updated
6.
I have always loved all animalsHuntingtown, MD, 20639
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Mollie was amazing. She kept me updated with pictures and messages. Lexi seemed so happy and it definitely put us at ease while we were away! I would use Mollie… (more)

from
$40
per night
Calendar Recently Updated
I will spend all day with your dog.Huntingtown, MD, 20639
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Madison was great! She sent us updates and photos the entire time. I could tell my four legged children were loved on just as much as they are at home. I defini… (more)

from
$35
per night
Confirmed availability: Labor Day
8.
I’ve always loved having animalshuntingtown, MD, 20639
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

I am very pleased with the quality of Bentley's 5 night stay with James, his wife and Max. I received daily updates and pictures. Bentley had a great time and… (more)

from
$40
per night
Calendar Recently Updated
Our home, their home!Upper Marlboro, MD, 20772
Dog Boarding, Doggy Day Care

Lynette & Vincent H are the perfect pet parents! My two terriers felt right at home when I dropped them off. No anxiety when I left. They were parading around … (more)

from
$42
per night
10.
Eastport Doggie B&B!Annapolis, MD, 21403
Dog Boarding, Drop-In Visits

Elaine was so wonderful! She sent me texts and photos of my doggies and one of them slept in her bed with her, just like at home. My dogs had a great time exp… (more)

from
$35
per night
Confirmed availability: Labor Day
11.
Will Love your dogs like my own!!Shady Side, MD, 20764
Dog Boarding, Doggy Day Care

My dog had an amazing time at Allie’s house! She was so welcoming and made him feel like a member of her family! He even slept in bed with her son. Thank you so… (more)

from
$55
per night
Confirmed availability: Labor Day
Pets leave Paw Prints on our Heart!Hughesville, MD, 20637
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

The best! I know my pets are very taken care of with Caroline. Always responsive (within second) of a text or request. As always, the best in Southern Maryland (more)

from
$45
per night
Confirmed availability: Labor Day
Allow me to care for your fur baby.Waldorf, MD, 20601
Dog Boarding, Doggy Day Care

Patricia took EXCELLENT care of my little dude!!! We had a meet-n-greet before Logan boarded and the connection was instant! While he was in her care, I recei… (more)

from
$35
per night
Your pup's home away from home.Brandywine, MD, 20613
Dog Boarding, Doggy Day Care

Shoshanna was great. Her two dogs were really friendly. There were no issues introducing my dog into the group. They all got along and played like old friends. … (more)

from
$35
per night
Calendar Recently Updated
15.
Experienced & caring pet loverHuntingtown, MD, 20639
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Julia is one of the most gentle and determined persons I have ever met. If she says she is going to do something, count on it. I have never seen her lose her te… (more)

from
$31
per night
Confirmed availability: Labor Day
Wanting to share our fenced in backSherwood, MD, 21665
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking
10 years of experience

About: We have had our dog for over 10 years now and have welcomed many fosters (both dogs and cats) throughout the years into our home We work 5 minutes… (more)

from
$35
per night
Calendar Recently Updated
17.
Ann 
Verified Background Check
Rover 101
Comfortable with pets big and smallHarwood, MD, 20776
Dog Boarding, Drop-In Visits, Doggy Day Care

Ann watches my dog every time I go out of a town! She sends pictures and daily updates and I can tell my dog loves staying with Ann and her family. I'm sooo tha… (more)

from
$49
per night
18.
A lifetime of experience!Dunkirk, MD, 20754
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Keith and Ruth took great care of our dogs. We were nervous about leaving our puppy for the first time but instantly we knew we were in good hands. Constant com… (more)

from
$40
per night
19.
Above & BEEyond Pet Care SolutionsAQUASCO, MD, 20608
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Melissa and her family were welcoming of our two very different dogs, Sasha, who takes over any place she visits, and our very fearful Pyrenee mix, Skye. Comm… (more)

from
$40
per night
Home all day great at spoiling!Shady Side, MD, 20764
Dog Boarding

Elizabeth took amazing care of our puppy. She sent pictures twice a day showing us how happy and well cared for our puppy was. Thank you, Elizabeth! (more)

from
$45
per night

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 Chesapeake Beach 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 Chesapeake Beach, 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 Chesapeake Beach, MD.

If you need to book a great dog sitter on the go, you'll love the Rover dog boarding app. You can browse hundreds of pre-reviewed, trusted dog sitter in minutes from your phone, and rebook your favorite sitter with just a few taps. You'll get photo updates from your dog sitter which can be shared via the Rover dog boarding app in real time, and the app's cashless payment feature allows you to pay your dog sitter easily and securely, without worrying about cash, checks or tips.

You'll also be able to relax when it comes to price, because the cost of dog boarding in Chesapeake Beach, MD is surprisingly reasonable. No matter your budget or lifestyle, there's a dog sitter on Rover to match your wallet. Wondering how much most people pay for Rover dog boarding services? The average dog boarding rates will give you a good sense of what to expect before checking out the individual dog sitters' hourly rates.

In short, when you use Rover to find a dog sitter in Chesapeake Beach, MD, you can rest easy knowing that your dog is having a great time.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?