Dog Boarding in Chesapeake Beach

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

Search

Loving dog sitters in your neighborhood

Search Results

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Denise S.
Verified Enhanced Background Check
Sitter Profile Image: Denise S.
Verified Enhanced Background Check

1. Denise S.

All Pets Are VIPs
North Beach, MD, 20714
1.6 mi. away
Boarding
5.0 out of 5 stars
19 reviews
9 repeat clients
from
$48
per night

Denise was absolutely fantastic. Our dog Winnie had a blast with her doggo. Denise was very responsive to any messages, sent daily pictures, and overall was great. Will definitely use her again for boarding as we travel!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mason W.
Verified Enhanced Background Check
Sitter Profile Image: Mason W.
Verified Enhanced Background Check

2. Mason W.

Love dogs and taking care of animal
Chesapeake Beach, MD, 20732
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$35
per night

Mason was wonderful with my 3 fur babies! He provided pics and updates and answered any questions I had while they were there. I will definitely use him again....

Calendar Recently Updated
Sitter Profile Image: Amy P.
Verified Enhanced Background Check
Sitter Profile Image: Amy P.
Verified Enhanced Background Check

3. Amy P.

Life is better with all the dogs!
Owings, MD, 20736
4.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
11 reviews
2 repeat clients
from
$30
per night

Amy and her family took such good care of our Sully girl! She played hard all weekend and Amy helped get rid of the matting that got away from me. She sent us regular updates and I always knew she was in great hands. We’ll be leaning in Amy again!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Brittany P.
Verified Enhanced Background Check
Sitter Profile Image: Brittany P.
Verified Enhanced Background Check

4. Brittany P.

Loves animals of all kinds
Chesapeake Beach, MD, 20732
1.4 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
87 reviews
35 repeat clients
from
$35
per night

Brittany and her family are first class pet sitters! They are very thorough with ensuring they gather your pet’s info, so they can best care for your pet. Brittany also provides nightly updates and pictures so you know your pet is doing well. Their family was warm and welcoming to our Aussie and the kids did their best to tire her out and play with her. We trust our dog with them and have used them multiple times. Thanks for taking such good care of our furry baby!

Sitter Profile Image: Bianca T.
Verified Background Check
Sitter Profile Image: Bianca T.
Verified Background Check

5. Bianca T.

Rover 101
Perfection Paw Your Dogs Are Family
Sunderland, MD, 20689
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
117 reviews
63 repeat clients
from
$36
per night

Bianca took such wonderful care of our dog! This was our first time having a sitter and she was very reassuring and responsive. She's very communicative and made sure to plenty of take photos, which I appreciated. Her whole family made Kiki feel at home, with lots cuddles!

Calendar Recently Updated
Sitter Profile Image: Wanna & Joseph S.
Verified Enhanced Background Check
Sitter Profile Image: Wanna & Joseph S.
Verified Enhanced Background Check

6. Wanna & Joseph S.

Experienced dog/puppy foster
Sunderland, MD, 20689
3.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
23 reviews
5 repeat clients
from
$55
per night

Wanna and Joe are simply amazing dog boarders! My Marli literally love being with them. They are true pet lovers. They will always be my first choice for dog boarding.

Calendar Recently Updated
Sitter Profile Image: Elizabeth G.
Verified Enhanced Background Check
Sitter Profile Image: Elizabeth G.
Verified Enhanced Background Check

7. Elizabeth G.

I will love your pets like you do!
HUNTINGTOWN, MD, 20639
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
14 reviews
3 repeat clients
from
$35
per night

Liz was wonderful with my dog over the weekend, providing attentive care and updates. I returned to a happy and well-cared-for pup. Would definitely trust her again.

Calendar Recently Updated
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check
Sitter Profile Image: Amanda D.
Verified Enhanced Background Check

8. Amanda D.

Hi there!
North Beach, MD, 20714
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
4 reviews
1 repeat client
from
$60
per night

What an amazing person! From the moment we met, I knew she was perfect! my puppies are shy, and it took very little time for them to gravitate towards her. She is so calm, sweet and so confident - It makes the stress of leaving your dogs disappear. She opened up her world to my puppies for the weekend. I will 100% use her again. When we picked the puppies up, they were happy, calm and content. I could tell she spent a ton of time with them. I was so worried about leaving them for the first time and they could care less. You can tell she loves animals and she enjoys doing this as a side hustle. I will be a loyal, repeat customer!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alex S.
Verified Enhanced Background Check
Sitter Profile Image: Alex S.
Verified Enhanced Background Check

9. Alex S.

Purrfect Fur Baby Sitter
Owings, MD, 20736
4.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
5 reviews
from
$20
per night

We traveled here from out of state. I was so scared because this was the first time my pup has ever had a sitter but we will definitely be rebooking in the future! Alex was amazing with communication, I received photos and videos and she didn’t hesitate to respond to my many texts! She was also friendly with me having a later arrival than originally planned. Really glad I found her!!

Calendar Recently Updated
Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check
Sitter Profile Image: Kelly & Maurice G.
Verified Enhanced Background Check

10. Kelly & Maurice G.

Quality Care & Love For Dogs
Upper Marlboro, MD, 20774
16.2 mi. away
Boarding
5.0 out of 5 stars
167 reviews
48 repeat clients
from
$45
per night

I will forever be a repeat client of Kelly and Maurice. They are so reliable! Not only does your dog feel cared for while at their home, but they are super responsive, friendly, courteous and send numerous pics and videos throughout the day.

Sitter Profile Image: Dana H.
Verified Enhanced Background Check
Sitter Profile Image: Dana H.
Verified Enhanced Background Check

11. Dana H.

Star Sitter
Caring for pets for over 30 years
Tracys Landing, MD, 20779
6.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
21 reviews
3 repeat clients
from
$65
per night

Dana was an amazing host for our boy. She was responsive and accommodating prior to and during his stay with her. She sent lots of pictures and updates during the stay, which made us feel very comfortable being away from him. Highly recommended and would use her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bradley & Lyndsey W.
Verified Enhanced Background Check
Sitter Profile Image: Bradley & Lyndsey W.
Verified Enhanced Background Check

12. Bradley & Lyndsey W.

Rover 101
Star Sitter
Let us spoil your fur-baby
Shady Side, MD, 20764
10.6 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
114 reviews
18 repeat clients
from
$30
per night

Bradley and Lyndsey were awesome! We would love to stay with them again and would highly recommend to anyone else. They asked lots of questions during pre-visit and our dogs all got along very well. They kept us up to date during our trip with pictures and texts. Communication was great and they were very accommodating with our drop off and pick-up times. We have a senior dog that they gave a lot extra love to which is always appreciated.

Sitter Profile Image: Julia F.
Verified Background Check
Sitter Profile Image: Julia F.
Verified Background Check

13. Julia F.

Experienced & caring pet lover
Huntingtown, MD, 20639
4.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$35
per night

Julia F. was terrific taking care of our dog Caesar! He can be a little nervous in new environments but it was clear she made CZ feel right at home. Got great pics/comms throughout our trip, and when we were unexpectedly delayed, Julia was very understanding! Many thanks, Julia F.!

Sitter Profile Image: Johanna J.
Verified Enhanced Background Check
Sitter Profile Image: Johanna J.
Verified Enhanced Background Check

14. Johanna J.

Help is just around the corner!
Chesapeake Beach, MD, 20732
1.2 mi. away
Boarding
5.0 out of 5 stars
1 review
from
$38
per night

Excellent experience! We had to make some changes and she was very flexible!! She was very sweet!!!

Sitter Profile Image: Kellie P.
Verified Enhanced Background Check
Sitter Profile Image: Kellie P.
Verified Enhanced Background Check

15. Kellie P.

Reliable, experienced pet owner
Prince Frederick, MD, 20678
7.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
2 reviews
from
$40
per night

Kellie and her family took good care of our dog, as was evident by the pictures of her playing ball, going on walks, and having a good time with her children and pets. Highly recommend!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristy R.
Verified Enhanced Background Check
Sitter Profile Image: Kristy R.
Verified Enhanced Background Check

16. Kristy R.

Experienced Rescuer/Caretaker/Owner
Owings, MD, 20736
5.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$80
per night

We feel so lucky to have found Kristy! Our dog spent a long weekend with Kristy and her crew. She sent pictures and updates throughout Andy's stay. When we went to pick him up, we got to observe him before he saw us. He looked so happy and relaxed! We couldn't ask for better and will not hesitate to contact Kristy the next time we head out of town.

Calendar Recently Updated
Sitter Profile Image: Elena D.
Verified Enhanced Background Check
Sitter Profile Image: Elena D.
Verified Enhanced Background Check

17. Elena D.

Professional care for your pets.
Churchton, MD, 20733
7.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
7 reviews
1 repeat client
from
$60
per night

Elena was the best dog sitter we’ve ever had! She was so kind and communicative the entire time my pups stayed with her. From the photos she sent us during their stay, it was clear our dogs had such a great time with Elena and were so comfortable at her house. She did an excellent job and we can’t recommend her enough!

Sitter Profile Image: Kim B.
Verified Enhanced Background Check
Sitter Profile Image: Kim B.
Verified Enhanced Background Check

18. Kim B.

FUN DOG SITTER AVAILABLE!!!
Churchton, MD, 20733
7.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
91 reviews
57 repeat clients
from
$50
per night

I am SO glad I found Kim! She watched my dog, Lucy, for a week while I had a bunch of family in town and a house too small for so many people and a dog. Lucy loved Kim and her sweet dog, Calvin. I got daily pictures of Lucy relaxing, going for walks, or playing. She is a rescue pup with a history of trauma, and Kim was really sweet and patient as Lucy warmed up to her for the first few minutes she was at her house. Kim's kindness was awesome, and I'll definitely be using her again! Thanks, Kim!

Sitter Profile Image: Elaine Y.
Verified Background Check
Sitter Profile Image: Elaine Y.
Verified Background Check

19. Elaine Y.

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

Buffy and Jeffrey love spending time at Elaine's! She communicates so well and takes such good care of my fuzzy ones. I am so glad we found her!

Calendar Recently Updated
Sitter Profile Image: Donna G.
Verified Enhanced Background Check
Sitter Profile Image: Donna G.
Verified Enhanced Background Check

20. Donna G.

Loving & trusting care for your pet
Upper Marlboro, MD, 20774
16.3 mi. away
Boarding
5.0 out of 5 stars
39 reviews
17 repeat clients
from
$42
per night

Very pleasant and inviting! Cared for my big boy Adonis like he was her own. I really appreciated the video and photograph check-ins throughout his stay with her. It was definitely comforting with it being my first time leaving him with a sitter. I definitely recommend her home and her care for your fur babies!

RoverProtect

Over 80 million pet care services have been booked by our community of loving pet people

  • Trusted pet sitters & walkers
  • 24/7 support
  • The Rover Guarantee
  • Secured messaging & photos

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.

Chesapeake Beach Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Chesapeake Beach are rated on average 5 out of 5 stars based on 104 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 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?

Find a loving dog sitter to watch your dog overnight at their home.
Add dates for the most accurate results
Find a dog sitter