Dog Boarding in Chesapeake Beach

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Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Denise S.
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Sitter Profile Image: Denise S.
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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

Pax had another fun time staying with Denise and Andy. He couldn’t wait to get into her home when we arrived and scratched at the door to get in. I will definitely try to rebook with her in the future.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Amy P.
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Sitter Profile Image: Amy P.
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2. 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
14 reviews
4 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.
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Sitter Profile Image: Brittany P.
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3. 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
89 reviews
35 repeat clients
from
$35
per night

Brittany and her family are always warm and welcoming. Our Bailey ALWAYS gets the BEST care from Brittany and we are extremely thankful. We have had many Rover's in the past and Brittany is, by far, the best we've ever had care for our Bailey. Highly recommend her loving home!

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Sitter Profile Image: Wanna & Joseph S.
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Sitter Profile Image: Wanna & Joseph S.
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4. 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 Joseph kept our dog, Harvey, while we went on a week-long family trip. They kept him comfortable, took him on walks, cuddled with him, and sent us lots of pics and messages. We felt really at ease knowing our pup was safe and in good hands.

Sitter Profile Image: Bianca T.
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Sitter Profile Image: Bianca T.
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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 is the absolute best! My dog Amelia instantly feels at home with her. And she contacts me with any issues that arrive immediately, as well as, sends me picture updates.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mason W.
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Sitter Profile Image: Mason W.
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6. 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....

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Sitter Profile Image: Elizabeth G.
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Sitter Profile Image: Elizabeth G.
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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.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Alex S.
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Sitter Profile Image: Alex S.
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8. Alex S.

Alex's Pet Haven
Owings, MD, 20736
4.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
6 reviews
from
$35
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!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kelly & Maurice G.
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Sitter Profile Image: Kelly & Maurice G.
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9. Kelly & Maurice G.

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

This family gets an A plus for professionalism. I felt like I was really leaving my dog with a family member. They kept us up to date with all my dogs daily fun. I would book again in a heartbeat

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Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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10. 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
5 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!

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Sitter Profile Image: Kellie P.
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Sitter Profile Image: Kellie P.
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11. 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!

Sitter Profile Image: Dana H.
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Sitter Profile Image: Dana H.
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12. 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

I would love to keep Dana as my secret if I could! To be honest she treats Shilah better than I do. Dana cares for him like she does her own dogs. I can’t imagine leaving him anywhere except with Dana when I travel! She’s the best!!

Sitter Profile Image: Johanna J.
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Sitter Profile Image: Johanna J.
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13. 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!!!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Bradley & Lyndsey W.
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Sitter Profile Image: Bradley & Lyndsey W.
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14. 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
115 reviews
18 repeat clients
from
$30
per night

We would leave our four legged babies with this family 1,000x over! Post-COVID left us all a little more attached to the furry family members that we were able to spend so much time with, and leaving for even a fun vacation can be emotionally straining. Bradley and Lyndsey 100% put that at bay for us. They kept contact throughout the stay, updated with pictures as often as they could, and even we’re flexible enough to work with our schedules when we desperately needed it. They have a totally pup friendly home, while still being able to keep boundaries to make sure our pups were safe. Would recommend them over any sitter we’ve ever used. 1,000/10.

Sitter Profile Image: Kim B.
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Sitter Profile Image: Kim B.
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15. 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
93 reviews
57 repeat clients
from
$50
per night

Kim was great. She is a dog lover and cares for animals truly. We had a pre-meeting which was helpful because she got to see our Bloo and I got to meet her before we went away for the weekend. She also sent photos at least once a day. This was our first time using Rover and I am very happy we found Kim and we will use her again.

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Sitter Profile Image: Elaine Y.
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Sitter Profile Image: Elaine Y.
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16. 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

Elaine is a great sitter! So glad I found her on Rover. She did a great job with my dog and she sent the best pictures! I will definitely book with her again if she's available.

Sitter Profile Image: Julia F.
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Sitter Profile Image: Julia F.
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17. 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.!

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Sitter Profile Image: Elena D.
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Sitter Profile Image: Elena D.
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18. 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: Felicia M.
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Sitter Profile Image: Felicia M.
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19. Felicia M.

Unlimited play, hugs, and belly rub
Upper Marlboro, MD, 20772
15.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
46 reviews
12 repeat clients
from
$40
per night

Felicia and her dogs were really nice host for Maxx. He stayed for 5 nights and Felicia keep us updated with photos and text everyday multiple times a day. We'll definitely use her services again. Thank you Felicia!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Angela P.
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Sitter Profile Image: Angela P.
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20. Angela P.

Pets Are Part Of The Family
Dunkirk, MD, 20754
6.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$32
per night

Angela and her family were absolutely amazing. Major loved her dogs and they were such a sweet and loving family. They constantly kept me updated with pictures and reassured me that he was being well taken care of. Will definitely use them in the future, Major had so much. They also left a super cute bag of treats as a departing gift!

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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

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Why choose Rover?

  • Cashless payments

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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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    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?

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