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

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: Brittany P.
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Sitter Profile Image: Brittany P.
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2. 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
86 reviews
35 repeat clients
from
$35
per night

We could not have been more happy with Charlee’s care! Brittany & her family treated Charlee like there own. Brittany sent updates with pictures every day & evening. I would highly recommend her to my family & friends!

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Sitter Profile Image: Amy P.
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Sitter Profile Image: Amy P.
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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
9 reviews
2 repeat clients
from
$30
per night

Amy was absolutely wonderful! My dogs loved her and the rest of her family! The photos and videos that we received were adorable. She treats our pets as her own, I never had to worry about them and they had a blast! I will definitely be going back to Amy for any future trips. I highly recommend her to anyone looking for a highly reliable, kind, compassionate and pet loving individual.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Mason W.
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Sitter Profile Image: Mason W.
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4. 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....

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

We called Bianca a few hours if that prior to a spontaneous trip. She graciously accepted and took care of our dog wonderfully. Her daughter walked our dog and was great too! We will be contacting Bianca for any future trips! Highly recommended!

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Sitter Profile Image: Wanna & Joseph S.
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Sitter Profile Image: Wanna & Joseph S.
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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

If we could give more than 5 stars, we would. This was our first time booking through Rover and Wanna and Joseph were amazing. They gave our dog so much love and care, while keeping us updated throughout her stay. We can't praise them enough and were so grateful to leave our dog in such caring, capable and loving hands.

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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

Thank you Elizabeth, for taking such great care of our boy Max. He requires extra attention due to his separation anxiety. You treated him like he was your own, allowing him to be a lap dog as big as he is. He loves to be next to people. You provided us with pictures and updates on how he was doing. We enjoyed our trip, knowing he was being well taken care of. Elizabeth, you went out of your way to help us stay calm when our flight was significantly delayed. We will definitely use your services again.

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Sitter Profile Image: Kelly & Maurice G.
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Sitter Profile Image: Kelly & Maurice G.
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8. Kelly & Maurice G.

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

5 star service yet again!! Our family loved Kelly & Maurice’s care for Penny we rebooked for a stay a month later. I can’t say enough good things! This was the longest we’d ever been away from our pup, but it almost seemed like she didn’t miss us lol. She came back happy and well taken care of. Penny loves this family and it seems like she was on vacation too lol. They’ll have a forever client in us ❤️

Sitter Profile Image: Amanda D.
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Sitter Profile Image: Amanda D.
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9. 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
3 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.
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Sitter Profile Image: Alex S.
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10. 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!!

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Sitter Profile Image: Dana H.
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Sitter Profile Image: Dana H.
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11. Dana H.

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!!

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Sitter Profile Image: Bradley & Lyndsey W.
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Sitter Profile Image: Bradley & Lyndsey W.
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12. Bradley & Lyndsey W.

Rover 101
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: Kellie P.
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Sitter Profile Image: Kellie P.
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13. 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!

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Sitter Profile Image: Martin O.
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Sitter Profile Image: Martin O.
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14. Martin O.

I care for dogs.
Huntingtown, MD, 20639
6.2 mi. away
Boarding
15 years of experience
from
$31
per night

About: Dog friendly family. Who has two dogs and can't think what life would be without my fur babies. Growing up I have always had at least one dog in our home. I work full time from home. I would get up let them out then feed them and then take dogs for short maybe 1 mile walk. Then around lunch time let them back out. Then around 4 weather permitting do another walk or possibly playing in large field by the house. I would try to follow whatever schedule the client asked for. I would like to keep their animal in their same routine if possible. Thanks

Sitter Profile Image: Johanna J.
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Sitter Profile Image: Johanna J.
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15. 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!!!

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Sitter Profile Image: Donna G.
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Sitter Profile Image: Donna G.
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16. 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

I appreciate the care Donna provided to Chloe! She seemed to be very happy when I picked her up. I also valued how she took her time introducing her dogs to Chloe to see how their temperaments would be with one another. It also made me comfortable that there was a small group of dogs in the home during her stay. I would definitely rebook with Donna to care for Chloe!

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.!

Sitter Profile Image: Elaine Y.
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Sitter Profile Image: Elaine Y.
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18. Elaine Y.

Rover 101
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 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 exploring her backyard with her doggie. She was very professional and communicated well and promptly, so I felt very comfortable leaving my dogs with her. She said that she just did a lot of snuggling with my dogs, which makes me so happy because it is their favorite activity. I hope to rebook with her again!

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Sitter Profile Image: Selena Sikalis
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Sitter Profile Image: Selena Sikalis
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19. Selena Sikalis

Selena the dog whisper
Edgewater, MD, 21037
13.4 mi. away
Boarding, Dog Walking
5.0 out of 5 stars
24 reviews
12 repeat clients
from
$45
per night

Selena has hosted our dog twice and has been great. She communicates with us promptly and sends photos during the stay. We would definitely board with her again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Kristy R.
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Sitter Profile Image: Kristy R.
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20. 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.

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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?

  • 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.

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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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