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!

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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

BRITTANY AND HER FAMILY MADE US AND OUR FUR BABY VERY COMFORTABLE. not only did she Initiate a meet a greet too make sure she was a good fit for our dog she was ready with all the right questions regarding his care. She sent pictures and updates regularly making us very at ease leaving him for a week! We will definitely be using Brittany again for care in the future!

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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.

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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 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.

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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
116 reviews
63 repeat clients
from
$36
per night

Bianca is a great sitter. She is very accommodating and considerate of Lowdown's needs. He really enjoys spending time with Bianca, Pepper and the rest of her family.

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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

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
159 reviews
44 repeat clients
from
$45
per night

My fur baby had a wonderful time with Kelly and her family. Kelly shared plenty of pictures and updates throughout the day, which I appreciated. She took wonderful care of my pup. Kelly is so kind and sweet, we'd definitely use her services again!

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

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.

Sitter Profile Image: Kellie P.
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Sitter Profile Image: Kellie P.
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12. 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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13. 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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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!!!

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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15. 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 watched our dog while we were out of town for 7 nights in their home and my dog had so much fun!! I got multiple pictures every day and could have complete trust in their ability to care for my pet with love! They were very responsive and understanding! Highly recommend

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Sitter Profile Image: Kristy R.
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Sitter Profile Image: Kristy R.
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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.

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Sitter Profile Image: Donna G.
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Sitter Profile Image: Donna G.
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17. 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 am so happy I found Donna. Donna is amazing! She treated my fur baby Pixie as if she was her own. Donna kept me up to date daily with pictures and videos. I can tell Pixie was so happy with Donna. She is genuine and has great energy. She is a dog lover! This is my first time using the rover app. Pixie looked so sad driving home leaving Donna. I look forward to many more stays for Pixie with Donna. Thank you so much, words cannot express how appreciative I am, you took such great care of Pixie. 🫶🫶🫶

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 fabulous! We had never left our dog, Palo, for more than a day and we left him with Elaine for 3 weeks and felt so good about it. She is so easy with her dogs and seems to really love them. We got wonderful reports and pictures about Palo. Palo really enjoyed his stay and will definitely come back to see Elaine!

Sitter Profile Image: Sierra S.
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Sitter Profile Image: Sierra S.
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19. Sierra S.

Loving pet sitter, w/ flexible hrs
Deale, MD, 20751
6.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$31
per night

Sierra always watches are lab when we go on vacation or have to leave town. It’s nice to be able to leave Boaz with a friendly face instead of in a kennel. We have used her the last couple years and will continue to use her. Morgan

Sitter Profile Image: Kim B.
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Sitter Profile Image: Kim B.
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20. 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

Kim was great! Her dog got along well with my dog, Stella. Kim took Stella to the dog park and on multiple walks. She was very accommodating when our friends picked up Stella instead of myself. I would definitely recommend Kim!

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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?

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