Dog Boarding in Chesapeake Beach

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Sitter Profile Image: Denise S.
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Sitter Profile Image: Denise S.
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1. Denise S.

Star Sitter
One-to-one care
North Beach, MD, 20714
1.6 mi. away
Boarding
from
$51
per night
5.0 out of 5 stars
27 reviews
11 repeat clients
Profile image

My dog Moon loved his visit with Denise and her dog Andy. Decent size fenced in yard for play, which my dog loved. Updates and pictures were sent. Moon even ate his food while there which he rarely does even for his normal sitter. I should mention she is very accommodating. I was a last minute request and my hours for pickup and drop-off were odd. Would definitely use Denise again.

Availability updated today
Confirmed availability for Easter Weekend
Sitter Profile Image: Lori W.
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Sitter Profile Image: Lori W.
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2. Lori W.

Rover 101
Dogs are like family members
Chesapeake Beach, MD, 20732
1.5 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$45
per night
5.0 out of 5 stars
69 reviews
28 repeat clients
Profile image

Lori, is wonderful! She cared for my little Sienna as if she were her own. She provided several updates daily including photos. I was always informed of Sienna’s activities. I’ll absolutely book Lori again!

Availability updated 10 days ago
Sitter Profile Image: Faith M.
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Sitter Profile Image: Faith M.
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3. Faith M.

Hi! Animals love me and I love them
Chesapeake Beach, MD, 20732
0.6 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$40
per night
5.0 out of 5 stars
10 reviews
1 repeat client
Profile image

Faith was a great find for watching Tank! From the moment Tank met Faith at the meet & greet a few days beforehand, he was excited to be with her. When I dropped him off, I knew he was in good hands. I highly recommend Faith. Only recommendation is for her to send more pics to tge owner without having to be prompted.

Availability updated 4 months ago
Sitter Profile Image: Brittany P.
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Sitter Profile Image: Brittany P.
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4. Brittany P.

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

Brittany and family were amazing with our pups! Daily status updates with pictures and on everyone I can just tell they had a blast. Will DEFINITELY be booking again!!

Availability updated 11 days ago
Sitter Profile Image: Kristine A.
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Sitter Profile Image: Kristine A.
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5. Kristine A.

Fur-Friendly Paradise: Happy Paws!
North Beach, MD, 20714
1.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$30
per night
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

Kristine is top notch and we appreciate the professionalism and personal care. Daily updates and photos or videos were invaluable as we vacationed overseas. Grateful.

Availability updated 3 days ago
Sitter Profile Image: Bianca T.
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Sitter Profile Image: Bianca T.
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6. Bianca T.

Rover 101
Star Sitter
Perfection Paw Your Dogs Are Family
Sunderland, MD, 20689
3.8 mi. away
Boarding, Drop-In Visits
from
$37
per night
5.0 out of 5 stars
125 reviews
72 repeat clients
Profile image

After interviewing 4 other families, my babies picked Bianca & I was very pleased. This was their first time staying with any non-family and they did great! Bianca sent updates & pictures and that relieved my mind. I will use her again!

Availability updated 9 days ago
Sitter Profile Image: Leann D.
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Sitter Profile Image: Leann D.
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7. Leann D.

Will love your pet like my own
north beach, MD, 20714
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
3 reviews
Profile image

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 again for taking care of our pup ❤️

Availability updated today
Sitter Profile Image: Tyler G.
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Sitter Profile Image: Tyler G.
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8. Tyler G.

Safe fun home for pets to relax
Deale, MD, 20751
6.4 mi. away
Boarding
from
$50
per night
5.0 out of 5 stars
3 reviews
1 repeat client
Profile image

Lovely couple with a baby and a toddler. Buffy had to warm up to Parker, their German Shepherd but I hear it went well. Tyler and wife watched Buffy on a holiday, July 4th. They were very gracious when I requested an itinerary change. I felt like they were really attuned to Buff-dog. Will definitely ask again for their assistance.Highly recommend.

Availability updated 3 days ago
Sitter Profile Image: Catherine M.
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Sitter Profile Image: Catherine M.
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9. Catherine M.

Rover 101
Spend the weekend in the dog pile!
Chesapeake Beach, MD, 20732
4.6 mi. away
Boarding, Drop-In Visits
from
$30
per night
1 review

I can't think of anyone better than Cate to be a loving pet caregiver. She's responsible, attentive, and always puts her dogs' needs first, ensuring they’re well-fed, exercised, and comfortable. Her caring nature extends to all pets she cares for, offering them the love and attention they deserve. Not only is she incredibly trustworthy, but she also keeps everything clean and organized, making sure the pets have a safe and pleasant environment. Any pet would be lucky to have Cate as a caregiver!

Availability updated today
Sitter Profile Image: Elizabeth G.
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Sitter Profile Image: Elizabeth G.
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10. Elizabeth G.

Star Sitter
I will love your pets like you do!
HUNTINGTOWN, MD, 20639
6.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care
from
$40
per night
5.0 out of 5 stars
32 reviews
8 repeat clients
Profile image

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.

Availability updated 11 days ago
Sitter Profile Image: Kim B.
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Sitter Profile Image: Kim B.
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11. Kim B.

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

Kim did a really great job with taking care of my dog. She is warm and welcoming and did her best to make Millie feel at home. She put up with some odd requests that I made and did it with a smile. Her dog Calvin kept Millie company even when she was a bit homesick. I most definitely hope to use her services again whenever I need somewhere safe and wonderful for Millie to stay.

Availability updated 2 days ago
Sitter Profile Image: Kelly & Maurice G.
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Sitter Profile Image: Kelly & Maurice G.
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12. Kelly & Maurice G.

Star Sitter
Quality Care & Love For Dogs
Upper Marlboro, MD, 20774
16.2 mi. away
Boarding, Doggy Day Care
from
$45
per night
5.0 out of 5 stars
268 reviews
72 repeat clients
Profile image

This was my first time booking with Kelly and Maurice! Great Service!! They definitely decreased my anxiety. Great service will be using them in the future.. 😊

Availability updated 2 days ago
Confirmed availability for Easter Weekend
Sitter Profile Image: Stephanie M.
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Sitter Profile Image: Stephanie M.
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13. Stephanie M.

Custom care for every pet
Huntingtown, MD, 20639
5.1 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$35
per night
5.0 out of 5 stars
25 reviews
5 repeat clients
Profile image

Stephanie is amazing! Absolutely will use her again. Albus had such a great time with her family and with Blaze! She sent photos and updates often. I love how organized her routine is and fit well with our lifestyle. She is the best!!!

Availability updated today
Sitter Profile Image: Kristy R.
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Sitter Profile Image: Kristy R.
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14. Kristy R.

Experienced Rescuer/Caretaker/Owner
Owings, MD, 20736
5.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$75
per night
5.0 out of 5 stars
20 reviews
4 repeat clients
Profile image

Kristy helped our dog Willow and us feel comfortable about her overnight stay. We received updates and pictures letting us know that Willow was doing great and having fun. Kristy has wonderful experience in boarding all personalities and types of dogs. We will definitely use her again.

Availability updated 13 days ago
Sitter Profile Image: Siobhan H.
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Sitter Profile Image: Siobhan H.
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15. Siobhan H.

Retired Nurse
chesapeake beach, MD, 20732
0.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5.0 out of 5 stars
1 review

About: i’ve been a dog owner and pet sitter for 30 years but now that I’m retired from Johns Hopkins Hospital I have some more time to do this officially my history of taking care of dogs was mostly friends and families aside from my own pets… I live in Chesapeake Beach and love taking dogs on walks to Brownies Beach and the Chesapeake Trail… I have a huge fenced in yard. Perfect for dogs to play. I currently am retired from Johns Hopkins Hospital and owned to Airbnb that keep me busy but not busy enough and that’s why I’ve chosen to add Rover my home is the perfect set up for pets being there is a doggie door and a huge fenced in yard. Dogs will get walked at least once every four hours and will always be in my care.

Availability updated 53 days ago
Sitter Profile Image: Dana H.
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Sitter Profile Image: Dana H.
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16. Dana H.

Star Sitter
Caring for pets for over 30 years
Tracys Landing, MD, 20779
6.6 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$75
per night
5.0 out of 5 stars
22 reviews
5 repeat clients
Profile image

This was my dog's first Rover experience and it was perfect! Dana's place is securely fenced to let the dog have lots of safe exercise. Our big dog spent five days with Dana and was happy and healthy when we picked him up. Dana was very accommodating on timing (over a holiday weekend) and pickup arrangements. I definitely recommend her!

Availability updated 4 months ago
Sitter Profile Image: Olivia O.
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Sitter Profile Image: Olivia O.
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17. Olivia O.

Your pups perfect walk awaits!
Chesapeake Beach, MD, 20732
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$31
per night
5 years of experience

About: I have taken care of my own dogs for a long time taking them on walks, feeding them, checking their health, and including enrichment for them. I am cured working somewhere part time however if you let me know in advance I can change or edit my schedule depending on the week. I have a fenced yard in my home where I watch my dog carefully. When I take my dog on a walk I am very cautious of our surroundings including other dogs, people, cars, etc.

Availability updated 33 days ago
Sitter Profile Image: Madalyn M.
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Sitter Profile Image: Madalyn M.
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18. Madalyn M.

Join our pack!
Dunkirk, MD, 20754
6.8 mi. away
Boarding, Doggy Day Care, Dog Walking
from
$35
per night
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

I cannot recommend Maddie enough! She watched our dog, Jameson, for a little over a week during Thanksgiving and went above and beyond in every way. From the start, it was clear she genuinely loves and understands dogs. She kept me updated with frequent pictures, videos, and messages, which made it so much easier to be away from Jameson. One thing I especially appreciated was how she allowed Jameson to socialize with other dogs during his stay. He’s still relatively new to us, so we’re still learning each other, but it’s clear now he thrives on interaction, and she ensured he had safe and fun playtime with the other dogs. It was heartwarming to see how much fun he was having while we were gone. Here’s the most amazing part: After spending so much time with JameO and seeing how much joy he brought into her home, Maddie decided to get a puppy of her own for her family! It’s such a testament to her love for animals, and I couldn’t be happier for her. When we came back, Jameson was happy, healthy, and relaxed—it was like he had his own mini-vacation! If you’re looking for a trustworthy, communicative, and caring dog sitter, Maddie is hands down the best choice. Thank you, Maddie, for treating Jameson like one of your own and for being so incredible!

Availability updated 42 days ago
Sitter Profile Image: Tracey B.
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Sitter Profile Image: Tracey B.
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19. Tracey B.

Reliable and trustworthy
North beach, MD, 20714
1.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$85
per night
5.0 out of 5 stars
4 reviews

Tracey is a very loving and caring pet parent she treats all animals with respect and make sure they are well taken care of. I have two dogs, two cats, and tropical bird that i would trust her with. Should you need someone to trust and rely on you would do best to have Tracey taking care of your fur babies.

Availability updated yesterday
Sitter Profile Image: Mark B.
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Sitter Profile Image: Mark B.
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20. Mark B.

Star Sitter
7 acres of dog on fun!!!
Upper Marlboro, MD, 20774
16.5 mi. away
Boarding, Doggy Day Care
from
$60
per night
5.0 out of 5 stars
47 reviews
17 repeat clients
Profile image

Mark did a great job in keeping our dogs while we were away on vacation during the Christmas holiday. He has a large open property in rural Maryland, which allows the dogs room to walk, play and just be outside. He is great to work with on scheduling the stay and great with scheduling drop off and pick up times. Our dogs seem to enjoy their time with Mark and his family and are always in good spirits when I pick them up. I highly recommend Mark for dog sitting pets.

Availability updated today
Confirmed availability for Easter Weekend

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