Dog Boarding in Chesapeake Beach
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Loving dog sitters in your neighborhood
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1. Denise S.

“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.”


2. Lori W.


“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!”


3. Faith M.

“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.”


4. Brittany P.

“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!!”


5. Kristine A.

“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.”


6. Bianca T.


“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!”


7. Leann D.

“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 ❤️”


8. Tyler G.

“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.”


9. Catherine M.

“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!”


10. Elizabeth G.

“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.”


11. Kim B.

“ 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. ”


12. Kelly & Maurice G.

“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.. 😊”


13. Stephanie M.

“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!!!”


14. Kristy R.

“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.”


15. Siobhan H.
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.


16. Dana H.

“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!”


17. Olivia O.
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.


18. Madalyn M.

“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!”


19. Tracey B.
“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.”


20. Mark B.

“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.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. 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.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Mar 2025, the median cost of dog boarding in Chesapeake Beach is $45 per night, including service fees. Boarding your dog for one week typically costs $315. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Chesapeake Beach dog boarding rates can be found as low as $32 to as high as $349 per night.
As of Mar 2025, 819 sitters provided dog boarding in Chesapeake Beach. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 92% of Chesapeake Beach dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesapeake Beach have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 11 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chesapeake Beach.
Rover makes it easy to find Chesapeake Beach dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 819 dog boarding sitters in Chesapeake Beach on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake Beach, 99% of sitters offer daily exercise, 97% offer medication administration, and 86% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
