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

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Top rated Chesapeake City dog boarders

“My high energy Australian Cattledog Marley always has a great time with Justin. He recognized the house when we pulled up the last time I dropped him off for a few nights. He ran up to the door excited to go in and play with their dog. He’s comfortable there and I feel he’s in good hands. Thanks again, Justin & Stephanie!”


“We had a fantastic experience boarding with Bella! She went above and beyond to make us feel at ease during our time away from our dog. Bella's daily photo updates and regular communication reassured us that our dog was in great hands. We highly recommend her services to anyone in need of a caring and responsible dog sitter. We will definitely book with her again in the future!”


“My dog Murphy was so well taken care of by Tabby. I was nervous as this was the first time I boarded her. I would use her again to board Murphy, no doubt!”



“This was Khloe's first time being boarded and what a great experience. Her first meeting with Candice went so well that when it came time for her to actually stay we were totally comfortable. Candice sent pics and kept in contact with us throughout Khloe's stay. I will definitely use her again.”


“Katie was great! I felt comfortable going on my vacation and having Max stay with Katie. I will definitely be booking with Katie again in the future!”


“Sharon could not have been nicer or more responsive. She regularly sent pics of Fin interacting with her family which made us feel at ease. She has a nice fenced in yard for your pup to play in. Highly recommend.”


“Karin, Joseph and this kids were so fantastic with our girl. Our baby is an older dog, rescue, and on some meds and they snuggled her with open arms 10/10 recommend for any pet care services. Great accommodation and communication.”


“Jill and Thomas were absolutely amazing with our dog, Cucu! They are such kind and incredible people who genuinely care for their furry guests. They kept us updated with regular pictures, which gave us so much peace of mind. They were also very flexible with our drop-off and pick-up times, making everything so convenient. We are definitely boarding Cucu with them again! We’re so grateful for the wonderful care they provided, and we couldn’t recommend them more.”


“I was very pleased with Karen. You can tell right away that she loves dogs. We loved the pictures she sent while we were gone. Also appreciate her accepting the last minute booking.”


“If I could leave Jen and her husband 10 stars I would! Leo seemed like he had a great time, and literally could not have had anyone better to watch him for our trip. Received so many updates and photos, and Jen (even with a fractured foot!) did everything possible to make sure Leo had the most amazing time. If she is available in the future, she will definitely be our go to! Thank you again!!”


“Andrea and her family were amazing with our family pet Tank. In addition to detailed updates on eating and drinking, she made sure he had his meds which are crucial to his health. We were so worried about leaving our pet for a week but Andrea made sure to comfort us every day that things were fine. We simply can’t thank her enough for the opportunity to see our beloved grandchildren whom all live miles away. Thank you so very much!”


“Lisa was fantastic! She clearly loves dogs. She took great care of our Pepper. She sent us daily text updates with pics. Pepper had a great time running around Lisa’s fenced in yard and playing with her Collies. We’ll definitely use Lisa’s services the next time we go out of town!”


“Elizabeth took amazing care of our Goldendoodle Daphne for two nights. She sent pictures and kept us updated while we enjoyed a family vacation at Great Wolf. She was very communicative and friendly. We will definitely use her again when we return to GW! This was our first experience with Rover and our first experience with our dog being left in the care of someone else. Elizabeth helped keep our anxiety way down!”


“Lindsey was great! I got plenty of pictures and updates which were awesome! My dog seemed to just fit right in and loved playing with her family and dog. Will definitely reach out to her as needed in the future! Best vacation my dog could have had! Thank you!!”



About: With over six and a half years of hands-on pet care, I bring a rare blend of experience, attentiveness, and heart. I’ve worked with dogs of all sizes, temperaments, and ages—from energetic puppies learning the ropes to senior pets needing gentle, attentive care. What truly sets me apart is my ability to read and respond to animals’ unique personalities. I create a calm, consistent environment where pets feel safe, loved, and understood. Whether it’s administering medication, offering leash training for puppies, or providing low-stress companionship for older pets, I bring patience and skill to every interaction. I also have experience caring for a diverse range of animals beyond just dogs and cats. From chickens and birds to hamsters and other small pets, I understand that every species has its own rhythm, needs, and comfort cues. I’m confident and compassionate with unique, exotic, or less-common animals, always prioritizing their safety, emotional well-being, and daily routines. Pet care is a built-in part of my weekly life. I’m highly flexible and genuinely enjoy working around each pet’s needs and schedule. Whether it’s early mornings, midday visits, evenings, or even late nights, I’m available and committed to making your pet’s care seamless and stress-free. I’m also happy to accommodate weekend bookings and unique timing requests whenever possible—just let me know what works best for you and your pet, and I’ll do my best to make it happen. Reliability, consistency, and clear communication are at the heart of everything I do. In clients’ homes, I prioritize maintaining their pet’s normal routine and environment. I follow all instructions closely—feeding schedules, walking routes, medication routines, and preferred playtime activities—so your pet experiences as little disruption as possible. I also make sure the space stays tidy and respected while I’m there. If I’m hosting pets in my home, I provide a calm, safe, and welcoming space. I separate animals as needed, keep food and water fresh and clean, and ensure they have access to cozy rest areas and supervised play. I never leave pets unattended, and I’m mindful of their comfort, especially in a new setting. In both cases, I focus on creating a low-stress, high-trust atmosphere, and I keep pet parents updated with messages, photos, and honest communication throughout the stay.

“Claudia was absolutely fantastic! She sent frequent updates with pictures and was super caring. I could tell that she has a true passion for animals when I first met her. Everything worked out so easily that I had no cares leaving my dog behind. I will be using her again for sure. Thanks Claudia!!!!”


“Thrilled that Danielle could take our two pups for two weeks. They love her house and yard and get lots of love from Danielle and her mom. Both come home relaxed and happy and I get good insight about my boys. Highly recommend!”


“Paige was kind and caring. She was very caring and took great care of my baby. Willow would have stayed if she could. Couldn’t have been happier. Thx again”


“Carly and her husband took great care of Chloe. They were attentive, kind and caring with our senior dog. We came home to a happy dog. Carly kept us updated and sent pictures. We will definitely have them take care of Chloe in the future and recommend her to others.”


“Rita went above and beyond to take care of our pups over our wedding weekend - she even kindly transported them to the venue for us for a quick round of photos. They had a great time!! She sent regular updates and was overall a real pleasure to work with. We knew our pups were in great hands with Rita! Thank you so much!!!”

Loving dog boarding sitters in your neighborhood
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1. Justin & Stephanie W.

“My high energy Australian Cattledog Marley always has a great time with Justin. He recognized the house when we pulled up the last time I dropped him off for a few nights. He ran up to the door excited to go in and play with their dog. He’s comfortable there and I feel he’s in good hands. Thanks again, Justin & Stephanie!”


2. Bella S.

“We had a fantastic experience boarding with Bella! She went above and beyond to make us feel at ease during our time away from our dog. Bella's daily photo updates and regular communication reassured us that our dog was in great hands. We highly recommend her services to anyone in need of a caring and responsible dog sitter. We will definitely book with her again in the future!”


3. Tabby A.

“My dog Murphy was so well taken care of by Tabby. I was nervous as this was the first time I boarded her. I would use her again to board Murphy, no doubt!”




4. Candice M.

“This was Khloe's first time being boarded and what a great experience. Her first meeting with Candice went so well that when it came time for her to actually stay we were totally comfortable. Candice sent pics and kept in contact with us throughout Khloe's stay. I will definitely use her again.”


5. Katie D.

“Katie was great! I felt comfortable going on my vacation and having Max stay with Katie. I will definitely be booking with Katie again in the future!”


6. Sharon M.

“Sharon could not have been nicer or more responsive. She regularly sent pics of Fin interacting with her family which made us feel at ease. She has a nice fenced in yard for your pup to play in. Highly recommend.”


7. Kari & Jospeh M.

“Karin, Joseph and this kids were so fantastic with our girl. Our baby is an older dog, rescue, and on some meds and they snuggled her with open arms 10/10 recommend for any pet care services. Great accommodation and communication.”


8. Jill & Thomas K.

“Jill and Thomas were absolutely amazing with our dog, Cucu! They are such kind and incredible people who genuinely care for their furry guests. They kept us updated with regular pictures, which gave us so much peace of mind. They were also very flexible with our drop-off and pick-up times, making everything so convenient. We are definitely boarding Cucu with them again! We’re so grateful for the wonderful care they provided, and we couldn’t recommend them more.”


9. Karen D.


“I was very pleased with Karen. You can tell right away that she loves dogs. We loved the pictures she sent while we were gone. Also appreciate her accepting the last minute booking.”


10. Jen P.

“If I could leave Jen and her husband 10 stars I would! Leo seemed like he had a great time, and literally could not have had anyone better to watch him for our trip. Received so many updates and photos, and Jen (even with a fractured foot!) did everything possible to make sure Leo had the most amazing time. If she is available in the future, she will definitely be our go to! Thank you again!!”


11. Andrea P.

“Andrea and her family were amazing with our family pet Tank. In addition to detailed updates on eating and drinking, she made sure he had his meds which are crucial to his health. We were so worried about leaving our pet for a week but Andrea made sure to comfort us every day that things were fine. We simply can’t thank her enough for the opportunity to see our beloved grandchildren whom all live miles away. Thank you so very much!”


12. Lisa F.

“Lisa was fantastic! She clearly loves dogs. She took great care of our Pepper. She sent us daily text updates with pics. Pepper had a great time running around Lisa’s fenced in yard and playing with her Collies. We’ll definitely use Lisa’s services the next time we go out of town!”


13. Elizabeth G.

“Elizabeth took amazing care of our Goldendoodle Daphne for two nights. She sent pictures and kept us updated while we enjoyed a family vacation at Great Wolf. She was very communicative and friendly. We will definitely use her again when we return to GW! This was our first experience with Rover and our first experience with our dog being left in the care of someone else. Elizabeth helped keep our anxiety way down!”


14. Lindsey H.

“Lindsey was great! I got plenty of pictures and updates which were awesome! My dog seemed to just fit right in and loved playing with her family and dog. Will definitely reach out to her as needed in the future! Best vacation my dog could have had! Thank you!!”




15. Rackeem R.
About: With over six and a half years of hands-on pet care, I bring a rare blend of experience, attentiveness, and heart. I’ve worked with dogs of all sizes, temperaments, and ages—from energetic puppies learning the ropes to senior pets needing gentle, attentive care. What truly sets me apart is my ability to read and respond to animals’ unique personalities. I create a calm, consistent environment where pets feel safe, loved, and understood. Whether it’s administering medication, offering leash training for puppies, or providing low-stress companionship for older pets, I bring patience and skill to every interaction. I also have experience caring for a diverse range of animals beyond just dogs and cats. From chickens and birds to hamsters and other small pets, I understand that every species has its own rhythm, needs, and comfort cues. I’m confident and compassionate with unique, exotic, or less-common animals, always prioritizing their safety, emotional well-being, and daily routines. Pet care is a built-in part of my weekly life. I’m highly flexible and genuinely enjoy working around each pet’s needs and schedule. Whether it’s early mornings, midday visits, evenings, or even late nights, I’m available and committed to making your pet’s care seamless and stress-free. I’m also happy to accommodate weekend bookings and unique timing requests whenever possible—just let me know what works best for you and your pet, and I’ll do my best to make it happen. Reliability, consistency, and clear communication are at the heart of everything I do. In clients’ homes, I prioritize maintaining their pet’s normal routine and environment. I follow all instructions closely—feeding schedules, walking routes, medication routines, and preferred playtime activities—so your pet experiences as little disruption as possible. I also make sure the space stays tidy and respected while I’m there. If I’m hosting pets in my home, I provide a calm, safe, and welcoming space. I separate animals as needed, keep food and water fresh and clean, and ensure they have access to cozy rest areas and supervised play. I never leave pets unattended, and I’m mindful of their comfort, especially in a new setting. In both cases, I focus on creating a low-stress, high-trust atmosphere, and I keep pet parents updated with messages, photos, and honest communication throughout the stay.


16. Claudia T.

“Claudia was absolutely fantastic! She sent frequent updates with pictures and was super caring. I could tell that she has a true passion for animals when I first met her. Everything worked out so easily that I had no cares leaving my dog behind. I will be using her again for sure. Thanks Claudia!!!!”


17. Danielle C.


“Thrilled that Danielle could take our two pups for two weeks. They love her house and yard and get lots of love from Danielle and her mom. Both come home relaxed and happy and I get good insight about my boys. Highly recommend!”


18. Paige B.

“Paige was kind and caring. She was very caring and took great care of my baby. Willow would have stayed if she could. Couldn’t have been happier. Thx again”


19. Carly B.

“Carly and her husband took great care of Chloe. They were attentive, kind and caring with our senior dog. We came home to a happy dog. Carly kept us updated and sent pictures. We will definitely have them take care of Chloe in the future and recommend her to others.”


20. Rita T.

“Rita went above and beyond to take care of our pups over our wedding weekend - she even kindly transported them to the venue for us for a quick round of photos. They had a great time!! She sent regular updates and was overall a real pleasure to work with. We knew our pups were in great hands with Rita! Thank you so much!!!”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a boarder 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 boarding sitter has to cancel, we’ll work with you to find a new dog boarding 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 May 2025, 357 sitters provided dog boarding in Chesapeake City. 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, 94% of Chesapeake City dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Chesapeake City have an average of 18 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 City.
Rover makes it easy to find Chesapeake City 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 357 dog boarding sitters in Chesapeake City on Rover, so you’re sure to find the perfect match for your dog! In Chesapeake City, 95% of sitters offer daily exercise, 93% offer medication administration, and 98% 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.
