Pet Boarding in Chesapeake
Find a loving Chesapeake pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Chesapeake pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Daisy had a great time and fit right in with Lisa's family and the other dogs. I appreciated the communication and pictures she shared to let us know that Daisy was doing well. Will definitely use Lisa's services in the future!!”


“Derek is amazing. He has a love for dogs. He treated Max like his own pup. I would recommend and ask him to watch Max again. Dog came home and slept after a full weekend of walks with Derek. He is the best.”


“Great first experience with both Rover and Eugene! Great communication prior to booking and during booking, Eugene sent multiple photos and videos from out on walks/play sessions. Our pup came home happy and healthy.”


“Obi had an amazing time at Priscilla’s! I was a little nervous leaving him for a few weeks in a new place but he had such a great time! Lots of interaction with other dogs, we got lots of good updates. Really happy with the experience obi had and would definitely use Priscilla’s services again in the future ⭐️⭐️⭐️⭐️⭐️”


“MaryKathryn & Sebastian are amazing and loved on my pets while at their house. They are very flexible since our schedule changed a little and made sure everyone owners and pets were comfortable. We will be definitely repeat customers.”


“Nichole was amazing and my two dogs had an absolute blast at her house for a few days. I was worried about some anxiety one of my dogs has with strangers and she quickly put me at ease and sent updates throughout their entire stay. The girls had so much fun they immediately passed out as soon as I got them home. Highly recommend!”


“Rachel was great. I reached out to several dog sitters and after meeting Rachael I knew my boy would be in the great hands. Rachael kept me up to date with pictures/videos and made sure my boy was safe. Duke had a great stay and will be booking with Rachael again.”



“Cassandra and Todd were a great host! Hazel (our dog) absolutely loved staying with them. We were sent pictures and videos daily! We couldn’t have asked for a better experience and we would rebook in an instant.”


“Wonderful! Mango was very well taken care of, I felt very comfortable having her stay with Shannon. As happy as mango was to see me when I picked her up she was so sad to leave all her new friends ! Will absolutely rebook and do recommend her as a sitter.”


“Michelle was very sweet to my pups and extremely accommodating to my ever changing schedule! She took the time to ensure my Border Collie got exercise and that my senior Shitzu got plenty of comfy naps! She was also really great about sending pictures and updates. I’d absolutely recommend her!”


“We couldn’t be more thankful to have found Andrea!! She took such amazing care of our fur baby, Maggie, while we were away.🩷 Knowing Maggie was in such good hands gave us so much peace of mind! We’re so grateful and would absolutely book with her again in a heartbeat!!”


“Awesome experience!! They were so kind and patient with my 9 week old puppy. I received pictures and videos and the communication was top notch. Highly recommend!!”


“Gail was such a blessing to us for watching Maverick. Her communication was some of the best we've seen on Rover. She sent us pictures and updates daily. Even a goodnight picture of our pup! Will rebook for sure without question.”


“Love Kristen. I always feel like my pup is in the right hands and being well taking care of. I will defiantly use her and her family again the next time. She also worked with my changing schedule which was greatly appreciated.”


“I HIGHLY recommend Brittney. I relocated to Virginia from Charlotte North Carolina. She had my dog for 3 weeks while I waited to move into my apartment. My dog was very comfortable with her. Brittney communicated often, sent me pictures and allowed me to stop by and visit Mona. It was really hard being away from my dog. When I left after the visit, Mona remained very calm, she didn't whine or nothing. I knew then, that Mona was comfortable. So I will absolutely use her again if needed.”


“MaryAnn did an awesome job watching my dog. She took her in on short notice over the holidays and sent me great pictures every day. She even gave her a small birthday party with extra turkey for dinner! Highly recommend!”



“Our Bentley stayed with Michelle over the Christmas holiday?. She met with us prior to his stay to answer questions and get acquainted. She honored special care requests, and sent daily pictures and updates! He enjoyed his mini vacation and was given a bath before pick up?. We will definitely request Michelle's services in the future! Our little boy was a happy camper and we were pleased with the services rendered.? Thank you, Michelle! C. Jackson”


“They did such a great job watching our pug, Max. We felt really comfortable leaving him with them. They sent pictures several times to show how he was doing, and we would definitely use them again!”

Loving pet boarding sitters in your neighborhood
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Lisa R.

“Daisy had a great time and fit right in with Lisa's family and the other dogs. I appreciated the communication and pictures she shared to let us know that Daisy was doing well. Will definitely use Lisa's services in the future!!”


Derek J.
Star Sitter


“Derek is amazing. He has a love for dogs. He treated Max like his own pup. I would recommend and ask him to watch Max again. Dog came home and slept after a full weekend of walks with Derek. He is the best.”


Eugene J.

“Great first experience with both Rover and Eugene! Great communication prior to booking and during booking, Eugene sent multiple photos and videos from out on walks/play sessions. Our pup came home happy and healthy.”


Priscilla G.
Star Sitter


“Obi had an amazing time at Priscilla’s! I was a little nervous leaving him for a few weeks in a new place but he had such a great time! Lots of interaction with other dogs, we got lots of good updates. Really happy with the experience obi had and would definitely use Priscilla’s services again in the future ⭐️⭐️⭐️⭐️⭐️”


MaryKathryn & Sebastian O.Star Sitter

“MaryKathryn & Sebastian are amazing and loved on my pets while at their house. They are very flexible since our schedule changed a little and made sure everyone owners and pets were comfortable. We will be definitely repeat customers.”


Matthew U.Star Sitter

“Second time around with Matt... communication is stellar, I completely trust my pup with him... super-nice man, as well. I'll be back for more next time I travel. A+”


Nichole U.

“Nichole was amazing and my two dogs had an absolute blast at her house for a few days. I was worried about some anxiety one of my dogs has with strangers and she quickly put me at ease and sent updates throughout their entire stay. The girls had so much fun they immediately passed out as soon as I got them home. Highly recommend!”


Rachael R.Star Sitter

“Rachel was great. I reached out to several dog sitters and after meeting Rachael I knew my boy would be in the great hands. Rachael kept me up to date with pictures/videos and made sure my boy was safe. Duke had a great stay and will be booking with Rachael again.”


Nancy B.Star Sitter

“Fletcher enjoyed his time staying with Nancy. I did not have to worry about him while I was gone and I appreciate Nancy's flexibility with my travel schedule.”




Cassandra & Tradd D.
Star Sitter


“Cassandra and Todd were a great host! Hazel (our dog) absolutely loved staying with them. We were sent pictures and videos daily! We couldn’t have asked for a better experience and we would rebook in an instant.”


Shannon S.Star Sitter

“Wonderful! Mango was very well taken care of, I felt very comfortable having her stay with Shannon. As happy as mango was to see me when I picked her up she was so sad to leave all her new friends ! Will absolutely rebook and do recommend her as a sitter.”


Michelle J.


“Michelle was very sweet to my pups and extremely accommodating to my ever changing schedule! She took the time to ensure my Border Collie got exercise and that my senior Shitzu got plenty of comfy naps! She was also really great about sending pictures and updates. I’d absolutely recommend her!”


Andrea B.

“We couldn’t be more thankful to have found Andrea!! She took such amazing care of our fur baby, Maggie, while we were away.🩷 Knowing Maggie was in such good hands gave us so much peace of mind! We’re so grateful and would absolutely book with her again in a heartbeat!!”


Nathan & Alexandria B.Star Sitter

“Awesome experience!! They were so kind and patient with my 9 week old puppy. I received pictures and videos and the communication was top notch. Highly recommend!!”


Gail M.Star Sitter

“Gail was such a blessing to us for watching Maverick. Her communication was some of the best we've seen on Rover. She sent us pictures and updates daily. Even a goodnight picture of our pup! Will rebook for sure without question.”


Kristen A.

“Love Kristen. I always feel like my pup is in the right hands and being well taking care of. I will defiantly use her and her family again the next time. She also worked with my changing schedule which was greatly appreciated.”


Brittney J.Star Sitter

“I HIGHLY recommend Brittney. I relocated to Virginia from Charlotte North Carolina. She had my dog for 3 weeks while I waited to move into my apartment. My dog was very comfortable with her. Brittney communicated often, sent me pictures and allowed me to stop by and visit Mona. It was really hard being away from my dog. When I left after the visit, Mona remained very calm, she didn't whine or nothing. I knew then, that Mona was comfortable. So I will absolutely use her again if needed.”


MaryAnn S.Star Sitter

“MaryAnn did an awesome job watching my dog. She took her in on short notice over the holidays and sent me great pictures every day. She even gave her a small birthday party with extra turkey for dinner! Highly recommend!”




Michelle T.
Star Sitter


“Our Bentley stayed with Michelle over the Christmas holiday?. She met with us prior to his stay to answer questions and get acquainted. She honored special care requests, and sent daily pictures and updates! He enjoyed his mini vacation and was given a bath before pick up?. We will definitely request Michelle's services in the future! Our little boy was a happy camper and we were pleased with the services rendered.? Thank you, Michelle! C. Jackson”


Jaime & Anthony S.Star Sitter

“They did such a great job watching our pug, Max. We felt really comfortable leaving him with them. They sent pictures several times to show how he was doing, and we would definitely use them again!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets 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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Boarding FAQs
Frequently asked questions about Rover
Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Chesapeake.
Rover makes it easy to find Chesapeake pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet 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 pet 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
