Pet Boarding Chesapeake
Find a loving Chesapeake pet sitter to watch your cat or dog overnight at your sitter’s home.
Chesapeake, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We are a repeat customer...Best puppy sitters ever! We didn’t have a care in the world and no doubt that our Monte was being well taken care of! And, we constantly received pictures which was a plus❤️ We will definitely stick with Rachel and Andrew.”
“Kobie was amazing with Reese and Bear! He was friendly, welcoming, and nice. This was their first time with him and I absolutely love all the socialization they were able to have! He sent me videos of the boys playing with other pups and everything was cool, calm, and collected. When I picked them up, they were calm and tired out. Thanks for watching the boys, I would absolutely love to have you watch them again soon!”
“Chris and his fiancée were kind and loving to Lola from the start. They were communicative throughout her stay. Sending texts and pics of the fun she had in their fenced in backyard. Thanks for taking care of my fur baby!”
“We loved Amanda! Duke had a great time spending time with Amanda, and she was so helpful and responsive from day one. We got tons of pictures and updates, and loved seeing what Duke was up to all weekend. Amanda was also really flexible with pick up and drop off times, which was so helpful to us when our flight was delayed 4 hours! We had a great experience and will definitely be using Amanda again in the future. This was our first Rover experience, and I'm glad we had this option for Duke who loves people so much and just wouldn't thrive in a kennel atmosphere. Thank you Amanda for taking such great care of Duke!”
“Cassie had a great time during this stay! Lots of walks, play time, and snuggles. She was very well taken care of and we received many pictures/videos over the two weeks. We would highly recommend and will plan to book with Maria and Matthew again in the future!”
“I was really nervous to leave my dog but she made me feel extremely comfortable. Luna got lots a play and seemed to really enjoy her stay. Stephanie even provided videos of my sweet girl during her stay.”
“Ayana is absolutely wonderful she provides prompt responses and updates with pictures on how our dog is doing. She is extremely professional and accommodating. I would highly recommend Ayana to anyone on Rover.”
“Amazing from beginning to end. Prompt communication and updates. She was very attentive to my dog’s needs for a long weekend while I was out of town and made sure he was comfortable. I would definitely book with Michelle again!”
“Awesome sitter! Felt nervous trying Rover for the first time and he David 100% made me feel good about leaving my dog in his car. My dog felt so comfortable and happy at his house!!”
“Megan and her family were great with my pup. She sent me many messages giving the status of my dog’s stay along with pictures. I could tell she was safe and loved while I was away. She and her husband seem like knowledgable pet parents. I didn’t worry for a minute while on vacation!!”
“Geneive was amazing! She kept our Lily girl happy and safe! I received pictures and videos everyday. It was nice knowing my baby was safe. She loves the kiddos too;) thank you Geneive!!!”
“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!”
“This was our first time leaving Alfred since we rescued him about 6 months ago so we were nervous about how he would do with his two day and 1 night stay. He did great at Lisa's. This family obviously cares deeply for animals and they treated him like one of their own. He was his usual sunny self when we picked him up. Lisa sent us an update with a picture later in the day and answered our questions about whether he was eating okay (he was), slept okay (he did), etc. I feel Lisa offers a far and away better experience for your dog than going to a kennel. We hope she is available the next time we take a trip.”
“Gail was amazing with our dogs, sent pictures every morning with updates which gave us peace of mind. She’s so kind and just happy to be with the doggies. We will be happy to return to Gail for figure services”
“This was our first time leaving our little Golden doodle with Samantha. I will say, I was a bit intimidated by leaving him with a pit bull there, but upon meeting the pit bull he was the sweetest big dog ever. My worries immediately vanished! There were a couple other dogs there, so that was nice. There was one dog a bit too interested in my little guy, so I didn’t want to leave until he calmed down. Samantha never made me feel rushed to leave or weird. She was super patient and asking me if I wanted the dogs split up, or inside or outside. I really thought that said a lot about the person I was leaving our baby with and I really liked that. I say all that to say, you can’t always control how dogs will interact with each other, but you can control how you react to them and Samantha was very calm, kind and friendly. She never looked overwhelmed or nervous. She was a bit embarrassed I think because of the initial behavior of this other dog she was caring for, but I understood that wasn’t a reflection of her care. We left out little guy there 3 days and she communicated through the day with updates, sent photos and even went the extra step of boiling and egg to mix it with my dogs food since we do that for him at home too. I’m thankful we found someone to watch our guy for when we need it! Highly recommend! 10 out of 10!”
“Aurelie was absolutely incredible with Hermione! I received frequent pictures, very clear and helpful communication and she took incredible care of my big baby! She even dealt with very upset tummy situations and was incredible!! Will be using her every time I travel, my girl loved her!”
The median cost per night for pet boarding in Chesapeake is $40
Pet parents share their Rover experiences - Chesapeake
Katie is amazing! Our dogs loved being with her and they were happy at pick up, plus jumping all on her too at pickup. She has great communication and is flexible for the needs of us and our pets. We would certainly ask Katie to watch our 3 babies any time we need a sitter.
Nicholas was an absolute blessing! He accepted watching Buffy on very short notice and went above and beyond from start to finish. He made sure Buffy was well cared for by taking her on walks, giving her plenty of attention, and keeping us updated with constant texts, photos, and videos. He even put an AirTag on Buffy while we were away, which gave us even more peace of mind. This was our first time using the app, and Nicholas exceeded every expectation. We never had to worry about Buffy for a second because we knew she was in great hands. Thank you for everything, Nicholas! If I could give more than 5 stars, I absolutely would. We will definitely book with you again!
Madison loved my little man just as much as me so leaving him with her was easy. She sent photo updates while I was away which gave me more comfort seeing he settled in well with her. She followed our routine so nothing was out of the norm for him. She’s perfect! I will most definitely book with her again.
I contacted Daisy LATE for the possible care of my Dog as a previous Sitter was not a good fit...we had a Meet/Greet on same day I contacted her which went well!! and she agreed to watch him for the weekend! She sent pictures plus she has an older dog who is chill like mine and they got along fine!! Her and her husband, Walter really cool people who care about and for your pet. very clean house, plenty of fenced in yard for my dog to 'explore'. I highly recommend Daisy, husband Walter and their 'boy' Teddy!!!!
Isaac took excellent care of our dogs, Duchess and Jojo, while we were away on a week-long cruise. His communication was great throughout our trip, and we really appreciated the frequent photo updates. We picked up our pups happy, healthy, and clearly well cared for. We would absolutely recommend Isaac to anyone looking for a reliable and caring pet sitter.
Very easy to drop them off and pick up, Brandon came to help and was super friendly and very welcoming for my chaotic kiddos. He did a phenomenal job taking good care of them while I was away. I got lots of pictures of their walks and the fun things they did this amend. I was worried because one of my boys has an anxious attachment personality due to his upbringing before I adopted him, but that wasn’t much of an issue with him due to the comfort and care that was provided. Extremely happy with the service (:
Thankful to Paul and his family for accommodating Bo and Jackson during a challenging sitter scheduling. He picked up my dogs from another sitter, identified some pet injuries, and reported them back to let me know my pets were safe and secure. Thanks to him and his family for providing me peace of mind.
Zimir was absolutely great. We had some last minute changes to our plans and he was able to watch our dogs on short notice. He provided lots of updates, as well as pictures. I definitely recommend Zimir. He was great at communicating as well. Thank you very much Zimir!
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
How Rover works
1. Search
Browse profiles of sitters near you who offer pet boarding2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chesapeake sitters!Sitters in Chesapeake average 11 repeat pet boarding clients
FAQs for Dog Boarding - Chesapeake
Frequently asked questions about Rover
There are 1,007 sitters on Rover for Pet Boarding in Chesapeake. About 94% of Chesapeake sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in VA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.
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