Pet Boarding Chesapeake
Find a loving Chesapeake pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 3,901 pet parents in Chesapeake have booked pet boarding
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.
“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.”
“Our favorite sitters took care of our boy once again! He had a good time with his friends. He even got to go to the doggy park a couple of times. Maria and Matthew were fantastic!”
“Michelle is absolutely amazing! She took such great care of our sweet girl Jewel ! We received lots of great pictures and communication! Jewel definitely was living her best life and had a great doggy vacay while we were also on vacation ! I would recommend her to everyone !”
“Shannon was fantastic! She provided many pictures during our trip. I could tell that my two pups felt right at home. Easy communication and she had all our dogs’ things ready to go when we arrived, which was so nice since our flight was delayed coming home and we were very tired. I will definitely be using Shannon again in the future.”
“Lauren and her wonderful family are the very best sitters and genuinely love dogs. This is Ollie's second time visiting, and I know he's happy and loved; he always has a blast playing with Lauren's dog, Milo. Thank you!”
“First time trying rover, excellent experience. Leslie took Moby for the weekend, had several animals to play with him. Updated us on how he was doing. Will recommend to others and return for future sittings!”
“Great communication, lovely personality, and her dog is very relaxed. My pup sometimes has issues with other dogs, but they got along very well. Would recommend to anyone needing a sitter 🙂”
“Lisa was the most accommodating and embracing of Ziggy as an additional member of her family. She went over and above to ensure both Ziggy and me were comfortable and provided pictures during his stay.”
“Shayla was fantastic! Daily updates to let me know how my pup was doing gave me peace of mind while away. She was also flexible with times and very responsive via text.”
“Cherry was wonderful! She provided tons of videos and photos of my two pups! Even with crazy travel issues, she was able to keep my dogs for longer than originally planned and gave me peace of mind as I navigated travel delays! Highly recommend her for watching your pets!”
“Geneive was wonderful from our meet and greet to the time of pick up with Maxwell. She gave me reassurance while I was away for my trip and treated Maxwell as one of her own. I will be looking forward to booking with her again in the future!”
“By far the best experience we’ve had, we did the meet and greet and met the family our baby was going to stay with for a couple days and it was amazing! We could tell they really cared for our dog and any other dog out there. We got constant notifications about how our baby was doing and we got a lot of pictures and videos that made us feel super comfortable and happy our dog was getting the best care. 10/10 recommend her services, and will be using her in the future for future needs”
“Sherry and Brad took great care of Roxy! The family atmosphere was so great for her. I received pictures during her time there which helped me feel secure that she was doing well while I was away. I would definitely book again in the future!”
“Thank you Kobie for taking in my dog Harper on a short notice!! Kobie was super responsive and sent some sweet videos of all the doggos playing in the backyard. A great choice for a dog who loves to have some playmates!”
“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!”
The median cost per night for pet boarding in Chesapeake is $40
Pet parents share their Rover experiences - Chesapeake
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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests for pet boarding - Chesapeake
Select a filter and find qualifying sitters offering pet boarding.Sitters in Chesapeake average 12 repeat pet boarding clients
FAQs for Boarding - Chesapeake
Frequently asked questions about Rover
The average cost for Pet Boarding in Chesapeake on Rover is $37.45 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Pet Boarding. For more information on service fees, click here .
There are 1,038 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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