Pet Boarding Chesapeake
Find a loving Chesapeake pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 4,187 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.
“Amy was great with my pup!! She sent lots of updates and pictures which is something I really like seeing while I’m gone. Ducky came back a happy girl and I could tell she was well cared for!”
“Man, all the reviews were right…. Kobe is the dog whisperer. He made our dog feel like he was family and he was at his home away from home. It’s like a giant sleepover for dogs…. a puppy party. This guy is the real deal!”
“This was my first time using Rover, and it was a wonderful experience! My dog is 12 years old and blind, so at first I was anxious about leaving her under someone else’s care. Jiyali made me feel very comfortable with her listed experience and asking the right questions before dropping her off to make sure she would be comfortable and happy during her stay. She sent frequent updates, and in every photo and video my dog looked so happy to be there! The process was very convenient, and both me and my dog were comfortable with the care she provided and will definitely request her again. I’m grateful to have found someone that could ease my anxiety and make the experience wonderful. Thank you so much for everything!”
“Sent plenty of pics, bought treats and took great care of my big boy. Very informative, knowledgeable about dog care. Definitely will be sending my dog to her anytime she's available”
“I had several people cancel on me close to my week long trip. Sherry accepted my reservation for my 3 dogs with short notice and kept them safe and happy while I was gone. How wonderful it was not to have to worry about my dogs while I was out of state!”
“Anyone looking for someone to take care of their precious pup? Look no further! Genieve was absolutely AMAZING! From the moment I met her, I knew it was going to be a perfect match for Remi ..I was assured that my sweet girl would be in the best care. Genieve regularly provided me with updates of Remi of her daily activities ( to include wonderful pictures& videos). I was able to enjoy my long weekend knowing that my pup was in good hands. I definitely recommend Genieve !”
“I am greatful Jeen took care of Sara for a whole week she kept posted w enogh pictures which help feel very relax and confident my puppy was in good hands w a good family Thanks very much for your help”
“Lilly was wonderful with our pup Buttons. She and her family doted on Buttons. She listened to all her special needs and behavior, then made the adjustments for her stay.”
“I just want to say I truly appreciated Melissa and Jeremy for caring for Brodie. Throughout his stay she sent pictures and videos! Brodie stayed cuddled up with them and I loved that. They took care of Brodie like he was theirs. If you are looking for reliable dog sitter stop looking now and book with them 🥰♥️”
“Thank you, Dalton, for taking such good care of Coco every time we need you. Your patience, responsibility, and genuine care really show in how he always comes back calm and happy. I truly appreciate your dedication and the trust you give us.”
“Lauren did a wonderful job with Mabel. Appreciated the meet and greet, as well as the communications/photos while we were away. Would definitely rebook with Lauren and highly recommend her pet sitting services.”
“Leesa was wonderful with my pups, we got pics and updates for their weekend stay. I will definitely book Leesa again and recommend her to anyone looking for a safe and fun place for their pups.”
“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!”
“This was the second time we left our two dogs with Priscilla and it was a great experience again! She sent us videos and pictures of our pets having fun and other moments. This time we left them with her for three days and they loved it! She is our official dog sitter from now on. 🥰❤️”
The median cost per night for pet boarding in Chesapeake is $40
Pet parents share their Rover experiences - Chesapeake
We truly appreciated Michelle taking very good care of our Indie girl. Michelle knew we were anxious leaving our pup for overnight stays, but she did a great job keeping us posted with pictures and activity updates. We will reach out again to book Camp Chelley in the future! Thanks again, Michelle!
I’m so grateful that he was able to watch my dog on short notice! He was incredibly accommodating and made the whole process so easy. He is also a great communicator and kept me updated, which gave me peace of mind while I was away. I truly appreciate his flexibility, reliability, and care. I would definitely recommend him to anyone looking for a trustworthy and dependable dog sitter!
Blaine was very responsive when I scheduled. We met and he was very personable and easy with the dog. we took him to his home as we felt comfortable with him. His house is quiet and calm which we really appreciated. Blaine was very loving with our dog He sent us one picture when he calmed down. we were not interrupted on vacation, but he did response promptly to my text. I will absolutely allow him to sit for us again. Our dog has definitely decided he likes Blaine and bonded.
Once again I had Madison watch my dog Cooper. She is absolutely fantastic with him and takes great care of him. Not even joking when I went to drop them off he took off down the street and ran right to her door. He was so excited. I know it's hard to find a good dog sitter but Madison is one of the best I have ever had.
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 Pet Boarding - Chesapeake
Frequently asked questions about Rover
The average cost for Pet Boarding in Chesapeake on Rover is $37.45 per night (as of September 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 1,056 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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