Pet Boarding Chesapeake
Find a loving Chesapeake pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 1,778 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.
About: I have taken care of dogs for over 10 years. Overseas during covid that was my main job and I had over 25 clients. I can help with medications given, dog walks, dog check in or do in home boarding. I do live a short walk from a park, so can also do playtime and walks at the park as well! I am available for drop ins visits and walks. ** I do NOT board dogs in my home anymore ** Monday-Friday I can do drop in visits and walks in the morning and evenings. But I do work during the day (unless off) ** If you are Active Duty, going TDY, etc. Or just a fur parent with no help, please let me know ahead of time so I can help you the best I can! I have a fenced in back yard with a lot of space. I have 3 senior dogs that love other dogs, but I also have plenty of space to keep dogs separated if needed. I also live walking distance from my local park. Smoke free home.
“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. 🥰❤️”
“MaryKathryn and Sebastian were an amazing choice for taking care of my baby! As soon as he walked inside he felt at home. They were also super flexible when I needed to change my pick up time! Thank you!”
“Brandy was great as always! 5 Stars is definitely not enough! I know I can count on her to give my pups the best care. Even during a short overnight, they get lots of love and activities. Thank you, Brandy!”
“We cannot say enough wonderful things about wonderful Michele! Our anxious Shih Tzu can be very nervous around new people and changes in routine, but from the very beginning, she showed incredible patience, kindness, and understanding. She took the time to make Charlie feel safe, comfortable, and loved, and it truly made all the difference. We received updates, photos, and reassurance while we were away, which gave us complete peace of mind. It is clear she genuinely cares about animals and treats them like family. We are so grateful to have found someone we trust completely and would highly recommend her to anyone, especially those with anxious pets!”
“Linda is phenomenal, and so is her husband who helps! Even in stressful situations she is able to navigate the needs of all pets she watches. This was my dogs second stay with her, and I will continue to book with her as long as she allows!”
“Dante and his family were amazing! My dog is attached at our hips and very nervous around new people but I quickly saw I was leaving him in good hands. They were truly great. Thank you guys so much for helping us especially on such short notice!”
“Eugene is a star! He was awesome with my little man - walking him a lot, huge fenced backyard, keeping me updated daily with pictures and information as to how things were going, etc. When I picked my buddy up he was in great spirits and clearly had been very comfortable. Five stars EASILY for Eugene and highly recommend.”
About: I am a full time homemaker with 2 dogs of my own. I love dogs of all ages and sizes. I live at a house with a fenced in yard so your pet will get lots of outdoor playtime and fresh air! Please make sure to fill me in on all your fur baby’s specific needs (special diet, bed times, feeding schedule. etc) and I will strive to follow your requests verbatim. I offer baths for an additional fee. No need to worry because your loved one is in great hands! I provide around the clock care and will give frequent updates. Can’t wait to meet your furry friend and do business together! I am home 90% of the day so I have ample time to take care of your pet! From walks around the neighborhood to snuggles on the couch your dog is sure to have a great time with my family and I. My dogs are let out in the yard and walked throughout the day. They are part of the family and are my shadows following me around. We snuggle on the couch, give belly rubs and play tug of war. They are also crated at night.
“I am so glad I found Vania. I was concerned leaving my dog with a new sitter but everything was absolutely fine. Vania was very welcoming and I know my dog was in great hands.”
“Ayana was wonderful. I love how she made you feel comfortable and confident with her stay from the first meet. She sent pics throughout the stay which kept me at ease.”
“We’ve had them watch our babies 3 times now and they take wonderful care of them. Super grateful to have someone safe and trustworthy with our pets while we’re out of town.”
“Eric and his family were great for our Evey girl. Even went as fall as meeting first in order to ensure we were a good fit/uncomfortable with leaving her. Eric was extremely responsive when I would check in. Flexible on pick up and drop off times. Evey is happy to be home for sure, but no doubt was well taken care of by the family. Thanks!”
About: I have 5 years of experience taking care of dogs of different sizes, ages and temperaments. I take care of feeding them, walking them, playing with them and making sure they feel safe and comfortable while their owners are away. I am a responsible, patient and punctual person. I treat each pet with affection and attention, following the instructions of its owners to maintain their routines and needs. I have a flexible schedule that allows me to dedicate time and attention to pets. I am available during the week and weekends, and I can adapt to different schedules with prior agreement. I promise to provide responsible, punctual and loving care so that your pet feels calm and happy. The safety and well-being of pets are my priority. I carefully follow the instructions of each owner, I keep doors and areas safe during walks and at home, and I am always attentive to their needs. I strive to offer a quiet, clean and loving environment so that every pet feels at home.
“Such amazing people. Great at communicating on a daily basis. Never a doubt in my mind the my dog was well cared for. Would highly recommend and would book again if needed.”
“Emily is the best! She is so kind and caring. My dog is very loved while in her presence and i can tell she has the genuine heart for animals! highly recommend! 10/10!”
“Zoe and Kobi felt so at home with her family and two doggies Minnie and Max. I'm very appreciative of her offering her home for this to stay while I traveled over the weekend.”
“The dog whisperer! First of all, she was able to accommodate our last minute request after a family emergency. Our 2 dogs amazingly &!quickly became very comfortable with her and their surroundings. Sylvia”
The median cost per night for pet boarding in Chesapeake is $40
Pet parents share their Rover experiences - Chesapeake
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!
This was our dog’s first time staying with a sitter, and unfortunately the experience did not meet our expectations. Prior to booking, we were very transparent about our dog’s needs, including her separation anxiety, walking and feeding routine, and tendency to bark, so the sitter could determine if this was a good fit. The sitter assured us this would not be an issue, noting that our dog would be the only dog in her care, would receive undivided attention, and that she has years of experience caring for dogs. Prior to drop-off, we were informed that she had recently gotten a puppy but were told this would not interfere with our dog’s care, which I strongly believe that it did and overwhelmed her. We also provided two days’ worth of anxiety medication and had explained that this was the first time our dog had ever taken medication. Despite this, we were asked if someone could bring additional medication, which felt uncomfortable and unexpected given our prior conversations. Overall, we wish there had been better alignment between what was discussed before the stay and what the sitter was prepared to handle. Instead of peace of mind, this experience caused additional stress, and our dog returned home noticeably more stressed and slept for several days, which is very unusual for her. Overall she is a very nice person with best intentions but I guess our dog just required more one on one attention since this was her first in 9 years being with a stranger.
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 to book pet boarding
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 of Pet Boarding in Chesapeake is $38 per night as of November 2026. Most bookings cost between $25 and $53 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
There are 1,022 sitters on Rover for Pet Boarding in Chesapeake. About 93% 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
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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