Pet Sitting Chesapeake
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 2,189 pet parents in Chesapeake have booked pet sitting
Chesapeake, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Felicia took good care of my dog, made sure all the basics were covered and even did us a solid as we forgot something prior to going out of town. A solid, reliable choice for pet care.”
“My pups and I just love, love, love Alyssa! Our trip was longer than expected and when asked if she could do a very last minute drop in, she was able to adjust her schedule and take care of my babies. We are thankful for her and would recommend her to watch your babies anytime!”
“Tiffany was awesome, we didn’t have to worry at all during our trip. We felt very safe with her watching our fur babies and we will definitely use her again. Five out of five stars!!”
“She was so great with my dog and I scheduled her very last minute and she was able to work me in! I appreciate her greatly and she took great care of my dog and my home! Thank you again!!!”
“Hannah did a great job taking care of our puppy during drop-in visits! She gave us plenty of pictures on our updates and I could tell our puppy was having a blast. She has also last-minute helped with our puppy when our regular sitter, her sister, has had anything come up. Really appreciate her and would recommend!!”
“Jeanne was a total lifesaver for my family! The kennel that we had arranged boarding for our doodle cancelled as we were just about to get on the road for a trip out of town and our hotel reservations were non-refundable. Having never met us before, she responded almost immediately to my booking request and showed up at our home about a half hour later to meet our doggo even though she had other visits on her schedule that evening. She is very personable and our dog warmed up to her instantly. She sent detailed updates with multiple photos throughout the weekend, and even included our young cats in some pics though she wasn’t responsible to look after them. I cannot thank Jeanne enough for her help and we will definitely book with her in the future.”
“Grace did an excellent job taking care of my boys. She sent me regular updates and photos and they all seemed very happy with her care. Definitely would book again!”
“I couldn't have asked for a better dog sitter! Christa was professional, dependable, and truly amazing with my two goldendoodles. My pups were loved and kept on their routine, and I received regular updates and photos that gave me total peace of mind. Coming home to two happy, relaxed dogs was the best feeling. So if you're looking for someone who treats your pets like family, look no further—Christa is the one. Highly recommend!”
“Teresa took excellent care of my two cats during an overnight trip. She was extremely communicative during her visits and worked to resolve issues with my litter robot. Highly recommend!”
About: Ive been in the veterinary field for 10+ years and have plenty of experience with dogs and cats. Im comfortable with everything from basic care like feeding or walking, to oral/injectable medication administration I work full time monday-Thursday. I can do check-ins during my lunch break and have no problems staying the night. I have 2 cats of my own who get routine healthcare. My cats are water fountains that are filled daily along with automatic timers to be fed. While I dont personally have a dog right now, i’ve grown up with a variety of breeds from whippits to german shepherds. I’m well aware each pet needs different approaches to trust and care and am more than willing to work with your pet how ever it needs
“Beth helped me out when my sitter fell through and I was already out of town. She was able to jump in with barely any notice AND I cannot express how thankful I was for her flexibility to help me out on a holiday. My two dogs looked so happy in all of the picture updates she sent. I would definitely book again :)”
“We have used Stephanie on several occasions to drop in on our doggie babies and she is a God sent. Our pups love her and she is extremely loving and patient with them. During our last trip, one of our babies got sick and she sprung right into action, even cleaning up the mess. Having her to look after our pups truly gives me a peace of mind and I would recommend her to anyone.”
“Hannah responds quickly to requests and is very attentive to details, which is great for pets with lots of hygiene/med instructions. She kept me posted regularly throughout her stay so I always knew how my furries were doing.”
“Highly recommend! At the meet and greet she was so easy to talk to and our dog Luna loved her! While we were away I didnt worry if callie and luna were taken care of, she sent pictures of them getting all the love and attention. I think our house was cleaner than when we left too, 10/10 will be using every time we go out of town!”
“Aimee is a dream pet caregiver! We have had her doing daily drop-ins for a few months now and I know our girl is always in good hands when she visits. Aimee notifies me of anything she thinks may be out of the ordinary for our aging senior dog as well as when she notices she is having really good days and I appreciate that so very much! She is great with communication and quick with responses and changes in schedules. Truly top tier!”
About: Hi! I'm a lifelong animal lover with years of hands-on experience working in animal shelters, dog daycare centers, and boarding facilities. Caring for animals has always been a huge part of my life, and I truly enjoy getting to know each pet's unique personality and needs. After recently losing my beloved dogs, I realized I wasn't quite ready for another long-term commitment, but I deeply missed having dogs around. Rover has given me the perfect opportunity to open my home and heart to dogs while helping other pet parents feel confident their pets are in good hands. I'm a stay-at-home mom, which means your dog will have plenty of attention, supervision, and companionship throughout the day. We have a large fenced-in yard for safe outdoor play and exercise. I also have two cats who grew up with dogs and are comfortable sharing their space, as well as two young children who have been around dogs their entire lives and know how to interact respectfully with them. For the comfort and safety of every pet in my care, I only accept dogs from one household at a time. This allows me to provide individualized attention and create a calm, stress-free environment during their stay. I understand how important it is to trust someone with your furry family member, and I will care for your dog as if they were my own. I look forward to meeting you and your pup! As a stay-at-home mom, I have a flexible schedule that allows me to provide attentive care throughout the day. My mornings typically begin with feeding pets, potty breaks, walks, or playtime before my family's daily activities start. Because I am home most of the day, pets receive frequent attention, supervision, and companionship rather than being left alone for long periods. Throughout the day, I can accommodate additional potty breaks, outdoor time in our fenced yard, feeding schedules, medication administration if needed, and plenty of affection and enrichment. In the evenings, pets are included in our family's relaxed routine, with more playtime, walks, and cuddles before bedtime. For boarding and daycare, dogs are rarely left unattended, and I only accept pets from one household at a time to ensure each pet receives personalized care and attention. I care for every pet as if they were my own, taking the time to learn their routine, preferences, and personality. I understand that being away from their family can be stressful, so I strive to provide a calm, safe, and loving environment where pets feel comfortable and secure. For dogs, I provide regular potty breaks, exercise, playtime, enrichment activities, and plenty of affection. Dogs have access to our large fenced yard for supervised outdoor time, and because I am home throughout the day, they receive consistent attention and companionship. I only care for dogs from one household at a time, which allows me to focus on their individual needs and maintain a low-stress environment. For cats, I ensure they have fresh food and water, a clean litter box, and attention at their comfort level. Whether your cat enjoys playtime, cuddles, or simply having a quiet and reliable caretaker, I respect their personality and routine. I am also comfortable following special instructions, administering medications when needed, and providing regular updates and photos so you can have peace of mind while you're away.
“Zara definitely has a way with animals. My dog doesn’t like everyone and he warmed right up to her. I would highly recommend her and I hope she’ll be able to watch Petey many more times in the future.”
“Myrna has been so reliable and communicative watching my buddies! She is very detailed in her reports back and is very conscientious when watching your pets. I will be recommending Myrna to friends and will certainly ask for her help in the future!”
The median cost per visit for pet sitting in Chesapeake is $20
Pet parents share their Rover experiences - Chesapeake
Judy was absolutely amazing! She made the entire experience stress free. She was reliable, communicative, and sent me updates and photos, which gave me so much peace of mind while I was away. She took great care of my cat, respected her personalities and boundaries, and genuinely cared about her wellbeing.
Tyler was great! This was my first time using Rover, and Tyler helped walk me through the process. I was able to relax on my vacation knowing that my cat was in good hands. He was patient with my very shy cat and took great care of her, and I came home to a safe, healthy, happy cat! Would definitely book with Tyler again.
We booked Kylie again for our fur babies for a quick weekend getaway, and we are just as happy as our first booking with her. Kylie communicates well, is punctual, and always checking in with us. One of our cats is diabetic and I have zero worries with Kylie, and she has been a breath of fresh air when it comes to looking after our babies and being able to enjoy our trips. I highly recommend her services. She’s a keeper for sure! Thanks Kylie P!
Jelise has been absolutely amazing with Diesel during a very stressful family emergency for us. She went above and beyond to make sure he was comfortable, cared for, and stayed on his normal routine. I really appreciated the detailed updates, photos, and how attentive she was to his meals, water, potty breaks, and overall behavior. It gave me so much peace of mind knowing he was in such good hands while I had to focus on family. You can tell she genuinely cares for the animals she watches. Diesel clearly felt comfortable with her, and that means everything to me. I’m beyond grateful for her kindness, professionalism, and the love she showed my boy. I would absolutely trust her with him again and highly recommend her to anyone looking for a dependable sitter.
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 sitting
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 sitting - Chesapeake
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chesapeake average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Chesapeake
Frequently asked questions about Rover
The average cost for Pet Sitting in Chesapeake on Rover is $16.65 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet Sitting 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 Sitting. For more information on service fees, click here .
As of August 2026, there are 2,354 sitters on Rover offering Pet Sitting across Chesapeake. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Chesapeake stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
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.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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 .
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.
Yes, you can find sitters who have experience with handling special pet needs in Chesapeake. On Rover:
- 97% of sitters can help with special care needs
- 100% can help with giving oral medications or injections
- 98% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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