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 2,250 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.
“I can't say enough about how amazing Jordan is. Had a emergency with one of my pups and she handled it like she was one of her own. You can rest knowing your pets are in great hands”
“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 :)”
“Felisha was over the top when it came to taking care Joey. He took to her very quickly and looked like he had a great time while we were away. Even when he got a 24 hr bug she was able to get him feeling better in no time. We will definitely call on her again when we go away”
“Jeanne was fantastic with our puppy. She kept us informed of everything that was happening with our pup. it made being away a lot easier knowing she was in such good hands. Highly recommend!”
“Tiffany did a great job with my two dogs even though one is very nervous with strangers. She made my first time using Rover easy and stress-free with her updates. Will definitely use again in the future.”
“Alyssa went above and beyond for my fur babies! She was very attentive with them and provided great care while I was away. I will absolutely be using her again.”
“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!”
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.
“Christa did an absolutely amazing job taking care of my cat while I was gone. I was nervous to be away on an extended trip but she went above and beyond to make sure he was cared for while I was out and her communication and updates on how he was doing were great. Definitely recommend her for any needing pet care.”
“Erin is a wonderful pet sitter. She made sure my cat was very well cared for and loved everyday. My shy kitty really liked Erin as she would greet her at the door with lots of purrs and cuddles. I highly recommend Erin and will use her again.”
“Grace did an amazing job looking after my boys. I feel like she gave them all the extra love and attention they needed while I wasn’t there. She sent great pictures of the boys while she was dropping in! Thanks for taking such good care of my boys!”
About: I care for every pet like they’re my own because they deserve to feel safe, loved, and at home. I know how hard it is to leave your pet, so I’ll care for them with the same love, patience, and attention I’d want for my own. Im a full time mom & through out the week and can take care of your fur babies when your out of town or just for a weekend leave me too it and I’d gladly help ! I live just up the street, which means I’m always close by for quick potty breaks, extra walks, or any last-minute needs. As a mom, I’m naturally patient, nurturing, and used to caring for others. I have plenty of love, time, and attention to give, and I’ll treat your fur baby like they’re part of my own family. If you’re looking for someone dependable who truly enjoys spending time with animals, I’m your girl!
“Zara was so sweet and took great care of my pack! This was my first time using rover and it was a lovely experience. I will definitely reach out to Zara again when we need someone to check on our pups!”
“I really trust Stephanie she is amazing I have a Yorkie and she’s small and happy I get pictures every day of my baby Reesie if you’re looking for a dependable and so much take good care of your furry baby please look up Stephanie she’s amazing.🥰”
“Rodney was great. He was able to come 3 times a day to check in on our dog and cat. He sent us lots of pictures which made my day. I look forward to using him in the future. I felt comfortable knowing they were well taken care of with him checking in and I knew the time of day when he came and left. Thanks Rodney !!”
“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!”
About: Certified Veterinary Assistant and Accomplished Grooming Salon Manager offering over 10 years of multi-species expertise in clinical and styling environments. Uniquely distinguished by an emergency veterinary medicine background, Fear-Free Grooming certification, and Pet First Aid/CPR credentials, providing an elite level of safety and low-stress handling for anxious or medically fragile animals. A proven leader with diverse experience spanning corporate, private, and mobile salon operations, exceptionally skilled in driving business growth while managing a wide range of animals—from domestic pets to exotics and livestock. Because I balance a full-time job and family life, my grooming availability varies. My calendar changes weekly, but I am highly flexible—let's connect to find a day and time that fits both of our schedules! Emergency Hospital Readiness: With an emergency veterinary background and Pet First Aid & CPR certifications, I am fully equipped to stay calm, stabilize accidents, and manage medical crises under pressure.Clinical Health Monitoring: I don't just watch your pet; I evaluate them. Leveraging my Certified Veterinary Assistant training, I conduct baseline wellness checks and track vital health signs (appetite, hydration, mobility) to catch subtle signs of illness early.Fear-Free & Low-Stress Care: As a Fear-Free Certified professional, I use behavioral science and cooperative handling techniques to completely eliminate force, ensuring your pet feels safe and relaxed throughout the entire process.Veterinary-Grade Sanitation: To protect your household, I enforce strict hospital-level sanitization protocols on all grooming tools, equipment, and footwear, preventing the cross-contamination of parasites or diseases.
The median cost per visit for pet sitting in Chesapeake is $20
Pet parents share their Rover experiences - Chesapeake
Alyssa is our # 1 pet sitter while we are on Vacay. She has a gentle and sweet countenance with our Ms Sunshine. She easily adapts to our household routine for feeding and nurturing our kitten that minimizes trauma during our long trips. She's prompt, precise and personable. Highly recommended!
Jordan was fantastic!! She sent many photos each visit and was flexible and happy to work with me on my crazy last minute schedule changes and trip with limited cell service. She took great care of my cat and the outdoor stray cat and my cat loved her, which isn't always the case with new people!!
Nick was awesome. He was very accomodattentive to our senior pups schedule, especially our furbaby who is a diabetic and required 2 shots a day. He provided daily updates and let us know if someone had an accident in the house. We really appreciate him and would recommend him to our family and friends. THANKS NICK
Felisha was over the top when it came to taking care Joey. He took to her very quickly and looked like he had a great time while we were away. Even when he got a 24 hr bug she was able to get him feeling better in no time. We will definitely call on her again when we go away
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 Pet Sitting - Chesapeake
Frequently asked questions about Rover
The average cost for Pet Sitting in Chesapeake on Rover is $16.65 per visit (as of September 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 September 2026, there are 2,366 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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