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 2,089 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.
“Felecia was so awesome! Resun and Roxy absolutely love her I can tell and are very comfortable with her. They even let her bathe them lol. We appreciate her patience during the 2 meet and greets as well for she did not have to do that. She took great care of our home EVEN washed their dog bowls out🫂☺️ We are grateful to know her and be able to travel freely now without worry. Thank you Felecia! See you again soon”
“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!!”
“Alyssa was awesome! We have an elderly cat who has recently lost his sight and is very skittish. We were nervous to leave him while we were traveling, but Alyssa quickly put us at ease. She kept us updated with thoughtful and thorough check-ins and was kind, patient, and consistent with us and our cat! As a result, our very nervous cat warmed right up to her and we had the confidence to relax and enjoy our trip. We will definitely be booking with her again in the future!”
“Tiffany was absolutely amazing ! Very quick to respond and super flexible. I will use her again for anything. My boys were well taken care of, and she was great with communication.”
About: I started working as a vet tech at 17 and have two years of boarding experience at a veterinary hospital, well versed in schedules and procedures including medication and special needs. Currently working but flexible schedule, willing to work with your needs! Older/less active dogs preferred but happy to play with a puppy when so necessary. I worked directly beneath the boarding manager and trained new staff in observation, care schedules, and proper safety protocols. I also form bonds of trust with any animal I’m working with to ensure their and my comfort.
“Abi was a great sitter for my pitbull over a long weekend. She provided updates and took great care of her. I can tell she cares a lot about animals. We'd absolutely use Abi for drop in visits again. Thank you Abi!”
“Teresa is amazing! We are so lucky to have used her for our senior kitties. It was our first time using a pet sitter and definitely won't be the last time we request Teresa.”
“Grace took great care of my cat and I felt very comfortable leaving my cat in her care. She was also very easy to communicate with. Will definitely book with her again!”
“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.”
“I can't recommend Morgan enough! She took amazing care of my 2 dogs while I was away and followed every instruction perfectly. She made sure they got plenty of attention and even played fetch with my golden during every visit, which she absolutely loved. After it rained and the dogs tracked mud through the house, she even went above and beyond by mopping my floors without being asked. It's clear she truly cares about the pets she watches, and takes pride in doing a good job. I felt completely at ease 200 miles away knowing they were in such great hands, and I'll absolutely be booking with her again!”
“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.”
“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.”
“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.”
“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.”
“Maggie is an amazing petsitter! Punctual and so caring, she played every day with my cat and took care of everything for her. I felt so relaxed being away thanks to her and I’ve already re-booked her for another time!”
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.
“Kess is just wonderful, and I highly recommend her to anyone looking for someone to care for your pet like her own while you’re away! She is detail oriented and patient. My cat, who is typically quite anxious, warmed up to her right away :) She also sends such lovely, detailed messages and cute photos. Will absolutely continue reaching out to her in the future for help when I’m away!”
The median cost per visit for pet sitting in Chesapeake is $20
Pet parents share their Rover experiences - Chesapeake
Haley has been wonderful! We have used her multiple times for watching our cats and will continue to use her if available in the future! 😊 she sends lots of pictures including food, water and litterbox at each visit to give you a peace of mind that your fur baby is being well taken care of while you are gone!
Jaclyn took wonderful care of my cat while I was abroad. I felt so much more at ease being away knowing she was in such good hands. Jaclyn was communicative, dependable, and thoughtful throughout my trip. She also handled an unexpected maintenance issue with care and intention, which I really appreciated while being out of town. I’m very grateful for her help and will absolutely be using her again!
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.
McKayla did a great job caring for my community cat, made sure the food was put out, sent helpful updates, and included pictures so I could see that everything was okay. I really appreciated her communication and reliability, especially since caring for a feral cat can be a little different than caring for an indoor pet. I would definitely recommend her and would book with her again.
Lucia did a great job looking after my 2 kitties! She followed all my instructions I left behind & was communicative during drop-ins! She definitely eased my mind when we were traveling. We’ll be sure to look out next time for Lucia when needing a reliable and caring 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 near you
Select a filter and find qualifying Chesapeake sitters!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 July 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 July 2026, there are 2,360 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
- 99% 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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