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 838 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.
“Grace was amazing! Our previous sitter dropped out last minute, Grace was available and responsive and we were able to get everything sorted 2 days before we left. She even got our shyest cat out and about and made sure to send plenty of action shots of the cats playing!”
“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!”
“Quick response, on time & reliable! Sent a ton of pics! So happy I found her! 🩵I will definitely have her as my favorite from now on!! Thank you so much for taking care of my babies!”
About: I grew up with large dogs who were my extra siblings. I've been dog walking and pet/house sitting since I was a teenager, and I have lots of experience with all kinds of pets. I'm comfortable with dogs that jump up and pull on the leash. I've worked with a wide range of cat and dog personalities from shy and skittish to the most outgoing. My current roommates include a chatty cat, a German Shepherd, and a tortoise! I'm currently in my 4th year at EVMS, so my schedule is a little variable. Right now I can do afternoon walks most days with more variable morning availability. A clean and safe environment is key to happy, healthy pets. I'll always pick up after them and watch for potential hazards. I've worked with some professional counter surfers before, so I'm excellent about not leaving food where a fur baby can get into it.
About: I have many years of experience caring for family pets as well as raising beagle puppies from birth to adoption. I have experience working with dogs, cats and small birds. I am very attuned to animal body language and can read behavioral cues very well. I help care for my family dog by letting her outside for potty breaks throughout the day as well as feeding 2 times a day. I also spend quality time with her in the form of playing and walks My first priority in my day is to make sure the pets' needs are met so that they may be comfortable while I continue my daily tasks throughout the day. Feeding times are at regular intervals.
“Thank you so much for taking such good care of my special boy! I love that he behaves well for you and that your presence is helping him learn how to walk well on a leash (and be less reactive). You’re awesome Rachel!”
About: I’ve been around dogs my entire life. Currently have two German Shepard’s and two house cats which have been living with us between 2-11 years. I love animals and am more than happy to feed, play, walk, do potty breaks, meds, etc.. not currently doing in house sitting however will be open to that more in the future. Weekends are generally open. I work a relaxed work schedule generally from 9am-1pm. Aside from the kids sports, or appointments my days are pretty open. I care for two Shepard’s and two cats at home. I’m familiar with giving medicine, going for walks (or runs if dogs enjoy), playing fetch, tug of war etc… I’m very comfortable around dogs and love animals. If special care or instructions are needed let me know and I will work with you.
“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!!!”
“Renee is so amazing with our wild wolf pack! We always look forward to her coming to hang out with our dogs when we head out of town or need to leave the house for an all day long event. She keeps us informed of how our dogs are doing, sends photos, and follows up with a message. We are so lucky to have found her and she is always our first choice when it comes to someone taking care is our dogs.”
“10/10 EXPERIENCE! 🐾💕 Alake was absolutely AMAZING from start to finish! I genuinely could not have asked for a better sitter for my two girls! She went above and beyond, especially when it came to providing emotional support, patience, and reassurance for my pitty, who has been struggling with some anxiety. And somehow, she even managed to tame my wild child, Piggy, which is an accomplishment all on its own! 😂 What I appreciated most was the peace of mind she gave me while I was away. Being away from my girls can be stressful, but Alake made sure I felt comfortable, reassured, and confident that they were in loving hands. Her communication, compassion, and genuine care were everything I could have hoped for. She didn’t just take care of my dogs; she took care of my peace of mind, too. I am beyond grateful for her and would recommend her a thousand times over! I will absolutely be booking with her again! 💕🐶”
About: Due to frequently moving around for my moms job, I wasn't able to have a pup to myself, however that never stopped my from caring for others. Where ever we called home, I became the go-to pet sitter in my community. In the beginning I advertised myself to my moms coworkers and before I knew it, people already new my name and would refer me to others. I was only allowed to care for these fur babies on school breaks during my primary years and I still do so now when I visit my mom overseas. In the past I have done boarding, drop-ins as well as walks. Walks: I usually walk dogs about 3-4 times a day. At wake up usually around 8am around human lunch time (noon) another about 4 or 5pm and another before bed 10/11. My walks usually span from 15-45 minutes. Lunch walks are on the shorter side as well during peak heat hours. Longer walks are morning and afternoon/night times as I have more time to dedicate and its usually cooler. If your doggie needs more or less walks/time outside I am happy to accommodate. Attention: I am more than happy to accommodate to your pups personality and regular home life. If your doggo loves cuddles and kisses I am free for all the above but if that is not their style let me know and can provide space for alone time (or parallel laying lol). I allow pets on my bed but if this will interfere with their learning and home training, let me know these limitations. Playtime: I usually play with pups when they show signs that they will like to play. Whether they have the zoomies and we round around or if we are playing tug-a-war. If you have a more active dog, I will accommodate with more activities and longer walks. If they enjoy running I can also comply as I am trying to get better at running. If your dog has a preference for dog parks, let me know so I can accommodate as well. Being a college student, I am flexible when it comes to a pups needs. I work a part-time job as well as attend classes but, I live a block away from both so quickly getting home or to my car is not a problem. I am a pretty active person as I like to walk and experience nature to its fullest. I know some nice spots to walk and stretch your doggos legs. I also know how to get comfortable and cuddle :) For this fall semester I have classes during the day and have a part-time job during the evening (3-4h) but I am able to work a proper, caring schedule to care for you babies. Emergencies: PLEASE provide me your dogs medical records as well as your vets number and location. This is for emergencies only and I will contact you first if anything arises.
About: I’ve loved and cared for animals, specifically family pets, since I was a young girl! I currently have a kitten of my own named Astra. I’m comfortable caring for both cats and dogs. My patience runs deep with shy or nervous pets. However, I do thoroughly enjoy playing with both cats and dogs! If they need to cuddle, go on walks, or just need a little attention, count me in! My experience as a teacher makes me responsible, dependable, and very attentive to routines and instructions. With me, I hope you can feel confident that your pet will be genuinely cared for while you’re away! I work as a teacher during the week, so I’m primarily available for pet care on weekends, holidays, and school breaks. I can also accommodate some weekday evenings depending on the location and my work schedule. On weekends, I have plenty of flexibility for walks, drop-ins, playtime, feeding, and spending quality time with your pets. I know how important it is to trust the person caring for your pet and entering your home. I’ll carefully follow any instructions you provide regarding feeding, walks, medications, litter boxes, routines, and household rules. I’m attentive to changes in behavior and will make sure your pet has a safe, clean, and comfortable environment. I’m also happy to send plenty of photos and updates so you can feel confident that your pet is happy and well cared for while you’re away.
“Great sitter, clearly loves animals. She handled an issue with our microfeeder perfectly! Communicated immediately and clearly. Our kitties loved her. Just needs to learn how to do the rover cards, but I'm sure she'll get there!”
“Tayauna took great care of my 50lb dog during drop in visits. She took her on walks and did well to distract my dog who gets a little wound up when she sees other dogs. We got photos and updates at each visit. We highly recommend and will use her again on future visits.”
About: I’ve been taking care of dogs since I was 11. I recently had to let my two girls go, so I’m looking forward to loving on your babies. I have experience with puppies all the way to senior dogs. Both of my girls needed medication towards the end, so I’m familiar with administering pills on a schedule and anything else that goes with owning a senior dog. My oldest had dementia, so if your pup has that, I can handle the quirks that come with that. I’ve also watched my friends bigger dogs, and they love just as much cuddles as the little ones do. Taking your fur baby out for walks, cuddling with them, and playing with their favorite toys would bring so much joy. You’ll have peace of mind (and updates) if you let me take care of them like you would. Updated to add: due to the school year starting, I cannot start any in home care until after I get out of school on Fridays (my work is done at 3:30). I am a teacher, so during the weekends and summer I have all the time to spoil your precious baby. Being a teacher also means I can spend extended time with your pet during the summer. I’m very good at following schedules and routines to help make your pet feel as comfortable as possible while you’re away. I will love on them, play with them, and do anything else you need so both of you feel relaxed while you’re at work or on a trip.
About: I’ve cared for dogs both big and small/young and old, I’ll always send you updates on your pets to let you know how our walk went without being asked, and I’ll treat your babies as if they were my own. I work an office job Monday to Friday from 8-4. I am free for walks in late afternoons/evenings during the weekdays, and have full availability on the weekend. I have two cats and they are very spoiled. I ensure that they always have fresh water, daily. I make sure they are given good food. And I play and cuddle with them all the time.
“My go to dog helper, she is always quick to reply and very helpful. I appreciate her flexibility and attention to detail. Recommend for anyone who needs your dog to be cared for while you are away”
The median cost per visit for pet sitting in Chesapeake is $20
Pet parents share their Rover experiences - Chesapeake
Alyssa did an absolute fantastic job taking care of our puppies and taking cute photos of them. She exceeded my expectations and went above and beyond. I highly recommend Alyssa to anyone else that uses this app and is looking for a kind and caring individual to take care of your pets. Alyssa is trustworthy, outgoing, and respectful, and I am so happy I hired her to watch my pups. Thank you Alyssa :)
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!!
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
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.
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 sitting
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 7 repeat pet sitting clients
FAQs for Pet Sitting - Chesapeake
Frequently asked questions about Rover
The average cost of Pet Sitting in Chesapeake is $14 per visit as of November 2026. Most bookings cost between $11 and $22 per visit. 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.
As of November 2026, there are 2,386 sitters on Rover offering Pet Sitting across Chesapeake. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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:
- 89% of sitters can help with special care needs
- 94% can help with giving oral medications or injections
- 95% 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 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.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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