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 2,300 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 wonderful! Great energy and very clearly an animal lover! She kept me informed on everything - from when she was en route to the visits to filling out rover cards with photos and updates. Will absolutely trust her with our babies again! ☺️”
“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”
“This is our first time using Rover. We wanted someone who was mature and responsible and Jeanne was a great fit. She was prompt and caring from the start. She sent messages and pictures every time and followed the details of our instructions. She was also thoughtful and thorough in how she cared for our kitty. We especially appreciate Jeanne giving time and space for our kitty to warm up to her and make sure she was comfortable with interaction. We recommend Jeane!”
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.
“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!”
“We love Tiffany! Our fur baby looks forward to seeing her every day, and she is always so communicative about how the visit went and any concerns. She is always looking out for risks in the yard and making sure he gets all the love and attention!!! She has also saved us multiple times by fielding last minute changes. I don’t know what we would do without her!”
“Aimee was attentive and so sweet with my cats. Even though it was just one visit, she really made my cats feel loved. Absolutely am gonna keep Aimee around. Such a sweet person and gentle soul. Obviously loves animals and her experience is evident in her handling of even my most dramatic cat. They look forward to seeing her again! Thank you, Aimee!!!!”
“This is the first time that I’ve used any kind of application like this, and I have to say that Casey was amazing. My pet gets nervous around strangers, and she came to house to meet him first so he would be comfortable. That indicated to me that she handles the visits as she would want for her own pets. She also had wonderful communication, and very accommodating during the entire time she was there. I am so glad that I have found someone that I can trust to take care of my pets when needed. I highly recommend her, and will be using her again in the future.”
“Amy was wonderful with our older puppies while we were on vacation. She took extra care of any accidents and made sure they always had exercise and love. We always received updates every visit and you could tell our pups were so happy. Extremely happy and appreciative for her care for our fur babies.”
“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: 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.
“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!”
About: I’ve had dogs for as long as I can remember and have been pet sitting for friends on and off for the past 6 years. I’m not a professional dog sitter, but I have plenty of hands-on experience caring for dogs with different personalities and needs. I have a 12-year-old pup of my own, so I especially understand patience, routine, and those little quirks that make every dog unique! 🐶❤️ I work during the day, but I have availability in the afternoons, evenings, and weekends. I’m happy to work around your pet’s routine and make sure they receive plenty of attention, exercise, playtime, and care while you’re away. I know how difficult it can be to leave your pet with someone else, so I want you to feel completely comfortable and confident in their care. I’m an experienced dog owner and also volunteer with dogs, giving me additional experience caring for different personalities and needs. I’ll follow your pet’s routine and instructions closely, provide a safe and clean environment, and give them lots of attention, patience, and love.
“Michelle was outstanding! She was able to do a drop in visit for us at the last minute. I felt so at ease with her coming into our home and taking care of our dogs. She was extra careful coming in and out due to our three indoor cats. I am so grateful for her services and will definitely use her again!”
About: I’ve had animals all of my life, and I currently have a dog and a cat now. Also, I’ve taken care of dogs/cats since I was old enough to do so! Whether it was as a job or for a friend, I bathed, fed, and cared for them like they were my own! I currently only work a couple hours a day so I am usually available after 10 A.M. Other than those few hours, I am home every day! I live right in front of a big park as well as an actual dog park so your dog will have plenty of space to play! I myself have a dog and a cat who are very playful and get along with anyone and everyone. My dog would love to keep your dog company, as he thinks that play time is anytime! I can also crate your dog if needed!
The median cost per visit for pet sitting in Chesapeake is $20
Pet parents share their Rover experiences - Chesapeake
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
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.
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 6 repeat pet sitting clients
FAQs for Pet Sitting - Chesapeake
Frequently asked questions about Rover
The average cost of Pet Sitting in Chesapeake on Rover is $17 per visit as of October 2026. Most bookings cost between $12 and $27 per visit. 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 October 2026, there are 2,396 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 .
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 , 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:
- 96% 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 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 .
sitters on Rover set their own , 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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