Dog Sitting Chesapeake
Book a Chesapeake dog sitter to watch your dog in your sitter’s home or yours.
Over 1,435 pet parents in Chesapeake have booked dog sitting
Chesapeake, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Tyshaun was very friendly and caring with my older Weimarainer who just needs someone to hang out with him. He was respectful of my home and gave updates as things happened. I’d suggest him and request him again.”
About: 👋Hi everybody! My name is Madison and I can’t wait to meet your fur babies! I am a current Masters student at EVMS studying surgical assisting. I am unable to work full time due to the rigor of the program so I love watching pets as a part time job. 🏡 I currently live in an apartment in downtown Norfolk with my boyfriend of 8 years, Grant. Grant helps out with potty breaks and walks if I am ever not home. We are both students and have internships so if your pet needs someone with them at all times, we unfortunately can only provide this on the weekends. 🐶I have experience with senior & adult dogs, cats, administering medications & puppies! I also volunteer at the Norfolk Animal Care Center in my free time to help out the shelter animals and be involved in my local community. We have no pets in our apartment currently. 🐱If chosen to care for your pets I will treat them with the love and respect that I would give my own pet. I love to send photo updates to the owner so that you can be assured that your pet is in safe hands. I look forward to meeting you and your fur baby! My class schedule is very flexible so I am able to offer frequent potty breaks and walks as needed! This allows me to follow the routine that your pet is already accustomed to I grew up with dogs in my parents home my whole life. My own dogs are spoiled and loved so much, so I will be sure to treat your animals the same way. My dogs love walks, playing outside, snuggles, and treats. I can promise that your animals will be treated no different than my own. I currently do not have any pets in my apartment
About: Hi! I’ve been caring for animals for over six years, with a lifelong love for pets that started growing up in a home full of rescues and adoptions. That experience helped me become patient, attentive, and comfortable with all kinds of personalities and needs. I work from home full-time, which means your pet will get plenty of attention, supervision, and companionship throughout the day. Whether your pet is energetic, shy, or needs a little extra care, I do my best to make them feel safe, comfortable, and at home. I don’t currently have pets of my own, so I truly enjoy giving my full attention to the pets I care for, it’s something I genuinely look forward to! Occasionally, I may step out for a few hours due to military training, but this is rare and I always plan ahead to ensure your pet’s needs are fully met. Thank you for considering me! I’d love to be a trusted sitter for your furry companion ❤️ I work from home full time so I fit pet care into my schedule before work, during breaks and after work. Feeding is based off of the pet’s eating schedule. Your pet’s safety, comfort, and happiness are my top priorities. I provide one-on-one care only, which means your pet will never be booked alongside other animals. Pets are welcome to roam freely and get comfortable in my home, helping them adjust naturally to their surroundings. They’re welcome to relax on the couch and sleep in the same room as me (though I do keep the bed pet-free). I make it a point to keep pets engaged and happy with regular playtime, affection, and a consistent routine. During downtime, I even leave on pet-friendly TV (like animal channels) to create a soothing and familiar atmosphere.
“She has been so great with our puppy for drop ins. Out girl loves hanging out with her and playing with her. We couldn’t have asked for a better person to come in and check in on her.”
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. My calendar changes every week, but I am highly flexible—so let's connect to find a day and time that works best for 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.
About: For most of my life I have been around animals, whether its my own, a friends or a neighbors. I have taken care of many pets and understand everything they need. I have a Golden Doodle I love all dogs and love being around them which is why I will take good care of your furry family members. Walking, cuddling, playing, and even eating with them are some of my favorite things to do! As a local EVMS student I am looking to spread my love to your pets as I continue my studies here in the Norfolk Area! I am a college student but my schedule is flexible and will not hinder my ability to take care of your furry family member. Your pets will always be in great hands when I am taking care of them. I am a very active person, so walking is something I enjoy a lot and do very often with my golden doodle. Based on how your home is set up, with a fenced yard or not I will always be watching your pet to make sure they are safe! I will always be around taking care of them: feeding, watering, cuddling (which might be my favorite!), exercise, and of course play time. You never have to worry about your pets safety when I am with them!
About: I’m a responsible, attentive, and caring dog lover who understands that every dog has their own personality, routine, and needs. As a dog owner myself, I know how important it is to find someone you can trust with your furry family member. I’m patient, observant, and detail-oriented, and I take safety seriously. I’m happy to follow your dog’s usual walking routine, reinforce good leash manners, provide potty breaks, and make sure they have fresh water and plenty of attention. I’m also comfortable following special instructions for shy, energetic, or senior dogs. I know that the little things matter, from keeping your dog safe on walks to sending updates so you can feel confident while you’re away. My goal is to make every visit a positive, stress-free experience for both you and your pup! I’m a nurse and figure skating instructor with a flexible schedule that allows me to provide walks and potty breaks while you’re away! My work has taught me to be responsible, attentive, and detail-oriented, and I bring that same care to every pup I meet. I know how hard it can be to leave your dogs at home, and I want to give you peace of mind knowing they’re safe, happy, and cared for until you get back! I’ll pick your pup up for a refreshing walk, give them plenty of love and attention, and make sure they get a good potty break while you’re at work. Whether they need a little exercise, time to sniff and explore, or just some extra affection during the day, I’ll make sure they feel cared for until you’re home again! I’ll also send you pictures and updates so you can have peace of mind knowing your furry best friend is in good hands. 🐾
About: I've been around animals almost my whole life, I use to walk my neighbors dogs all the time and I've trained some puppies before. I'm also have patience for them. I have a lot of free time but I live with my grandmother and my cousin who goes to school so I have to wait for her to get off and on the weekends im free all day. I have a fenced in yard. My dogs are friendly but my bigger dog doesn't do well with other dogs. I also have 3 cats and they get well with my dogs.
“Jasmine is absolutely amazing! She’s super flexible, reliable and exceptionally considerate. She sends updates and really goes the extra mile to make you feel comfortable. I’ve never allowed anyone into my home before and Jasmine is our repeat sitter. We love her services!!”
About: I’ve been surrounded by animals since I was a child! I take the time to understand every dogs needs. No matter how big or small your babies are I will always make sure they are filled with love! I’m currently working part time during the day but my schedule is very flexible! I can easily work around your time and needs. I’m also available almost every weekend. I have a large fenced yard and always make sure to give positive stimulation to my animals. No matter the energy level I’ll make sure their needs are met!
About: I grew up around animals, both cats and dogs, and have always loved meeting other people’s dogs and cats!! I have walked dogs, most recently in DC over this past summer. I have also stayed with people’s cats. I understand how meaningful pets are to their families, and I want to be known as a safe, reliable person you can count on when you are going out of town and sadly can’t bring your pet! I will look after your pets like they are my own, even for a short period of time. I currently work full-time at a nonprofit in Virginia Beach. My apartment doesn’t allow for pets, so I thought Rover would be a great way to be around animals in the time that I cannot have my own. I am very active, so I love going on walks with dogs, and I am happy to spend my weekends hanging out with your pets. While I am often not available from 9-5 on the weekdays, I am available for weekends and after 5 on the weekdays, in case you work different hours than I do and need someone to check in on your pup or cat! I completely understand the love and value we have for our homes and our pets. While I cannot have pets in my apartment, I can guarantee to respect your home and treat it with the utmost care, while making sure your pet is safe and having a good time!
About: I grew up around dogs and animals, as we always had dogs at both of my homes. Being around animals from a young age made me comfortable caring for them and taught me how much patience, responsibility, and attention they require. I’ve also had plenty of experience caring for other people’s pets and children. I’ve babysat for families during date nights, helped parents who needed someone to watch their children and animals, and regularly took dogs on walks and made sure they received the care and attention they needed. One of my biggest experiences was regularly caring for a family’s two dogs and two cats while they were away on vacation. I was responsible for making sure all four pets were fed, cared for, and comfortable while their family was gone. I genuinely enjoy spending time with animals and treat every pet as if they were my own. I’m dependable, caring, and comfortable taking on the responsibility that comes with caring for both pets and children. For the most part at the moment I am just doing side jobs until I move in January! I nanny from 4-8 monday through wednesday, but other than that I typically have all day to fit your animals into my schedule!! I will follow all rules set by owners and I will treat your animal with love and like it is my own! I will make sure your dog gets plenty of playing time, plenty of pets (if that’s what they like!), I will make sure they are fed and cared for the way you intend!
“Joelle has been taking care of my boy Noodles for about a month now and he adores her. Joelle goes above and beyond with our boy, and they’ve created quite a bond. Makes me feel better about having someone come into my home.”
About: Hi! My name is Emily Buckner! I’m 24 years old and a recent graduate of William and Mary. I have about 5 years of pet sitting experience. My mom had her own pet sitting business, and starting at the age of 16, I would assist on her jobs whenever her clients were comfortable with it. I gained a lot of experience with dog walking and daily drop in visits. I have also grown up with many animals ranging from cats and dogs to lizards and fish. Recently, I have focused on pet-sitting for friends and family but am looking to expand my range of clients. I am comfortable with daily visits, walking, or over nights. Just let me know what you need, I'm here to help! I would describe myself as very responsible, caring, and fun loving. Of course, I’m also an animal lover! I would love the opportunity to care for your pet if you think we'd be a good fit!! My schedule is very flexible! I work part-time during the week, but can work around most schedules. I usually have availability mornings, afternoons, and evenings during the week. Weekends are completely open! At this time, I can not care for any pets in my own home. I am more than comfortable coming to your place for drop in visits or overnight stays. I can come multiple times a day for however long you would like. Like I said, I'm here for whatever you need!
“Thankful for Damien to be willing to sit by baby on a holiday! My kitty is pretty shy and it took him a second to warm up, but once he did, I could tell from the photos he had a great time. Very communicative! Cannot say enough good things!”
The median cost per visit for dog sitting in Chesapeake is $20
Dog parents share their Rover experiences - Chesapeake
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
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.
My wife and I had to leave my Pittie for five days. We saw Alyssa’s reviews and immediately contacted her for an in-house meeting. I was very impressed with the meeting and asked if she could watch Nina for us. During the five days she watched Nina, she was terrific!! Every time she came to our home, she sent us pictures of Nina and explained how the day went with her. She even bought Nina a couple of toys. As much as we missed Nina, we knew she was being well taken care of. It’s hard to leave our pets, but having someone like Alyssa makes it much easier. She was the best!!
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 dog sitting
1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - Chesapeake
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chesapeake average 6 repeat dog sitting clients
FAQs for Dog Sitting - Chesapeake
Frequently asked questions about Rover
The average cost of Dog Sitting in Chesapeake on Rover is $17 per visit as of October 2026. Most bookings cost between $12 and $24 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 2,317 sitters on Rover offering Dog 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesapeake choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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.
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 .
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Chesapeake with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
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.
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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