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 2,189 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 did great with our pups while we were away. I could tell they were comfortable with her right away. She was prompt with the check ins and played with them when she stopped by. She sent pictures and updates often! Would highly recommend :)”
“Tiffany is always very helpful with the dogs! She has also helped us with small tasks like watering the garden real quick while the dogs run around in the yard or getting our Amazon boxes. We always thank her with an extra $ tip. We appreciate her!”
“Hannah was an amazing sitter! She took great pictures of my cat as well as pictures to make sure I knew he had food, clean litter and water! I would definitely recommend her and will be using her again in the future!”
“I had a wonderful experience with Grace! She took excellent care of my dogs while I was away. Communication was great—regular updates, photos, and check-ins giving me total peace of mind. My dogs were happy, well-fed, and clearly well-loved the entire time. Highly recommend and would definitely book again!”
“I entrusted Jeanne with my dogs for five days, marking the first time I had left them alone at home. She performed dependable drop-in visits, maintained their feeding schedule, refreshed their water, and provided photo updates. She did an excellent job ensuring my picky eater was properly fed. I greatly valued her professionalism and would highly recommend her.”
“Alyssa is fantastic! She watched my two cats while I was away for the week and kept me updated with cute photos and notes on how they were doing. They both seemed very happy! Also, she did a great job with taking care of their litter box and their food / water. I highly recommend her and will be using her again :)”
“Teresa went above and beyond caring for our cat while we were gone. Our cat was staying hidden at first but by the end of it was excited to see her when she visited. We'll definitely reach out next time we need someone reliable!”
“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!”
“Eleanorah was absolutely amazing with ourdog Otto! She was reliable, communicative, and clearly cared about him like he was her own. Otto was happy, comfortable, and well taken care of the entire time. I had total peace of mind knowing he was with her. I’d definitely recommend her to anyone looking for a trustworthy and caring pet sitter!”
“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!”
“I reached out to Stephanie in a pinch and she was extremely prompted in her reply. She was able to accommodate my last minute request… and I do mean last minute. I reached out to her to do a drop in within the hour, due to a scheduling conflict and she showed up AND sent photos to ease my mind. Communication with her was great and I will definitely be using her again in the future. Thank you!!!”
“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.”
“Kylie was awesome with our pets! She made time to come by beforehand to meet all of them and make sure she knew where everything was. We got pictures and updates with each visit to let us know what was going on and she communicated any issues or concerns. You can tell she really cares about the animals she’s watching and pays attention to their needs.”
“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”
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.
“Made fast friends with my cat and was always giving her attention the entire visit as well as keeping her water full and litter clean. Great communication and never had to worry about not checking in on my cat.”
“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!”
“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!”
The median cost per visit for pet sitting in Chesapeake is $20
Pet parents share their Rover experiences - Chesapeake
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.
Nick was so nice. He took great care of Pebbles, arriving early in the morning and in the afternoon for her feeding. She’s pretty low maintenance but we think she was probably lonely and Nick paid her close attention and gave her lots of love when he stopped by, which we appreciated. The updates were great and unobtrusive and we appreciated the photos. We’ll be happy to book him again for our next trip.
Haley did an amazing job taking care of my three cats while I was away on vacation for a week. I had complete peace of mind knowing they were in such great hands. She kept me updated with lots of photos, which was incredibly reassuring and made me being away from them so much easier. Haley is thorough, reliable, caring and genuinely sweet. It’s clear she truly loves animals and goes above and beyond to make sure they are happy and well cared for. I couldn’t have asked for a better cat sitter, and I will definitely be booking with her again in the future. Highly recommend!
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.
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 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 August 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 August 2026, there are 2,354 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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