Pet Sitting Chesapeake City
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 54 pet parents in Chesapeake City have booked pet sitting
Chesapeake City, 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.
About: Hey, pet parents! I’m a proud Animal Science student at Penn State with years of experience caring for all animals great and small including dogs, cats, horses, cows, and more! With 2 dogs and 3 cats of my own, I totally get how much love our pets bring into our lives. Whether your pup needs a walk or your cat needs cuddles, I bring knowledge, reliability, and lots of tail wags. I treat every animal like family because that’s exactly what they are! As a dedicated pet owner and Animal Science student, pet care is already a major part of my daily routine! I care for my own 2 dogs and 3 cats every day, which includes feeding, walking, grooming, playtime, and managing any health or behavioral needs. I naturally structure my schedule around animal care, and it’s something I truly enjoy and prioritize. Whether it’s early morning feedings, mid-day walks, or evening cuddle sessions, caring for animals is second nature to me and I’m always happy to make space in my week to care for others’ pets with the same love and attention I give my own. When caring for pets in my own home or a client’s, I focus on creating a calm, safe, and engaging environment that matches each animal’s personality and routine. In client homes, I always follow their care instructions closely whether that’s feeding schedules, medication, preferred walking routes, or favorite toys. I keep pets on their normal routines to reduce stress and make them feel comfortable while their owners are away. For cats, I make sure litter boxes are clean, water is fresh, and they have a mix of playtime and quiet time, depending on their temperament. For dogs, I provide plenty of exercise, enrichment, and affection along with structured potty breaks and walks. I’m also experienced with senior pets and those needing medication or extra TLC. Whether I’m staying overnight, dropping in for visits, or out for a walk, I care for every pet like they’re my own attentively, gently, and with lots of love and respect!

“Love the photos! This was our first time using anyone for a pop in visit. This was totally last minute! Asked Paul and his fiance last night at 7pm to please help us, and without hesitation they came right over and met our boys. They did a pop in visit today and they were wonderful!!! Will definitely use them again :) They were great!!!! Thank you both so much !”

“Maggie was awesome! She took the time to understand all of our instructions on the best ways to care for our pets, and wasn’t afraid to ask questions if she wasn’t sure about something. Excellent communication throughout the whole weekend with really good pictures! Maggie went above and beyond and I will definitely be working with her in the future!”

About: I’ve grown up in a home with dogs, and worked briefly in an animal shelter, caring for dogs from newborn puppies to seniors, responsible for their daily care and enrichment. My shifts are short and consistent, allowing me to have a concrete schedule to work around to best meet the needs of all types of pets. I have knowledge on animal enrichment and training for a variety of pets, to include dogs, cats, and birds, and know how to handle pets with all different temperaments. I try to pay special attention to the behavior of all pets to make sure I am meeting all of their needs.
“Breanna is an excellent drop-in sitter! Super friendly, good communication, and great with dogs. She came right on schedule and spent the whole appointment time giving our dog the attention she needed while we were out. Would definitely recommend! 👍”

“Destiny is AMAZING! After having to cancel a horrible dog sitter she immediately stepped up to help. My dog absolutely loves her! She is a 10/10 and will always try to book with her first!”
“Aleisha is so great! She took the time to meet our dogs ahead of time and get the lay of our house. She manages all 4 of our pups with ease! Our dogs range from puppy to senior, and she takes good care of all their individual needs. She is always on time and so flexible with our changing schedules. She communicates everything and takes the best pics during her visits! Book her now :)”

About: I don’t just watch dogs—I treat every pup like family. 🐾❤️ I take the time to understand each dog’s personality, routine, energy level, and individual needs so they feel safe, comfortable, and loved while they’re in my care. From playtime and cuddles to walks, attention, and plenty of positive interaction, I make sure every dog gets more than just supervision—they get a fun, personalized experience they’ll look forward to every time. Because your dog deserves more than a place to stay—they deserve a second home. I am a stay at home mom my attention is on kids and animals I only go out if I have to and it’s never a long time I have a fenced in yard and 2 friendly dogs (small dogs ) to keep your fur baby company. I can easily create your dog if need to .

“Kelsie went above and beyond. In addition to following my instructions, showed up like clockwork, sent lots of photos, and when I returned home my cats were like "Oh, it's you." I couldn't have asked for more.”

“Nikkita was perfect. We needed a walker same day with very little notice and she came through to walk our boy. She was very sweet and communicated everything with us. We would definitely use her again.”

“Couldn’t be happier with Christine and how she took care of our three fur babies. Each one has a very unique personality and two out of three need to be won over which Christine did quickly. Her checks-ins were both full of information and very thoughtful with lots of pictures showing how well they were behaving while we were away. We will definitely use Christine again.”

“Lacey was amazing. My dogs felt loved and was given the space they needed to play, cuddle, and or stand back and observe. She followed all my instructions and even stayed longer than she had to just to make sure my babies were okay. I cannot express the gratitude I feel. It was very scary leaving my babies in the care of a stranger, but they loved Lacey and she truly treated them as her own.”

“Cannot say enough good things about Yvonne! Kyrie always has a great time and Yvonne takes the best pictures of him. I never worry about him being left with her. She takes great care of him. Yvonne is very friendly, flexible, and is always on time for visits. I will definitely request her again in the future!”


About: I have been around dogs my whole life and currently have one of my own! I am also a teacher, so I have plenty of experience providing a safe and caring environment! I am available Monday, Friday, or Saturday at anytime! On Sundays, I can be there anytime after 2. Wednesdays I can do anytime between 1:30 and 3:30 and Thursdays I can do anytime between 11 and 2! My own pup is spoiled! He has everything he could possibly want! He is honestly a couch potato, but we take him on walks and enjoy plenty of snuggles.

About: I’ve grown up with dogs my whole life. I adopted a cat two years ago & can confidently say I now know the difference between how to interact with both. My friends call me the cat whisperer & I’ve watched both cats & dogs before. I am available to pet sit weekdays. My availability does depend on the week- I work remote so I am more flexible. I will try to keep my posted schedule as up to date as possible. I care for every pet with compassion & love. I understand that every dog/cat is different & needs to be treated accordingly. I get the importance of knowing your pet is safely looked after & treat them like my own.

About: Welcome to Safe Hayven Fields At Safe Hayven Fields, we’ve created more than just a place for pets—we’ve created a peaceful sanctuary where every furry friend is treated like family. Nestled on our beautiful horse farm in lower Cecil County, our little slice of paradise offers breathtaking views, fresh country air, and plenty of room for adventure. Whether your pup loves splashing in the pool, running and playing in our safe, clean, and secure outdoor spaces, enjoying cozy snuggles inside, or taking a stroll to visit the horses, every day is filled with love, fun, and personalized care. We believe the most important thing we can give your pet is love. We care for each guest as if they were our own while always respecting and following every parent’s wishes, routines, and special instructions. Your pet’s happiness, comfort, and safety will always come first. Our hope is that Safe Hayven Fields becomes your pet’s home away from home—a place they’ll be excited to return to, with wagging tails and happy hearts every single visit. We can’t wait to welcome your family into ours. ❤️ My entire life revolves around my farm and caring for all of my animals. I am on the property 24/7 as this is my full time job. And luckily it’s my passion. We have a beautiful fenced in pasture with lots of space to run. We are in a very private and rural area. We also have a pool- only if parents are OK and the Pup chooses to take a dip! Your Pup will always be supervised. If there are restrictions we will always abide by them. We also have dog crates if needed or requested and a beautiful inside area as well. Basically your Pup is gonna have free range and feel a home away from home.
“Stephanie took care of my cats in my home for 2 weeks. She went above and beyond my expectations. I highly recommend her to take care of your precious fur babies. She is wonderful.”

The median cost per visit for pet sitting in Chesapeake City is $20
Dog parents share their Rover experiences - Chesapeake City
Aleisha is so great! She took the time to meet our dogs ahead of time and get the lay of our house. She manages all 4 of our pups with ease! Our dogs range from puppy to senior, and she takes good care of all their individual needs. She is always on time and so flexible with our changing schedules. She communicates everything and takes the best pics during her visits! Book her now :)

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 City
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chesapeake City average 6 repeat pet sitting clients
FAQs for Drop-In Visits - Chesapeake City
Frequently asked questions about Rover
The average cost for Pet Sitting in Chesapeake City on Rover is $17.76 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 1,888 sitters on Rover offering Pet Sitting across Chesapeake City. 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 City 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 City. On Rover:
- 95% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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.







