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.

End
Search

Over 53
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.

1 / 1
Sitter Profile Image: Lita K.
Verified Enhanced Background Check
Lita K.
Star Sitter
from
$19
per visit
5.0 out of 5 stars
• 3 reviews
2 repeat clients
9 years of experience
Middletown, DE, 19709

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!

Sitter Profile Image: Brian & Tanya D.
Verified Enhanced Background Check
Brian & Tanya D.
from
$16
per visit
50 years of experience
Elkton, MD, 21921

About: While we are new to Rover, we are certainly no strangers to the world of caring for pets. We are a husband & wife team with a combined total of over 50 years of animal care experience. From bottle feeding babies, to senior pet care, to exotic animal husbandry, we have seen it all. Being pet parents ourselves, we have had several dogs, cats, small mammals, reptiles, & fish. Our American bulldog, Jack, our King Charles Cavalier, Castle, our Chow Chow mix, CBJ, and our Labrador/Husky mix, Crichton, have all left muddy paw prints on our hearts long after they've all gone. We currently have 6 cats, 3 of which are siblings we adopted a year ago and are loving all the chaos that they bring to our days. We can't forget our 2 ferrets, Mongo and Princess Donut- 2 of the sweetest little trouble makers we've ever had. From providing dog walks, play times, medicating, cleaning, cuddles, & kisses, we want to continue your dedication to helping your family pets live happier, healthier lives. Brian has worked as a manager in the pet retail industry for over 30 years, in a variety of settings. He has had cats and dogs his entire life, as well as keeping fresh and saltwater aquariums and building large vivariums for tree frogs. He has experience volunteering in wildlife rehab as well as handling reptiles and raptors at Zoo America in Hershey. He worked as a licensed pet sitter for many years in his twenties. Tanya has worked at several zoos and small animal veterinarian clinics. She started out as a veterinary technician, which she loved doing for 11 years. She then transitioned to being a veterinary receptionist in 2017, moving her focus from purely pet care to client care as well. Attending a variety of pet care continuing education every year and owning several pets needing daily, weekly, and monthly medications, Tanya has a wide skill range allowing her to help you keep your pet feeling their best. We both work full time, but with differing hours, allowing for availability morning, noon, & night. Brian is an early riser, so early morning walks or medication administration would be easy to accommodate. We are more than happy to follow whatever instructions you might have when visiting & caring for your pets in your home. We are open to having some exotics, or very low key dogs, in our own home for boarding. We do have six cats that run our house, so whoever is staying with us would need to get along with them.

Sitter Profile Image: Gabriella W.
Verified Enhanced Background Check
Gabriella W.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
2 repeat clients
23 years of experience
Elkton, MD, 21921

About: I've Been an avid animal lover since birth. Always have had animals in the house since I can remember. I started my first dog walking/sitting job at 10, made flyers and all. Flash forward 23 years and im still taking care of loved friends fur children. I'm a mother of 2 french bulldog/Boston terrier mixes, 2 beautiful black cats & an energetic 1 year old babygirl. I've worked with animals of all types, I'm not just your adverage cat and dog sitter (ducks, geese, chickens, goats) Can't wait to meet you and your precious fur babies. We have a very flexible routine typically our day starts with potty and breakfast for everyone. In the afternoon we have a snack and playoutside for 20-30 minutes. the evening is filled with cuddles relaxing and dinner. At bed time we all go potty and the pups get locked up in their create. Everyday is different but we are easy adapt to what ever the day may bring. We have a large yard which my pups are trained to stay in, with being frenchies they are practically my shadows. For bedtime and when we are away from home they are create trained for their safety. I would follow what ever rules are set in place to take care of your fur babies as well I understand all the dangers pets can get into when not leashed, fenced in, or created for their safety.

Sitter Profile Image: Kelsie T.
Verified Background Check
Kelsie T.
from
$25
per visit
5.0 out of 5 stars
• 14 reviews
5 repeat clients
15 years of experience
Elkton, MD, 21921

“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.”

Profile image
Deena M.
Sitter Profile Image: Shirl B.
Verified Enhanced Background Check
Shirl B.
from
$20
per visit
5.0 out of 5 stars
• 28 reviews
9 repeat clients
12 years of experience
Elkton, MD, 21921

“Shirl has been absolutely amazing!!! We are so thankful for her !! Her care and love for our Zoey set's our mind at ease!! We know she is absolutely ? cared for and very LOVED!!”

Profile image
Lyndi D.
Sitter Profile Image: Rebecca R.
Verified Enhanced Background Check
Rebecca R.
from
$28
per visit
5.0 out of 5 stars
• 31 reviews
17 repeat clients
8 years of experience
Townsend, DE, 19734

“Rebecca took great care of our dog. She was very dependable and on time even in poor weather conditions. Our dog was very comfortable with her. We would highly recommend her to anyone.”

Profile image
Melissa P.
Sitter Profile Image: Christine S.
Verified Enhanced Background Check
Christine S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
• 29 reviews
16 repeat clients
25 years of experience
Elkton, MD, 21921

“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.”

Profile image
Renae K.
Sitter Profile Image: Jen P.
Verified Enhanced Background Check
Jen P.
Star Sitter
from
$45
per visit
5.0 out of 5 stars
• 80 reviews
22 repeat clients
25 years of experience
Middletown, DE, 19709

“Jen is absolutely the BEST petsitter you will ever experience. My cat is very high maintenance with her attitude and her massive hair (forest cat). Upon my arrival home kitty was calm, very content , and had an extensive grooming! My home was exceptionally clean with the removal of litter and cat food cans. Jen met me before the sitting dates and she was extremely knowledgeable . She has tons of common sense--- You will not need to give her pages of instruction. She GETS IT ! In addition, my plants were watered during this 94 degree weather , mail was placed neatly inside, and trash cans were taken to the curb . Photos are sent to you at each visit. Love Jen to take care of my cat.”

Profile image
Jane E.
Sitter Profile Image: Jophnie W.
Verified Enhanced Background Check
Jophnie W.
from
$20
per visit
5.0 out of 5 stars
• 4 reviews
2 repeat clients
1 year of experience
Newark, DE, 19702

About: What sets me apart is my patience, attention, and genuine love for pets. I take the time to understand each pet’s needs and make sure they feel safe, comfortable, and cared for. I’m gentle with senior pets and patient with puppies. I work from home part-time, which allows me to be available to take good care of your pet during the day and or the night I care for pets by following their daily routine, giving them love, attention, and making sure they feel safe and comfortable. I treat every pet like my own, whether in my home or my client’s home.

Sitter Profile Image: Ann B.
Verified Enhanced Background Check
Ann B.
from
$25
per visit
10 years of experience
Middletown, DE, 19709

About: I’ve been a devoted dog owner for 10 years, and I’m passionate about both dogs and staying active. As a schoolteacher, I’m excited to continue doing what I love while earning extra income to help pay off my student loans and purchase supplies for my classroom. I can walk dogs Monday through Friday after 3:30 pm. If you’re running late and need someone to help out in a pinch, I'm happy to assist. I’m available on Saturday and Sunday to walk your furry friend three times a day, or more if needed. Our dog is incredibly spoiled and loved. Whenever I come home, she brings me her ball, and we play fetch before anything else. She is groomed monthly, walked several times daily, and receives constant attention. When we have salmon, we cook her a plain fillet, which she loves.

Sitter Profile Image: Kara C.
Verified Enhanced Background Check
Kara C.
from
$25
per visit
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

Sitter Profile Image: Julia E.
Verified Enhanced Background Check
Julia E.
from
$25
per visit
5.0 out of 5 stars
• 14 reviews
6 repeat clients
5 years of experience
Newark, DE, 19711

“Julia is wonderful and did an amazing job watching my cat. She spent time with her and made sure that my cat warmed up to her, which isn't easy. I look forward to having her help again soon!”

Profile image
Keegan L.
Sitter Profile Image: Lynda R.
Verified Enhanced Background Check
Lynda R.
from
$25
per visit
5.0 out of 5 stars
• 5 reviews
1 repeat client
27 years of experience
New Castle, DE, 19720

About: I've had dogs for over 25 years and most recently I'm caring for a dog with a seizure disorder. Everything from young energetic puppies to elderly dogs. I have worked with an organization called Missing Pet Partnership (an organization started by a police officer who trained scent detection dogs). I was trained to find lost pets and the psychology of dogs and cats including training in pet first aid and CPR. My previous career was as a special education teacher. I now work full-time from home. I would love to play with and care for your pup! No pet too big or small. I hope to hear from you, thanks. I am currently working full-time from home and I will have plenty of time to play with your for baby I'm available for boarding on weekdays, weekends, nights and even holidays. I work from home and have a very large fenced yard that is fully secure for the smallest dog and 5 and a 1/2 feet tall for larger dogs. My home is set back from the road on a quiet private street for your peace of mind. I have two small friendly dogs to keep your fur baby company. I can crate your dog if needed based on your preference and socialization with my dogs is entirely up to you. My home has separate areas to accommodate a variety of situations including multi pet homes that crate and rotate dogs, dogs with medical needs who need to be in separate areas, etc. For overnight stays I will tailor your dogs experience to ensure it is a home away from home.

Sitter Profile Image: Claire W.
Verified Enhanced Background Check
Claire W.
from
$15
per visit
4.8 out of 5 stars
• 8 reviews
4 repeat clients
10 years of experience
Newark, DE, 19711

“Our cat seemed to really like Claire, and Claire gave great updates. Thank you!”

Profile image
Sarah H.
Sitter Profile Image: Birol M.
Verified Enhanced Background Check
Birol M.
from
$29
per visit
5.0 out of 5 stars
• 108 reviews
27 repeat clients
7 years of experience
Newark, DE, 19711

“Birol is the best- we are so appreciative for how thorough and thoughtful he is. 1000/10 recommend”

Profile image
Maura G.
Sitter Profile Image: Veruchka R.
Verified Enhanced Background Check
Veruchka R.
from
$35
per visit
4.9 out of 5 stars
• 68 reviews
25 repeat clients
12 years of experience
Newark, DE, 19702

“Veruchka was great!!! She took Bella on nice long walks and sent several pics ?”

Profile image
Shantel C.
Sitter Profile Image: Alyson H.
Verified Enhanced Background Check
Alyson H.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
3 years of experience
Newark, DE, 19711

“Alyson was amazing! Definitely will book her again for a drop in visit!”

Profile image
Alexis B.
Sitter Profile Image: Elisa H.
Verified Enhanced Background Check
Elisa H.
from
$30
per visit
5.0 out of 5 stars
• 138 reviews
23 repeat clients
10 years of experience
Newark, DE, 19711

“Great to meet and excellent with all 3 of my animals! I have 2 senior dogs and a 1 year old cat who is very nervous around new people but he walked right up to her easily. I’m very nervous about leaving my 2 senior dogs with anyone considering one is fully blind, the other has a messed up leg along with other major health concerns but she has gained my trust in caring for my boys while I’m away. Will be hiring again and keeping as their main sitter!”

Profile image
David P.
Sitter Profile Image: Jennifer R.
Verified Enhanced Background Check
Jennifer R.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
10 years of experience
Newark, DE, 19711

“Jennifer was excellent, especially when it came to meeting my 12 year-old fear reactive Australian Sheppard. We took the meet and greet slow to make sure everyone was comfortable. It worked because their first check-in visit went very well.”

Profile image
Jason B.
Sitter Profile Image: Ryan E.
Verified Enhanced Background Check
Ryan E.
from
$30
per visit
5.0 out of 5 stars
• 5 reviews
3 repeat clients
2 years of experience
Newark, DE, 19713

About: I have several families that I dog sit for long weekends and family vacations for the last 3 years. I love dogs of all kinds of daogs and have experience with small and large dogs. I am finishing my senior year of high school. I am home schooled an have a flexible schedule. My mom and I work together each week to ensure school work, volunteering and working fit into a accaptable schedule. I have my own dog at home that I care for by grooming, feeding and walking. I treat all the dogs I care for like my own. I follow instructions carefully when caring for pets that are not my own. I have experience giving medication when necessary, as well.

1 / 1
View more

The median cost per visit for pet sitting in Chesapeake City is $20

Pet parents share their Rover experiences - Chesapeake City

1 / 1
5.0 out of 5 stars

Lita is excellent! Very professional and got along great with my senior dog! She goes above and beyond. If you’re looking for a sitter she is a great person to contact!

Profile image
Alexandra R.
Drop-In Visits
5.0 out of 5 stars

Lita did an excellent job watching our cats. She’s very thorough and conscientious. It was obvious from the pictures she sent that our cats immediately felt very comfortable with her. We will definitely be reaching out to her for our next reservation.

Profile image
Herb W.
Drop-In Visits
5.0 out of 5 stars

Aleisha did a great job taking care of our 4 dogs. There are varying needs from care for an aging dog to younger energetic ones. They all seemed very happy.

Profile image
Kathryn H.
Drop-In Visits
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer pet sitting.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 Pet Sitting - Chesapeake City

Frequently asked questions about Rover

The average cost of Pet Sitting in Chesapeake City is $17 per visit as of October 2026. Most bookings cost between $16 and $23 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 October 2026, there are 1,874 sitters on Rover offering Pet Sitting across Chesapeake City. 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 City. On Rover:

  • 90% of sitters can help with special care needs
  • 93% 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 .

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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge