Cat Sitting Chesapeake City

Book a cat sitter to stop by your home to feed and play with your cat.

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Over 2
pet parents in Chesapeake City have booked cat sitting

Chesapeake City, Find top rated cat 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: Aleisha T.
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Aleisha T.
from
$20
per visit
5.0 out of 5 stars
4 reviews
5 repeat clients
15 years of experience
Chesapeake City, MD, 21915

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 :)

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Erica W.
Sitter Profile Image: Courtney B.
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Courtney B.
from
$20
per visit
10 years of experience
Bear, DE, 19701

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.

Sitter Profile Image: Christine S.
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Christine S.
Star Sitter
from
$17
per visit
5.0 out of 5 stars
27 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.

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Renae K.
Sitter Profile Image: Yvonne & Joseph K.
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Yvonne & Joseph K.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
189 reviews
47 repeat clients
50 years of experience
Newark, DE, 19702

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!

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Leticia W.
Sitter Profile Image: Breanna P.
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Breanna P.
from
$22
per visit
5.0 out of 5 stars
56 reviews
18 repeat clients
15 years of experience
Middletown, DE, 19709

Breanna and her pup Hannah helped keep our dogs company while we were away. Check-ins were always on time and the updates/photos were very appreciated.

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Brandon W.
Sitter Profile Image: Paul C.
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Paul C.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Elkton, MD, 21921

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 !

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Leanna
Sitter Profile Image: Sydney W.
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Sydney W.
from
$35
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
6 years of experience
Chesapeake city, MD, 21915

About: I grew up on a farm and have taken care of all sorts of animals including dogs, cats, farm animals and reptiles. I currently work as a Doggy Daycare Attendant and am a second year student at SUNY Delhi working on my associates in animal science. I work at a Dog Training facility as the Kennel Tech/Daycare Attendant from 6:30am-2:30pm on Tuesdays and 7am-1pm Wednesday-Saturday. I am willing to stay the night with your pet and can be there before and immediately after work! I can give proper care to any animal you need as well as play time, attention, and activity. I also have the skills to take care of animals with any medical needs/conditions.

Sitter Profile Image: Randall D.
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Randall D.
from
$15
per visit
12 years of experience
Middletown, DE, 19709

About: As an engineer and proud owner of two large dogs, I bring attention to detail, and reliability to pet care. I am organized, observant, and proactive, ensuring every walk, meal, and play session is safe, structured, and enjoyable. With years of hands-on experience caring for my own dogs, I carefully observe behaviors, anticipate needs, and provide personalized love and attention, giving each pet a happy, and secure experience. I am a full-time Engineer working a 4-10 schedule where I am off 3 days per week. I have plenty of time to take care of pets during the weekends. I have 2 dogs that are extremely well behaved and friendly. They are both crate trained and love to play in the fenced in backyard.

Sitter Profile Image: Tre S.
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Tre S.
from
$25
per visit
4.6 out of 5 stars
14 reviews
2 repeat clients
6 years of experience
Middletown, DE, 19709

Tre is on time and communicates all about the visit. He is extremely professional and easy to work with. Plus my dog did not bark at him!!! While my Bella has fears and anxiety issues, he found ways to work with her. We will definitely use him again!

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Judie B.
Sitter Profile Image: Brittany F.
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Brittany F.
from
$15
per visit
20 years of experience
Warwick, MD, 21912

About: My farm is a beautiful sanctuary that we love to share with all furry friends! Whether they want to splash in the pool, run outside in a safe CLEAN secure area, or just have a nice snuggle in their indoor kennel or maybe even stretch out on the couch- just know they’ll be wagging to come back! I have 6 horses on the property, 13 chickens, 2 turkeys, 2 outdoor barn cats, and my Friendly Laid back dog Archie. I provide love & care which is more important than anything else. But of course- I follow parents rules! 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.

Sitter Profile Image: Lillian S.
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Lillian S.
Star Sitter
from
$30
per visit
4.9 out of 5 stars
38 reviews
17 repeat clients
25 years of experience
Elkton, MD, 21921

Lillian was awesome looking after our old cat. I told her our cat was old and small and would probably hide for all the visits. But she just loved Lillian! Came out each time, sat in her lap and got lots of ear rubs. Litter and food areas were cleaned well also. Thanks!

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Andrew B.
Sitter Profile Image: Stephanie J.
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Stephanie J.
from
$18
per visit
5.0 out of 5 stars
87 reviews
17 repeat clients
20 years of experience
Warwick, MD, 21912

Stephanie was amazing! I had an emergency and she was able to help with only a few hours notice. She sent lots of pics so I could see the babies, gave them love and treats, and basically provided much needed peace of mind. I will definitely use her again!

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Alison a.
Sitter Profile Image: Lauren S.
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Lauren S.
from
$16
per visit
5.0 out of 5 stars
27 reviews
7 repeat clients
2 years of experience
Middletown, DE, 19709

Lauren did an amazing job with Barkley ! She was perfect in all facets of her visit. Barkley was very comfortable having Lauren looking after him. I would recommend her any time !!

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Steven W.
Sitter Profile Image: Brenda G.
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Brenda G.
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
10 years of experience
Bear, DE, 19701

Brenda did anawesome job taking care of my two cats. She was also super accommodating when I ended up having to adjust my travel plans and I am super greatful.

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Ash B.
Sitter Profile Image: Reid C.
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Reid C.
Star Sitter
from
$62
per visit
5.0 out of 5 stars
67 reviews
18 repeat clients
24 years of experience
Glasgow, DE, 19702

Our 3rd time booking with Reid- great as always! Provided pictures and played with our dog outside! Will continue to book Reid whenever we need dog coverage!

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Kelly G.
Sitter Profile Image: Brice B.
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Brice B.
from
$15
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
14 years of experience
Newark, DE, 19702

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 consistent, allowing me to have a concrete schedule to work around to best meet the needs of all dogs and cats. As the seasons change, so do my hours, allowing me more availability for bookings. I have knowledge on animal enrichment and training, and know how to handle different pets with all different temperaments. I know how to crate dogs, walk them, and bond with all sorts of dogs and cats.

Sitter Profile Image: Raven C.
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Raven C.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
4 reviews
3 repeat clients
14 years of experience
Bear, DE, 19701

Raven was wonderful!! She took excellent care of my two cats! We will definitely be booking her in the future

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Elizabeth E.
Sitter Profile Image: Jenna B.
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Jenna B.
from
$20
per visit
5.0 out of 5 stars
131 reviews
21 repeat clients
20 years of experience
Bear, DE, 19701

Jenna kept me updated daily with adorable photos and videos, showing my cats looking happy and well cared for. She took care of everything perfectly—feeding, playtime. She truly went above and beyond to make sure my fur baby felt comfortable and loved.

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Ruoyang W.
Sitter Profile Image: Selena L.
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Selena L.
from
$25
per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
El Cerritos, Bear, DE, 19701

Selena was amazing! She really took the extra time and effort to not only be the best sitter to our girl Olive but also to care for our home while cleaning up after our little one. She was so good with our pup and would choose her any day! Thanks Selena :)

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Dhara P.
Sitter Profile Image: Jordyn M.
Verified Enhanced Background Check
Jordyn M.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
8 reviews
3 repeat clients
4 years of experience
Middletown, DE, 19709

Jordan was absolutely amazing. She followed all my instructions to a T and Storm loved her.

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Bryon R.
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The median cost per visit for cat sitting in Chesapeake City is $20

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  • 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.

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  • 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 cats like family

  1. 1. Search

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

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Sitters in Chesapeake City average 6
repeat cat sitting clients

FAQs for Drop-In Visits - Chesapeake City

Frequently asked questions about Rover

The average cost for Cat Sitting in Chesapeake City on Rover is $10.7 per visit (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Cat 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 Cat Sitting. For more information on service fees, click here .

As of July 2026, there are 872 sitters on Rover offering Cat Sitting across Chesapeake City. Enter your ZIP code to see which available sitters are closest to your home.

Cat sitters on Rover care for your cats’ needs and can spend quality time with them, including activities like feeding, playing, and refreshing their water and litter boxes. Depending on your arrangement, you can schedule as many visits per day as your cat needs or find a sitter who can stay at your house overnight. Some sitters also board cats in their home.

House sitting can be ideal for cats who need socialization or care that lasts longer than a few hours. Your cat stays in their own home, on their own schedule, with care based on what you and your sitter agree on together.

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.

A Meet & Greet is a short introductory meeting between you, your cat, 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.

Yes, you can find sitters who have experience with handling special pet needs in Chesapeake City. On Rover:

  • 94% of sitters can help with special care needs
  • 94% 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.

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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