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.

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Over 55
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.

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Sitter Profile Image: Lita K.
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Lita K.
from
$15
per visit
5.0 out of 5 stars
1 review
1 repeat client
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: Shirl B.
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Shirl B.
from
$20
per visit
5.0 out of 5 stars
27 reviews
9 repeat clients
12 years of experience
Elkton, MD, 21921

This is the 2nd time Shirl takes care of my 5 furry babies (3 cats and 2 dogs). Just as before, she did an excellent job taking care of them. They were very happy to see her again!

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FELIX U.
Sitter Profile Image: Destiny P.
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Destiny P.
Star Sitter
from
$30
per visit
5.0 out of 5 stars
110 reviews
22 repeat clients
10 years of experience
Bear, DE, 19701

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!

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D.j. W.
Sitter Profile Image: Paul C.
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Paul C.
from
$24
per visit
5.0 out of 5 stars
11 reviews
2 repeat clients
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: Jenna B.
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Jenna B.
from
$20
per visit
5.0 out of 5 stars
137 reviews
21 repeat clients
20 years of experience
Bear, DE, 19701

Jenna is a true pet whisperer! We couldn't have asked for a better sitter for our fur babies. She was always punctual, attentive, and went above and beyond to make sure our cats felt loved and safe while we were on vacation. Jenna's dedication to ensuring our kitties had plenty of playtime and attention was truly heartwarming. We wholeheartedly recommend her to anyone looking for a reliable and compassionate pet sitter.

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Orsi S.
Sitter Profile Image: Rebecca R.
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Rebecca R.
from
$28
per visit
5.0 out of 5 stars
27 reviews
16 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.

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

Brice did a fantastic job taking care of our Hazel! She was prompt. Made sure she was fully taken care of. Was very thorough with photos and reviews and overall we had a great experience. We would definitely book again!

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Morgan A.
Sitter Profile Image: Kelsie T.
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Kelsie T.
from
$25
per visit
5.0 out of 5 stars
13 reviews
4 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.

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Deena M.
Sitter Profile Image: Breanna P.
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Breanna P.
from
$22
per visit
5.0 out of 5 stars
59 reviews
19 repeat clients
16 years of experience
Middletown, DE, 19709

Breanna is the best! She’s taken expert care of my diabetic kitties on several occasions with no issues, even when one of them gets a little fresh! Highly recommend

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Scott E.
Sitter Profile Image: Nancy L.
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Nancy L.
Star Sitter
from
$25
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients
12 years of experience
Newark, DE, 19702

About: I’ve spent years caring for and training dogs, including raising and training four Australian Cattle Dogs—a breed known for its intelligence and high energy. Through that experience, I’ve learned how to read canine body language, reinforce good behaviors, and confidently handle dogs with different personalities and energy levels. I’ve also walked dogs for several of my mom’s clients throughout the Hockessin and Wilmington area. My focus is on providing safe, reliable, and personalized care while treating every dog as if they were my own. I’m currently home full-time, allowing me to provide attentive, personalized care throughout the day. Dogs in my care receive plenty of potty breaks, exercise, playtime, enrichment, affection, and supervision rather than being left alone for long periods. Your dog will be welcomed into a safe, loving home and treated like one of my own. I have a fully fenced 0.5-acre yard with plenty of room to run, play, and explore under supervision, as well as three friendly, well-socialized dogs for those who enjoy canine companionship. I also do my best to maintain each dog’s normal routine, including feeding schedules, medications, exercise, and any special instructions you provide. My goal is simple: for you to have peace of mind while you’re away and for your dog to feel safe, happy, and loved while they’re with me. I’m a Registered Nurse with a background in cardiac care and high-stress open-heart surgery, where being dependable, attentive, calm under pressure, and detail-oriented was essential every single day. After years of caring for my patients’ hearts, I’ve now been able to channel that same compassion into one of my greatest passions—dogs. I like to think I’ve gone from caring for my patients’ hearts to caring for my clients’ whole hearts—their dogs. ❤️🐾 My nursing background has shaped the way I care for animals. I take safety seriously, pay close attention to changes in behavior or well-being, follow instructions carefully, and understand the importance of medications and routines. Most importantly, I want owners to know they are leaving their dog with someone who is responsible, reliable, professional, and genuinely invested in their care.

Sitter Profile Image: Allyson S.
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Allyson S.
from
$20
per visit
14 years of experience
Elkton, MD, 21921

About: I have years of hands-on experience caring for animals and have had four dogs of my own. I currently have two 8-month-old German Shepherd siblings, so I’m very comfortable with high-energy dogs, puppy behavior, playtime, exercise, and maintaining a consistent routine. I’m also comfortable caring for senior pets and administering medications when needed. I work from home, which allows me to provide plenty of supervision, attention, potty breaks, and companionship throughout the day. I have a fenced-in yard, a crate, and a pool for dogs who enjoy swimming. My experience also includes caring for guinea pigs, ducks, and chickens, so I’m comfortable with a variety of pets and their individual needs. My goal is to make every pet feel safe, loved, and comfortable while they’re in my care. I work from home, so pet care fits naturally into my daily routine and allows me to provide plenty of attention and supervision throughout the day. I can accommodate regular potty breaks, walks, playtime, meals, and downtime based on your pet’s normal routine. I’m happy to work with you on your pet’s schedule and keep their routine as consistent as possible while they’re in my care. My home has a fully fenced yard where dogs can safely enjoy outdoor time, play, and potty breaks. I also have a crate available for dogs who are crate-trained or prefer their own comfortable space. I currently have two friendly, high-energy 8-month-old German Shepherds, so I understand the importance of supervised introductions and making sure every dog feels comfortable in a new environment. Because my home is located along a main highway, I want to be transparent that dogs who are frequent escape artists or known to climb, dig, or jump fences may not be the best fit for my home. Safety is my top priority, and I want every pet I care for to be secure, comfortable, and well supervised.

Sitter Profile Image: Christine S.
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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.

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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
196 reviews
49 repeat clients
50 years of experience
Newark, DE, 19702

Yvonne is amazing. The dogs loved her instantly, and she was always on time and kept us informed of everything going on. We highly recommend and appreciate all her efforts and will certainly be using her services again.

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Carolina H.
Sitter Profile Image: Kayla A.
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Kayla A.
from
$15
per visit
5.0 out of 5 stars
3 reviews
10 years of experience
Elkton, MD, 21921

About: I don’t just watch dogs I treat every dog 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. They will be loved and protected by me and my family❤️

Sitter Profile Image: Brittany F.
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Brittany F.
from
$20
per visit
5.0 out of 5 stars
19 reviews
3 repeat clients
20 years of experience
Warwick, MD, 21912

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.

Sitter Profile Image: Darlena B.
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Darlena B.
from
$15
per visit
10 years of experience
Newark, DE, 19702

About: I am compassionate, caring and loving to all cats. My cat is my best friend because she listens better than humans. Cats are my go to for unjudgmental opinions I work full time, so I would be available to care for your furbabies after 4pm. I would also be available on the weekends to provide checkin n needed care. I have 1 cat , our apartment is cat friendly and quiet with 2 adult caretakers. I have had 3 cats previously. They can be such good companions. She eats 3 meals, has regular water changes and litter box changes and plays good solo .

Sitter Profile Image: Natalia E.
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Natalia E.
from
$15
per visit
7 years of experience
Elkton, MD, 21921

About: Ive taken care of many animals my whole life ive owned a few dogs one of which was born deaf and i had one who went blind at an early age so i know how to handle special need dogs and other pets and have been dog-sitting and cat-sitting for many people since I was 12, I love all animals and will take care of them as if they were my own. I am experienced with young puppies and senior dogs. I am also experienced with dogs that suffer from separation anxiety. I am also very good at sending lots of pictures and daily updates of your fur babies! I am currently working part time at a med spa and I make my own schedule so I will have plenty of flexible time in my day to spend with your pets for whenever you need. I have 2 dogs of my own at home although I do not offer other pets to stay at my home due to having a sensitive senior dog of my own who was born deaf and is now partially blind. I will however be able to stay at your home with your fur babies and even do overnight and extended visits for however long you will need them to be watched. I also will clean up any mess your pets will make because I know how chaotic it may be so please leave out any cleaning supplies I may need.

Sitter Profile Image: Lexis I.
Verified Enhanced Background Check
Lexis I.
from
$15
per visit
5.0 out of 5 stars
2 reviews
14 years of experience
Middletown, DE, 19709

This was the first time I used Lexis to feed my cat. She did an excellent job, following all my directions perfectly. I would not hesitate to engage her services again.

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Nancy H.
Sitter Profile Image: Kathleen K.
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Kathleen K.
from
$15
per visit
20 years of experience
Elkton, MD, 21921

About: I have been around and taken care of different pets since I was young. Often I pet/house sit for family/friends while they are on vacation but I have recently started watching dogs in my own home while the owners are away. I have watched dogs ranging from Cane Corso to Shih Tzu as well as several cats, hamsters and fish. I prefer to pet sit in the owners home so the pets are less stressed but will do everything I can to make them feel comfortable in my own home. I live on 4 acres that are not fenced in so if you or your dog are not okay with that I will make sure they are leashed anytime they are outside. I do have cats but they are in a separate part of the house where your pet will have no access with. I am always open to any questions or suggestions! I work full time typically from Monday to Friday. It’s usually 8-4 but can range from 4am to midnight. I will always let you know ahead of time what my schedule is or if you require something specific I’m willing to try to work something out. I have a lab that is crate trained if your dog is lonely they can go together or be in crates next to each other. The dogs will also never be alone or outside together without supervision. As for your own home I have no issue with pictures/FaceTime or cameras being in the house. I have a law enforcement background and my only concern is to care for your pets and make sure the house is secure when I leave.

Sitter Profile Image: Bryn W.
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Bryn W.
from
$18
per visit
4 years of experience
Newark, DE, 19702

About: I grew up taking care of our Newfoundland from a puppy. I was his primary caretaker for brushing him, walking him, and feeding him. When I moved out, I helped my parents take care of him until he passed a few years ago from arthritis in his hips. Since I moved out, I adopted two cats from the shelter. I recognize that our animals are part of our families. I follow directions and schedules well, and will strive to provide the best care for your furry family members. I work 7am-3:30pm Mondays through Fridays, so I’m primarily available in the evenings during weekdays. I’m fully available on weekends for pet care. I also have most/federal holidays off, so I will be able to work long weekends. I will use whatever supplies that you have and your pet prefers. I will not bring anything else without your permission. I will make sure to follow directions and schedules as closely as possible, and keep you informed of how your pet is doing.

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

Dog 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!

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Alexandra R.
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.

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Kathryn H.
Drop-In Visits
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Sitters in Chesapeake City average 6
repeat pet sitting clients

FAQs for Pet Sitting - Chesapeake City

Frequently asked questions about Rover

The average cost for Pet Sitting in Chesapeake City on Rover is $18.87 per visit (as of September 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 September 2026, there are 1,907 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
  • 93% 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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