Pet Sitting Chesapeake

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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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.

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Sitter Profile Image: Samantha T.
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Samantha T.
Star Sitter
from
$15
per visit
5.0 out of 5 stars
• 14 reviews
3 repeat clients
25 years of experience
Aurora, MO, 65605

“I cannot express enough how grateful I am for Samantha!!! My mom lives in Aurora Mo and I live 9 hours away in Wisconsin, my mom ended up in the hospital and I had no one to go let her dogs out. Samantha answered my message for help in just minutes saying she could assist with taking care of the dogs. She was even able to let them out and feed them the SAME NIGHT as my distress message. Set up 2 more visits for the next day as well because my dad wouldn’t be home until later that night. Samantha made me feel so at ease with entering my mom’s house without meeting her, taking care of my mom’s dogs that are her babies and locking back up! I was grateful for the pictures she sent of them so I knew they did indeed go potty. I sent the pictures to my mom and she cried knowing they were being well taken care of. Samantha thank you for being my hero and taking such good care of Dezi and Rowdy while my mom was in the hospital on such extremely short notice!!”

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Brandi P.
Sitter Profile Image: Makayla M.
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Makayla M.
from
$20
per visit
5.0 out of 5 stars
• 3 reviews
6 years of experience
Aurora, MO, 65605

About: I have taken care of pets since I was a kid! I absolutely love pets and have 2 dogs and 1 cat. I can help with potty training, crate training, and obedience training. I will also send pictures and videos for peace of mind because everyone deserves that! I treat everyone’s animals like I would treat my own. I can’t wait to help you all with your pets. I currently clean homes for a living. I’m home a lot and could watch anyone’s pets whenever. I also have a husband who can help and a 7 year old kiddo who loves pets and would love your animals like her own. I have a fenced in yard and 2 fur babies to keep your animals company. We can also crate your fur baby if needed or ours no problem.

Sitter Profile Image: Savanna S.
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Savanna S.
from
$14
per visit
5.0 out of 5 stars
• 3 reviews
1 repeat client
4 years of experience
Aurora, MO, 65605

About: I've taken care of several dogs and cats for friends and neighbors, whether that's just checking in or staying overnight. I am avaliable to accompany the pets for extended hours or days. Pet sitting is my full time job, so I am usually available whenever! I'm able to either stay with the pets or check on them periodically. I am able to watch pets at a client's house, always keeping an eye on them and making sure they're doing alright. I prefer visiting and/or staying in their environment, making sure the pets more comfortable and less stressed.

Sitter Profile Image: Rachael A.
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Rachael A.
from
$20
per visit
5.0 out of 5 stars
• 2 reviews
1 year of experience
Aurora, MO, 65605

About: I treat every pet like they’re my own—with lots of love, patience, and attention. Whether it’s walks, playtime, or cuddles, I’m here to make sure your pet feels safe and happy while you’re away. You can count on regular updates and plenty of cute pics! I work a regular job during the week and am mostly available Thursdays through Sundays to pet sit. I usually always have that whole weekend off so whenever you need someone to watch for those days, I am always available. I spoil my pets. I give them lots of treats and lots of love and I will do the same for my clients pets and whatever they need me to do

Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$16
per visit
5.0 out of 5 stars
• 35 reviews
10 repeat clients
14 years of experience
Springfield, MO, 65807

“Melissa is amazing! Kept us updated on anything and sent us daily updates with pics and recaps of the visit. Highly recommend and will definitely use again.”

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Jared F.
Sitter Profile Image: Katelyn H.
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Katelyn H.
from
$17
per visit
5.0 out of 5 stars
• 250 reviews
84 repeat clients
18 years of experience
Springfield, MO, 65806

“Katelyn did an amazing job! She was very kind and easy to work with. It gave me peace of mind knowing she was looking after my cat, and I felt comfortable having her in my home. I would definitely book with her again!”

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Breanna P.
Sitter Profile Image: Alahna Kay J.
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Alahna Kay J.
from
$15
per visit
5.0 out of 5 stars
• 4 reviews
8 years of experience
Springfield, MO, 65807

About: I’ve taken care of pets ever since I was a kid, im really considerate of everyone’s time and need of there own time I can help and do anything you may ask even give the pet medicine if that is what is needed I have 4 cats and they are very well trained and loveable. I also help out around the neighborhood in pet sitting so I pretty much know what you will expect of me and I’ll make sure it happens. I give them baths, brush them, feed them, walk them, I’m very calm and time proficient and know what to do in case of emergency

Sitter Profile Image: Mikayla E.
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Mikayla E.
from
$13
per visit
5.0 out of 5 stars
• 1 review
11 years of experience
Springfield, MO, 65807

About: I have had dogs since I was little I know the in and outs of raising puppies and kittens. My family currently has 4 dogs and 7 cats. We also have a ton of farm animals! I know how to take care of small animals including rabbits, guinea pigs, mice, hamsters, and gerbils! I have been taking care of animals since I was 7 years old. I know how to break up potential dog fights and how to take extra caution while walking a reactive dog. I am an 18 year old college student, and I have a very flexible schedule! I am currently an unemployed college student so any time I don’t have class I’m available! Monday & Wednesday: 6am-9am, 11am-Noon, 1:30pm-Midnight Tuesday: 6am-11:45am, 2:15pm-Midnight Thursday: 6am-9am, 11am-Noon, 2:15-Midnight Friday-Sunday: 6am-Midnight I will only be able to care for your animals in your home, the dorms do not allow pets, but I am willing to take dogs out on adventures to different parks around the area if you are okay with them being in my car. I use a seatbelt leash for any dogs, I do not let pets be unrestrained in my vehicle but I am also willing to just take them on a walk around the neighborhood! I am able to come for any feeding times and just to let them out to go potty and run around the yard!

Sitter Profile Image: Heather V.
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Heather V.
from
$20
per visit
10 years of experience
Republic, MO, 65738

About: I don’t just love animals, I try to master their behavior with science, operant conditioning, and rescue devotion. Heart + lab rat expertise = unstoppable! Id like to stick to school schedules. some weekends are ok as long as they are noticed in advance. typically an 8-4 schedule on days My animals trust me completely because I’ve conditioned safety through gentle handling, predictable routines, and positive reinforcement. They done flinch; since I’m their secure base.

Sitter Profile Image: Emilee C.
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Emilee C.
from
$25
per visit
5.0 out of 5 stars
• 1 review
1 year of experience
Springfield, MO, 65807

About: I love taking care of dogs, and would treat them how I treat my own spoiled goldendoodle! My Jojo lives a luxurious life, and your dog would be on vacation with me! I work part-time and am in college, so just message me for specific dates! I will be very up-front with dates that will or will not work for my schedule I will kennel your dog during the night, and make sure they have plenty of time at dog parks & walks! I love taking my dog outside and making sure she’s staying active

Sitter Profile Image: Brinkley B.
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Brinkley B.
from
$50
per visit
5.0 out of 5 stars
• 4 reviews
8 years of experience
Clever, MO, 65631

About: I have experience pet sitting since I was 14! I grew up on a farm with a variety of animals. I can give meds if your fur child needs that care. We have 2 dogs and a cat all good with other dogs! I am college student so I just have class and then I’m home for the day. We have 2 dogs and a cat who are very active. We have a good exercise routines for them. We have 2 dogs you love other dogs and a cat who also loves to play with everyone. We our in an apartment but we go out for potty breaks and exercise frequently!

Sitter Profile Image: Taylee F.
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Taylee F.
from
$15
per visit
5.0 out of 5 stars
• 7 reviews
1 repeat client
12 years of experience
Springfield, MO, 65802

“Taylee took great care of our Chewy! He loved her visits, especially when he got to play fetch. It was a comfort knowing Chewy was getting potty breaks and playtime while we were on vacation. The daily updates and pictures were great, and Taylee responded quickly to my texts. We will definitely book Taylee again!”

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Ruth M.
Sitter Profile Image: Korina A.
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Korina A.
from
$18
per visit
5.0 out of 5 stars
• 2 reviews
10 years of experience
Springfield, MO, 65803

About: Please send me all of your cute fur babies my way! Hi, there! I’m Korina. I naturally have a calm, peaceful presence, so I would be a great match for your anxious, senior, shy, low energy or more laid-back dogs or cats. What sets me apart is that I work remotely, which allows me to be present with pets throughout the day rather than leaving them alone for long periods. This gives me the availability to respond to their needs, routines, and energy levels. I’ve had experience with animals for many years. I previously owned a black lab named Aurora, and I currently have an orange cat of my own. I also have regularly helped care for my mother’s two dogs — a Maltese Schnauzer and a Golden Retriever — and I’ve looked after my sister’s dog multiple times in the past as well. Animals tend to gravitate toward me because I pay close attention to their body language, boundaries, and personalities. I’m very mindful of their cues and comfort levels, which helps me understand what they need more or less from me. My goal is always to make pets feel safe, comfortable, and well cared for while their owners are away. I’d be happy to give your pet the attention, care, and companionship they deserve. If I’m housesitting, I’m practically readily available. I work a full-time remote job that would allow me to be present and handle the tasks needed to care for your pets. I would have time to see them in intervals multiple times a day with no problem and with plenty of time for play. But if I do drop in visits, I can do 2-3 drop in’s a day. 1st at 7:00-8:00a, 2nd at 11a-1:30p and 3rd at 4:30p-10p - depending on my work schedule and the daily demand. When caring for pets in a client’s home, I treat the space with the understanding that it is first and foremost your pet’s home and safe environment. I’m very respectful of both the home and the routines that your pet is used to. I keep the environment calm, clean, and consistent so your pet feels comfortable while you’re away. I follow all instructions carefully, including feeding schedules, walks, medications, and house rules. I aim to maintain the same peaceful atmosphere your pet is used to. My goal is to make sure your pet feels safe, relaxed, and cared for, while also treating your home with the same respect I would my own.

Sitter Profile Image: Kelly C.
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Kelly C.
from
$55
per visit
5.0 out of 5 stars
• 12 reviews
54 years of experience
Branson West, MO, 65737

About: What sets me apart is a lifetime of hands-on experience and genuine love for animals. I am a retired Quarter Horse and dog rancher with over 54 years of experience caring for animals of all kinds. Throughout my life, animals have never just been a job—they’ve been my passion, my pride, and my joy. I service BRANSON MO, TABLE ROCK AREA, I am Close to INDIAN POINT, SILVER DOLLAR CITY, AND THE CHATEAU OF THE LAKES HOTEL & RESORTS, 15 MINUTES TO THE ENTERTAINMENT. I live in a private gated and safe community. In addition to running a ranch, I’ve worked as a veterinary assistant, which gives me a deeper understanding of animal health, behavior, and safety. I’m comfortable recognizing signs of stress or illness and responding appropriately. I treat every animal in my care like family. Whether it’s a quick visit or an extended stay, your pets will be cared for with the same attention, patience, and love I’ve given my own animals for decades. Their comfort, safety, and happiness always come first. With my background, you can have peace of mind knowing your pets are in experienced, capable, and truly caring hands. Pet care fits naturally into my daily routine. I work during the day, but I dedicate my evenings and weekends to pet sitting, which allows me to give pets plenty of attention, consistency, and care during those times. My schedule works especially well for pet owners who need reliable evening check-ins, overnight care, or weekend coverage. I make sure each visit is unhurried so your pets receive the attention, exercise, and affection they deserve. Caring for animals has always been a big part of my life, so even with my daytime responsibilities, I prioritize making time to ensure every pet feels safe, comfortable, and well cared for. I care for pets in their home by keeping their routine consistent and their environment calm and safe. I follow all instructions closely, including feeding, medications, and daily habits. With my background as a rancher and former veterinary assistant, I pay close attention to behavior and safety. I also treat every home with respect—keeping it clean, secure, and just as I found it. I provide updates so owners feel at ease, and I treat every pet like my own—with patience, care, and love.

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The median cost per visit for pet sitting in Chesapeake is $18

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

Select a filter and find qualifying sitters offering pet sitting.

Sitters in Chesapeake average 5
repeat pet sitting clients

FAQs for Pet Sitting - Chesapeake

Frequently asked questions about Rover

As of November 2026, there are 427 sitters on Rover offering Pet Sitting across Chesapeake. 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 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:

  • 91% of sitters can help with special care needs
  • 95% 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 Meet & Greet.

sitters on Rover set their own cancellation policy, 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.

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