Dog Sitting Chesterfield
Book a Chesterfield dog sitter to watch your dog in your sitter’s home or yours.

Over 131 pet parents in Chesterfield have booked dog sitting
Chesterfield, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jessica did an awesome job caring for my dogs while I was out of town. She sent prompt report cards with lots of pictures and was very informative about how my dogs were behaving,eating,drinking,and everything else. I will be reaching out again if I need another dog sitter!”

About: Hey!! My name is Amber! My kids and I would love the company of some cute furry friends! I worked for a puppy store for 6 years, when I was younger. I can trim nails and bathe. I am very active with my kids, and on nice days, we’re always outside playing in the yard, or going for walks! Your pup will get spoiled with lots of hugs and snuggles around the clock! So bring your pup on by! We can’t wait to meet them! I am currently not home from 8am until 4pm Mondays and Wednesdays, but after 4 I am home for the rest of the day! Home every other day of the week!! I do ask that your pup be fully house trained, and able to be home alone for at least 4 hours. You may bring a crate if they like being in one! I do not have a fenced in yard at the moment, but i have a long wire for them to roam the backyard. I love getting out and going for daily walks! We love cuddling and playing with animals, they will be spoiled!
About: I am a BCBA by trade so I have many years of experience with positive reinforcement, an effective strategy for working alongside many individuals and pets! I have a love for animals and being active with my own let’s, so I’ll be able to keep your furry loved one happy and entertained! I have a fenced in yard and a few dogs of our own to keep your fur babe entertained and well loved. I have ability to crate or keep in a separate area for sleep if needed.
“Many thanks to Gabby, once again! Our 2 middle/upper-aged cats love her visits! Even our scaredy-cat comes out of hiding when she hears Gabby's voice. Gabby is great with getting back to us quickly & letting us know how her visit went. Highly recommend!”


About: Hi! I’m an experienced and dependable pet caregiver who truly loves working with animals. I’ve cared for both dogs and cats of all ages, from energetic puppies to senior pets who need a gentler pace. I’m comfortable giving oral medications and always make sure pets stay on their regular routines. I love walking dogs and making sure they get plenty of exercise, fresh air, and attention during our time together. I also have experience caring for young kittens (as young as 8 weeks old) and helping with safe, gradual introductions between cats in multi-pet homes. Your pet’s safety, comfort, and happiness are my top priorities. I treat every animal I care for as if they were my own and make sure they feel loved and secure while you’re away! I currently work at a school and can be available before, during lunchtime for a brief check in, and anytime after. I will be off all summer and available any time of the day. My cats have routine feeding times with multiple water fountains throughout our home. They have multiple electronic toys to play with in addition to direct play time with me.
“This was our first time using Rover and we couldn’t be truly happier with the experience! Kelsey took exceptional care of our German Shepherd, Mia. She checked in everyday with photos and detailed updates — including how much Mia ate and drank, walked, potty updates, medication distribution and any concerns. Kelsey went above and beyond and it gave us complete peace of mind. We highly recommend her!”


About: I’m a reliable and confident pet sitter. I love the days I get to spend with dogs, cats, and other animals. I have plenty of experience with animals with different temperaments, sizes, and medical issues. I understand each animal has its own routine. I am dedicated to following each animal's unique routine to make their days as stress free as possible. I have had dogs and rodents my entire life, but have plenty of experience with other animals such as cats, chickens, pigs, goats, horses, and fish. I offer dog walking, drop-in visits, and overnight stays in your home. I share updates and photos daily. My ultimate goal is to provide your pets with the best care possible and for you to feel comfortable and confident when you are away from them. I pet sit full time. I am available every day of the week at anytime. I always do a house visit beforehand so your pet can become familiar with me. I understand each animal has its own routine. I am dedicated to following each animal's unique routine to make their days as stress free as possible. I share updates and photos daily. My ultimate goal is to provide your pets with the best care possible and for you to feel comfortable and confident when you are away from them.
About: Hi I’m Brooke and I love animals of all kinds! I would LOVE to spend time playing with, walking and caring for your pet! I’ve had years of experience caring for pets of family members, neighbors, friends, and my own. I’ve grown up around many dogs in my household and I now have 2 cats. My pets are family as I’m sure yours are too! I’ve learned the responsibility of caring for pets at a young age and I treat each pet with love and compassion! Looking for something part time on the weekends. I currently am a special education aide at a school. I work school hours and have limited availability. In the summer I will have more days and times available. I will treat your pets like I treat my own with providing them with the care they need! I will make sure all their needs are met and be mindful of their likes/dislikes and any special needs or information. If requested, we could set up a meet and greet before I spend longer durations with your pet.
About: I am a nurse and love caring for people just like I love caring for pets! I’ve had dogs my whole life and know how to care for them. I am very reliable. I work three twelve hour shifts a week at the hospital and when I’m not working I have a lot of free time. My shifts vary during the week but the days I am off I would love to care for dogs. I take my dog on walks and feed him all of his meals. I play with him and love all the dog cuddles. I always make sure that he is well taken care of.

“A total lifesaver who I trust with my baby!! First time using rover and was nervous having someone come into our house....Alicia is reliable and we book her about 4 days every week!”

About: I think that animals have personalities, feelings, and emotions just like humans do. So when I take care of a furry friend, it's like I'm taking care of a baby. They need a lot of attention and require a lot of care. I like to get to know your fur baby and build a bond with them. I know that leaving your pet with a stranger can be nerve-racking but I want you to know that when you leave your dog in my care, that they will be treated with respect and given the best care that I can provide. I am always available and willing to put in the effort it takes. This would help supplement my income and give me the opportunity to spend more time with fur babies of all kinds! I enjoy the company of fur babies, it is very therapeutic. I have plenty of space for fur babies to be comfortable. I love to take my baby on walks and have plenty of play time as well.

“Lauren is amazing! Our cats immediately loved her and are so excited to see her when we are gone! Lauren takes lots of pictures and goes above and beyond what is asked.”


About: I owned a cat which I considered my child for over 10 years. She unfortunately just passed away after she got sick. I have so much love to give. I have taken care of friends and family's cats and doggies. I have experience with parrot sitting as well. Currently not working so I am available all day to take pets on walks, drop in visits and even to stay in the home all day and over night to provide care. I would prefer to provide services in the owners home. I have elderly parents that live in my home and they aren't very keen on change or additions. Our doggy is about as much as they can handle.
“Jamie spoils our puppy rotten when she is with him. She takes him for runs, makes sure he gets water, and plays with him and his favorite toys. I would definitely recommend her to anyone.”

About: I’ve always been in love with animals and have grown up surrounded by pets, caring for a bunch of my own over the years. I’ve gained hands on experience with dogs of all sizes and temperaments, from playful puppies to senior pups with special needs. I focus on creating a routine that keeps each dog happy, healthy, and comfortable while their owners are away. Walks, playtime, and plenty of attention are always part of the day, and I make sure to communicate regularly so you feel confident your furry friend is in good hands. My goal is simple: provide dependable, loving care that gives both you and your dog peace of mind. Pet care is a regular part of my day. I make time for walks, feeding, play, and attention, and I’m flexible to fit each pet’s needs into my schedule. I keep pets safe and comfortable, following their routine and providing supervision, care, and attention in a calm environment whether that be my home or yours!

About: I’ve always had an animal in my household at some point I had 21 cats in my home and I took care of them until they got older but now I live on my own with my cat named miso soup :) I have a whole open schedule, I’m a stay at home gf and I’ve been wanting something to do during all the free time I have, and I like going for walks so it works for me to have a reason to go for a walk I have a shy cat, that doesn’t bite or scratch, and I have a whole empty living room and tons of space for animals to walk around I like keeping my house tidy, we are a none smoking home and we don’t have any children in the home I’m on the second floor but there is lots of grass in my area for walking and exploring
About: Caring for animals truly is one of my greatest passions in life. I pour my heart & soul into what I do. Top notch boarding and daycare with walks, activities and positive socialization. Lots of playtime with the family and other dogs. No worries about stressful kennels. Come for a meet and greet and see for yourself. Experienced with toy breeds, special needs, health conditions, dietary requirements and senior care. I do not crate unless pets unless you specify otherwise such as night time. Full time house wife with flexible and updated schedule. Weekday & weekend availability. Holiday availability including short and extended stays. Short notice can be accommodated within reason. Safe, clean neighborhood. Well maintained lawn, daily doggy poo cleanup, fenced yard. No unsupervised potty breaks. Smoke free home. Pet photos and videos during stay
The median cost per visit for dog sitting in Chesterfield is $20
Dog parents share their Rover experiences - Chesterfield
I recently had the pleasure of having Gabby as my dog sitter through Rover, and I can't recommend her highly enough! From the moment I met her, it was clear that she has a genuine love for animals. She took the time to understand my dogs's needs and made sure they were well-fed and cared for. What truly impressed me was how Gabby went above and beyond her duties. Not only did she take great care of my dog, but she also vacuumed, cleaned the dishes, and even took the trash out! It was such a relief to come home to a clean space and a happy pups. Gabby's attention to detail and exceptional care made all the difference. If you're looking for someone who will treat your furry friend like their own, look no further than Gabby. She is simply amazing!
This was our first time using Rover and we couldn’t be truly happier with the experience! Kelsey took exceptional care of our German Shepherd, Mia. She checked in everyday with photos and detailed updates — including how much Mia ate and drank, walked, potty updates, medication distribution and any concerns. Kelsey went above and beyond and it gave us complete peace of mind. We highly recommend her!

Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family

1. Search
Browse profiles of sitters near you who offer dog sitting
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Chesterfield sitters!Sitters in Chesterfield average 7 repeat dog sitting clients
FAQs for Drop-In Visits - Chesterfield
Frequently asked questions about Rover
The average cost for Dog Sitting in Chesterfield on Rover is $22.2 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 Dog 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 Dog Sitting. For more information on service fees, click here .
As of July 2026, there are 2,584 sitters on Rover offering Dog Sitting across Chesterfield. 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 Chesterfield 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.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Chesterfield choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 dog, 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Chesterfield with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Chesterfield. On Rover:
- 95% of sitters can help with special care needs
- 98% can help with giving oral medications or injections
- 98% 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.






