Dog Sitting Chesterfield
Book a Chesterfield dog sitter to watch your dog in your sitter’s home or yours.
Over 460 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.
“Wesley is so wonderful. I have a very skittish Mastiff and Wesley went out of his way to bond with him. He took the best care of both my dogs. He was prompt and accommodating. I would recommend him to anyone.”
“Damacia did a wonderful job checking in on my dog, and on short notice. They arrived promptly and did everything that we asked. Based on the photos we received, our dog had a great time with Damacia, especially for meeting for the first time.”
“Lauren did an amazing job taking care of my cat, Luna Laruen was reliable, communicative, and clearly cared about making sure he was happy and comfortable while I was away. Laruen sent me pictures and updates, which gave me so much peace of mind and made it easy to see that Pluto was doing great. When I got home, he was relaxed, happy, and well cared for. I would absolutely recommend Lauren to anyone looking for a trustworthy, caring, and attentive pet sitter. I would definitely book again and plan to do so!”
“Cynthia did a fantastic job taking care of my cat! She made sure she always had water, a clean litter box, and a little play time. She updated me with each visit and gave a thorough report card to let me know how things were going. I would definitely recommend Cynthia as a cat sitter and book her for future trips.”
“Jessica has dropped by on my pupsters on two separate occasions, and I would trust her anytime I need some help. She always provides adorable updates and is communicative. The pups have a great time with her. I will book Jessica everytime if she's available!”
“Janet came to my rescue when I found myself having to leave my anxious pup home alone, she was able to end me photo updates of Tsumi when she stopped by, was quick to respond and coordinate with me, and was super proffesional.”
“Jasmine was very kind enough to see our Layla beforehand to make sure she would get along. She updated us as she did her visits and had some of the best photos of her while we were gone for the weekend. Great first experience and will definitely book in the future as needed.”
About: I've been dog sitting since covid; things have changed but not the love for animals. Since my start I've dog sat for a wide varity of dogs. Puppies, oldies, big, small. Some requiring a lot of attention to help distract them, some that just sit by the door waiting for their pawrents to come home. From medications to special diets, specific schedules and give attention if you have the extra time. I will treat your dog as my own! Something you can count on is they will be loved and well taken care of. Pet care is my top priority. Making sure they are fed on time and they get plenty of play time and walks while you are gone. I do currently work but my schedule is constantly changing so I have a lot of freedom to change it as needed. I unfortunately can't accept pets into my home as I don't currently live alone. But I'm more than willing to stay over whenever you need me to.
“Jo is amazing!! My dogs are highly anxious and do not take well to strangers in my home but they absolutely love her! When I used to leave for work they would be depressed but now they aren’t, they actually start playing when I leave which is comforting as I am an anxious dog mom. I trust my dogs with a total of four people and Jo is one of them. She is always so polite and respectful. I would recommend her to anyone looking for a trustworthy pet sitter!”
“Ruby loves Allison! We appreciate her prompt communication and attention to detail. She brings in my packages, searches for missing treasure Ruby has buried in the yard. Highly recommend!”
“Kristen was great! She saved our vacation and came and took care of our cat Rocky when the sitter we had booked canceled at 5 pm the night before. She gave Rocky lots of love and even recused my plants”
“We love how much Virginia communicates with us about our complicated kitties. She brought in our mail/packages while we were away and kept our house tidy from cat-induced messes. Would definitely have her again!”
“Lilliana was excellent and extremely professional. She was on time and went the extra mile to make sure our pets were taken care of. I will definitely be using her services again.”
“Grace sent us lovely updates and pictures of our cats each day which made being away much easier. The cats were well played with and barely seemed to notice when we returned 🤣.”
“Once again, Darnell did a fabulous job taking care of our senior kitty Gus. Darnell was very professional, sent us lots of photos, and gave us a thorough message with each visit. We knew we left our home and kitty in good hands--and came home to a well-fed, happy kitty. We have loved working with Darnell and would absolutely hire him anytime for cat care!”
The median cost per visit for dog sitting in Chesterfield is $20
Dog parents share their Rover experiences - Chesterfield
Phyllis did an amazing job with our drop-in visits! She watched our 3 cats and dog, making sure everyone was fed, loved, and well taken care of, which included administering medication. The photo updates after every visit brought us so much peace of mind. We will definitely use Phyllis again!
This was our first booking with Rebecca, and it went great! She did two drop-ins with Zeus over the weekend. She was communicative and prompt, and provided updates with pictures and a summary of their time together. We look forward to working with her again in the future!
They are the BEST! I had a really last minute request and they responded within minutes to confirm their availability. Its really give me peace of mind knowing my pups will be taken care of, exactly as I ask, at the exact time we schedule. Thank you all so much!
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 for dog sitting - Chesterfield
Select a filter and find qualifying sitters offering dog sitting.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 $21.4 per visit (as of August 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 August 2026, there are 2,350 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:
- 93% 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.
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