Dog Sitting Chesterfield
Book a Chesterfield dog sitter to watch your dog in your sitter’s home or yours.
Over 149 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.
“Angela took amazing care of our elder cat while we were gone. She was always on time, and sent great updates and pictures - putting us at ease! She took her time with him, playing with and brushing him. We all feel so lucky to have found her!!”
“Tami was so thoughtful and kind while she did her drop ins for our cat while we were gone. She sent pictures, videos, and kept us informed while we were gone. She was wonderful, will book with her again when needed.”
About: I had a family beagle for 14 years that I helped care for. I have also dog sat for about 4 different people, I am the go to dog sitter in my family. I do not work because I am a full time student. I think this would be a great side hustle that is something I love doing. I would do drop in, overnight visits, and dog walks. I will follow the exact instructions that is asked of me. I am a detailed person and I would love the hear about you and your relationship with your dogs
“Christina was amazing! Very personable person. She took several pictures of the drop in, was very attentive in text messages, and very professional. I recommend her 100%!!”
“Madeline was absolutely wonderful! She did daily drop in visits and took amazing care of my cat while I was away. She was reliable, attentive, and clearly genuinely cared about my cat’s well being. I loved getting updates and knowing my cat was in such good hands. It gave me total peace of mind while I was gone. I came home to a happy, well cared for cat, which says everything. I would 100% recommend Madeline to anyone looking for a trustworthy and caring pet sitter, and I wouldn’t hesitate to book her again!!! :-)”
“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.”
“Michelle was absolutely wonderful! She was incredibly reliable and on time every single day. We looked forward to her Rover reports and the pictures she sent, which gave us total peace of mind. Her communication was top-notch throughout the entire time. We couldn't have asked for a better sitter and highly recommend her!”
“Britnie and Steve took excellent care of my kitty while I was away. They were thorough and communicative throughout. I would not hesitate to book with them again in the future!”
“She did a great job keeping us informed and took care of our puppy golden doodle and elderly hound well without issues. She brought her kids one day and they got along well with the dogs and were respectful of the space.”
About: Ive always loved all animals, and have had experience all through my life with them as I've had cats and dogs my whole life, I currently have 2 dogs at home, and they are crazy! I do now have and specific or special training with pets, I do know how to take care of and handle daily tasks for cats/dogs. I am looking to take care of pets full time for now, and want to continue taking care of them into the future, I'm available most days out of the week every week. With my dogs at home I walk them, pick up the poop and throw it away, I feed them, they get 2 different foods, Jasper is a puppy and needs a slow feeder, buddy is 2 years and gets fed out of a normal bowl, they get fed twice daily once in the morning and once at night. They love to play fetch and tug of war, but also like their cuddle time.
“Alyssa has been amazing with the boys. My senior dog requires a lot of care and she is on top of his needs. I am very happy with her service. She has several times been able to take last minute drop ins for me.”
“We booked Brooke for drop in visits for our cats, including a kitten we recently adopted. She was awesome to work with! She communicated with us often, was always on time with her drop in visits, and did a great job caring for our cats.”
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
About: I am an extreme animal lover looking forward to caring for your cat or dog. I have had dogs all my life and cat recently. I will give all my love and attention to your fur baby(s) in your home. We will go for walks and have lots of cuddles while I am with them. I can do meds if needed and am willing to take care of animals of any age. I do not have experience with injections but am willing to learn. I can provide references who will tell you how much I love animals and how well yours will be taken care of. I would love to have the chance to take care of all your animals needs. I am currently off for the summer and plan to only work part time in the fall. I will do my best to work with your schedule. I am not currently caring for dogs in my home. That may change in the future but at this time I am only doing walks and potty breaks
About: I am 32 years young now and I have had pets since I can remember. I grew up with medium and big dogs. Also cats, chickens, rabbits and goats. I LOVE ANIMALS! I am self employed, so my schedule is very flexible. It will be very easy to have time to board your furry baby since I work on my own time. I have 2 bedrooms, a basement and garage. The yard is fenced in. I know that some dogs can be aggressive and there is no judgement at all. If your dog needs to be separate, that is totally fine. All separate pet boarding areas are clean and warm. Blankets and furniture they are free to use.
About: I’ve loved and raised dogs and cats my entire life, which gave me a strong foundation in understanding animal behavior, energy levels, and unique routines. Today, I care for regular repeat clients who trust me with their pets’ everyday needs from high energy neighborhood walks and feeding schedules to mid day drop ins and occasional in home care. I treat every single pet with the exact same care, safety, and respect as my own. I also am experienced In a variety of animal medicine due to caring for family pets that got sick. Ranging from diabetic cat shots to daily medication and massages for senior dogs with hip and muscle problems. While currently working flexible service industry shifts, my primary goal and passion is growing my dog care business full-time. My schedule offers great flexibility throughout the day—especially mornings and middays for walking, feeding, and sitting. With the intent to be available full time for my clients. I treat every dog's routine with total dedication, consistency, and care. I’ve loved and lived with dogs my whole life, so making sure they feel safe, comfortable, and well cared for comes naturally to me. I bring that same devotion to my clients and their pups every single day. From energetic walks and quick drop in visits to dog park trips and the occasional overnight stay, I always aim to exceed expectations so you have complete peace of mind whenever your pet is with me.
About: I’ve always had many pets growing up especially guinea pigs, dogs, bunnies and cats! I’m a huge pet lover and get along with all types of animals. I’ve volunteered at pet clinics and I’ve walked pretty much all kinds of dogs of all ages from a week old pups to senior since I volunteer at pet shelters as well! You can trust me to be the best pet caretaker!🐾 💗 Since my family has a Golden retriever, a few guinea pigs and cats, i’m always used to taking care of animals. I’m available most days all day since i’m doing school online! I can go on nice long walks and take care of your animal however you request! 🌸💗 I care for my pets everyday and give them all the love and attention in the world! I definitely would prefer taking care of your pet(s) in your home since I live with other family members who already have cats, bunnies, and a pup.
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
The median cost per visit for dog sitting in Chesterfield is $20
Dog parents share their Rover experiences - Chesterfield
Ava did a wonderful job dropping in with my 3 dogs! She was super accommodating with last minute schedule changes. Her patience with my nervous girl was greatly appreciated. I highly recommend her services and will definitely book her in the future. Thank you Ava!!
Evan is friendly and really took good care of my pup. He was reliable, caring and put in some extra time to meet and greet. I really appreciate his good communication and felt comfortable knowing my pup was is such responsible hands. Highly recommended!
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 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 Dog Sitting - Chesterfield
Frequently asked questions about Rover
The average cost of Dog Sitting in Chesterfield on Rover is $22 per visit as of October 2026. Most bookings cost between $16 and $39 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,543 sitters on Rover offering Dog Sitting across Chesterfield. 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.
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 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 .
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
- 99% 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 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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