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

Over 2 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.
About: 🏆 20+ yrs Experience !! BIG FENCED IN YARD !! *** SPECIALIZE IN LONG STAYS *** I love and respect each animal for who they are as I do people. I am confident when caring for any pet that we will respect and understand one another, I gage their demeanor and temperament and than go from there. I keep a calm and clean (but lived in) home and I utilize my big fenced in yard to it's fullest!! I love playing catch with the dogs and the cats I let them do their thing whether it's cuddling on the couch or if they are skiddish or shy I let them be until they are comfortable enough to be approached or to approach me. I also can give baths and trim nails! Need a sitter who has a big heart and a big yard? Call me! I have a semi flexible work schedule and I'm 10 mins from my house. I pop in and out during work hours and I'm home everyday and night 24/7 Cameras inside and out to keep an eye on the woof pack!! I am diligent on our daily schedule and bc of this the pups usually seem to get it after a day or two tops. I think sticking to a regimented schedule calms them almost immediately. Once they all have there “spot” where they sleep and eat the anxiety level instantly drops a few levels for every one of them. I have a large secure fenced in yard very open for running, playing catch or Frisbee, I can brush or bath any pet for you and I also offer nail trimming. Big bowls of fresh FILTERED water inside and out changed several times a day. I am diligent on dietary restrictions. Every day i make one on one time for each and every pup, they really love and appreciate it! i totally get that they need that time especially before bed. (I tuck them all in)
About: I’ve taken care of a variety of animals from birds, dogs,cats and bunnies. I have petsitted for many friends and family for an extended amount of time. I have a routined work day leaving me available throughout the evening and free on the weekends to be able to watch your pets :) I am able to match the energy of your dogs needs and energy to ensure that your pup is well taken care of in the way it is most comfortable for them.
About: Dog lover for 27 years! Friends, family, neighbors, and friends of friends have used my services for 5 plus years! I have had dogs my whole life and even assist with rescues. I keep up with new training techniques and strategies. Most importantly, I make sure you dog is safe, Loved, and spoiled. I work fully remote as a recruiter. This makes my schedule very flexible and mobile as I only use a phone and laptop to work. I can work from any location as long as I have wifi. I can hang all day for the fur babies who have separation anxiety and spend nights with those who are comfortable leaving there pet elsewhere. I come to you! My remote position makes it easy for me to work from anywhere! I bring love, treats, and sometimes toys! I provide picture updates and texts! I keep up with medication if needed, walk, and play with your fur babies while you are gone.
“Lauren was consistent with our twice a day drop-ins even after getting a huge amount of snow on day 2 of checking in on my 2 kitties! She took time to make sure their litter was clean, they were fed, and played with them. The report card photos were a treat we looked forward to after every visit! Will definitely book her again in the future.”

About: I've been around dogs my entire life and truly love caring for them. I currently have Toby, my Yorkie, who has been part of my family since 2014. Caring for him has given me years of hands-on experience with everything from daily walks and playtime to administering medications and recognizing changes in behavior or health. I also helped care for our family dog for nearly 19 years before we recently had to say goodbye, which taught me the importance of patience, compassion, and caring for senior dogs with special needs. In addition, our family has a 5-year-old Shih Tzu, so I'm comfortable caring for dogs of different ages, sizes, and personalities. Beyond my own dogs, I've also dog sat for my sister on multiple occasions and have always been the person friends and family trust with their pets. I'm attentive, reliable, and treat every dog like they're part of my own family. Whether your pup loves long walks, playtime, cuddles, or simply sticking to their regular routine, I'll make sure they feel safe, loved, and well cared for while you're away. Pet care has always been part of my daily routine. I care for my own dogs every day, including walks, feeding, playtime, grooming, administering medications when needed, and making sure they feel safe and loved. Because I'm flexible and enjoy spending time with animals, I can easily incorporate pet care into my schedule and give each pet the attention they deserve. Whether it's sticking to a familiar routine, providing companionship, or making sure they get plenty of exercise and affection, I genuinely enjoy caring for animals and treat every pet as if they were my own. When caring for pets in a client's home, my priority is helping them feel comfortable by maintaining their normal routine. I carefully follow feeding schedules, provide fresh water, take dogs on walks, offer plenty of playtime and affection, administer medications if needed, and make sure they feel safe and relaxed while you're away. I also respect my clients' homes by keeping them clean, following all care instructions, and providing regular updates with photos so you can have peace of mind knowing your pet is happy and well cared for.
“Mirella did a fantastic job pet sitting our two guinea pigs over Christmas. One of our pigs is elderly and has health issues, and Mirella handled them very professionally and compassionately. We felt so much better traveling knowing that our pigs were in good hands at home. Thank you!!”

About: I worked at a pet store and dog sat all through high school, so I’m very attentive to different pup’s needs, especially ones with dietary restrictions and other physical or mental health needs. My schedule is very open, since I’m on summer break from my regular full time job as a student :). I’m available 24 hours a day, 7 days a week! I’ll make sure they’re comfortable, well fed, and exercised! I have a lot of experience handling dogs with varied personalities and needs, so a lot of how I’ll take care of them will depend on the individual pup.
“Ruth is one of the nicest, happiest people that I have ever met. My husband and I felt very comfortable giving her a key to our home for use during our vacation. She was good with our cat, and she followed all of our requests, including to send us daily photos. We are so fortunate to have found her, and we would definitely use her again as our pet sitter!”

About: Experienced in dog walking, sitting, and providing loving care for pets of all kinds. Pets love me and vice versa! Contact me w any questions! I adjust my schedule each month based on my work hours, ensuring flexibility for dog sitting. Whether it's early mornings, evenings, or weekends, I can accommodate your pet’s needs and provide reliable care when you need it most. Unfortunately, I do not do boarding in my own house, however, I have 2 dogs at home. I’m willing to board at your house whenever needed!
“Such a nice saver and excellent pet sitter. Ryan went over and behind the call of duty to ensure my trip was stress free and the 3 dogs and cat were well taken care off much love”

About: Hi, my name is Amber! I have loved animals for as long as I can remember. I have been set on becoming a veterinarian since I was young. I have 3 cats of my own, and have experience watching dogs. I have experience in giving my senior cat his medication. I am looking forward to being a safe provider for you and your furry friend!! :)) Pet care fits into my routine every day as I am responsible for feeding them and cleaning their litter boxes. My life is centered around my animals. I do everything I can to provide them with the best life they can have. I am responsible for caring for my cats at home. I feed them, change their litter, give them medication, clean up after them, play with them, and give them unconditional love.

About: I've been trained as a dog groomer for about a year and a half, so if your dog needs maintenance on its coat I'd be more than happy to help. I've worked with many kinds of dogs from 4 month old puppies to 15 year old seniors. I also have a senior dog, a yellow Labrador, 13 yrs. I'm currently on pursuit for a part time job, so have more time to take care of any animals right now! The only day that doesn't work for me is Sunday or anytime after 6:30 pm on Thursdays and Fridays. I would love to know your pets daily routine, likes and dislikes in order to provide the best service I can for your furry friend.

About: Hi! I’m an 18 year old student who genuinely enjoys spending time with pets and making them feel safe, happy, and cared for. I’ve grown up with cats and have experience with feeding, litter box cleaning, playtime, and understanding animal behavior and moods. I’m very patient, gentle, and attentive, and I always try to match each pet’s personality, whether they’re energetic and playful or shy and need a calm presence. I understand how important it is to trust someone with your pet, so I’ll always treat them like my own. I’m responsible, reliable, and happy to send regular updates and photos so you feel completely at ease while you’re away. My goal is to make sure your pet feels comfortable, loved, and stress-free in your absence! Pet care naturally fits into my daily routine because I already structure my day around responsibility, consistency, and being attentive to details. I’m used to keeping a steady routine, so adding feeding, walks, playtime, and check-ins for pets feels very natural to me. I enjoy spending time with animals, so it never feels like a chore, it becomes something I genuinely look forward to throughout the day. In my home, I make sure pets feel safe, comfortable, and cared for like they’re part of the family. I follow their normal feeding schedule, make sure they always have fresh water, keep their space clean, and give them lots of attention, play, and affection depending on their personality. In a client’s home, I’m very respectful of routines and instructions. I stick closely to the pet’s usual schedule so they feel secure in their own environment. I double-check everything: food, water, walks, litter boxes, medications if needed, and I always make sure pets get not just care, but companionship so they don’t feel alone while their owner is away.
About: I can take on the most hyper of dogs (I have one myself). I understand the high demand of a hyper dog and am ready to walk and play with your furry friend! I can also care for small critters! I work 2p-10p full time as a behavior specialist with individuals with autism. I am available most mornings and am available for overnights after 10pm! I always ensure that my pets have everything they need: lots of love, an extra long walk on sunny days, toys to play with, and food that meets their diets needs.

About: I have much experience with pups! From corgis to golden retrievers to Bernese mountain dogs, I have cared for dogs dating back 5 years. I enjoy playing with them, taking them on walks, and making sure they have everything they need while you are away!! 🥰❤️ I currently work full time, but have flexible hours as some weeks I have plenty of time during the week and weekends. Pretty open to any hours as long as I'm off!! I will make sure your dog is cared for and played with while I walk them and/or are with them!! 😆 Whether it's taking them out for the bathroom, walking around, or just keeping them company.

About: Hi! I’m a lifelong animal lover with over 30 years of hands-on experience caring for both dogs and cats. From playful puppies to senior pets needing a little extra patience and attention, I’ve cared for them all—and I truly treat every animal like family. I understand that trusting someone with your pet is a big deal, and I take that responsibility seriously. My goal is to make sure your pet feels safe, comfortable, and loved while you’re away. Whether it’s a fun, energizing walk or a calm, reassuring visit, I adjust my care to fit your pet’s unique personality and needs. I currently offer dog walking and drop-in visits for both dogs and cats. During visits, I can provide feeding, fresh water, playtime, litter box or yard clean-up, medication (if needed), and lots of affection and attention. I’m reliable, communicative, and happy to send updates and photos so you always know how your pet is doing. Animals have always been a huge part of my life, and caring for them isn’t just something I do—it’s something I genuinely love. I’d be honored to care for your pet as if they were my own! I'm currently working part-time on Tuesdays, Thursdays and Fridays. I can usually pet walk/drop in or pet sit on the other days. I prefer to care for pets in their own environment because that's where they feel most comfortable. The safety of your pet is the most important thing to me.
About: IG: FURBABIESBESTFRIEND <— to see photos of your fur babies during their stay i work at a dog kennel/ Doggy day care and on the side i dog sit and offer other services such as walks, baths, playtime etc. im currently working part time at a kennel and frequently get offered side jobs at home and or pet house sitting when we have no space at our kennel. so i have extra time to care for your fur babies :) as I mentioned before I do have experience working with all types of dogs and cats some shy/nervous small, large, hyper, old etc. I have a fenced in yard so they can get their zoomies out throughout the day. currently I do not have pets of my own and only am watching dogs from one family at a time.
“Nicole took excellent care of my 3 dogs and cat. My dogs are senior and she took the extra care and attention a senior dog needs. I will definitely have Nicole return to take care of my pets and I highly recommend her for your petsitting needs.”

About: As an Air Force veteran with over 6 years of service, I bring reliability, responsibility, and attention to detail into every pet care experience. I’ve had dogs my entire life and also have experience caring for cats, so I understand that every pet has their own personality, routine, and needs. I regularly dog and cat sit for my spouse’s coworkers, and I truly enjoy creating a safe, comfortable, and loving environment for pets while their owners are away. I also have experience caring for a dog with seizures, including administering medication twice a day, so I’m comfortable following special care instructions and keeping a close eye on pets who may need extra attention or medical support. I am a full-time online student, which means I’ll be home throughout the day and able to give your pets plenty of attention, care, and supervision. I have a fenced-in yard for supervised playtime and exercise, along with two friendly dogs who enjoy the company of other pups. When caring for pets in a client’s home, I treat both the pets and the home with respect and care.
The median cost per visit for dog sitting in Chesterfield is $20
Dog parents share their Rover experiences - Chesterfield
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?
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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

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Popular requests for dog sitting - Chesterfield
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chesterfield average 6 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 $24.98 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 8,712 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:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 97% 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.


