Dog Sitting Chesterfield
Book a Chesterfield dog sitter to watch your dog in your sitter’s home or yours.
Over 435 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: I’ve been taking care of pets for most of my life. My family and friends have always counted on me to care for our/their pets when needed. I have walked, bathed, fed, snuggled and played with them! I am a full time worker, five days a week, nine hours a day from 9AM to 6PM. And I also have a part-time job that I do on the weekends, but I am still open to any service I could possibly provide for you and your pet! I receive my part-time job schedule weekly schedule every Saturday, so communication is key. I will care for your pets in your home by providing them the care that they need, walks, runs, snuggles, playtime, you name it! If there is anything specific you want me to know or abide by please let me know and I will make sure you and your pet are left satisfied :)
“Tara you were great with our boys...they were very happy when you came to visit...they both were showing off for you! Thank you so much for taking such great care of them!”
“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!”
About: I have been taking care of my own dogs since I was young and love to be around all animals! I used to nanny for a family with 5 kids and they had a wonderful dog that I always helped to care for! Feeding and taking him to the groomers and vet appointments…all things that I was lucky to get to help with! I also used to care for 2 cats (both needing to take medication) and a bull dog on a daily basis! I have a Jack Russell (that just passed away) myself that I had for about 10+ years and no kids do she was my only fur baby! I have recently in the past year gotten a brand new puppy named Sugar! She is a beagle/terrier/lab mix and 25 pounds of Adorableness! She is so sweet And absolutely my little girl, as she follows me everywhere and tries to be wherever I am, and always under foot!!! She’s a little skittish and still all puppy at eight months! So I am no stranger to puppy needs at all! I also have Bella, who is a pit/beagle mix and she is a little over a year and a half old! She is 60 pounds of crazy but happy and smart and always at my husband side! What a love bug! But remember, with pets, there is no personal space! Lol I love pets of all kinds and will care for them as if they were my own! Snuggles are free!!! I am currently a part-time private nanny, to a bunch of different families who may need care for their little ones day a week, and my schedule is always changing from week to week so my availability will always be changing. But,I will try to keep my Rover calendar up-to-date as I hope more of you reach out! The plan is is turn this into a full-time gig so I will have probably more availability as time goes on towards the end of this year, but I’m hoping to find some regular clients that will book with me on a consistent basis! Plus, I’m really looking forward to all the pet snuggles! I am always very mindful of the time for feedings and walks…any medication will be given correctly and timely…I will make sure your home is locked up after I leave from a walk and/or feeding! Please know that I will do my best to. Gain the trust of the animal! Cats too! I do highly recommend a meet & greet ahead of time so we can meet pet parents and also meet dog(s)! Let’s them see me and hopefully remember me and feel comfortable with me in their house! (*Please note: House Sitting rates apply to stays where overnight accommodations (a clean bed/space) are provided in your home. If you prefer daytime/evening visits only without overnight stays, please book via my Drop-In rates!)
“Peyton was Great!! She made time to stop by in advance tomake sure me and Bentley were comfortable with her. It nice to walk her through the steps needed. She was very accommodating and super sweet. Very good communication and no issues. Bentley loved her and we'll definitely use Peyton again in the future.”
“Julia was very communicative. I like how she checked in upon arrival and when she left, sending photos, and a check list of meal and potty breaks each drop-in! She was very professional and kind. One of my dog's even ended up sick, leaving several piles of throw up and she kindly took care of it, not leaving any mess for me to have to come home to. Definitely recommend and will use again!”
About: I provide loving, reliable, and personalized care for every dog and cat, ensuring comfort, safety, happiness, exercise, companionship, and attention to each pet’s unique needs. I’m home full-time, so pet care fits naturally into my daily routine. I can provide plenty of attention, companionship, walks, playtime, and consistent care throughout the day. I have a dog and a cat in my home, so I’m comfortable caring for both. I provide a safe, clean, and loving environment, while following each pet’s routine for feeding, walks, playtime, bathroom breaks, and plenty of attention.
About: I am very familiar with all types of dogs! I grew up with german shepherds and most recently have fostered a Great Pyrenees. I live a very active lifestyle and am looking to go on lots of walks with your fur baby! I love giving lots of attention and ensuring interactive time with the animals in my care. Use this link for $40 off your first Rover booking!!: https://www.rover.com/sit/nicolr34569 I'm currently working part-time and have a lot of time, especially during the day, to look after your pet(s). Just give me a heads up what your request is so I can take a look at my schedule. I can go on long or short walks (I prefer longer!) I will provide a safe environment and ensure your pet's needs are more than just met.
About: I’ve been taking care of animals since I was 11 and I have taken care of a bunch of different animals in that time. I’m currently unemployed looking for jobs so I’m all free! I will be available pretty often. I will be doing online school around October and will be asynchronous and online. I am available very often. I can stick to pet routines and any medication and dietary needs. I would sometimes be accompanied by my boyfriend who can be an extra eye.
About: I have my own large senior dog, grew up with at least 2 dogs in my home, and love cats. I often sit for my friends cats and love to have a walking buddy with taking dogs, esp now that my old boy has slowed down. As a teacher I have a schedule based on school and in the summer my 5 year old would sometimes be tagging along with me. I can go before school and after and in the summer months have much more flexibility I am a public school teacher and a toddler and dog mom of my own. I love to be active and go on walks and love to give animals attention and love like they all deserve!
About: With a passion for animals that spans many years, a household full of furry companions, and a deep-seated love for our four-legged friends, rest assured that your pets are in safe hands. As a responsible adult equipped with both experience and a reliable vehicle, I'm committed to providing top-notch care and companionship for your beloved pets. I’m very flexible, work from home and am often available to move my schedule to match yours. I’m always happy to work together to make sure your lovely pets are taken care of I have two cats and two dogs of my own. Dogs are crate trained and both rescues that need a lot of love and I’m happy to provide. They enjoy walks and playing in our fenced yard. I also have two cats that love belly rubs and playing with their toys! My partner watches my animals while I take care of yours!
“Julia is amazing! She's dependable, easy to communicate with, and it's obvious she really loves animals. We really appreciate the updates she sends and the peace of mind knowing our pup is getting great care while we're away. We're so glad we found her and would absolutely recommend her to anyone.”
“Cynthia was a great sitter! She was very communicative with me and sent me pictures of my cat while she was there. I felt like I didn’t have to worry about him at all when I was away for Christmas! Absolutely will try to rebook with her anytime I have to leave town!”
“Damaica is very responsible and communicative. Shared pictures of our kitty, who isn't always the friendliest to strangers, but allowed Damaica to pet her - a new friend. Definitely would use again.”
About: Im a dog lover at heart and mind, with a history of dog training (agility and obedience) and multiple references for dog sitting. I do work full-time with a flexable schedule which allows me a lunch break for extra care. Feel free to make contact with any questions. About this sitter: Im an outgoing, energetic, pet loving person. I lost my girl Arwen who I had for 16 years. I am available for house sitting with morning and evening drop by or overnights. Feel free to make contact with any questions. Depending on distance from work I may be able to do lunch time drop bys also. Cost and needs, with length of time and number of pets, may be negotiable. Why I love dog sitting I've been a dog lover my entire life...I grew up with multiple kinds of dogs; poodles to black labs. After college I adopted a cat then settling down here in RVA where I rescued Arwen, my mini-Australian Shepard. We had a history of obedience and agility training, she was CGC certified. My experience administering medication Yes, I have given medication to multiple dogs and cats. I do work full-time near Chippenham and Midlothian Turnpike, so if close I can do a lunch drop by. Currently I am available for house/dog sitting including overnights at your home or mine. I am a k9 lover and would spend as much time loving, petting, and cuddling your pup as they would like. Walks are important, short or long, and outside hikes for nice days are great also.
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 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.
“Shannon did an awesome job on her drop-in visits with our three cats. Our home was also in great shape when we returned; all cat waste was handled properly. There is huge peace of mind knowing that our furkids are happy when we leave home.”
“Cindy was absolutely wonderful! She came for a meet and greet before the visit. She played with Rigby, walked him, fed him, and gave him treats. It was so great to have her help!”
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
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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 $22.2 per visit (as of September 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 September 2026, there are 2,360 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:
- 94% of sitters can help with special care needs
- 98% 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.
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