Dog Sitting West Chesterfield
Book a West Chesterfield dog sitter to watch your dog in your sitter’s home or yours.
West 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.
“Julia was fantastic - she was communicative, responsive, flexible, and my pets adored her. I can't recommend her enough and will absolutely be asking her to watch my pets again in the future.”
“Emily was amazing with Pepper, my shy hound. Emily showed up promptly for each visit and was very thorough. Even her pre-visit questions were thorough. She is very caring and kept me very informed. I highly recommend Emily.”
About: I have taken care of cats, dogs, Small animals like mice, guinea pigs, fish, turtles. All way to farm animals like sheep, goats and even horses. Due to growing up in small town farming community. Currently I am supervising and helping my teenage daughter care for multiple miniature and full size horses in Leverett MA. I also have two wonderfully spoiled cats and a dog at home. Have some openings in evening and most weekends as at this time I do have a full time 9-5 job. Looking to see where this goes. I do not have fenced in yard but I keep my current dog on tie out or 50ft lead. Very quiet not normally traveled area around house with big yard to play. At clients home depends on environment there. Would prefer no off leash unless securely fenced area.
About: I have pet training experience as well as walking, playing, and cuddling! I also currently work at a boarding and daycare facility! I am willing to accommodate to any special requests you may have as well! I have owned dogs for most of my life, including many very different breeds, and have worked with all age groups. I also have experience with other types of animals including many exotics! Animals are my passion and it would be amazing to be able to be around more all the time. I also have a smaller dog that gets along with others, which would be available for me to bring with me if you would like! I hope to hear from you and your fur baby soon! No animal is too big or too small for me to handle! I enjoy working with them all! Please send me a message for more information! I currently work full-time 4 days a week- which is a very easy schedule to work around. I am flexible when it comes to needing care for your babies! I live in a wonderful area that provides many different places to walk when the weather is nice and a small quiet backyard. I also have a small dog that is very comfortable with all types of animals as well.
About: Each pet has their own personality and style and I adapt to exactly what your pets need and want. If they want cuddles, they get cuddles. If they want space, they get space. It's all about the precious pets needs for me. I provide 5 star service and have a flexible schedule to meet your and your four legged friends needs! I don’t have a furry friend of my own but I love the opportunity to give a little love to all the pets I meet. Any dog big or small is awesome in my book. My aim is to make them happy and your life a bit easier! I look forward to hearing from you and getting to spend time with your wonderful pets! I currently work a 9 to 5 remote job and have plenty of flexibility to meet you and your pets needs. I can house sit or do drop ins as needed with my schedule. I am the happiest when I am around dogs and enjoy playing with them! I have been the go to dog sitter for my friends and family for over 8 years. I have access to trails in my backyard and live and work in a dog friendly area. I love meeting new friends and having fun adventures around our gorgeous town.
About: I’ve had pets since I was about 4 years old, and am experienced with caring for cats and dogs. Any needs they have, I will take care of them all - from simple company when you're at work, to walks, giving meds and overnight stays! I have experience training puppies too, from potty training to the classic "stay", "sit", "come", "leave" etc. commands. I have a large dog myself so size of your pet is no issue. Anything you're unsure about, shoot me a message! I work full time at a school but am free weekdays after 2pm until around 10pm. On weekends I am free from Friday afternoon until Monday morning so I can do overnight stays too if needed. Depending on the care required, I will feed pets, give them meds, take them outside, play games/fetch/etc., brush them, empty litter boxes and so on. I have had several cats and dogs of my own and cared for many more, so I am comfortable with adjusting to their different personality types.
About: I’ve taken care of dog of many sizes and health conditions, I have had a cat for 9ish years and have cared for friend and families dogs for years. I am a student, I am relatively free but lots of work to do! I like to go on walks already! I am able to be flexible. I know how to feed animals and care for them, can follow special instructions as I know they are important. As much as I would love to care for your fur baby at my home, I cannot.
“We couldn’t have asked for a better cat sitter! Eva was incredibly communicative throughout our time away, providing thoughtful updates and photos twice a day that gave us complete peace of mind. It was clear our kitties were receiving excellent care and plenty of attention. Eva was punctual, reliable, and professional, and we truly appreciated the effort she put into keeping us informed. Knowing our pet was in such caring and capable hands made it so much easier to enjoy our time away. We highly recommend her to anyone looking for a trustworthy and attentive pet sitter!”
“This is the second time that I used Amad to care for my cats, he has been great, will stay and play with them, easy to reach and will quickly respond . Overall we highly recommended .”
About: The family for my last petsit said this: "[Our dog] had nothing but wonderful things to say about you, she was very happy when we got home, that means she didn't feel upset at all. Yay!!! Thank you again!! " I've cared for households with multiple pets, including cats, dogs, multiple cats, multiple dogs, and a combination of the above. I've often had people reach back out to me to sit for them again. I love to follow your instructions as closely as possible to help out your animals with the stress of owner absence. I find it important to take time to play with and sit with animals. I'm familiar with giving pets medication, whether through pill pockets, food, or other methods. If your kitties are particular about litter cleaning, I am happy to provide that more frequently as well. I work with energy and empathy in my other jobs, so I am able to bring a calm presence for animals and pay attention to their energy when caring for them. I value consent-based interaction, so I allow animals to warm up to me before petting them. I have flexible work, so I can arrange to stay with your pets or drop in at your convenience. One of my jobs works well with being at home, so I can stay put. I tend to lock doors, being familiar with city living. Integrity and trust are paramount to me, so you can trust that I will treat your home well and honor any areas you don't want me to be in. I know it's a lot to trust a stranger in your home while you are away -- I am happy to provide references and other information to make you feel safe. You know your pet best, so I pay attention to how you make sure your pets stay inside to keep it that way. I am always happy to text updates and pictures :)
About: I bring 2 years of senior care experience, so I’m patient, attentive, and deeply respectful of others’ routines and spaces. My background in caregiving taught me how to notice small changes, handle responsibilities with care, and always show up when it counts — and I bring that same energy to pet and house sitting. I am working part time doing uber eats. I love spending my free time coloring and learning new skills to be successful in my goals to entrepreneurship. I have a fenced big back yard over 1,500 sq ft so there’s plenty of space to run around. I live in a quiet neighborhood.
The median cost per visit for dog sitting in West Chesterfield is $25
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
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Popular requests near you
Select a filter and find qualifying West Chesterfield sitters!Sitters in West Chesterfield average 5 repeat dog sitting clients
FAQs for Drop-In Visits - West Chesterfield
Frequently asked questions about Rover
As of July 2026, there are 364 sitters on Rover offering Dog Sitting across West 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 West 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 West 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 West 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 West Chesterfield. On Rover:
- 83% of sitters can help with special care needs
- 97% 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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