Pet Sitting in Chesterfield
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Chesterfield pet sitters

“We’ve had Amber drop in on a few separate occasions now and have had a great experience each time. She’s been attentive to both dogs behaviors and makes sure to check in with questions or concerns. I have a peace of mind when Amber visits if I’ll be away from home for an extended time during the day. Based on the photos, the dogs definitely have a great time with her too!”


“It was such a relief to have such an attentive, kind person caring for my kitties while we were away. Amber is a great communicator and took wonderful care of my boys. I would recommend her in a heartbeat.”


“Heather is wonderful! We have an anxious reactive dog and Heather was understanding of her needs and was patient as she warmed up. Heather is very communicative and is a great caretaker! Thank you Heather!”


“Haley was a wonderful caretaker for our two cats! We got plenty of updates and pictures. Both cats took to her immediately and soon they were playing and making biscuits 🥰. We appreciate the time she spent getting to know them and would definitely book again!”


About: Hi, I’m Ayden — your pet’s new favorite friend! 🐾 As a lifelong animal lover, most of my experience comes from caring for my own family pets — from playful puppies and curious kittens to sweet seniors and even a feathered friend. I’ve had the joy of loving animals big and small, couch potato and high energy. We recently said goodbye to our special needs dog after 8 amazing years together. I live with my wife and our 3 fur babies in a quiet neighborhood with a large (unfenced) backyard that’s perfect for safe, supervised play. I also do all my own grooming and love keeping pets looking and feeling their best. As a full-time realtor with a flexible schedule, I’m able to give your pets the time and attention they deserve. I’m conveniently located at the borders of New Hampshire, Massachusetts, and Vermont, so I’m happy to serve pet parents across all three states! Whether your companion needs a walk, some company, or overnight care, I treat every pet like my own family. Let’s connect — I’d love to meet you and your furry friend! I am a realtor so I make my own schedule! Fitting in pet sitting will be absolutely no issue, and I am able to accommodate any existing routine your pet might have. Care for your pets will be based off their individual needs, as well as yours! In my home, my dogs are always crate trained for their safety and the safety of other pets in the home. Outside time will be on-leash until trust is built.

About: I have a long history caring for animals! I’ve worked with and cared for animals since I was six years old. I began training horses and dogs when I was eleven, and have continued to ever since. I have 2 dogs, a horse and a cat of my own. I’ve owned animals my whole life, never having the house without at least 3 dogs or cats at a time. I run and walk frequently and am happy to bring your pet along, but I’m also happy to stay in with a cat! I’ve cared for family and friend pets, and I’m able to provide all typical pet care and medication administration. I’m currently home from college, so I’m free almost any time! I’m happy to work with you and come up with a schedule that meets you and your pets needs. I’m incredibly mindful of your animals disposition, and any specifications you may have concerning the need of your pet! I’m able to drive to a clients home for sitting.

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.

“Definitely 5 stars for Stacie for her first time visits with our cat. Stacie came to our home 4 times while we were away. When we arrived home, our cat was calm and happy. Stacie is very communicative, a kind and caring person. I would not hesitate (and will) book Stacie again! Clearly recommended.”


About: Dear Pet Mom / Dad, I'm here because I've been in your shoes before. When I was in college, every vacation was overshadowed with the concern: who will look after Moxie (my fish) while I'm gone? Who will change her water, check its temperature, problem-solve if the power goes out and her tank heater turns off, etc.? It was always a worry. Now that I have my beloved rabbits, I need to prioritize a bunny-sitter before I can even go to the ER! That's why I know you worry about your pets and want a trustworthy, reliable, and animal-loving pet-sitter to be there for them. I'll prioritize your pets' care throughout the day - then again, they are living beings with feelings and emotions like ours! And I love animals; I would love to look after yours just the same way wonderful, generous people have stepped up to look after mine! I have cat-sat, dog-sat, and had a beloved dog, Ricky, of happy and nostalgic memory, when I was a teen-ager. Currently, I have a free schedule. I am a teacher on summer break, excited to use my free time to be with animals (hopefully yours)! Your pets will be safe and comfortable in the familiarity of their own home. A lot of animals are stressed by change and can't tell us with words! If that sounds like your fur-baby, I'll come to them in their own home.

About: I'm used to big dogs, even slightly aggressive or unruly dogs, well-behaved as well as meek dogs. They all need exercise! 20 years ago I trained over the winter season with an accomplished sled dog team and completed a 30-mile sled dog race. I also have experience raising our Australian Cattle Dog from 9 weeks. ACDs are little velociraptors, but we got through it and she's now a well-behaved adult. I currently have a fairly open schedule. I work in dog walking around my own regular dog walking, running, going to the gym and home tasks and chores. Monday - Saturday are my available days, my Sundays are mostly full. I'll come to your home and walk your dog in your neighborhood if you prefer, but my favorite activity is walking dogs on local trails in the woods and hills. We'll talk about what your dog is up for, and if you're unsure, we can start with easy hikes. For drop-in visits I'll ask you about your dog and what your expectations are and any special needs or instructions, and I'll take it from there.

About: Hi there! My name is Taylor. I absolutely love dogs and believe that most times they are better than people. I will take care of your dog(s) as if they are my own. I am available all day every day except between the hours of 3-6 pm. I love running and playing with dogs and do not mind cleaning up messes. I have two dogs of my own, a black lab and a hound mix that I absolutely adore. I love taking them for hikes and just spending as much time with them as I can. If you choose me to help take care of your dog(s), I promise you will not regret it. Thank you for taking the time to look at my profile! I work as a school teacher right now so am only available after 5 during the week and anytime during the weekends. After June 17th, I will be on summer vacation and will be available all day every day. I have a fenced in yard and a black lab that loves other dogs to play with if you'd like for me to bring them to my home to get some energy out.

“Deanna was always on time, sent several photos every visit, and kept my dog great company while I was away. My place was clean and my dog happy and safe when I returned. I would gladly hire Deanna again!”


About: I've had dogs of various breeds since I was 7, and participated in competitive dog obedience and agility training in high school. I love to go on walks, and would look forward to getting to known your pet! I work from home, so I am around most if not all of the time. Our backyard is fenced and I love to take regular walks! I can care for your pet at my home or yours! Let me know your pets needs and we can find a schedule that best suits you.

“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.”



About: Hi! I'm Nicole. I'm a software developer & animal lover. I've been around dogs since I was little and have always wanted to adopt one. Caring for dogs with busy owners is a great compromise! Dog owners will love that I will treat their furry pal as if they were mine. They will also love that I have private outdoor space for playtime, anytime, and am right next to central park so there's alot of ground for your furry friend to explore! I truely care about your pets well being so I am consistent with feeding time and will always make sure your furry friend is comfortable, whether its brushing her or refilling her water bowl. I am available Wednesdays and the Weekends for pet sitting, walking, and house sitting. If you are going away for a weekend and need someone to house & pet sit, I'm your girl!

“I was really worried about leaving my dog at home while I went on a business trip. Emily filled in last minute and served as a wonderful caretaker for my dog (which is a border collie). Emily made me feel so comfortable during this process. She was just wonderful with my dog. So reliable. So kind and caring. Highly recommended.”

Loving pet sitters in your neighborhood
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Amber D.Star Sitter

“We’ve had Amber drop in on a few separate occasions now and have had a great experience each time. She’s been attentive to both dogs behaviors and makes sure to check in with questions or concerns. I have a peace of mind when Amber visits if I’ll be away from home for an extended time during the day. Based on the photos, the dogs definitely have a great time with her too!”


Amber R.Star Sitter

“It was such a relief to have such an attentive, kind person caring for my kitties while we were away. Amber is a great communicator and took wonderful care of my boys. I would recommend her in a heartbeat.”


Heather C.

“Heather is wonderful! We have an anxious reactive dog and Heather was understanding of her needs and was patient as she warmed up. Heather is very communicative and is a great caretaker! Thank you Heather!”


Haley C.Star Sitter

“Haley was a wonderful caretaker for our two cats! We got plenty of updates and pictures. Both cats took to her immediately and soon they were playing and making biscuits 🥰. We appreciate the time she spent getting to know them and would definitely book again!”


Elias V.

“Wonderful, kind and reliable.”


Ayden H.
“Ayden is the absolute best! His passion for animals shows through in the way that he connects with and cares for my two Rottweilers. He won over my puppy during her “stranger danger” phase, and now she is pretty much obsessed with him. When she had orthopedic surgery, he was attentive to her needs and made sure she was comfortable. He was so gentle with her during bathroom breaks and playtime. My dogs are always excited to see him, and I’m pretty sure they prefer his presence to mine. Ayden is responsible, reliable, trustworthy, and Na’vi & Neytiri approved.”


Amelia L.
“Amelia is wonderful with my pets. She has always been attentive to their needs as well as my specific requests about their care, and is always extremely respectful, kind, and dedicated. I prefer Amelia to take care of my menagerie when I am away more than anyone else I have used in the last 10 years- both on or off of Rover.”


Rosalind L.
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.


Stacie S.

“Definitely 5 stars for Stacie for her first time visits with our cat. Stacie came to our home 4 times while we were away. When we arrived home, our cat was calm and happy. Stacie is very communicative, a kind and caring person. I would not hesitate (and will) book Stacie again! Clearly recommended.”


Theresa P.
About: Dear Pet Mom / Dad, I'm here because I've been in your shoes before. When I was in college, every vacation was overshadowed with the concern: who will look after Moxie (my fish) while I'm gone? Who will change her water, check its temperature, problem-solve if the power goes out and her tank heater turns off, etc.? It was always a worry. Now that I have my beloved rabbits, I need to prioritize a bunny-sitter before I can even go to the ER! That's why I know you worry about your pets and want a trustworthy, reliable, and animal-loving pet-sitter to be there for them. I'll prioritize your pets' care throughout the day - then again, they are living beings with feelings and emotions like ours! And I love animals; I would love to look after yours just the same way wonderful, generous people have stepped up to look after mine! I have cat-sat, dog-sat, and had a beloved dog, Ricky, of happy and nostalgic memory, when I was a teen-ager. Currently, I have a free schedule. I am a teacher on summer break, excited to use my free time to be with animals (hopefully yours)! Your pets will be safe and comfortable in the familiarity of their own home. A lot of animals are stressed by change and can't tell us with words! If that sounds like your fur-baby, I'll come to them in their own home.


Jeff C.
“Jeff is an excellent and professional dog walker and hiker.I appreciate his flexibility, prompt communication. He listens to my directions . I would hire him again. He also knows the woods around the area. Dogs come back happy every time they see him.”


Nikki D.

“Nikki was amazing ! I forgot to ask her to feed Eden and she happily went back and fed her!”


Taylor F.
About: Hi there! My name is Taylor. I absolutely love dogs and believe that most times they are better than people. I will take care of your dog(s) as if they are my own. I am available all day every day except between the hours of 3-6 pm. I love running and playing with dogs and do not mind cleaning up messes. I have two dogs of my own, a black lab and a hound mix that I absolutely adore. I love taking them for hikes and just spending as much time with them as I can. If you choose me to help take care of your dog(s), I promise you will not regret it. Thank you for taking the time to look at my profile! I work as a school teacher right now so am only available after 5 during the week and anytime during the weekends. After June 17th, I will be on summer vacation and will be available all day every day. I have a fenced in yard and a black lab that loves other dogs to play with if you'd like for me to bring them to my home to get some energy out.


Deanna C.

“Deanna was always on time, sent several photos every visit, and kept my dog great company while I was away. My place was clean and my dog happy and safe when I returned. I would gladly hire Deanna again!”


Laura R.
“Laura is wonderful! She is very responsible and dependable. She has great experience with dogs, from obedience and agility training with her own dog, to extended caregiving for others' dogs. She would be a loving friend to any dog in her care.”


Julia W.

“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.”


Aley M.

“Thanks Aley! Great job”


Christiana F.

“Christiana was great! She visited our buddy Tyson 3 times a day when we were away and sent great pictures of their adventures. I would completely recommend and book again!!”




Nicole F.
About: Hi! I'm Nicole. I'm a software developer & animal lover. I've been around dogs since I was little and have always wanted to adopt one. Caring for dogs with busy owners is a great compromise! Dog owners will love that I will treat their furry pal as if they were mine. They will also love that I have private outdoor space for playtime, anytime, and am right next to central park so there's alot of ground for your furry friend to explore! I truely care about your pets well being so I am consistent with feeding time and will always make sure your furry friend is comfortable, whether its brushing her or refilling her water bowl. I am available Wednesdays and the Weekends for pet sitting, walking, and house sitting. If you are going away for a weekend and need someone to house & pet sit, I'm your girl!


Emily M.

“I was really worried about leaving my dog at home while I went on a business trip. Emily filled in last minute and served as a wonderful caretaker for my dog (which is a border collie). Emily made me feel so comfortable during this process. She was just wonderful with my dog. So reliable. So kind and caring. Highly recommended.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 pet sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Chesterfield on Rover as of Aug 2025 was about $24 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Aug 2025, there are 36 pet sitters in Chesterfield. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 84% of Chesterfield pet sitters respond in under an hour.
Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Chesterfield.
Rover makes it easy to find Chesterfield pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
There are 36 pet sitters in Chesterfield on Rover, so you’re sure to find the perfect match for your pet! We understand that each pet is unique and may require specific instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, all pet sitters on Rover have been background checked and screened for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
