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

Over 57 pet parents in Chelmsford have booked dog sitting
Chelmsford, Find top rated dog sitting
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

About: Hi! I’m Olga (they/she), an educator and caregiver based in Chelmsford, MA. Caring for others has been at the heart of my work for years, and I bring that same patience, responsibility, and attentiveness to every pet I care for. I understand that every animal has their own personality, routine, and comfort level. Whether your pet enjoys long walks, quiet companionship, playtime, or simply sticking to a familiar schedule, I’m happy to provide thoughtful, dependable care that helps them feel safe while you’re away. I’m organized, communicative, and understand how important it is to trust the person caring for a beloved family member. I’ll provide regular updates, photos, and make sure your pet receives plenty of attention, affection, and care. I look forward to meeting you and your furry family and creating a positive experience for both you and your pets. My schedule is flexible, allowing me to provide dependable care throughout the week. I’m available for drop-in visits, dog walking, house sitting, and overnight care with advance notice. I enjoy spending quality time with animals and will make sure your pet receives plenty of attention, exercise, affection, and consistency while you’re away. I’ll also keep you updated with photos and messages so you can have peace of mind. I believe every pet deserves to feel safe, comfortable, and cared for in their own environment. I take time to learn each pet’s routine, feeding schedule, favorite activities, and any special instructions before every booking. I treat every home with respect, keep communication open, and provide regular updates and photos. My goal is to maintain your pet’s normal routine so they feel secure and happy while you’re away.
About: As a lifelong pet owner and proud beagle mom, I know firsthand how important it is to find someone you truly trust with your fur baby. Growing up with pets my whole life has given me a deep understanding of animal behavior, body language, and what makes each pet feel safe and loved. I treat every dog I care for like my own — with patience, affection, and plenty of playtime. You can expect frequent photo updates and a happy, well-cared-for pup when you get home! As someone who works from home full time, pet care fits seamlessly into my daily routine. Your dog will never be left alone for long stretches — I'm always nearby for cuddles, playtime, and potty breaks throughout the day. I structure my work schedule around the pets in my care, ensuring they get regular walks, meals, and plenty of attention. Your pet will feel right at home! I'm comfortable caring for pets in both my home and yours, though I prefer to stay in your home so your pet can remain in their familiar environment with their own toys, bed, and routine. I believe pets are happiest and least stressed when they stay in a space they already know and love. In your home, I treat everything with the utmost respect — leaving it exactly as I found it. If hosting in my home, I ensure a safe, clean, and cozy environment where your pet will feel comfortable and loved. I'm attentive to pet-proofing, keeping hazardous items out of reach, and always supervising playtime. Your pet's safety is my number one priority!
“Stephanie was wonderful. Before caring for my pups she took the time to come meet them and ensure she fully understood their needs. It was clear she was very experienced with high needs dogs as she approached my shelter pup in a way that was very respectful of her space and her anxiety. On Christmas Day she made room in her busy schedule to care for both of my dogs. She was very communicative and I felt great ease knowing she was taking care of them. I would hire her again in a heartbeat and you should too. Five stars.”


About: Hi! I’ve loved dogs and animals for as long as I can remember. Being around animals has always felt natural to me — their energy, personalities, and unconditional love are something I truly connect with. I currently work at a doggy daycare and boarding facility, where I care for dogs of all ages, sizes, and temperaments. From energetic puppies to senior dogs who need a little extra patience and comfort, I’m experienced in providing safe, attentive, and loving care. My daily responsibilities include supervised group play, feeding routines, cleaning and sanitizing, monitoring behavior, and helping pets feel comfortable while away from home. Working in this environment has taught me how to read body language, manage multiple dogs safely, and respond calmly in any situation. Your pet’s safety, happiness, and well-being are always my top priorities. I genuinely love what I do — I’ve always been the kind of person who picks animals over people! Caring for pets isn’t just a job for me; it’s something I’m truly passionate about. I treat every dog and cat as if they were my own and make sure they feel loved, secure, and cared for while you’re away. I can’t wait to meet your furry family member! I am available Monday, Tuesday, Wednesday, Saturday. Just send me a message and I will most definitely find you time to fit you in I am very flexible I have a fenced in yard, lots of treats toys and bones, access to inside. Crate friendly if needed, or wanted. Very safe, cozy, warm, entertainable home
About: I took care of my grandfathers dog for 5 years. He was a Pomeranian. I love dogs I wish I could have one of my own. I have experience taking care of dogs and get along with them. I'm available during the weekdays 6-10 and the weekends all day . I'm pretty easy-going get along with mostly everybody. Flexible hours and have a car. I could take care of two dogs at a time. Thanks I can take care of your pets after work and the weekends. I absolutely love pets. I lived with them most of my life and care for them. You own home I'll take care of your pets. I'll feed and walk then if needed. Playing with them as well. I love animals. Dog parks
About: I’ve been dog sitting and walking for years! I have experience working at a doggy daycare as well! I have always loved rescuing and fostering dogs of all sizes and personalities, so I will provide yours with the upmost care and respect.❤️ I focus on making sure pets feel comfortable and cared for. Daily routines include scheduled walks, feeding, and plenty of playtime to keep them active and happy. I also keep an eye on their health, checking for any signs of discomfort or changes in behavior, and maintain any specific routines, like grooming or administering medicine, if needed. Weekly, I’ll spend time cleaning up any pet areas to keep things tidy and fresh for them. As a sitter, I will provide frequent potty breaks, walks, playtime, and I am eager to accommodate to whatever it is that your pet needs!
“Michelle did a great job with my kitties while I was away for an extended period. She even saved my bacon when she noticed that the house had started to get cold when the thermostat failed.”

“Emily was so wonderful with taking care of our cat and dog! She provided great updates with lots of details and photos, and we could relax on our trip knowing our pets were getting lots of attention and love. 😊”

“Anindita was great with our dog; she gave him good exercise, got his meds on time, and took pics of him to let us know he was okay. He loved his time with her. Thank tou!”

About: My name is Thalia and I’m ready to make your pup feel like they’re one of my own. I provide a safe and welcoming environment to make your pet feel right at home. I work from home, so I can be there for your pet daily or weekly. I can provide your pet with frequent potty breaks and walks as well as allow time for play. I always make sure my pets are safe inside my home. Providing them with fresh clean water and a safe place to have their meals. Pets are allowed on the furniture in my home and I have various dog beds throughout my home.
About: I’ve always been an animal person and will treat your fur baby as if they were my own. I can relax with them, walk around your neighborhood with them, play with them- whatever they need. I am available for dog walking and drop-in visits to check in on your dogs, ensuring they have food, water, and plenty of attention while you are away. I will take both, your needs and your best friends’ into account and accommodate the best way I can to ensure I am providing what works for you and your pup.
About: I am a dog lover who has dogs my whole adult life. I have many friends and neighbors with dogs of all sizes that I have spent time with and babysat as needed! I am an elementary teacher with availability on weekends and during the summer I have much greater daily availability. I have a 5 year old friendly and submissive lab mix. My dog likes to play at times, but at other times wants to have her space. Our house is like a home away from home for visiting pets!! I have a large fenced in yard and a very friendly 5 year old lab mix who is always looking to meet and welcome new friends. I am an avid walker and used to walking 2 dogs at time.
About: I am not in a place to financially support my own pet right now, but I am currently living without a pet in my house for the first time since I was 6 and I miss them dearly! By hiring me, you would not only be filling the dog shaped hole in my heart, but you would receive care you can count on. I am currently off for the summer from school, so my schedule can easily adapt to fit pretty much any needs! Once school starts back up, I am available weekends and after school hours. As a teacher, I am used to being entrusted with the safety and wellbeing of upwards of 15 students at a time. I take my responsibility to you and your pets just as seriously as I take my responsibility to my students and their families. When they are in my care, they are my first priority, always.
About: Please read my availability before booking :) Hi! I’m a lifelong animal lover who grew up with both dogs and cats, and nothing makes me happier than spending time with them. I’ve been the go-to pet sitter for my coworkers for years, and I truly enjoy caring for animals like they’re my own. Whether it’s playtime, snuggles, walks, or just keeping your pets company while you’re away, I’ll make sure they feel safe, loved, and well cared for. You can trust that I’ll provide the best care possible and treat your furry family members with the same attention and affection I’d give my own. I can’t wait to meet your pets! I currently work in a medical office Tuesday-Friday 7:30am-5pm. Though I am able to house sit these days, I am unable to let them out during the day while I am at work. Saturday-Monday I am free to give all my attention to your pets! I am very energetic, just like your pups. I love to walk with or without a dog. If I am pet sitting, I am very good at sticking to directions so I can care for your animals exactly how you want them to be cared for while throwing in a couple extra play times!
“Philip did a wonderful job taking care of my senior cat while I was away. He was always communicative, keeping me updated and making me feel confident that she was in good hands. He made sure she was fed on schedule and that all of her food, water, and litter were kept clean. It was clear that he genuinely cared about her well-being, and I truly appreciated the attention and kindness he showed. I would absolutely recommend him to anyone looking for a reliable and caring pet sitter.”
“Lucille is everything you would want for pet care. She’s thorough, experienced & reliable. Even when I feel like I’m being over the top she will think of something I’m not! She’s so good with animals, your pet will sense her genuine affection & feel safe & loved. They are in good hands until your back.”

About: As a lifetime dog lover and owner, your dog will be in good hands here. I have fostered and provided basic training to over 14 puppies in the past year and I remain close with almost all of the adopters. I have two hound/ lab mix rescues - Spencer is 8 YO and Peaches is 7 MO. Both were rescued at almost 4 months old and both are neutered and spayed. Our household (me, my husband, our HS Senior, and our pups) loves dogs of all ages, sizes, breeds, and temperments. We (our dogs included) understand how to read cues and body language and respond appropriately. My promise to you and your fur babies are that they will have plenty of walks, indoor/ outdoor playtime, potty breaks as needed and as frequently as every 30 min, training and mental stimulation games, water, a comfortable space to rest, and as their health and well being are my top priority, they will have adult supervision at all times. I will only board dogs of the same household in my home at one time. The exception to this is if they are already known friends. Communication is important - tell me their likes, dislikes, known commands, feeding schedules, dietary/ physical restrictions, medication needs, etc. and I will ensure to follow the rules and schedules of your home. I will send plenty of updates and pics and if needed I am happy to give baths and nail trims — if they don't mind them. I guarantee your dogs will return home happy. If you have any questions, please don't hesitate to ask! Training commands I practice regularly are sit, lay down, paw, wait, come, short leash training, and potty training. Spencer and Peaches have proven to be great trainers as well! During meet and greets or via messages I can share what I have for toys, treats, bath time shampoo, pet conditioner, nail trims, etc. I'm happy to use what you provide as well. My schedule is currently very flexible. The majority of my work is remote. As I work towards my next business venture, I would like to continue my passion of working with dogs using positive reinforcement. I have a large yard surrounded by woods in a quiet community. When dogs are in the yard they have leashes on them unless they have good recall as the yard is not fenced. I will always be outside with them with a pouch full of treats. I also have a gated porch to ensure dogs can enjoy time sitting on the porch and will not escape into the yard when we open the slider. Walks in the neighborhood and on trails are always on leash. If your dog is accustomed to the Chelmsford dog park, I would be happy to bring them there as well once I get to know them. I use adjustable doggy seatbelts while driving. I will only bring two dogs max. Feeding schedule is two or three times per day depending on each dogs schedule. They will eat alongside of my dogs or they can have their own space to eat without distractions. I have two large crates with a divider to create a smaller space if needed. Most dogs have full access to the main first floor. The upstairs is available to fully trained dogs after getting to know them better. I have multiple gates to block access to rooms when needed. I get to know all dogs I board by communicating with their owners and with close frequent observation. I ere on the side of caution, test in small increments in safe quiet settings, building trust and increasing freedom accordingly with the best intentions to ensure their safety and security. New high value dog bones are prohibited while boarding. I have plenty of safe, dog friendly bones and toys here that I'm sure will keep your pup(s) happy.
The median cost per visit for dog sitting in Chelmsford is $25
Dog parents share their Rover experiences - Chelmsford
Lily is a godsend, she was able to support us on shorter notice and provide the best care for our beloved pets. We so appreciate her and look forward to booking in the future. She has such a gift for working with animals and takes the best photos where you can tell that everyone is having a great time. Many thanks Lily!!

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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Reservation protection
It doesn’t happen often, but if your 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.
Meet local sitters who will treat your dogs like family

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Popular requests for dog sitting - Chelmsford
Select a filter and find qualifying sitters offering dog sitting.Sitters in Chelmsford average 6 repeat dog sitting clients
FAQs for Dog Sitting - Chelmsford
Frequently asked questions about Rover
The average cost for Dog Sitting in Chelmsford on Rover is $27.75 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 9,868 sitters on Rover offering Dog Sitting across Chelmsford. 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 Chelmsford 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 Chelmsford 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 Chelmsford 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 Chelmsford. On Rover:
- 91% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 94% 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.








