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

Over 54 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: I’ve taken care of pets my whole life and have worked at a horse barn for 4 years. You name it I’ll take care of it! I’m currently working part time but my work is pretty flexible if I get advance notice. I’ve been trying to build my pet sitting business so let me know! I care for animals in clients homes. I am insured and put forward the utmost effort to ensure both safety and fun for the animals in my care. My goal is to turn every interaction into a positive experience.
“Sarah was great! Good communication and consistent. She sent pics of my kitty that would come out to play and found a way to make sure my other kitty who is a pro-hider got her food as well. Would definitely hire Sarah again.”

“Nicole was great with my frenchie. She was easy to communicate with and sent great photos while visiting. She was very detailed with her updates which made me feel great! Very happy about the experience :)”


“Ardin did a great job with our big 100 lb. boy, Charlie, for 11 days, 3x a day drop in visits. The photos she included, with the activities they did (walks and soccer) showed a happy dog. Her texts really reassured us about how well it was going and we plan on rebooking with Ardin for a long family wedding this fall!”

About: Hi! I’m Alanna, a lifelong dog lover with both personal and professional experience caring for pets. I’ve been taking care of dogs since I was a kid and I’ve worked as a shift lead at a pet store for over 2 years, where I also handle dogs in the grooming department. This means I’m very comfortable working with different breeds, sizes, and temperaments including anxious or high-energy dogs. I have experience with handling, basic grooming support, and reading dog behavior, so your pet’s safety and comfort are always my top priorities. Whether it’s walks, playtime, or just keeping them company, I’ll make sure your pet feels happy, safe, and loved while you’re away! Pet care is a natural part of my daily routine. I work part-time and take most of my college classes online, which allows me to have a very flexible schedule. I’m able to be available throughout the day for walks, feeding, playtime, and making sure pets get plenty of attention and care. I always adjust my care based on each pet’s individual needs and routine. In a client’s home, I stick closely to their normal schedule to minimize stress, including feeding, walks, playtime, and any medications or special instructions. I make sure pets feel comfortable in their familiar environment and provide regular updates. If caring for pets in my home, I provide a safe, clean, and structured environment with constant supervision, regular potty breaks, exercise, and plenty of attention. My experience working in a pet store and handling dogs in grooming has made me confident with a wide range of temperaments, so safety and comfort are always my top priorities.
“Sarah-Jane is a respectful and responsible sitter. I had an impromptu engagement and she was very helpful at such short notice. She took the time to meet YaYa first before the sitting and to get a little familiar with the routine. My dog YaYa loves her and looks forward to the next time Sarah-Jane can watch her. Sarah-Jane also left me a very nice thank you card which was very unexpected.”

About: I have had dogs for 20 years and will treat your dogs like my own. Will accommodate requests as much as possible for your family. https://www.rover.com/sit/micheb79651 I am available for drop in visits for walks, can fix any special food if needed and give oral medication. Every visit will include time to sit and visit. I will always walk dogs on leash and take extra time to care for your dog like my own. I can crate if needed for your dog.
“Anindita did a wonderful job ensuring our dog was relieved and comfortable while we were away. The photos she sent were fun and made our separation much easier. Paisley was energetic & cheerful when we returned. She obviously had a relaxing staycation.”

“Caroline was AMAZING!! She was completely attentive to my cat’s needs and personality, and it was clear from the great vids and photos she sent that our kitty was very happy in her care. ☺️ I will definitely book with her again!”

“Skylar has been phenomenal with my puppy! She is patient, kind and really loves animas. She even made an adorable drawing of him. I highly recommend her to take care of your fur baby!”

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.
“Walter was so courteous and showed up on time every day and I could tell me animals were taken care of. He even offered more support for the animals for an extended period when my travel was impacted by the snow. He came 2x a day for my dogs and played with them and even stayed extra time s few times, and was able to give them medications and feed them, along with my cats as well. He was also very communicative, and followed instructions. I can tell my animals are happy. I will be using Walter again!”

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?
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
It's that easy! All payments are processed through Rover's secured platform
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 Drop-In Visits - Chelmsford
Frequently asked questions about Rover
The average cost for Dog Sitting in Chelmsford on Rover is $29.96 per visit (as of August 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 August 2026, there are 9,955 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.
















