Pet Sitting Chestnut Hill
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.
Over 99 pet parents in Chestnut Hill have booked pet sitting
Chestnut Hill, Find top rated pet 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 grew up with goldendoodles. My first was a full sized, about 80 pounds. I’m used to handling big or small dogs. Now I am a cat dad for a senior cat (over 20 years old). I am seeking part time employment. I am available throughout the workday for walks, check-ins and anything else your pet might need. I am also available on weekends. I am able to provide services in your home. I cannot board without disturbing my own cat. I am gentle with animals and attentive to their needs. I am detailed oriented and happy to give your pet the special attention it needs.
“As always Julie is amazing! Our shy boy Marzipan has grown to absolutely love her. We have since gotten a new kitten, and she did great with him. He spent his visit playing and snuggling with her. Julie is very detail oriented and always makes sure we know any important information and genuinely cares about the job she’s doing to keep our pets safe and happy.”
About: I've have grown up surrounded by animals (2 dogs, 2 cats, and 2 brothers!). I have experience in short and long term dog & cat sitting. My most interesting sitting experience was watching 5 cats at once (the more the merrier)! I also have experience taking care of small animals including hamsters and guinea pigs. With my family, I have helped to foster and find the forever homes for 2 dogs, 1 adult cat, and 2 kittens! I have experience and am comfortable working with shy and nervous animals. I am a student at Boston College living in Newton for the summer. I am currently taking classes and am a research intern which take up roughly 2-4 hours a day. I also work in downtown Boston on Monday's and Wednesday's between 9am-5pm. While I do not have a car, I am well versed in Boston public transportation. I am a very active person and would be happy to take your pups walking, running, and on hiking adventures! For services in my home: I currently live with 1 roommate and do not have any pets. I am comfortable with short-term boarding (no longer than 4 weeks) for dogs and cats. I have an unfenced backyard but have close access to a fenced in dog-park. My apartment is on the second floor - a concern for older dogs who might have trouble with stairs. For services in client homes: I am able to stay in client homes & I am clean and quiet! I am happy to complete cleaning services or other house-sitting tasks along with caring for your dogs, cats, or small animals. I am also comfortable visiting client homes periodically, including multiple times a day if needed.
About: Proud dog-owner for the past three years! Grew up in a house cosplaying as a petting zoo- cats, frogs, dogs, hamsters, you name it! Extremely flexible, willing to adapt, and excited to get to know your pets! Just a teacher trying to make enough money to have a career of not making enough money #fortheloveofthegame I currently teach full-time, so evenings and weekends provide the most availability. However, with summer around the corner, my availability will be expanding! After mid-May, I will have availability from 3:30 PM onwards. I currently live in an apartment in West Harlem with my 4-year old mutt. She warms up to most doggos, but an intro would be necessary! The apartment is near multiple parks, and I am located in a walkable area.
About: I absolutely love animals. I grew up with a cat before my family adopted a senior dog and got a puppy. I’m able to administer medication to pets, as we did that with our senior dog, but have also cared for our (no longer) puppy his entire life. I helped train him and helped him understand fetch, which he now loves. Additionally, I often cared for my grandma’s cat both when she couldn’t and just because I love her cat. I’m currently in grad school and intern a few days a week, however I am free for at least some period of time every day of the week! I’m available Monday and Friday evenings after 5pm, Tuesday and Thursday evenings after 6:30pm, Wednesdays all day until 5pm, and all day on both weekend days. In someone’s home, I’m always respectful of their limits with their pets. If at a friend’s, I always make sure to ask whether it’s okay if their pet can be on the couch, given a treat, etc.
“Zilalai was amazing!!! My very shy cats warmed up to her upon meeting on our meet and greet. She’s prompt to respond & followed our notes to the T! Will definitely book her again in the future :)”
“We hired Katie for our four cats and she is a pro! Was on time for each booking, communicated with us throughout, sent many excellent photos and our typically shy kitties warmed right up to her. Highly recommend Katie!”
About: My family has always kept animals-horses, cats, dogs, and anyone else who needs a home. I love animals of all kinds and am a pet owner myself, so I understand the importance of providing quality care to your animal. I am a full-time graduate student with primarily evening classes, so I have lots of flexibility to take care of your pet(s)! I am available on the weekends for overnight stays and can be available during the week as well. Your pets safety and happiness always comes first. From providing care that suits your animals unique personality, to ensuring safety , I do everything I can to keep your pet happy and safe.
About: Hi I'm Gaby! I’m a remote worker with full availability who would absolutely love to take care of your pet! I have a lifetime of hands on experience with pets, as I was raised in a multi dog household where I would regularly walk two dogs at a time. Growing up and being raised with dogs has allowed me to be an expert at managing leash manners and staying calm under pressure. I’m also highly comfortable with the high energy of puppies and the gentle requirements of senior dogs. I've also been a dog walker for many family friends growing up, and I make sure to prioritize safety, structure, and genuine affection and love for every pet I meet. I work remote with a very flexible schedule, so taking care of your pup is my favorite way to break up my day! I am available throughout the day for walks and drop ins. For stays and dog sitting, your dog will have constant companionship and care. I fully prioritize your pet’s safety and the security of your home above everything. I strictly follow your established routines to keep your pet comfortable and stress free and during walks I am hyper aware of the surroundings to make sure your pet is always safe and calm.
“Sabina did an amazing job. Went above and beyond in taking care of my cat even bringing over a comb, some rub in shampoo, and staying extra one day. Truly a great cat sitter!”
About: I’ve been caring for pets since childhood, starting with my own dog at age nine. In middle school, I regularly walked my neighbors’ dogs and have since provided dog sitting, cat sitting, and general pet care for friends whenever needed. Whether it’s walks, playtime, or simply keeping pets company, I always treat them with love, patience, and attention as if they were my own. I'm currently a senior at Florida State University with a very light course load, so I have free time early in the mornings and in the afternoons. I also am working currently on the days that I do not have class, but my work schedule also allows me to pet sit in the early mornings and afternoons. When caring for pets in a client’s home, my top priorities are safety, trust, and creating a comfortable environment. I follow any specific instructions closely, from feeding schedules to medication routines, and always make sure doors and gates are securely closed. I treat every pet with patience and kindness, keeping them active, entertained, and cared for while respecting the home.
About: Growing up with dogs, I was always active and outdoors with them. i know how important it is for your pet to be exercised and the joy it brings them to tag along for fun activities. I will be working part time from home and new to Boston looking to dedicate more hours to your pet and establish a reliable relationship with new client long term. I'm very attentive to their leash behavior and put their safety first when outside. Inside the house, I make sure there are no choking hazards, and they are hydrated in extreme temperatures.
About: Howdy! My name is Natalie and any dog I've met I have loved like my own. Growing up I had my fluffy 90lb Labradoodle and two sweet guinea pigs. Aside from my own pup, neighbors, friends, and family have relied on me to walk and feed their dogs and care for their cats. I currently have a full time job where I have to go into the office Monday-Thursday but an available for walks and drop-in on Friday, Saturday, and Sunday. I live in a small apartment in Brighton MA across the street from a wonderful reservoir and less than a mile away from several parks! I am a very active person so would be a great host for an athletic or active dog! However, if your dog is less active, I can easily bring my activity level to where your dog is happy and comfortable. I allow pets on my bed and couch, unless you prefer them not to.
“Grace is awesome! She is very communicative and happily worked with my random schedule. I couldn’t be happier. And my dog loves Grace as well. He is all about people but he knows his favorites and Grace is one of them. She is great to work with!”
“Hafeezat is always such a pleasure. She keeps me posted and her great pics of my Edgar always bring a smile to my face. She is always prompt and communicative. Highly recommend!”
The median cost per visit for pet sitting in Chestnut Hill is $25
Pet parents share their Rover experiences - Chestnut Hill
Emily was absolutely wonderful! She was able to help me out with a last minute request, and I really appreciated that she took the time to meet with me beforehand so we could make sure everything was a good fit before officially booking. She kept me updated throughout the visit and sent plenty of pictures and videos, which gave me so much peace of mind. I’m so thankful I found Emily, and would definitely recommend her to anyone looking for a reliable and caring sitter!
Helena took fantastic care of my cat Liuliu. She kept me posted on the feeding schedule, shared what she noticed about my cat and apartment, and asked extremely thoughtful questions. Liuliu had a hard time adjusting to staying with friends during my leave, but Helena's steady, gentle presence helped her settle right back in. It brought me great comfort to see how well Liuliu was doing with Helena around, and I loved all the pictures and videos she shared along the way.
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 pets like family
1. Search
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2. Meet In Person
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3. Book & Pay
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Popular requests for pet sitting - Chestnut Hill
Select a filter and find qualifying sitters offering pet sitting.Sitters in Chestnut Hill average 6 repeat pet sitting clients
FAQs for Pet Sitting - Chestnut Hill
Frequently asked questions about Rover
The average cost for Pet Sitting in Chestnut Hill on Rover is $19.26 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 Pet 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 Pet Sitting. For more information on service fees, click here .
As of September 2026, there are 10,978 sitters on Rover offering Pet Sitting across Chestnut Hill. 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 Chestnut Hill 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
Yes, you can find sitters who have experience with handling special pet needs in Chestnut Hill. On Rover:
- 90% of sitters can help with special care needs
- 95% can help with giving oral medications or injections
- 95% 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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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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