Pet Sitting in Chestnut Hill
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 Chestnut Hill pet sitters
Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Jordan did a fantastic job caring for our two cats! She administered several daily oral medications to one of our cats with such ease!! Our other cat is shy with new people and Jordan was extremely caring and allowed her to have her space while making sure her daily needs were taken care of! Jordan is very responsive and responsible and I would trust her with any pet including ones with medical and behavioral needs!!”

About: I grew up with cats, so I understand their needs. I have experience with all age levels - kittens to senior cats. Leaving your furry family members can be a stressful experience, but my goal is to make the experience as seamless as possible for both you and them! I also have a ton of experience walking and caring for dogs - from corgis to husky’s. During the week, I can visit pets in the evening after work. My weekends are flexible - so I can provide pet care whenever needed. Since I grew up with cats, I know what to look for in the home to ensure they're safe and happy while their family is away.
About: I have grown up with dogs my whole life and love them! I am very familiar with the mental and physical stimulation needed for high-energy dogs. In addition, I have had 2 years of experience with caretaking for senior and special needs dogs. I am available for dog walking and drop-in visits as my class schedule and transport time allows—this is mostly weekday afternoons, some evenings, and weekends! I provide attentive, customized pet care in clients’ homes, including feeding, walking, playtime, administering medications, crating, cleaning, and following any special instructions to ensure comfort.
“Maegan always takes excellent care of our cats! Lots of play time and scritches, and so conscientious and thorough. Cannot recommend her highly enough. Seriously don’t know what we’d do without her!”
About: About Me: I am a proud dog parent myself, with a 25lb Terrier mix named Lemonade who my husband and I rescued from a shelter in Texas about 5 years ago. Lemon (for short) is my best friend in the entire world, my soul animal, and I love her so dearly. I am usually anxious to leave her in the care of others, so I deeply empathize with other owners who just want their pet to be safe, happy, and cared for responsibly. I’ve grown up around dogs my entire life and have a particular fondness for small breeds, but I truly love them all! I have done overnight stays with dogs ranging from 5-45 lbs (Toy Poodles, Doodles, small Terrier breeds, pitty mixes to name a few) but also have walking experience with medium/large sized dogs such as Standard Poodles, Portuguese Water Dogs, Golden Retrievers and Lab/Boxer mixes. A fun fact about me is that I am passionate about ALL animals, and one day I hope to have a small hobby farm with chickens, ducks, and goats. I would also like to adopt a cat in the near future. I am comfortable handling all types of animals from cats and dogs to rodents, rabbits, reptiles and birds. Additional Skills/ Experience: - Administering meds- oral, eye/ear drops, injections (ex: insulin). I require an in-person meet and greet to go over instructions if you need help in this department - Walking tools: Harnesses, Martingale collars, and Herm Sprenger (prong) training collar experience - Grooming: If your dog enjoys pampering or has a coat that requires brushing, it is one of my favorite activities! I brush my dog daily and it has become a relaxing routine and bonding experience for both of us. I have extensive personal experience with curly coats that require regular maintenance and brushing (Poodles, PWDs) - Puppies/ routine training: I would be glad to learn the commands you are teaching/ implement them during walks/ drop-ins/ overnights to help you continue your training regimen while away/ at work. - Seniors: I have experience with (sometimes grumpy) seniors up to 16 years old, and therefore I am not new to doggy diapers, incontinence issues, med administration, and even blindness and loss of hearing. I approach older pets with patience, gentleness and respect for boundaries! I’d love to hear from you if you have any questions. Treating your pet like my own is always my top priority! ❤️ I am available 7 days a week! - Flexible hours on Monday- Friday - Walks: weekdays only - Drop-ins & Over-night stays: weekends & weekdays based on availability I lead with respect and compassion for all animals and pet owners, and I will abide by any specific instructions you’d like to provide. As an anxious pet owner myself, I want the best for your pet and I strive to make everyone involved comfortable, providing updates and photos throughout my service. If you prefer to meet me before booking, please reach out and I would be more than happy to do so! I do also have an enclosed back yard with a dog gate that is suitable for small dogs, if you are local and prefer to drop off.
“Anthony helped a lot with my emergent request in the afternoon for a drop in visit. Super nice and efficient even during holidays! I appreciate it a lot.”

“Alana is fantastic! Our cats took to her quickly, which is the highest compliment. She was punctual, an excellent communicator, and provided thorough reports during her daily check-ins. She went above and beyond by doing things that weren't asked of her, like sweeping up. Alana made us feel confident our pets were well cared and we will definitely contact her for future bookings.”

“Zhao was so communicative and thorough with her care! I could tell that she really values animal health and knows her stuff! She took such good care of my cat and gave the sweetest updates.”

About: I've taken care of many different kinds of dogs from large to small to shy to outgoing. I worked at a dog kennel my senior year of high school and freshman year of college. We always had dogs growing up as well and I had my own dog up until this year. I treat every dog I meet with the same love and care I treated my own with. I love long walks with a dog as well as playing fetch. I'm experienced with giving dogs medications as well. I work 9-5 but have some flexibility on working from home from time to time. I'm available after work as well as weekends for drop ins and walks. My home is very pet safe and pets are allowed on furniture if that's okay with you! I live in an apartment near a park and have a great walking path near me!
About: Hi there! My partner and I are both big animal lovers- we’re proud dog and cat people, and we even have a few fish at home too. We often babysit dogs together for friends and family, and it’s one of our favorite things to do. We both work remotely and love to stay at home with pets! We have spent over 5 years caring for dogs of all breeds and sizes, and we love getting to know each pet’s unique personality. Whether it’s going for walks, snuggling on the couch, or keeping them company overnight, we always make sure they feel safe, happy, and loved—just like they’re part of our family. I work remotely with a flexible schedule and no pets at home, so I can give your pet plenty of attention throughout the day. I’m available for walks, feeding, playtime, and companionship as needed, and can easily adjust my routine to match your pet’s. In my apartment, pets stay in a clean, safe, and calm environment with no balconies or yard to worry about. I take dogs out regularly for walks and bathroom breaks, with easy access to nearby parks and green spaces. I follow each pet’s usual routine as closely as possible, including feeding, playtime, and any specific care instructions. When caring for pets in a client’s home, I make sure to respect their space while keeping the pet comfortable, engaged, and well cared for.
“This was my first time using Rover and Julie made it a success! I highly recommend. Julie went above and beyond and met all of my pet care needs. I definitely will be rebooking in the near future with Julie.”

About: My family back in Chicago has two dogs who I love to walk, feed, bathe, and play and cuddle with. I love taking care of them when I’m back home, but I miss them dearly since I’ve moved to Boston. When I was in school in Maine, I would spend some weekends taking dogs on walks and on overnight play dates in my dorm through the Humane Society. I always love meeting new dogs! I am currently in graduate school full time and I have a part time job, but I would love to spend some of my free time taking care of dogs and enjoying their company. Whatever you need to ensure a safe environment in your home for your little friend, I am happy to provide. I am very organized and attentive, so you can trust that I will do my best to keep your pupper happy and healthy.
“Michaela showed up on time, took our dog on a long walk and followed my requests to a T. She was pleasant to work with and a great communicator. I came home to find a happy puppy. I would recommend her in a heartbeat!”
“Jana was great with my two dogs! Sent lots of photos and info on how the visit went and she above all made sure that both dogs had a safe visit. I will definitely be using her again.”
“Megan did an exceptional job with my cat Jiggles! They hit it off immediately! She is professional, compassionate, and detail oriented. She took care of all his medical, food, bathroom requirements, and it was clear upon returning home that he was well-cared for and very happy! Highly recommended!”

Over 68 pet parents in Chestnut Hill have booked pet sitting
Chestnut Hill pet parents share their Rover experiences
We booked with Alex for the second time and had another great experience! He is responsive, dependable, and took excellent care of our gals. It’s such a relief knowing our pets are in good hands when we’re away. We truly appreciate the care and attention he provides and would highly recommend them.

Lucy was very receptive to what my cat needed. She came for 1 visit while I was out of state. She provided a meal, checked water, checked my cats litter, and sent a few photos. I also got a few screen shots from my apartments camera and saw that Lucy even brushed Zelish and played with her which was really nice. I felt happy knowing my cat was well taken care of.

Julia was awesome!! She checked on our 4 kitties over a week and a half and they loved her so much! She was great with giving one of our cats his insulin shot on time daily and dealing with their complicated feeding system. She always sent the best pictures and let us know how each cat was doing every day. It was such a relief to know that they were getting such good care, and me and my husband were really able to relax and enjoy our trip.

Julia was a wonderful cat sitter for Mochi and Lily. She is a genuinely lovely person and went above and beyond during her care. When she noticed a small wound on Lily she let me know immediately and even before I could respond she had already put a cone on her and applied medication. She continued to take excellent care of Lily for the rest of the week and kept me updated on the healing progress. Julia was always on time and very reliable. I would absolutely recommend her.

Grace did a great job taking care of my senior cat Dagny. She is still very active, although shy, yet Grace was able to make friends with Dagny, treated her and even got to groom a bit. She followed my particular feeding instructions perfectly, and kept water filled and litter clean. Grace has quick response communication, and shared some great pics of my girl during her visit. I highly recommend Grace for her care and professionalism.

I highly recommend Sudabeh. She did a phenomenal job watching over my 2 cats while I was gone for over 2 weeks. She communicates well, is really punctual and kind, and definitely knows what she's doing when it comes to taking care of cats! Will definitely request Sudabeh again!

Lani went above and beyond to take care of my three bunny boys for more than a week. She kept in close communication with us while we were away and kept our boys super happy. You can tell she is an animal lover and deeply cares for pets! I would highly recommend Lani to take care of your precious babies.

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 pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet sitting in Chestnut Hill is $25
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 pet 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.
Sitters in Chestnut Hill average 6 repeat pet sitting clients
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 Chestnut Hill on Rover as of Jan 2026 was about $25 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 Jan 2026, there are 2,212 pet sitters in Chestnut Hill. 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, 86% of Chestnut Hill pet sitters respond in under an hour.
Pet sitters in Chestnut Hill have an average of 12 years of experience. 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 Chestnut Hill.
Rover makes it easy to find Chestnut Hill 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 2,212 pet sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your pet! In Chestnut Hill, 95% of pet sitters offer daily exercise, 91% offer medication administration, and 87% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. 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 background checks 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.











