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 108 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: 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.
“Kalle took care of my senior cat, Mocha. She did a great job and was very attentive and communicative. She was even willing to try administering Sub-Q fluids. I was less worried with her caring for my cat while we were gone for the long weekend.”
“We’re so grateful to Allyson, especially since today we had a last minute thing come up and weren’t sure we’d find a reliable Rover in time. But she immediately responded and came through and had a nice walk with Clare!”
“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!”
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.
“Sarah was excellent! She was very prompt and thorough in all of her communication leading up to and during the drop-in visit. She took great care of our dog. I highly recommend Sarah!”
“Jana was a perfect dog sitter! She accepted the job on very short notice and arrived early. She really saved the day! She was very gentle and loving with my tiny chihuahua puppy. I loved getting the picture updates. Thank you, Jana!”
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: Experience with senior dogs, difficult cats, and hyper young ones who need that special one on one attention. Having cared for a dog with cancer, I am happy to do any extra care necessary for special cases. I have a very flexible hybrid schedule, which means I can work from your home and provide your pal with around the day attention and breaks. I have a young cat at home and have experience with dogs that are prone to bolting. I am neat and will always attend to your house and pet like it is my own.
“Alexander was a very kind and responsible care provider to our two darlings and his extra care and communication was very helpful as we changed a couple of routines for our cats just when he came to care for them. Our shy kitty even interacted with him! I highly recommend Alex if you need a caring and attentive cat-sitter.”
About: As a lifelong pet lover and daughter of a vet tech, I have lots of experience spending time with and caring for cats and dogs of all ages. All through my life my family has had pets and we often fostered animals, especially kittens and puppies, at my home. As I renter I haven’t been able to have dogs of my own since moving out of my family’s house. Our dogs are the highlight of visiting home and I would love the opportunity to care for your dogs while you are away! I work from home during the day with a very flexible schedule. I could make some visits in the mornings, but I am mostly available in the evenings during the week and all day Friday - Sunday. I might have more time around the holidays, as well. I can also housesit if I have notice since I can work from anywhere. I’m not able to host any pets at my home due to having my own spicy kitties, but I’m happy to housesit or do drop in visits or walks. Let me know what you are looking for and I’m happy to help!
About: I started pet and house sitting about 4 years ago for one of my daycare clients and it has expanded from there. I have taken care of everything from toy golden retrievers to bully breeds, I don’t discriminate. I genuinely enjoy what I do and would love to take care of your pet. I’m currently out of work until mid October, so I have plenty of time to take care of pets. When I am working, I only work 3 shifts a week. I also have three cats of my own Radar, Timothy and Luna who keep me on my toes with pet care as well. I have plenty of grass space in our complex for any pets to get their excercise. I also have a closed off balcony area so there can never be any accidents. I also have any chemical cleaners in my home locked and put away.
“Tess looked after my puppy for me while I was at work this summer and I couldn’t think of a better person for the job! She was so communicative and detail oriented, took great notes on his eating and bathroom schedule. My roommates continuously commented on how sweet she was with him and how well he did with her! I couldn’t recommend her more!!”
“Always helpful and available short notice when we are in a pinch. Violet and Monty (dog and cat) love her and are happy when she comes. Maybe more than us bc she plays more with them hah”
About: I’ve always been the one who my family members trust to care for their dogs whenever they are out of town for an extended period of time or if they simply need a night out. I also have had 2 consistent clients for the past 5 years who have entrusted me to overnight pet sit for their dogs. I am a full-time college student who has flexible weekday and weekend availability. I love outdoor activities like walking around the city as well as just kicking back and spending time indoors. I love any time spent caring for pets! When you entrust me to care for your pet, I will communicate with you by sending updates as well as feeding, spending time with, and walking your pet. I am also willing to stay overnight upon request.
The median cost per visit for pet sitting in Chestnut Hill is $25
Pet parents share their Rover experiences - Chestnut Hill
Hannah is excellent with my black cat, Juniper! She engages with Junie at the level she needs, shifting her play and attention based on my cat’s mood. She always checks food, water and litter and takes good photos with a detailed report. I will be using her again!
Great first time using Rover with Alyssa! Our meet and greet was very comforting and she helped me understand the app better during that time before booking with her. During the visits, she left detailed reports and got cute photos of my cat. I definitely would recommend Alyssa for any of your pet needs!
Kate was great! She was available to watch our senior kitty last minute when our prior plans fell through. She was incredibly responsive, sent great daily updates, and was a cat expert! Our kitty warmed up to her quickly and appreciated the love and attention from Kate while we were away.
Words cannot express how thankful we are of Helena! We needed a last minute sitter for our cats and she came through last second!! Our 2 boys immediately loved her during our meet and greet, she paid attention to detail and went above and beyond our expectations! We love the extra attention she gave our boy Julius, making sure he ate since he is shy and our other cat loves to steal his food. We loved the fun details she left after every visit and put us at ease!! We HIGHLY recommend Helena! We definitely plan to use her again!!!
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.
How to book pet sitting
1. Search
Browse profiles of sitters near you who offer pet 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 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 of Pet Sitting in Chestnut Hill on Rover is $19 per visit as of October 2026. Most bookings cost between $17 and $28 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 10,932 sitters on Rover offering Pet Sitting across Chestnut Hill. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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 .
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 , 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:
- 84% of sitters can help with special care needs
- 89% 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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
sitters on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement sitter.
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