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%.
“This was our 3rd booking with Julie and we were so happy she was available on a shorter notice that we’d have preferred. Our boys eagerly await her visits! I think they look forward to us going on trips just so they can see their friend Julie!”
“Sabina went above and beyond! I’m happy to have a dedicated sitter to take care of my cat while traveling. I would highly recommend Sabina for all your pet care needs!”
“Lindsay was incredible with Sunny. She was very thorough during the meet and greet. She gives detailed updates with great pictures. Overall she goes above and beyond. I would definitely recommend.”
“On time, sent pictures, Katie loves her, she was able to help very last minute and went above and beyond. We couldn’t have asked for better service. Will be definitely asking for Kristen’s services again!”
“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!”
“11 out of 10, extraordinary cat sitter. Adapted to our two weirdo muppets’ needs, carefully followed feeding directions, took great care with one very shy, elderly cat and one very friendly young cat. Went above and beyond - took some really, really wonderful pictures too! Highly recommend. I’m an anxious pet owner and was totally reassured knowing she was checking in on them.”
“Alissa was an AMAZING pet sitter -- my cat adored her. Alissa was super attentive, caring, and communicative. It made my vacation so much better knowing my cat was being looked after so well, plus she took many cute pictures. Alissa truly went above and beyond! Can't recommend highly enough.”
About: I’ve had pets for my entire life, so I have experience with young and old dogs alike. My favorite thing to do is hangout with my dog, and I’d love to become friends with yours too! I love to walk, even more so if I have a companion with me! I’m currently working part time, so I have plenty of time to care for your pets, especially during weekdays! My schedule is flexible and I can work around your needs. I head back to college in September, so my location will change then, but I am more than happy to help you out this summer! I will always prioritize your pet’s safety and comfort during visits, making sure to follow your instructions carefully. I will make sure to provide updates and maintain consistent communication! I keep the environment calm, clean, and structured.
About: I’ve taken care of neighbors & family friends dogs since middle school, doing drop-ins, walks & overnight stays. I also have experience with senior dogs, both my own & friends’ who I’ve cared for. My childhood dog, and best friend, passed away almost two years ago, and as a huge dog lover, I’ve been missing having a pup in my life! I would love to love yours <3 I work a full-time job, but am hybrid, so I’m only in the office Tuesdays & Wednesdays! I can do walks in the mornings before work on Monday or Friday, after work any day of the week (adjusting for the commute on Tuesday/Wednesday), and can be free on the weekends! If you’re near where I live, I could also pop in during the work day on my remote days. Unfortunately our apartment doesn’t allow dogs :( But I will follow your lead on what works best for you & your pup(s) in your space! I want to make sure everyone feels comfortable with the routine & arrangement!
“Sydney was wonderful to work with. The cats took to her easily, she communicated well and accomplished everything we needed from her. Because of her care we were able to fully enjoy our trip. Thanks again!”
“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 watched after friends/neighbors pets (dogs, cats, fish). While I don’t have any pets in my current home, I was raised with both dogs and cats! I am currently on summer vacation, so I will have free time throughout the day or evening to care for your pet(s)! I am very flexible with timing, so I can work around your schedule. My focus will be on building trust with your pet and helping them feel safe while you are away. I am very patient and will focus on what the pet needs in the moment to help them feel more comfortable.
The median cost per visit for pet sitting in Chestnut Hill is $25
Pet parents share their Rover experiences - Chestnut Hill
Aimee did a fantastic job at making me feel at ease with leaving my baby for a week. She sent plenty of pictures and made sure to include how Bubz was doing. Bubz eventually warmed up to her (as much as my cat can to a stranger 😂) which I'm very happy about. Will definitely book with Aimee again and hope she continues to use Rover.
Working with Hannah was fantastic! She took such thorough notes at our meet and greet — so I knew my kitty Clover was going to be in great hands. Her updates were charming & detailed, communication 10/10, and her photos on Clover’s Rover card were amazing! Will be booking again :)
We are thrilled we found Alyssa! It's clear she puts a lot of care into pet sitting. She put us at ease while we were on vacation for a week. She took care of our cat, played with her and gave her food. She communicated the appropriate amount and even took care of our cat's throw up. We appreciated the daily reports and photos. We will definitely book her again. :)
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!!
Stephanie was great. She left detailed messages and multiple photos daily which was very much appreciated. And took time with my shy and quirky cat Winston, making big effort to earn his trust. He's a long hair boy prone to matting, and she did an excellent job brushing him too. I would rebook without hesitation.
Marina was the best sitter for our sassy little cat Cookie! Cookie seemed to be having a better play time with Marina than us! Marina also left detailed notes, sent us lots of photos of Cookie, and made sure all the automated systems (litter, water, food) were running properly. Cookie doesn’t usually hop on other people’s laps but Marina managed to get Cookie on her lap the second visit - we were so surprised. Marina is indeed a car whisperer! Definitely recommend Marina as a cat sitter.
Amanda was punctual, communicative, and clear about what my dog Charlie was doing. Most important, she was sweet and kind to Charlie, giving her belly rubs and love. I appreciated her kind demeanor and how responsible she was in leaving everything the way I requested. I would request Amanda with enthusiasm next time I need someone to come walk and watch Charlie!
Winita went above and beyond caring for Flynn. She asked all the right questions at our meet and greet, spent great quality time with him while we were away, and clearly took her job seriously. I’d recommend Winita to anyone looking for someone trustworthy to care for their cat!
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
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 Drop-In Visits - 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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