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 98 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%.
“Emily has been a great and reliable sitter for drop in visits with Albert (our indoor bunny). She’s been very caring, communication has been easy and smooth. I highly recommend booking her.”
“Zilalai was a great sitter for our cat Moogle! She was prompt in her visits and sent photos/notes every day. She was also happy to arrange and meet and greet beforehand to let us and our cat get comfortable with her first. We came home after a week to a happy and healthy cat. Thanks Zilalai!”
About: I am a lifelong dog lover and animal person. I grew up riding horses and spent years at the barn caring for the horses, dogs, and cats. I've had my own dogs and taken care of other people's. I would love to take your dog for walks and spoil them with love! I am also licensed in my town and have pet sitting insurance outside of Rover's insurance. I have a flexible job and work from home most days. I can fit in walks or be around the house with your dog. I have a secure and good sized fenced in yard and live near a dog park as well if your dog is okay with other dogs. I balance spoiling dogs with lots of love, treats, and pats with making sure dogs get whatever individual care they need including feedings, exercise, and medications if needed.
“Julie was an amazing petsitter for my two cats. She followed our instructions carefully and creatively engaged the cats in lots of interactive play. She was very responsive and sent prompt updates and lots of photos during every visit. I would gladly hire her again!”
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.
“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!”
“We have been working with Maegan for over a year with 10+ visits ( short or long) for our three cats. With experience, I can guarantee that you cannot go wrong with Maegan. Highly highly recommend”
“Adelle took great care of our cat! She was kind, communicative, thoughtful, and sent thorough updates and lots of photos after each visit. Our cat was happy and healthy when we returned. Thanks Adelle!”
“Jose is wonderful as always! Came home to happy cats full of love and treats! Jose is communicative, caring and always sends amazing updates with pictures 💗”
“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!”
About: I grew up with two border collies in Vermont, so I’m very comfortable with high energy, intelligent breeds that need exercise and mental stimulation. We currently have a puppy in Boston so we are also experienced with basic training and routines, and the extra attention needed for younger dogs. I enjoyed taking care of my friends and family’s pet when they are away, and always making sure they feel safe and comfortable away from their owners. Whether it’s an active dog that needs long walks or puppy that needs patience and structure, I tailor my care to each dogs needs. I currently work remotely most days and have a flexible schedule. I’m home throughout the day, so I can provide regular walks, feeding and attention. With a puppy, I’m in a consistent routine and there’s a park nearby for easy outdoor time! In my home, I try to make it feel like a second home for your dog - lots of attention, regular walks, and good balance of playtime and downtime. I stick to their usual routine as much as possible so they feel comfortable and settled. In your home, I keep things familiar and low stress by following your dogs normal schedule. I always like to keep you updated along the way with lots of photos of your pup! :)
“Gabriel was wonderful with my pups! He was very communicative and flexible with my whacky schedule, and he took the time to come over in advance to meet them first and introduce himself so they wouldn’t be meeting a strange for the first time during their drop in. I can’t recommend him highly enough!”
“Sarah is amazing! We've booked her twice and both times have come home to a happy and healthy kitty. Our cat absolutely loves her, and we feel so secure knowing she is taking care of him while we are away.”
“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!”
The median cost per visit for pet sitting in Chestnut Hill is $25
Pet parents share their Rover experiences - Chestnut Hill
Most reliable, genuinely caring and competent cat sitter I have worked with in years! Can’t even imagine what I would do if we had to move and Leo was not around to look after my kitty when I am away. I have already written several reviews for Leo, but wanted to add another shoutout!
Kira was an amazing cat sitter. While taking care of my cats for a week, she provided detailed updates and multiple pictures each visit. She also left everything clean and tidy. She is a very sweet, dependable, caring person who I highly recommend! Thank you for everything Kira!!
Jose provided incredible, consistent care for our sweet senior cat. He checked in on her daily for 3 weeks while we were away, paid extra attention to her cleanliness and nourishment, and provided reassuring updates and photos. We couldn’t be more grateful! Will book him again anytime :)
As always, we were more than satisfied with Maegan's care of our two moody cats. Our cats are slow to warm to strangers but they always are at ease and acting like themselves with Maegan's attentive approach. Reading her visit updates are a cherished part of our vacation time!
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 July 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 July 2026, there are 11,114 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:
- 91% 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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