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%.
“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 :)”
“Adelle took amazing care of our two cats for two weeks. They were clearly very comfortable with her, and we loved receiving detailed updates and photos after each visit. We’d be very happy to book her again for future trips!”
About: What sets me apart is my lifelong experience with dogs and the genuine love and care I bring to every pet I watch. I have been dog sitting for years and currently have two dogs of my own, so I understand the responsibility and attention that goes into caring for pets. As a dog owner myself, I know how important it is to find someone trustworthy and reliable. I treat every dog as if they were my own, making sure they feel safe, comfortable, and loved while their family is away. I am attentive to each dog's individual needs, whether that means lots of playtime and exercise, sticking to a specific routine, or providing extra patience and affection. I pride myself on being dependable, communicative, and caring, and I always strive to give both pets and their owners peace of mind. Pet care fits naturally into my daily routine because I have two dogs of my own who I care for every day. I also work a remote internship, which gives me a flexible schedule and allows me to be home throughout the day. This means I can provide plenty of attention, walks, playtime, potty breaks, and companionship for the pets I care for. Because I'm already used to building my day around caring for dogs, pet sitting is something I truly enjoy and can easily incorporate into my routine. I understand how important consistency is for pets, and I make it a priority to ensure they feel comfortable, safe, and loved while their owners are away. Whether I am caring for pets in my own home or in a client's home, I always focus on keeping their routine as consistent as possible. I make sure pets are fed on schedule, have fresh water, get plenty of exercise, bathroom breaks, playtime, and lots of attention and affection. I understand that every pet is different, so I take the time to learn their specific needs, preferences, and routines. If I am caring for a pet in a client's home, I respect their space and follow all instructions carefully to help their pet feel comfortable in a familiar environment. As a pet owner myself, I know how important communication is, so I am happy to provide updates and photos to give owners peace of mind while they are away. My goal is always to make pets feel safe, happy, and loved, just like they would with their own family.
“Julie was wonderful with my pets! I have two blind cats, who are still being introduced to each other, so it's not a simple visit, and I couldn't be more pleased with Julie's care. She was proactive about asking questions regarding their care that I hadn't specified in my instructions and really went the extra mile to help out. I highly recommend!”
“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.”
“Emily was fantastic! She has a very calming demeanor and was so patient with my active dog! She really kept me in the loop when I was away with updates and pictures of my dog, and made sure he was well cared for! Emily is a competent, trustworthy, reliable and warm dog sitter whom I highly recommend!”
“I highly reccomend Meagan to watch your animals. She is very thorough and rpfessional with her check ins. She left great detail with her time with our cats. Would 10/10 book agaijnand reccomend.”
“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 am a recent college grad spending some time on my own, but greatly missing my pets! I have experience with all kinds of animals including medically complex pets, seniors, puppies, doodles and other hairy friends, and more! I am a part time intern working about 20 hours per week looking for some friends to fill my downtime. I can look after your animals any time of day with this flexibility. Good for weekdays and weekends! I follow a strict schedule with animals. Feeding routines, walks, treats, and training are all scheduled and followed to a T in my household. This makes it easy for me to apply these in other households.
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.
“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!”
“It was the first time we called on Stuart to walk Clare, not just once, but twice in a day, and we’re glad we did. Stuart was conscientious from the start, offering to stop by the day before we needed him to meet us and Clare. We highly recommend him!”
About: I’ve cared for dogs for years and understand their personalities, comfort needs, and unique habits. I’m dependable, communicative, and treat every pet with the same love and respect I give my own. My interest in pursuing dog behavior work helps me be more attentive and in tune with each dog’s emotions. Whether your pup enjoys active outings or relaxed snuggles, I create a safe, happy, and reassuring experience tailored to them. I'm currently working part-time and maintain a pretty flexible schedule. I am happy to coordinate my schedule around your pup's routine in order to be dependable and reliable. I specialize in dog walking and drop-in visits, I work on ensuring pets receive attentive care while visiting their own home. I like to carefully follow routines and provide updates after each visit. I'm located in Allston, close to local parks giving me easy access to great walking routes suited to both high-energy and relaxed dogs.
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.
The median cost per visit for pet sitting in Chestnut Hill is $25
Pet parents share their Rover experiences - Chestnut Hill
Marina took great care of my cat. He is young with a lot of energy and she spent the time to really play with him and learn what he likes during her AM and PM visits. Her daily notes are very detailed and I felt 100% comfortable with having her in charge for a week. I would highly recommend her.
Zhao is an incredible pet sitter for my two cats! I have now booked with her multiple times and I’m always impressed by how much she cares about ensuring they have a great time while I’m away. I don’t have to worry about anything as she documents all of her care for the cats including extensive playtime and I can tell that they look forward to her visits. I would highly recommend booking with her for any pet care needs.
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 Rover works
1. Search
Browse profiles of sitters near you who offer pet sitting
2. Meet & Greet
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 near you
Select a filter and find qualifying Chestnut Hill sitters!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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