Pet Sitting & Drop Ins 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. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We always know Queso is in the best hands when Kendra comes to visit! Her detailed descriptions and photos always reassure us that our pup is having a great time while we’re gone! Thank you so much!”
About: I grew up with cats and have lived with dogs in the past as well - including a golden retriever and a Great Pyrenees! I have my own pet at home: a 5 year old orange tabby girl named Millie who has been with me since her small kitten days! I watch over cats and dogs alike for friends and neighbors and treat them with the same care I would the pets that have been my family. Fun fact: I'm also an artist when I'm not pet sitting! Some of my artwork includes pet portraits. I work for myself, so I decide my own schedule, which allows me to be fairly flexible. If I'm staying an extended time with your pets, I am able to bring some of my computer work with me so that they get company for even longer than a short walk or a little bit of playtime. I'm happy to care for your pets in your home. In my home, there's a very happy cat who rules the space, so I do not offer boarding at this time.
“This was my first time ever using a service to care for my cat and the first time leaving my cat for a week. Which was a big deal for a new pet parent! Nikki was amazing. She was thorough in gathering care instructions for Lil Sweetie, prompt with her check-ins, and sent detailed visit cards with cute pics of my kitty so I could keep in touch while I was away and missing her. I felt completely at ease knowing Sweetie was in the care of Nikki. I will definitely be booking Nikki again in the future and would recommend her to anyone. Thanks Nikki!”
“Ryan is fantastic with our Gigi and bear. He does an excellent job, follows instructions well, and is very dedicated. We are so glad to have him help us when we go away!”
“Kristen took great care of my cats & kept them company while I was away. I loved the photo updates. I know that they are in greats hands with her.”
“Shelby took great care of our cats while we were away. We felt comfortable knowing they were in good hands and she carefully fulfilled all our requests. Thanks so much, Shelby!”
“Marketa followed the instructions I left for our cats. She sent a lot of nice photos throughout the visits. My cats seemed very happy for the company! Thanks again, Marketa!”
“Rebecca was AMAZING taking care of my cats Ben and Jerry while I was on vacation. So grateful to have peace of mind while I was away that she was looking after them. She provided photos and updates in a timely manner and was great to work with. Will definitely use again and highly recommend!!”
“Carolyn was great with our three pups! She came over to meet them before her scheduled visit, and was so patient with them. My dogs are very vocal when meeting new people, and Carolyn was calm, gentle, and did not seemed overwhelmed by them at all. She was great at communicating and sending pictures, and my pups seemed to really like her company! I highly recommend Carolyn and will be happy to book her again in the future!”
About: Hi! I’m a teacher on summer break and a lifelong dog lover. I’ve grown up with dogs my entire life and started dog sitting when I was 12, so caring for pups has always been second nature to me. I currently have a reactive pit bull, which has taught me a lot about patience, structure, reading body language, and building trust with dogs who need a little extra understanding. She’s also brought me a ton of joy and deepened my love for all types of dogs, especially those with big personalities. This summer, I’m looking forward to spending my time outside, staying active, and making some new furry friends along the way. I’m comfortable with dogs of all sizes, energy levels, and temperaments, and I always aim to make pets feel safe, loved, and cared for while their owners are away. Whether your dog needs long walks, playtime, or just a calm and reliable presence, I’d love to help! My schedule is fairly flexible, especially during the summer, as I work part-time. I have a lot of availability throughout the week for walks, drop-ins, and playtime, and I do my best to accommodate different needs. Occasionally I may be traveling, but I’m always open to messages, feel free to reach out and see what I can make work. I do not offer overnight stays, as I have a dog of my own at home, but I’m happy to provide consistent, reliable daytime care. I always follow the owner’s directions closely to ensure each pet is cared for in a way that matches their normal routine and needs. I prioritize safety above all else and take time to understand each pet’s behavior, preferences, and any special instructions. I also like to do a meet and greet beforehand so everyone feels comfortable and we can make sure it’s a good fit. My goal is to create a calm, safe, and positive environment for every pet in my care.
About: flexible schedule and genuine love for dogs. I’m dedicated to making sure each dog feels comfortable, cared for, and happy. For walks, they are set to 30 minutes, but the length can vary depending on the weather and your dog’s individual needs and energy level. If you are looking to have home cooked human grade food for your dog, I can provide it at an affordable price! Real food instead of kibbles can improve dog’s health, life span, and soften coat. I am home 24/7! Free to walk your dog whenever the dog needs a walk or is bored. I am flexible with pickup time / drop off as I do know that life happens, and I’m here and happy to help! I like to do a meet and greet first for any ongoing or continuous services to ensure your dog feels comfortable, we’re a good fit, and I fully understand their routine and needs.
“Danielle watched our cats for the week. She was a communicative sitter. She took daily photos of our cats eating and playing. She gave one of our cats medication. We highly recommend Danielle and would love to have her take care of our babies in the future!”
About: I believe in giving the kind of service I’d want for my own pets and home. I treat every animal like they’re my own and always treat your space with cleanliness, respect, and care. I currently do Rover part-time and am based in Mount Airy. For overnight stays, please note that I work during the day, so I’m typically away from 8 AM to 6 PM depending on traffic, but I always make sure your pets are comfortable, fed, and cared for before I leave and as soon as I return. I’m available for pet care early in the morning and in the evenings. I make sure to plan my routine so pets get the attention and care they need. In my home, I provide a safe and cozy environment where pets can relax and feel at ease. There’s plenty of space for playtime, cuddles, and a routine that suits their needs. I keep things clean, comfortable, and fun, always making sure they feel like part of the family. In my client’s home, I focus on maintaining your pet’s usual routine to keep them happy and stress-free. Whether it’s feeding, walks, playtime, or giving medications, I follow your instructions carefully. I treat your home and pets with the utmost respect, ensuring they’re cared for as if they were my own.
“Our Moose’s favorite dog sitter! We love Colette too. Super sweet and always reliable. Thanks again for all your help and keeping our minds at ease while we’re away.”
“Lisbet watched my dog while I was away for the weekend, and she was AMAZING! From our first meetup, I could tell she was great because she was showing so much interest in getting to know my dog and asking all the right questions! She followed everything I told her, got there on time every day, and kept me updated throughout the day. She also took the cutest pictures of my dog and very clearly cared about him! Will definitely book again!!”
“Dana took very good care of Cooper while we were out of town for 9 days. He showed up consistently in the same morning and afternoon windows of time that we agreed on, sent us detailed messages and provided great pictures. He definitely put us at ease knowing our pup was in good hands and we looked forward to the updates each day knowing full well that Dana would have gone on cool adventures with Cooper. Dana is very highly recommended. We will definitely use his services again.”
Over 3,130 pet parents in Chestnut Hill have booked pet sitting
Chestnut Hill pet parents share their Rover experiences
Nikki was very responsive and took the time to come by for a meet-and-greet before the service began. She did a wonderful job caring for our two cats while we were away, and we felt completely at ease knowing they were in good hands. We would absolutely book with her again in the future.
Jen is my go-to sitter for a reason! She is very communicative, always keeps me updated on my fur baby, and never hesitates to take my last-minute bookings if it fits with her schedule. I can't recommend her enough. Each time I leave, I feel worry free knowing that Jen is taking care of my cat.
Lindsey was very easy to work with, and I came home to everything in order. Throughout the trip, she was incredibly communicative and provided me with thorough updates on how my cats were doing. I felt they were in good hands, and I appreciated her attention to detail. I will definitely be using her again.
Kristin has been an absolute blessing for our family and our dog. From day one, she has been reliable, professional, caring, and genuinely invested in our dog's happiness and well-being. It's clear that Kristin truly loves animals. She takes the time to understand our dog's personality, needs, and routines. We always receive updates, and it's reassuring to know our pup is in such capable and caring hands. Kristin is consistently punctual, communicative, and dependable, which gives us tremendous peace of mind. Whether it's a regular walk or helping out when our schedule changes unexpectedly, she is always accommodating and goes above and beyond. The difference in our dog's happiness and confidence since working with Kristin has been remarkable. We wholeheartedly recommend her to anyone looking for a trustworthy, compassionate, and exceptional dog sitter. Five stars aren't enough!
Maria was amazing with Tobu. She was reliable, communicative, and made me feel really comfortable while I was away. She sent great updates, photos, and videos during each visit, and it was clear Tobu warmed up to her quickly. He’s usually shy with new people, so seeing him playing, purring, and comfortable with her made me really happy. She also followed the feeding instructions and handled everything smoothly. I’d definitely book with her again and highly recommend her to anyone looking for a caring and trustworthy sitter.
Deeann showed up promptly for our initial meet-and-greet, showed a great deal of respect for our home and cats, asked excellent and on-point questions and took notes for the care of our cats. She communicated promptly, and is very nice. She showed up right on time for our first scheduled visit, only to discover I had left the wrong key! She worked wit me to try to find a solution but none was forthcoming. Unfortunately I had to cut my trip short and return. I have every confidence she would would have been great and would recommend her; and, when I need a sitter in the future, I'll reach out to her first.
Popular requests near you
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The median cost per night for pet sitting in Chestnut Hill is $20
Why Choose Rover?
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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 Jun 2026 was about $20 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 Jun 2026, there are 9,778 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 15 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 9,778 pet sitters in Chestnut Hill on Rover, so you’re sure to find the perfect match for your pet! In Chestnut Hill, 96% of pet sitters offer daily exercise, 95% offer medication administration, and 91% 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.
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