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.
Chestnut Hill, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: I own 2 dogs and 2 cats myself, and have taken care of pets for family since I was young. I enjoy being around animals, and promise to take care of your pets as if they were my own. I have 13+ years of experience with dogs, including senior dogs and 5+ years of experience with cats of all personalities. I am currently working freelance, so I have lots of flexibility to take care of your pets. If you have a pet that requires extra attention, I can complete my work in your space, providing any amount of care needed such as timely medication or frequent potty breaks. I have cared for pets in other people homes multiple times and I will ensure your space stays neat and tidy, and will ensure your pet gets the best care in the safety of their own home.
“Was in a pinch, Kristy fast tracked so she could take care of our kitties while I had surgery and hospital stay. I could tell she took care of them by the way they acted when we got home.”
“Julia was absolutely wonderful! We had her sitting for our very needy cat while we were away for 5 days with our dog. She was super accommodating to our cat’s quirks and our requests. We will definitely prevail on Julia’s services again to include having her look after our elderly dog - she was marvelous, caring and very thoughtful!”
“Laura continues to be an amazing sitter! This must be the 4th time now and more to come. My senior cat is always a happy boy when she comes to visit and I know he is in great hands with her when I am away. I look forward to booking with her again!”
“Jynette helped us out last minute this week by walking our dog, Kirby. It didn’t take long for him to warm up to her! She was timely and so friendly during our meet and great. Highly recommend.”
“Damaica is very responsible and communicative. Shared pictures of our kitty, who isn't always the friendliest to strangers, but allowed Damaica to pet her - a new friend. Definitely would use again.”
“Cynthia did a fantastic job taking care of my cat! She made sure she always had water, a clean litter box, and a little play time. She updated me with each visit and gave a thorough report card to let me know how things were going. I would definitely recommend Cynthia as a cat sitter and book her for future trips.”
About: I’ve taken care of dogs and cats since I was 12. Family and friends have depended on me to be both reliable, attentive and loving for their fur babies. I’m currently working PRN part-time so I’m flexible to fit your pet’s care into my schedule. I have reliable transportation and my oldest’s daughter helps with pet care as needed when the client is comfortable with that (age 13). Whether I’m caring for pets in my home or a client’s home, I focus on keeping them comfortable, safe, and on their normal routine. I follow each pet’s feeding, potty, medication, and exercise schedule closely and make sure they receive plenty of attention, playtime, and affection.
“Jessica was fantastic with providing clear communication, including updates, photos, and how our pupper was doing! Very pleasant experience and would recommend/have again in the future.”
“Caitlyn jumped in when our previous dog sitter had to cancel last minute. She made the process very easy and took a lot of the stress worrying about our pup before our trip. She communicated quickly and gave great updates! Highly recommend.”
“Kiara did a great job taking care of our senior cat and two kittens! She communicated clearly and thoroughly, sent lots of photos, and was very professional throughout the booking and petsitting process. We're so grateful for the care she gave our kitties and would definitely work with her again!”
“Wesley is so wonderful. I have a very skittish Mastiff and Wesley went out of his way to bond with him. He took the best care of both my dogs. He was prompt and accommodating. I would recommend him to anyone.”
“Emily dropped in to give our dogs a mid-day play and potty break while we were out of town. She was responsive and reliable. One of our dogs is slow to warm up to new people, but Emily was patient and won her over. We will definitely reach out to her again when we need help caring for our dogs.”
“Amanda has been my caring for my cats during my travels for almost three years now, and there is no one I trust more to give them the love and attention they deserve when I’m away. She’s fantastic in every way. Thanks for everything, Amanda! 💜”
About: Hi, I’m Cindy! I’m a lifelong animal lover and experienced pet sitter who truly enjoys caring for dogs. I specialize in small dogs and small-breed puppies, providing a safe, loving home where they can relax, play, and feel like part of the family. Dogs around 20–25 lbs may also be considered if they are small in stature, such as Corgis or Pugs. If you’re unsure whether your pup is a good fit, feel free to reach out! I’m home with the pets most of the day as a stay at home mom, so your pup will have plenty of companionship, attention, and playtime. Days are a mix of supervised backyard play, making new friends, cuddles, and relaxing together. I’ll keep your pup’s normal routine as much as possible so they feel right at home. Flower and Cupid love having friends over! Your pet’s safety and comfort are my top priorities. Our home is safe, secure, and designed with small dogs in mind. We have a large, fully fenced backyard with locked gates, and I stay outside with the dogs during playtime. Security cameras provide an extra layer of protection, and pets are fed separately for safety. I also carry separate liability insurance for added peace of mind.
“Paula does such an amazing job! She is patient with our stubborn Otis and gives him so much attention and so many cuddles. She has a flexible schedule and is always quick to respond.”
Pet parents share their Rover experiences - Chestnut Hill
Wesley did an amazing job with our pup. He was always on time and spent the correct amount of time with Astro. He was so attentive, he noticed a tremor in our dog and let us know about it (which we were already aware of). He truly cares for your pet as his own! Will definitely book with Wesley again!!
Sarah did an incredible job taking care of our typically anxious Shih Tzu! We have struggled in the past with boarding because he won’t eat and gets bad anxiety. Within the first minute of meeting Sarah he was so excited and wanting to play! She took great care of him - he was happy and comfortable and eating his food! When we came home he was acting like it was just any other normal day, we have never had this experience in his 8 years of life! She is super communicative, sweet and most importantly you can tell she really loves the animals she’s caring for 🥰 thank you Sarah for taking such great care of him!
Erica was so patient and caring with Bentley. We met prior to my vaca to walk through the instructions. She was so accommodating and punctual in getting to each check in. Followed all the steps I gave her for Bentley and for the house. Took pics and kept me updated through oir vaca. I would definitely rebook with Erica again.
Lauren did an amazing job taking care of my cat, Luna Laruen was reliable, communicative, and clearly cared about making sure he was happy and comfortable while I was away. Laruen sent me pictures and updates, which gave me so much peace of mind and made it easy to see that Pluto was doing great. When I got home, he was relaxed, happy, and well cared for. I would absolutely recommend Lauren to anyone looking for a trustworthy, caring, and attentive pet sitter. I would definitely book again and plan to do so!
Peyton was Great!! She made time to stop by in advance tomake sure me and Bentley were comfortable with her. It nice to walk her through the steps needed. She was very accommodating and super sweet. Very good communication and no issues. Bentley loved her and we'll definitely use Peyton again in the future.
Emily is amazing always but this time specifically I had her take care of my dog, my parents dog, and my grandparents dog. They all had special requirements and she did great! My parent’s dog was slow to warm up but Emily easily won him over. She is the best and I can’t recommend her enough!!!
We reached out to Abby last minute to drop in and care for our dog, Chloe, while we were away for the weekend. Our dog has some separation anxiety and tends to damage curtains and blinds when left alone with friends so we wanted to give Rover a try. Abby was amazing! We really appreciated the meet and greet visit first before leaving Chloe alone with someone new. Abby dropped in each time as requested and made sure Chloe had food, water, treats, belly rubs, and walks. She was very attentive to Chloe and provided us with feedback and photos of each visit, which made us feel more comfortable that Chloe was in good hands. She also brought in our packages which was appreciated. We will absolutely be working with Abby again in the future!
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.FAQs for Pet Sitting - Chestnut Hill
Frequently asked questions about Rover
Rover is the largest marketplace for local pet care. Whether you're looking for pet sitters, dog walkers, or house sitters who specialize in pet sitting, you can narrow your search by entering your ZIP code to find sitters within walking distance in your neighborhood.
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 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 administering medication or managing dietary requirements. You can also find pet sitters who accept only one pet at a time, which is ideal for anxious puppies 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 request a 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 Meet & Greet .
sitters on Rover set their own cancellation policy , 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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