Pet Sitting 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.
“Laura was very attentive to our girls who each have their own particular needs. Our older girl has mobility trouble which causes her to sometimes have accidents in the house and our other girl is anxious around new people. Laura catered to each of them just as we would. Definitely made it easier to enjoy our vacation!”
“Jill is great. She went above and beyond to give medication to our very skittish cat and to handle a perishable package that was delivered when we were gone. We are so grateful for the peace of mind we have with her checking on our home and kitties!”
“Madeline was professional and prompt with all of our scheduled visits. We loved reading her visit summaries as they were thorough and always included several pictures. We felt safe leaving our pup with her and will be using Madeline for our future dog sitting needs!”
“After the meet & greet took place, I knew Amanda would be the perfect person to care for my dogs. She’s reliable, compassionate, attentive, and patient with dogs that have special quirks and needs. I highly recommend Amanda as a resource for your animal needs!”
“Damacia did a phenomenal job caring for our cat while we were away. The brief daily posts helped reassure us, and we were really able to enjoy our trip! Our kitty clearly loves Damacia, who seems to have quite a gift with animals. Fantastic!”
“Cait was amazing with our Goldendoodle, Bella! She spent lots of quality time with her and allowed us to enjoy our family vacation knowing she was taken care of. Updates and photos every visit really helped! Even took care of a few things around the house like bringing in mail and packages. Definitely recommend her!”
“Abigail was great! Patient while I was figuring out scheduling stuff. The kittens absolutely loved her. She was consistent with great photos and check ins while I was away. Really positive experience”
“Perhaps it was beginners luck , but I selected Mindy and daughter Sage as our first time using Rover , but we cannot thank her enough .Went above and beyond to care for our two cats. When one kitty stayed ourdoors after a thunderstorm ,they went back to my home ,to let her inlate that eve. We expect to use this duo again.”
“Kiara took great care of our dog on a recent drop in visit. She had great communication and let us know when she was on her way. She sent a summary of the visit including 7 cute photos of my dog. We will definitely be booking in the future!”
“I was glad that Paula was able to take care of my cat on relatively short notice during 4th of July weekend. Being new to Rover I was a bit anxious about leaving for my trip but after meeting Paula I could relax, knowing he was in good hands and my patio plants are going to be taken care of during the heat as well. She sent pictures and videos every day which I really appreciated and she communicated with me during her visits to let me know how he was doing. Will gladly book her again in the future.”
About: Hi, I'm Cindy! I’m a stay-at-home mom of 2. I’m an animal lover with years of experience caring for pets. In our home, we only board small(In stature) dogs, medium dogs that are on the smaller side and small breed puppies. Our Jack Russell is afraid of larger breeds and we’ve found many small dog owners have the same issue. If your pet weighs more than 25 pounds but is still small in stature, feel free to ask! Your pet will receive plenty of love, attention, and playtime. I’m home with your pets most of the day, except for short errands. My 2 dogs, a Jack Russel named Flower and a Goldendoode named Cupid love having friends over! I treat them like family—whether it's cuddling on the couch or romping in our large, fenced backyard. For added safety, I stay outside with them, and we have locked gates and security cameras. I also closely follow your pet's routine and offer medication administration if needed (thanks to my nursing background). All pets are feed separately. I carry separate liability insurance for added peace of mind.
“Gracie was amazing with our cats and went above and beyond! She even managed to coax our very shy cat into combing, something we struggle with! I felt very reassured by her regular updates and photos. We couldn’t ask for a better experience! We highly recommend her services to other pet owners!”
“Renee was so wonderful with our dogs when we were away this past weekend! She was prompt with her visits and provided detailed summaries of what her and the dogs did when she was there. We will definitely be contacting her next time we need a sitter!”
“We are so grateful for Kristy and our cat, Junebug absolutely adores her! She has taken care of our little cat like she was her own and come home to a clean house and happy cat.”
“Quiere was fantastic and it was our first time working with her. We went away for 9 days and asked her to stop by to feed our two kitties every day and have a little playtime. She kept a good routine, coming over around the same time in the morning every day. I appreciated that because it was nice to know that the cats were taken care of at the beginning of each day. I will plan to reach out to her again in the future.”
About: For the past five years, I’ve provided pet sitting services for friends and neighbors, caring for dogs and cats of all ages. My responsibilities have included feeding, cleaning up after pets, and taking dogs outside for walks and bathroom breaks. I’m dependable, attentive, and committed to making it the best experience for you and your pet. I am a college student currently home for the summer and have my days free. My family has 2 dogs that I help to take care of on a daily basis. I am committed to keeping your pet happy and comfortable. Taking them on walks, playing with them, or just giving them time to relax. Whatever your pet needs.
“Diamond did an amazing job. It's always nice and reassuring to know you can rest easy knowing you don't have to worry about your fur babies and their well-being when you're away. I will definitely be using Diamond again. She is awesome.”
Loving pet sitters in your neighborhood
Search Results
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
Laura B.
Star Sitter
“Laura was very attentive to our girls who each have their own particular needs. Our older girl has mobility trouble which causes her to sometimes have accidents in the house and our other girl is anxious around new people. Laura catered to each of them just as we would. Definitely made it easier to enjoy our vacation!”
Jillian K.Star Sitter
“Jill is great. She went above and beyond to give medication to our very skittish cat and to handle a perishable package that was delivered when we were gone. We are so grateful for the peace of mind we have with her checking on our home and kitties!”
Madeline W.Star Sitter
“Madeline was professional and prompt with all of our scheduled visits. We loved reading her visit summaries as they were thorough and always included several pictures. We felt safe leaving our pup with her and will be using Madeline for our future dog sitting needs!”
Amanda W.Star Sitter
“After the meet & greet took place, I knew Amanda would be the perfect person to care for my dogs. She’s reliable, compassionate, attentive, and patient with dogs that have special quirks and needs. I highly recommend Amanda as a resource for your animal needs!”
DAMACIA J.Star Sitter
“Damacia did a phenomenal job caring for our cat while we were away. The brief daily posts helped reassure us, and we were really able to enjoy our trip! Our kitty clearly loves Damacia, who seems to have quite a gift with animals. Fantastic!”
Caitlyn & Samuel E.
“Cait was amazing with our Goldendoodle, Bella! She spent lots of quality time with her and allowed us to enjoy our family vacation knowing she was taken care of. Updates and photos every visit really helped! Even took care of a few things around the house like bringing in mail and packages. Definitely recommend her!”
Abigail V.
“Abigail was great! Patient while I was figuring out scheduling stuff. The kittens absolutely loved her. She was consistent with great photos and check ins while I was away. Really positive experience”
Mindy R.
“Perhaps it was beginners luck , but I selected Mindy and daughter Sage as our first time using Rover , but we cannot thank her enough .Went above and beyond to care for our two cats. When one kitty stayed ourdoors after a thunderstorm ,they went back to my home ,to let her inlate that eve. We expect to use this duo again.”
Kiara P.Star Sitter
“Kiara took great care of our dog on a recent drop in visit. She had great communication and let us know when she was on her way. She sent a summary of the visit including 7 cute photos of my dog. We will definitely be booking in the future!”
Laura N.Star Sitter
“Laura was awesome. She even stayed a bit longer when a storm was going on to comfort our anxious pup.”
Paula H.Star Sitter
“I was glad that Paula was able to take care of my cat on relatively short notice during 4th of July weekend. Being new to Rover I was a bit anxious about leaving for my trip but after meeting Paula I could relax, knowing he was in good hands and my patio plants are going to be taken care of during the heat as well. She sent pictures and videos every day which I really appreciated and she communicated with me during her visits to let me know how he was doing. Will gladly book her again in the future.”
Cindy T.
“Cindy took awesome care of my 2 dogs while I was on vacation. My dogs were timid at first but were almost immediately drawn to her. She’s some kind of dog whisperer! She sent me pictures of them playing, cuddling, and more adorable pictures. I felt completely comfortable with her watching my dogs and didn’t have to worry while on my trip. They were in great hands. I will have her watch my dogs from now on as long as she will have them.”
Gracie W.Star Sitter
“Gracie was amazing with our cats and went above and beyond! She even managed to coax our very shy cat into combing, something we struggle with! I felt very reassured by her regular updates and photos. We couldn’t ask for a better experience! We highly recommend her services to other pet owners!”
Wesley H.
“Good communication and prompt arrival times. Took good care of my pet and his needs while dropping in.”
Renee E.
“Renee was so wonderful with our dogs when we were away this past weekend! She was prompt with her visits and provided detailed summaries of what her and the dogs did when she was there. We will definitely be contacting her next time we need a sitter!”
Kristy B.Star Sitter
“We are so grateful for Kristy and our cat, Junebug absolutely adores her! She has taken care of our little cat like she was her own and come home to a clean house and happy cat.”
Emily H.
“Emily is just the absolute best! You could not ask for a better caretaker for your best friends.”
Quiere (Key-Air) R.
“Quiere was fantastic and it was our first time working with her. We went away for 9 days and asked her to stop by to feed our two kitties every day and have a little playtime. She kept a good routine, coming over around the same time in the morning every day. I appreciated that because it was nice to know that the cats were taken care of at the beginning of each day. I will plan to reach out to her again in the future.”
Quinne D.
“Quinne has taken care of my dog several times and we absolutely love her! She is responsive when I check in and my pup is always happy to see Quinne. Quinne is great with her on walks and just generally caring for her. I was nervous to have someone else taking care of my dog, but Quinne is always amazing and she is my go to anytime I need someone to watch my dog.”
Diamond W.
“Diamond did an amazing job. It's always nice and reassuring to know you can rest easy knowing you don't have to worry about your fur babies and their well-being when you're away. I will definitely be using Diamond again. She is awesome.”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 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.
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 Aug 2025 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 Aug 2025, there are 527 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, 84% of Chestnut Hill pet sitters respond in under an hour.
Pet sitters in Chestnut Hill have an average of 14 years of experience. Pet sitters with repeat customers have an average of 7 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 527 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, 92% offer medication administration, and 92% 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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