Doggy Day Care In Chestnut Hill
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

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Top rated Chestnut Hill doggy day care sitters
“Mary is amazing, I keep going back to her. She gives great updates and is not shy on giving details. She cared for my dog in the snow and kept him happy and warm. She is so sweet and my dog was so excited to see her. I would recommend!”

“Yuiko is a terrific pet sitter! She gave me Milo’s update very often. This was so helpful for me have peaceful mind as this was my first experience with Yuiko.”


About: Hi! We’re Electra and Crescent. We love travel, food and animals! 🐾 We’re lifelong pet parents who have shared our home with cats and dogs for decades. We currently live with three cats of our own (2 belonged to my late mother) Kiki the senior Russian blue, Helena the toothless full figured queen and Charles Mr. Humpty Dumpty. We genuinely love caring for animals and understand the unique needs of picky eaters, seniors, energetic and active animals or pets who prefer calm, low-stress environments. We call Charles our “special needs baby” since he is neutered but loves to hump his cat toy (Matilda) Kiki was my mom’s cat who is a senior and has IBD aside from her IBD (which we are managing) she’s a very quiet, laid back cat that likes her quality time. Helena was my mom’s cat and talk about food focused! Despite having only 2 bottom teeth this thick beauty don’t let that stop her! 🐾 I’m Electra and I’m available most of the day. My husband Crescent works Monday–Friday during the day (usually finished by late afternoon). This gives us excellent flexibility for pet sitting: • Boarding at our home: We can typically do pet pickups early evenings or anytime on weekends. • Drop-offs: You can bring your pet anytime. We can also do pickups for you Monday–Friday after 5 pm or anytime on weekends. Since I’m home I can provide personalized, attentive care for your furry family members. Whether it’s longer walks, extra play sessions, or simply quiet companionship for pets that get lonely, we tailor our care to what each animal needs. We board cats (up to 3) or small-medium dogs (up to 2) at a time. We have a dedicated spare bedroom that works beautifully as a cozy “cat hotel” or “doggie retreat” — complete with a litter box, cat tree, twin bed, toys and TV for background noise. Your pets get complete free-roaming access in this room with no crates. Privacy with one family at a time to ensure a calm, stress-free environment for your pet with access to ring camera for boarding stays. We’ll ensure that your cats have a freshly clean litter box daily, interaction multiple hours a day, great window view for birdwatching and followed feeding routine. Your dogs will have plenty of time outside, I’m available and can provide multiple walks and engagement throughout the day, with comfortable indoor space for relaxation and eating routines. You’ll have peace of mind knowing your furry babies are safe and in a controlled space. We offer Ring camera access so you can check in anytime, plus daily text updates with photos and details about how their day went. When we visit your home, we’re extremely mindful of your pet’s normal routines. We’ll make sure they get plenty of attention and playtime if they crave it, or respectful space if they prefer quiet time — always with their comfort and happiness as our top priority.
“Monee is a very nice person and her dog Lucky is a great dog to make him happy to stay. That said, we had some separation anxiety. Monee is experienced and had good suggestions. We will be back!”

“Wonderful experience for my dog Harper. And Kristen was very thoughtful, responsive and helpful with everything surrounding the visit. Harper looks forward to her next stay. Highly recommended!!”

“Don’t hesitate to book with Samantha!! I was new to the neighborhood and had a very busy week, and she just made everything so much easier by providing reliable daily care for my pup! She is incredibly flexible, kind, and communicative which is very appreciated. She is also great at sending pictures and video updates :) I feel great about leaving my dog with her. 11/10!”

“I couldn’t have asked for a better sitter! Rhea went above and beyond to make sure my pet felt comfortable, loved, and cared for while I was away. She provided regular updates and pictures, which gave me peace of mind throughout the stay. It was clear my pet was in great hands and truly enjoyed their time. I highly recommend Rhea to anyone looking for a trustworthy, kind, and reliable sitter. I will definitely be booking with her again!”

About: I have always lived with at least two dogs. I am relied upon by friends and families often to watch / walk their dogs. I have experience with all types of dogs, large and small, high anxiety, high energy, you name it! Your pup will never be left alone for long periods of time. My wife and I have schedules that allow us to be home most days. Your pups are treated as our own and will have plenty of yard time to soak up the sun and play each day. I have two very animal friendly dogs. Both are goofy hound dogs. I have a fenced in yard and 2 crates at my house as well (crates are only used if asked for). I have reliable transportation to get to your home and unlimited treats for your fur baby.
“Oreo had a wonderful time at Mike's house! She enjoyed playing with Mike's sweet dog Trent as well as a few other four-legged guests in the spacious fenced backyard, and came home happy and exhausted. Mike was very prompt with communication and sent some fun pictures. Thank you!”
“Could not have had a better first experience with Mel watching Cannoli! The drop off process was easy and he seemed instantly comfortable with her. She sent numerous photos throughout the day showing how much fun he was having and how happy he was! Would 100% recommend and we cannot wait for Cannoli's upcoming weekend stay with Mel knowing how comfortable he is with her!!”


“Janelle once again provided excellent care to our dog Poppy and on short notice for a day trip! Poppy is always so happy and upbeat when she returns to us. We can tell she had a great day!”

About: I love dogs and cats and I have a nice sized fenced in yard. I will treat your dogs like me own furry family. I give lots of attention to my own dogs and will do the same for your dogs. I have a flexible schedule and can care for your pets during the day, ensuring your dog gets plenty of walks and exercise and lots of fun. I have a clean well-maintained home, as well as a nice large yard that is fenced in the dolls can run and play and enjoy being outside.

“Yulia and Kevin were great with Nalu. They were very professional -- communication was great while setting up Nalu's stay and they provided tons of updates while we were away. We would definitely use them again.”
About: Your pets will be spoiled with love, attention, and care. I lead with positive reinforcement and animal advocacy. They're always telling us what they need, it’s just up to us to listen. Regardless of your pet's needs, I adapt to their unique personality to ensure they're safe, comfortable, and happy. And, of course, I make sure to snap plenty of pictures to keep you informed of their stay. Pet care is my number one focus. I have a dog of my own and am already out and about getting his energy out and he would love a friend! Whiskey is a Canine Good Citizen, or as I like to call it, a Certified Good Boy. I also have two cats and understand the important balance of play with personal space. I live in an apartment with a park nearby. I have a crate for boarding if needed and plenty of blankets for cuddling. Snuggles are welcomed and encouraged so all furniture is free real estate as well.
“Anqi was extremely caring and attentive to Rico. I was afraid Rico would be nervous/anxious away from me but Rico was calm and happy with Anqi! Anqi space is minimal clean and her backyard is huge. Anqi was also very flexible with my return time as well. Not to mention she accepted the sitting on very short notice! I am very glad to have met Anqi and her dogs and will be a returning client.”

“such an amazing babysitter. took care of my lil p beyond words can describe 🫶🏼 provided so much love & care for him through out the entire day. couldn't have imagined a better dog sitter 🙌🏼 thank you !”

Over 1,307 pet parents in Chestnut Hill have booked doggy day care
Chestnut Hill dog parents share their Rover experiences
Sarah was absolutely wonderful taking care of our boys at her home! She accommodated us needing a sitter on a holiday, had great communication and they were happy to spend the time with her. Would love for them to stay with her again in the future! Thanks so much!

Rhea is always fantastic with Kaju! Her like her own and it helps that my dog and her dog are basically long lost lovers. Arlo is a fantastic pup and gets along with my dog beautifully and I know Kaju has tons of fun when she is there! Rhea took kaju on a long walk an sent multiple videos and pictures through out the day. She’s great!!!

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Select a filter and find qualifying Chestnut Hill sitters!How Rover works

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The median cost per day for doggy day care in Chestnut Hill is $40
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Reservation protection
It doesn’t happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
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We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Chestnut Hill average 3 repeat doggy day care clients
Doggy Day Care FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for doggy day care in Chestnut Hill on Rover as of Jun 2026 was about $40 per day, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, 2,573 sitters provided doggy day care in Chestnut Hill. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, sitters offering doggy day care joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 86% of Chestnut Hill sitters offering doggy day care respond in under an hour.
Sitters who provide doggy day care in Chestnut Hill have an average of 16 years of experience. Sitters offering doggy day care with repeat customers have an average of 3 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Chestnut Hill.
Chestnut Hill doggy day care sitters are happy to take care of your dog while you’re at work or unavailable for the day. Book a one-time visit, or set up a regular rhythm with your favorite Chestnut Hill sitter. Drop off your dog at the sitter’s home and rest easy knowing they’ll get frequent potty breaks, plenty of playtime, and lots of love. Doggy day care is great for:
- Puppies and high-energy dogs
- Dogs with special needs, including seniors
- Pet parents who work long hours
- Dogs with separation anxiety
There are 2,573 sitters offering doggy day care in Chestnut Hill on Rover, so you’re sure to find the perfect match for your dog! In Chestnut Hill, 97% of sitters offer daily exercise, 95% offer medication administration, and 89% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect doggy day care sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your doggy day care sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your 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 doggy day care 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 doggy day care service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.

















