Doggy Day Care Chestnut Hill
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 8 pet parents in Chestnut Hill have booked doggy day care
Chestnut Hill, Find top rated doggy day care
Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“I could not be happier with Maria and Caesar. My dog, Gary, can be a nervous little guy but by day 2, he was already happy to see Caesar at drop off and Caesar was excited to see him too! Maria sends me pictures and updates every day Gary is with them which gives me peace of mind while I’m at work. They’ve been really flexible with drop off and pick up times and have even accepted last minute bookings. I can’t say enough good things about Maria and Caesar and if Gary could talk, I’m sure he would say the same.”
“We are visiting Boston for the weekend and needed a daycare for our Chloe so we can visit museums and avoid stressing our furbaby due to the nor’easter rain and keep her warm. We decided last minute to do so and Cindy was available to care for her. She provided us with updates, followed instructions and is very responsive to our messages. Highly recommend booking her. Thanks so much Cindy.”
“Andrea and her family were great with my dog Luke. He took to her immediately and didn't even notice when i left. When I went to pick him up, it seemed like he would have been happy to stay! Andrea's communication was excellent and the pics were great. I wouldn't hesitate to recommend Andrea to anyone.”
“I highly recommend Ling & Ye...they were fantastic! Our schedule was more dynamic than we had intended and they were very flexible. Our boy Riley, 1-year old Golden, had great time and can't wait to get back to see his new friends!”
“Sunil is so kind and attentive, and devoted to making your dog happy. She was careful to ask about treats and how to make my shy pup comfortable. Highly recommended and I hope to use her again soon.”
“Vista had so much fun during daycare with Junho and Boki! Junho was very communicative of how Vista was doing, making sure she had everything she needed to enjoy her days, from her food, to play and outside time. It is clear that he truly loves dogs and I would recommend him to anyone looking for someone with a kind heart to care for their pet.”
“Emma was really great! She always sent me updates on how it was going and was flexible about timing with my work schedule. My dog is super shy but she warmed up to Emma quickly :)”
About: I’ve helped take care of my roommates and friends’ pets. I’m very active and will be happy to take your dog on walks. I also work at home so I’m available during the week. Although I have not had a dog myself, I have owned chickens and cared for them very well. Their personalities are honestly very dog like. I am self-employed and work at home so my schedule is very flexible. Would love to help take care your pet and would love the company I love in an apartment building with a patio which can be used for quick potty breaks. I live with my sister who would be thrilled to help pet-sit. Our parents never let us have a dog/cat growing up and having a pet full-time isn’t a good fit for us, so pet-sitting would be ideal.
“I was a Nervous parents because it’s first time to use rover but it turns out great experience . Our puppy Totori get to meet good dog friends and bond with Daria as soon as he met her Totori didn’t want to leave her place after day care and that tells us everything ! I will definitely ask her to take care of my puppy again”
“It was a simple partial-day visit but our dogs seemed happy and relaxed when we picked them up. It was our first time using a dog sitter and we appreciated that Ismael sent great pictures of them interacting with the other dogs so that we wouldn't worry. We now feel comfortable with the 4-day stay we've arranged for next weekend, which will be our first overnight stay.”
“Super compassionate and felt entirely safe leaving our little pup with Allie! She was very responsive, accommodating and flexible. She spoiled him with treats and he came back exhausted after having the best time. Thank you!”
“Jamie was great! Was flexible with an early pickup, communicated quickly, and took good care of our pup. Benji immediately made himself at home and seemed sad to go, he enjoyed his time with Jamie and Sammie.”
“Teddy lover staying with Lauren for day care! I will definitely be using her again on a regular basis for my long shifts. She always responded so quickly and had pictures of Teddy just hanging out or on their walks. I love that she is close to a park so Teddy can walk around some green space and not always on the busy hot city sidewalks. Thanks Lauren!”
“Very warm and kind sitter. She sent me lots of updates throughout the day, and made my dog feel very comfortable despite her high anxiety. I felt 100 percent at ease knowing Daisy was well cared for!”
“Andrew and Ellen are super communicative and prompt, and Chips had a great time playing with their pup! Would definitely recommend Andrew and Ellen and I know Chips is looking forward to his next play date!”
About: I have 6 years of hands-on experience raising and caring for my own dog, which taught me the importance of patience, structure, and genuine love. I understand that every pet has a unique personality, routine, and needs. Whether it is providing structured daily walks, fun playtime, sticking to strict feeding schedules, or simply offering a calm and comforting environment, I treat every dog with the exact same level of devotion, warmth, and attention as my own. I currently have a very flexible schedule with plenty of open availability throughout the week and on weekends. This allows me to dedicate quality, uninterrupted time and attention to your pet. I can easily accommodate daytime visits, afternoon walks, and full-day companionship to ensure your dog never feels lonely and maintains their normal potty and feeding routine seamlessly. Safety, comfort, and open communication are my top priorities. When hosting pets at my home, I provide a peaceful, clean, and dog-safe apartment where your pup can relax and feel right at home. For outdoor walks, I always keep dogs securely leashed and stay mindful of surroundings and weather. I am also happy to send regular photo and video updates so you always have total peace of mind while you're away!
“I had a wonderful experience with Jina and her husband! This was my first time using a pet sitter since moving to the U.S., so I was quite nervous. They responded to all of my questions very quickly and proactively kept me updated on how Shong was doing, along with sending photos, which gave me so much peace of mind. It was clear that Shong felt comfortable and had a great time with them. I truly appreciated their kindness, attentiveness, and communication throughout the entire experience. I will definitely choose them again in the future and highly recommend them to anyone looking for caring and reliable pet sitters.”
The median cost per day for doggy day care in Chestnut Hill is $50
Dog parents share their Rover experiences - Chestnut Hill
We are visiting Boston for the weekend and needed a daycare for our Chloe so we can visit museums and avoid stressing our furbaby due to the nor’easter rain and keep her warm. We decided last minute to do so and Cindy was available to care for her. She provided us with updates, followed instructions and is very responsive to our messages. Highly recommend booking her. Thanks so much Cindy.
Hannah has sat several times for my dog now, and as a frequent Rover pet parent, I can say she is one of the very best sitters I have had in the Boston area. She is 100% reliable, friendly, and clearly loves spending time outside with my dog. As a bonus there is a new, great dog park around the corner from where she lives.
I just picked my girl up from Michelle. I can tell from both Emmie’s mood and her energy level when I got her what a great week she had with Michelle and her son. I’m beyond grateful given we are just relocating to the area to find someone I can trust with my girl. Thank you for taking such good care of Emmie.
This was our first shot with Rover, and we came in with a lot of questions and anxieties. We knew we made the right call when our 5-month old golden became comfortable with Maria at first sight. Maria was very warm, sent regular updates on our puppy, and came with a lot of good experience and tips - having had a golden retriever herself while growing up. We’re definitely going to repeat very soon. Thank you, Maria!! 🥰🐶
My girl Petunia always has a great time at Jun Ho's!! He takes wonderful care of her, and treats her like he treats his own dog, Boki (including giving her some fresh chicken at mealtime). I would recommend Jun Ho to anyone - we're lucky to have such a wonderful dog sitter we trust and count on.
Laine took great care of Chloe during her doggy daycare stay! We really appreciated the chance to meet beforehand, which gave us confidence that Chloe would be in good hands. Laine also kept us updated throughout, and it was clear Chloe had a great time. We’d definitely book with Laine again and highly recommend her!
Mia was absolutely wonderful with our 8 week old puppy ❤️ She took such great care of him and made the whole experience completely stress-free despite an early morning drop off. She kept us updated all throughout the day with regular check-ins and adorable photos, which gave us so much peace of mind knowing he was happy and well cared for. She was great a responded in a timely manner as well. She was also incredibly flexible with pick-up time, which we really appreciated 😌!! Mia is kind, communicative, and genuinely caring, and it was obvious that she treated our puppy like one of her own. We couldn’t have asked for a better sitter and will definitely be booking with her again. I highly recommend Mia to anyone looking for a reliable, trustworthy, and compassionate Rover sitter 🐾💕
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 dogs like family
1. Search
Browse profiles of sitters near you who offer doggy day care
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 doggy day care - Chestnut Hill
Select a filter and find qualifying sitters offering doggy day care.Sitters in Chestnut Hill average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Chestnut Hill
Frequently asked questions about Rover
The average cost of Doggy Day Care in Chestnut Hill on Rover is $61 per day as of September 2026. Most bookings cost between $50 and $62 per day. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of September 2026, there are 3,009 sitters on Rover offering Doggy Day Care across Chestnut Hill. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Chestnut Hill commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MA ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
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.
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 .
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 3,009 sitters in Chestnut Hill, 87% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
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.
Connect anywhere with the Rover app
