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%.
“she is very kind and compassionate. Great person. She is taking care of my dog with hip problems. I can leave my dog with no hesitations. Thank you Sue.”
“Ling and Ye were great with my puppy! I had to work a very, very long day and they were very accommodating with an early drop off and late pick up. They also made me feel comfortable by sending pictures throughout the day to reassure me that she was having a great day. I will definitely hire them again!”
“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.”
“Great experience. Andrea was quick on replies, sent updates, and our pup seemed happy after some socializing time at her place. Thank you, Andrea!”
“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.”
“Daria was amazing! She sent us tons of pictures of Dakiti throughout the day, and he looked so happy in every single one. She and Kova were the perfect match for Dakiti's energy, exactly what he needed. We can't thank Daria enough, and we'll definitely be booking with her again!”
“Emma took such great care of Arya and she was so happy with her stay! Emma sent updates and pictures to me of my baby girl and kept me updated with any changes. I would definitely recommend her!”
“Willow loved her time with Suzanne. Suzanne did a meet-and-greet in advance with us to learn about Willow. Then they spent their walking and playing and Willow was happy to come back and see Suzanne again!”
“Alex is hands down the best sitter we booked with so far. She went above and beyond for our 6 month old puppy who was staying with her all day! She kept in touch with us very frequently all day and we received so many pictures of our puppy playing and cuddling with Alex’s dog! 100% recommend, we will be booking again!!!”
“Stella loves going. She will miss everyone for the summer but is already looking forward to seeing you in September. Thanks for all you did for her as a puppy into and adult dog.”
“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.”
“Allie is the best sitter we’ve ever used on Rover. She took such great care of our special needs deaf dog on short notice. She kept us updated and made sure our pup enjoyed his time in her home amongst her own pets. We would certainly recommend her as a pet sitter!”
“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.”
“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!”
The median cost per day for doggy day care in Chestnut Hill is $50
Dog parents share their Rover experiences - Chestnut Hill
Thank you Gina for taking care of Bruce while we were have having 2 hours of “we” time while visiting the city. We highly recommend Gina to anyone that is looking for someone to take care of their senior dog. Our dog Bruce will definitely go back next time when we visit Boston again!
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 🐾💕
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.
Su L is a great caregiver. From the start he was very communicative. His home is very comfortable and he even has supplies such as water bowl and dog bed. He has a calm demeanor and our girl Mila immediately felt very comfortable. He sent loads of updates showing her on a walk and in his yard and lounging in the home. I highly recommend him! Thanks Su we appreciate the great care you providing for Mila.
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 for Doggy Day Care in Chestnut Hill on Rover is $61.05 per day (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .
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 short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
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 calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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