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

Prices are estimates per day for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

1 / 1
Sitter Profile Image: Ling & Ye Y.
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Ling & Ye Y.
Star Sitter
$56
total per day
5.0 out of 5 stars
18 reviews
3 repeat clients
4 years of experience
Newton, MA, 02459

Ling & Ye took great care of our pup, Truffles! They sent a lot of photos throughout the day and kept us posted. They also took Truffles for multiple rounds of walks.

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Rafael_Alicia W.
Sitter Profile Image: shuai j.
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shuai j.
Star Sitter
$80
total per day
5.0 out of 5 stars
72 reviews
14 repeat clients
9 years of experience
Allston-Brighton, Brighton, MA, 02135

Bentley has stayed with Eddy in Doggy Day Care a couple of times and will be using him again without a doubt! He is our 1st puppy so we get nervous, but Eddy and his team communicate enough that we felt comfortable. Eddy and his team are great! You won't be disappointed if you give him a chance!!

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Stacy W.
Sitter Profile Image: Emma L.
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Emma L.
Star Sitter
$43
total per day
5.0 out of 5 stars
42 reviews
17 repeat clients
4 years of experience
Brookline, MA, 02446, Brookline, MA, 02446

Emma was a lifesaver! We needed to book hour of and Emma responded right away. We were not aware our Airbnb did not permit pets to stay unsupervised, we were only in Boston for the day and needed to find daycare in a hurry. Emma was responsive, kind and took great care of our dog. Super appreciative and highly recommend if in the area:)

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Sofia F.
Sitter Profile Image: Jamie C.
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Jamie C.
Star Sitter
$50
total per day
5.0 out of 5 stars
46 reviews
7 repeat clients
35 years of experience
West Roxbury, West Roxbury, MA, 02132

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.

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Grace W.
Sitter Profile Image: Ezekiel L.
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Ezekiel L.
$56
total per day
10 years of experience
Newton, MA, 02467

About: I've had dogs of all shapes and sizes in the house since I was 9, always taking care and making sure they were comfortable and happy. I am present 100% during the care of dogs, and look forward to giving your dog an environment where they can truly be themselves! Through the whole summer, I am working from home. You can drop the dogs at any time and pick them up at any time as well. Your pup(s) will have a huge fenced yard to play, along with an inside section for shade and rest. If your dog likes to be in a crate, I can buy a dedicated crate for your dog.

Sitter Profile Image: Shuhua W.
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Shuhua W.
Star Sitter
$66
total per day
4.9 out of 5 stars
51 reviews
9 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02134

Shuhua took great care of my high energy border collie Jasper! She got him a lot of exercise and had great communication. Can’t recommend her enough

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Corinne S.
Sitter Profile Image: Kaitlyn D.
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Kaitlyn D.
Star Sitter
$56
total per day
5.0 out of 5 stars
77 reviews
13 repeat clients
12 years of experience
Allston-Brighton, Boston, MA, 02134

This was our puppy’s very first time being away from us, and we couldn’t have asked for a better experience! Kaitlyn kept us updated with photos and messages, which really helped ease our nerves. Our boy came back happy, relaxed, and clearly well cared for. It’s such a relief knowing we have someone we trust for future stays. Highly recommend her to anyone looking for a reliable sitter!

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Meghan H.
Sitter Profile Image: Emma L.
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Emma L.
Star Sitter
$56
total per day
5.0 out of 5 stars
76 reviews
21 repeat clients
7 years of experience
Allston-Brighton, Allston, MA, 02134

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 :)

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Kathryn K.
Sitter Profile Image: Arman L.
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Arman L.
$77
total per day
5.0 out of 5 stars
15 reviews
6 repeat clients
3 years of experience
Newton, MA, 02135

Arman has been watching my dog, Miso, consistently over several months. Arman is AWESOME! with clear communication, consistent updates, and quick responses. He is a great dogsitter and I can tell Miso loves going to daycare ☺️ I would highly recommend Arman to anyone looking for a good dogsitter. Thanks!!

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Christine K.
Sitter Profile Image: Anh H.
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Anh H.
Star Sitter
$67
total per day
5.0 out of 5 stars
49 reviews
16 repeat clients
3 years of experience
Jamaica Plain, Chestnut Hill, MA, 02467

Anh is absolutely amazing!! Our dogs have a lot of anxiety issues and codependency, so we were nervous about their first time staying with a sitter- but they loved going to Anh’s! She did an amazing job with them, sent adorable pics of them cuddling up with her and going for long walks, and it helped put our minds at ease to know they were so well cared for and comfortable with her! Anh is so sweet and her passion is evident. We will definitely be reaching out next time we’re in the area!

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Lindsay D.
Sitter Profile Image: Holly R.
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Holly R.
$67
total per day
5.0 out of 5 stars
54 reviews
11 repeat clients
25 years of experience
NEWTON CENTER, MA, 02459

Always great to bring Annie here! She’s starting to feel more at home thanks to Holly’s great care.

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Hannah R.
Sitter Profile Image: Banapsha R.
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Banapsha R.
$56
total per day
5.0 out of 5 stars
21 reviews
8 repeat clients
5 years of experience
Allston-Brighton, Allston, MA, 02134

Banapsha is amazing! She made an immediate connection with Peanut who has some separation anxiety and has been through a lot of recent medical issues. She gave me frequent updates, pictures and asked questions when she was unsure what I would prefer in terms of her care. I hope to hire Banapsha again when she is available!

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Kristin G.
Sitter Profile Image: Adrienne M.
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Adrienne M.
$45
total per day
5.0 out of 5 stars
2 reviews
3 years of experience
Newton, MA, 02458

About: I have been caring for animals my whole life but have been doing it as a part-time job for the past 3 years. I love caring for animals & enjoy long walks! I am a local mom with plenty of time for walks, boarding, and/or sitting as my children are a bit older so this job fits perfectly with my current situation & personality! I love animals so much! Our home is very tranquil and we have a seven-year-old female labrador who loves other dogs and meeting new friends. And anytime I am in someone’s home. I treat it as if it were my own with the utmost respect.

Sitter Profile Image: Izza Sofia H.
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Izza Sofia H.
$67
total per day
4.8 out of 5 stars
44 reviews
8 repeat clients
5 years of experience
Jamaica Plain, Boston, MA, 02120

Sofia took care of our dachshund for the weekend and did a wonderful job! She communicated with us & took really good care of our puppy. She’s great!

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Gracie M.
Sitter Profile Image: Tae H.
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Tae H.
$73
total per day
5.0 out of 5 stars
60 reviews
19 repeat clients
12 years of experience
Jamaica Plain, Boston, MA, 02120

Tae was wonderful with my puppy all week and he can’t wait to be with her again this week! Tae takes such good, kind care of little Iggy and all of his little puppy needs! We love her!

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Janet D.
Sitter Profile Image: Sunisa T.
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Sunisa T.
Star Sitter
$62
total per day
5.0 out of 5 stars
143 reviews
23 repeat clients
5 years of experience
Allston-Brighton, Boston, MA, 02135

Sunny was so thoughtful in taking care of our puppy! It was a cold day and she made sure he had what he needed to be comfortable. Sunny also kept me updated to how the puppy was adjusting to her home throughout the evening.

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Amanda H.
Sitter Profile Image: Wendy Z.
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Wendy Z.
Star Sitter
$78
total per day
5.0 out of 5 stars
17 reviews
9 repeat clients
10 years of experience
Fenway-Kenmore, Boston, MA, 02215

Wendy is a great sitter! She took such good care of Biscuit, was timely, communicative and share lots of update photos. 10/10 would recommend

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Angeline F.
Sitter Profile Image: Sam G.
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Sam G.
Star Sitter
$73
total per day
4.9 out of 5 stars
70 reviews
26 repeat clients
4 years of experience
Allston-Brighton, Brighton, MA, 02135

Sam was willing to accommodate an early morning drop off for my girl Roxy. He made sure to take her outside to get some energy out and wasn't upset when Roxy had an accident inside the house. He was very kind and made sure Roxy had her favorite toy and bed so she was as comfortable as possible. My girl was sound asleep on the ride home! Overall great experience and would high recommend!

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Stephanie C.
Sitter Profile Image: Niusha N.
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Niusha N.
$62
total per day
5.0 out of 5 stars
39 reviews
14 repeat clients
10 years of experience
Brookline, MA, 02446

Niusha was great with Mospy! Mopsy is still really young and has a ton of puppy energy, but she was able to entertain her the whole time! Mopsy was pooped by the time she got home. She even set up a little doggie play date for Mopsy since she loves playing with other dogs. Would definitely book again.

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Sofia M.
Sitter Profile Image: Andrea M.
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Andrea M.
Star Sitter
$42
total per day
4.9 out of 5 stars
581 reviews
365 repeat clients
25 years of experience
Allston-Brighton, Brighton, MA, 02135

My 12 week old puppy had so much fun! Came home exhausted and covered in dirt haha. Andrea sent pictures and updates and was very good with communicating.

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Laura M.
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Over 70
pet parents in Chestnut Hill have booked doggy day care

Chestnut Hill dog parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Michelle is amazing! She went above and beyond to make sure my dog was comfortable and felt safe during the meet and greet and first full visit. He came home happy tuckered out after a great day. Would definitely recommend!

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Claire A.
Doggy Day Care
5.0 out of 5 stars

Great sitter! Shuha sent lots of photos throughout the day and gave me plenty of updates. Chiffon enjoyed the stay and was happy to go back the second day, which is rare for her!

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Chengyi L.
Doggy Day Care
5.0 out of 5 stars

Bonnie LOVES staying with Kevin! He is meticulous and really cares about our pup. We are never worried when leaving Bonnie with Kevin.

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Emyline l.
Doggy Day Care
5.0 out of 5 stars

Lin & Ye were incredible! Such great people and was able to be flexible with my schedule to help me with my changing travel plans. I can tell my dog enjoyed his time with them, can’t recommend them enough!

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Matt M.
Doggy Day Care
5.0 out of 5 stars

Shuping took great care of our pets! She helped us on our last minute trip into Boston. Will definitely book with her again if we are in the area.

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Kassidy B.
Doggy Day Care
5.0 out of 5 stars

Emma was great and able to take my dog at last minute. My dog loved her! Will definitely book again in the future.

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Vivian P.
Doggy Day Care
5.0 out of 5 stars

Timothy was great! Snoopy loved him and the the visit seemed to go without a hitch. Timothy is very flexible and accommodate reasonable request very quickly. Highly recommend him to watch your dog.

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JUAN O.
Doggy Day Care
5.0 out of 5 stars

Finn’s stay was great, and I appreciated Banapsha’s responsiveness and flexibility ☺️. Would book with her again.

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Elsa B.
Doggy Day Care
5.0 out of 5 stars

This was our first time using Eddy, and after a meet and greet we felt comfortable with him instantly. Winnie had the absolute best time — running around the fenced-in yard with the other dogs and truly living his best life. Eddy was incredibly communicative throughout the stay and sent us plenty of photos, and Winnie was smiling in every single one. It made us so happy knowing Winnie was happy, well-fed, and being so well cared for while he was there. The complimentary pick-up and drop-off was also so appreciated and made everything incredibly easy. Eddy made us feel completely comfortable from start to finish, and we wouldn’t hesitate to use him again. Highly recommend!

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Christina L.
Doggy Day Care
5.0 out of 5 stars

My dog Alaska had a great time with Hannah. Hannah fed and walked her according to my instructions, and even took her on an extra long walk which my dog loves. Will definitely book again.

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Elisa P.
Doggy Day Care
5.0 out of 5 stars

Cristina took the best care of our 3 month old wolf pup! Artemis loved her time with her and Cristina was incredibly thoughtful about helping us develop her skills on the leash and other puppy behaviors.

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Jillian S.
Doggy Day Care
5.0 out of 5 stars

Kolin was able to take our dog last minute for daycare. He was very communicative, asked all necessary questions prior to our booking. Our dog warmed up to him very quickly and made himself at home at Kolin’s. Will definitely book again!

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Vivian P.
Doggy Day Care
5.0 out of 5 stars

Willow had a great time with Caroline and Butterscotch! Caroline is a great communicator and very flexible. We will definitely book again!

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Janette K.
Doggy Day Care
5.0 out of 5 stars

We were worried about our dog's anxiety. Gina was very communicative and responded quickly. Turns out our dog did just fine and it was us that had anxiety :) Our older had such a great time he seemed disappointed to be leaving her house lol. Great sitter!

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Antonio G.
Doggy Day Care
5.0 out of 5 stars

Su was very responsive and provided great care to Delilah. He sent several pictures to keep us updated. Delilah was well taken care of and we would definitely use Su again to look after her.

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Daniel S.
Doggy Day Care
5.0 out of 5 stars

Laurel is amazing! So flexible with timing and so great with my golden retriever. We’ve gone to her multiple times and have never had any issues. Highly recommend !

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Aki I.
Doggy Day Care
5.0 out of 5 stars

Jie and her son Ethan were amazing! Snoopy loved both of them and enjoyed going there. He met them once for the meet and greet, and when we went back to leave him there, he ran to the house and ran right in. He made himself at home. When we came to pick him up, he was very happy and well taken care of!

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JUAN O.
Doggy Day Care
5.0 out of 5 stars

Kaitlyn was great with our dog when we needed someone to watch her for a few hours last minute! Would definitely book again, thank you!

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Aruni A.
Doggy Day Care
5.0 out of 5 stars

Jun ho is a phenomenal dog sitter! Petunia was taken care of as though she's family: he made her fresh chicken, beef, and fish to go with her meals when she was struggling with her appetite, took her for long, leisurely walks when the weather permitted, and even gave Petunia a gift from his dog, Boki! She was so happy at pick-up, she tried to guide me back into Jun ho's home to spend more time. Petunia has a torn ACL and Jun ho took gentle care of her. She felt safe away from home which means a lot to a dog parent. I will be booking again, and can't recommend him enough.

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Amy W.
Doggy Day Care
5.0 out of 5 stars

This family is so nice and takes such great care of our pup! He is always excited to waltz into their home whenever I drop him off.

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Natasha K.
Doggy Day Care
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The median cost per day for doggy day care in Chestnut Hill is $50

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Sitters in Chestnut Hill average 4
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 $50 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.

If you’re searching for a Chestnut Hill doggy day care sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 2,780 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, 85% 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 15 years of experience. Sitters offering doggy day care with repeat customers have an average of 4 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 2,780 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, 91% of sitters offer daily exercise, 95% offer medication administration, and 88% 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.