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Doggy Day Care in Chestnut Hill, MA

Drop off your dog at your sitter's home in the morning, and pick them up in the evening.

Tip: Contact sitters now to confirm availability.
1. Tori

RN &dog lover seeks to pamper pups!

East Cambridge, Cambridge, MA, 02141

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Tori was very easy to get in contact with, very quick to respond, and took great care of Thomas while I was at work. Thomas is typically anxious without peop... (more)"

2. Taina

Home full time!

Jamaica Plain, Boston, MA, 02120

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Taina took care of my dog Harlie who was recovering from surgery. She did an awesome job. Thank you. (more)"

3. Kaelin

Ready to take care of any dog

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kaelin was very professional, kind and caring. She took great care of our little Maltese who is not used to staying with strangers. I highly recommend her yo... (more)"

4. Laura

Home most of the time

West Cambridge, Cambridge, MA, 02138

Dog Boarding, Doggy Day Care

"Laura was super accommodating and thoughtful around what would be best for Henry, and he had a wonderful day with her and Yankey! We will definitely be book... (more)"

Confirmed 4th of July Availability
5. STEFAN

Like your home .

BELMONT, MA, 02478

Dog Boarding, Doggy Day Care

"Exceptional service. I call this our dog’s “home away from home”. Stefan and his family took her in for dog day care when she was in heat, responsibly turnin... (more)"

6. Liahna

I’ll love your dog as my own!

Jamaica Plain, Boston, MA, 02115

Dog Boarding, Doggy Day Care, Dog Walking

"Liahna is a caring, responsible former dog 'parent'. She loved and cared for her own dog for more than 12 years. She played with her, made sure she had her... (more)"

7. Kniaya

huge dog person and home full time

Mid-Cambridge, Cambridge, MA, 02139

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Great with Balto, she was very kind and always looking to provide a fun time for him and keeping him safe (more)"

8. Annick

I'll go running with your dog

Riverside, Cambridge, MA, 02138

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"My dog Louise stayed with Annick for the day and appeared to have a truly wonderful time! I picked up a happy, well taken care of pup who went right to slee... (more)"

9. Brenna

I'll match your dog's energy level!

Mid-Cambridge, Cambridge, MA, 02139

House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Our dog is so excited to see Brenna because she knows that Brenna takes good care of her. Brenna's watched our dog for weekends and takes her for long walks,... (more)"

Confirmed 4th of July Availability
10. Michael

The Canine Guru

Allston-Brighton, Allston, MA, 02134

Dog Boarding, Doggy Day Care

"We were so worried chewie would not like doggy day care. Well Michael was so awesome with any questions we had. And sent us pictures. He was so tired when he... (more)"

11. Katherine

will hike, go to the beach or park!

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Katherine is flexible, great to work with, and our dog loves her. He is always tired out from a fun day with her and is reluctant to leave her after doggy da... (more)"

12. Elle

Active and flexible, with a car!

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Elle is fabulous! Brutus had a great time with Elle and Koda. She was so flexible and understanding, even came and picked brutus up and dropped him off. I go... (more)"

Confirmed 4th of July Availability
13. Ali

The Canine Psychic

Allston-Brighton, Allston, MA, 02134

Dog Boarding, Doggy Day Care

"Ali was great! She watched our puppy when we were at the Sox game. It was easy and the puppy was tired at the end of her stay! Was a great experience. (more)"

Confirmed 4th of July Availability
14. Anna

Responsible and Caring Dog-sitter

Allston-Brighton, Allston, MA, 02134

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Anna is a fantastic dog sitter! She got along swimmingly with my dog Duke. He’s always excited to see Anna and they both seem to have a great time together. (more)"

15. Sherry

Come Join Our Pack

Newton, MA, 02459

Dog Boarding, Doggy Day Care

"We've been with Sherry for many years. She helps us take care of our dog Shaggy. Whenever we're away, Shaggy stays with Sherry, and we can rest assured he's ... (more)"

Confirmed 4th of July Availability
16. Kristian

Home full time to hug your doggo!

Allston-Brighton, Boston, MA, 02215

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care

"Mike has watched my Frenchie on numerous occasions and has always cared for him very well. I would highly recommend Mike to any dog owner who is looking for ... (more)"

Confirmed 4th of July Availability
17. Reggie

Full-time homebody with a yard!

Allston-Brighton, boston, MA, 02134

Dog Boarding, Doggy Day Care

"My girl can be a handful. She’s a two- year old, 90-pound American Staffordshire Terrier (aka pitbull). Reggie did great with her and she with him! (more)"

18. Rebecca

I would love to run with your dog!

Brookline, MA, 02446

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

About: I have always loved dogs I have been dog sitting and dog walking since I was about 11 years old. I have experience dog sitting in others homes, my ... (more)

19. Kevin

Home full time- devoted care-giver.

Allston-Brighton, Allston, MA, 02134

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Kevin has been a valuable part of my dog's upbringing - punctual, reliable, and always willing to help out on short notice. Jasper is a handful on the best o... (more)"

20. Christina

Loving Care When You're Not There

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, House Sitting, Doggy Day Care

"Christina did a great job watching my dog, Ella!! She made sure to exercise Ella lots so that she was always happy and tired when I picked her up! :) (more)"


With Rover, you can find a trustworthy, loving pet sitter to take care of your dog while you're at work or have a day full or errands. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of the more 40,000 sitters who've listed their services on Rover. That way, you're sure to find a doggy day care who's right for your needs. We're proud that 95% of our sitters have 100% 5-star reviews, and we think your dog will love them too. Search for a sitter who offers doggy day care, schedule a Meet & Greet, and book the stay if it seems like a good fit. No matter how often you need day care, you're sure to find a sitter who will treat your dog like family.

All stays booked on Rover receive our Rover guarantee, 24/7 support, and our reservation protection.

How it works

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1) Browse Sitters

We make it easy to find affordable & reliable sitters near you.

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2) Contact Sitters

Chat about your dog and your specific needs. Even meet in person before booking if you really want to.

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3) Book & pay

Our platform makes it easy and secure. No cash necessary.

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4) Enjoy your trip

Drop off your dog without feeling guilty. Relax with regular photo updates from your sitter.