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.

1. Candice

Love to teach old dogs new tricks

Somerville, MA, 02144

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

18 repeat clients

"Candice understands dogs better than anyone. Pepe was initially very timid and scared to stay with Candice because there were larger dogs also staying at her... (more)"

2. Ada

We'll make fetch happen!

East Cambridge, Cambridge, MA, 02142

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

15 repeat clients

"Ada was wonderful! We needed some last-minute doggy day care for our dog, and Ada was quick to respond and very accommodating in terms of pick-up drop off. S... (more)"

Confirmed Holiday Availability
3. John

Woof Woof, Dogs come first!!

Allston-Brighton, Brighton, MA, 02170

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

7 repeat clients

"John was easy to coordinate with, and he was great about sending lots of photos and videos. Chloe was exhausted at the end of each day because of the constan... (more)"

4. David

Dog Lovers with Fenced In Yard

Riverside, Cambridge, MA, 02139

Dog Boarding, Doggy Day Care

1 repeat client

"My dog had a lovely time. Large yard. David was quick to respond and flexible with my timing. He gave my pup peanut butter...what more could you ask for. ... (more)"

Confirmed Holiday Availability
5. Michael

The Canine Guru

Allston-Brighton, Allston, MA, 02134

Dog Boarding, Doggy Day Care

54 repeat clients

"Mike clearly loves dogs and took great care of mine for the day! He was super flexible about drop off and pick up times and sent plenty of pics and updates d... (more)"

6. Zagny

I cannot help but love your dog :)

Cambridgeport, Cambridge, MA, 02139

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

2 repeat clients

"Zagny is awesome. She was extremely accommodating with our dog who had surgery recently. She was also flexible with our schedule. We highly recommend her and... (more)"

7. Jamie

Dog lover extrordinaire

Roxbury, Boston , MA, 02130

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

6 repeat clients

"Jamie was great. She's very friendly and responds quickly to all communications. My dog Luke seemed right at home from the moment he walked in the door. He d... (more)"

8. Alexandra

Home full time!

Brookline, MA, 02446

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

3 repeat clients

"I would give Alexandra 12 stars if I could. She has taken care of Homer twice in two days. Yesterday, I was cutting it very close to make it to work on tim... (more)"

Confirmed Christmas Availability
9. Marissa

dog loving student with free time!!

Fenway-Kenmore, Boston, MA, 02115

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

1 repeat client
No Reviews Yet

About: I have a thirteen year old yellow Labrador retriever back in New Hampshire, I have helped care for her her entire life. I have a pet friendly apart... (more)

10. Rachel

Friendly + Active Dogsitter!

Jamaica Plain, Jamaica Plain, MA, 02130

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

13 repeat clients

"Rachel did doggy daycare for our dog and my parents' dog while he was staying with us when my parents were out of town. The dogs didn't know each other well,... (more)"

11. Nick

Home full-time. Hiking & long walks

Roxbury, Roxbury, MA, 02119

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

"Took great care of my puppy! Will definitely be back next time I need a dog sitter. (more)"

12. Riley

Number One Dog Lover!

Roxbury, Jamaica Plain, MA, 02130

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

1 repeat client

"Riley is so great with my dog. He is always so excited to go to her place and always comes home tired from his time with her. I’ve had nothing but great expe... (more)"

Confirmed Holiday Availability
13. Maria

Open Schedule + Loves Walks

Watertown, MA, 02472

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

13 repeat clients

"Sammy had another great visit! He was so happy when I picked him up and kept trying to go back inside to keep playing when it was time to go home. Thank you ... (more)"

14. 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)

15. Rachel

A loving companion for your dog.

Jamaica Plain, Jamaica Plain, MA, 02130

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

48 repeat clients

"Rachel was great with our pups, and handled our high strung Weimaraner very well. We needed somewhere for the dogs to stay on the day movers were moving our... (more)"

16. Brittany

Energetic - flexible schedule

Allston-Brighton, Brighton, MA, 02135

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

7 repeat clients

"Brittany was great! My dog Luke greeted her like a long lost best friend.They had a fine time together and she updated me with a progress report part way thr... (more)"

Confirmed Holiday Availability
17. Caleb

I'll run with your dog

Allston-Brighton, Allston, MA, 02134

Drop-In Visits, Doggy Day Care, Dog Walking

1 repeat client
No Reviews Yet

About: I have a very flexible schedule as a recent graduate and young entrepreneur. I'm active and can run with your dog, and have owned dogs my whole lif... (more)

Confirmed New Years Availability
18. Sara

Very Active-Outdoors-Dog Lover

Allston-Brighton, Allston, MA, 02134

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

1 repeat client

"Sara is the best! She really goes above and beyond for both you and your pup. She clearly loves dogs and my (more)"

19. Christina

Loving Care When You're Not There

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, House Sitting, Doggy Day Care

4 repeat clients

"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)"

20. Kari

Reliable Pup Loving Student

Allston-Brighton, Allston, MA, 02134

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

3 repeat clients

"Kari is a wonderful dog sitter. She is a natural. She is so patient and kind and at ease with all dogs. I never worry when she dog sits for us. She is always... (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.