Pet Sitting & Drop In Visits in Chestnut Hill, MA

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

1. Patrick

Dogs, cats are loved and cared for!

Waltham, MA, 02453

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Pat was great! Very responsive and obviously is great with dogs. He sent me pictures during the visits/walks, which was very much appreciated. Will defini... (more)"

Available this weekend
2. Summer

The Bark Side of the Moon Dog Care

Brookline, MA, 02445

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

5 repeat clients

"Summer was super friendly and very accommodating. She gave our girl lots of love and sent us a bunch of pictures while we were gone. She was really flexible ... (more)"

3. Kristin

Eager to help your family

Belmont, MA, 02478

Drop-In Visits, Dog Walking

8 repeat clients

"Kristin was fantastic! She thoughtfully arranged a meet-and-greet with our kitten beforehand, and we were able to show her around the house. Once our cat's s... (more)"

4. Ruby

The Crate Escape: Cats & Dogs

Roxbury, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Ruby's my go-to sitter for my bunny! She seems to have a sixth sense for when my inner worried-bunny-mom is starting to emerge because she always sends pics ... (more)"

5. Dianna

A Lifetime of Dedicated Experience!

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

29 repeat clients

"Dianna was awesome! She looked after our dogs' particular needs, and sent us updates while we were away!! We are looking forward to working with her again. (more)"

6. Michelle

Wagging Tail Pet Services

Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Michelle has always loved animals and has had many different pets through out her life. She's always cared for them and pays attention to their needs. She is... (more)"

7. Janine

Experience and a Passion for Pups

Roslindale, Boston, MA, 02131

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

6 repeat clients

About: I am a 27-year-old teacher working in Dorchester. I enjoy filling my time outside of school working with canines; dog-sitting gigs are a great way ... (more)

8. Jessica

Anytime. Anywhere. Any dog!

Waltham, MA, 02453

Drop-In Visits, Dog Walking

1 repeat client

"Prompt, professional and flexible. Jessica provided great service (and pup companionship) over a holiday weekend! I'll definitely use Jessica in the future ... (more)"

9. Chizoba

Love brings Happiness to all!

Roslindale, Roslindale, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Chizoba was great! I contacted her with little time, almost for the next day and she agreed to meet the same day. She had assertive questions when we met and... (more)"

10. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

19 repeat clients

"Lace helped us with a special training session for our Dog, and she was amazing! Lace knew exactly what to do, and was confident with our dog, which helped h... (more)"

11. Brittani

Animal Lover to the Very Core!

Allston-Brighton, Brighton, MA, 02135

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

"Brittani was a lifesaver helping me take care of Rocky during a blizzard. She came through at the last minute and took great care of him, gave him his medica... (more)"

12. Samantha

Enthusiastic Dog Lover in JP

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

About: I recently graduated with my master's degree and performance certificate from The Boston Conservatory and I currently live in the Jamaica Plain (Fo... (more)

13. Stefania

Mid day walk availability!

Watertown, MA, 02472

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Stefania is experienced and thoughtful -- she took wonderful care of our two (energetic) cats :) We felt at ease while away from home, knowing the kitties we... (more)"

14. Hannah

Songs. Snuggles. Lots of 'em.

Allston-Brighton, Brighton, MA, 02135

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

6 repeat clients

About: Being away from my dog when on vacation was the worst, even though I knew she was fine. I didn't just want her to be fine. I wanted her to be snugg... (more)

15. Liza

Responsible And Loving Dog Care

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Liza was great! She kept me well-informed about my critter and she is very quick to respond to messages. Loved getting pictures of my cat each day! (more)"

16. Abbie

Lover of all dogs and cats!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

14 repeat clients

"As usual, Abbie was awesome with our dog :) she's reliable, prepared (she brought waste bags just in case we didn't have any handy) and communicated everythi... (more)"

17. Lorin

I Pamper your Pet

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

About: Hello, My name is Lorin. I am a young professional who has a passion in caring for animals. I grew up with all sorts of pets and always thought ... (more)

18. Kendall

Dog-loving Cat Dad...Squirrel!!

Allston-Brighton, Allston, MA, 02134

Drop-In Visits, Dog Walking

7 repeat clients

"This was Kendall's second time watching our cats and he is awesome! One of our cats is recovering from an injury and we were able to travel worry-free knowin... (more)"

19. Rebekah

I love caring for people and animal

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, Drop-In Visits, Dog Walking

1 repeat client
No Reviews Yet

About: I know dogs are a member of the family. I'd love to take care of yours when you are in need of placing it in a comfortable home. I had a beloved Po... (more)

20. Claire

Your ticket to carefree!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

About: Besides always having a herd of crazy terriers in my family, I've always loved getting to know the pets of my friends, neighbors and colleagues, wh... (more)

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Learn About Premier

As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Chestnut Hill pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Chestnut Hill, MA who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.