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. Ruby

The Crate Escape: Cats & Dogs

South End, Boston, MA, 02118

House Sitting, Drop-In Visits, Dog Walking

12 repeat clients

"Ruby was wonderful! She spent a lot of time with Salem and sent us plenty of updates. No issues at all. We will definitely book with her again in the future! (more)"

2. Kristin

Eager to help your family

Allston-Brighton, Brighton, MA, 02135

Drop-In Visits, Dog Walking

11 repeat clients

"Kristin did such a great job caring for Jackson! I know this, partly because she kept in touch very often, but also because, though Jackson was thrilled to s... (more)"

Available this weekend
3. Violet

Animal lover, former dog trainer

Allston-Brighton, Brighton, MA, 02135

Drop-In Visits, Dog Walking

3 repeat clients

"We've booked Violet twice now to check in our cat Duffy on extended weekend trips - both times with fairly limited notice. She is very flexible, friendly, an... (more)"

4. Christina

Weekend and evening dog sitter

Mid-Cambridge, Cambridge, MA, 02138

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christina was great! Super responsive and kept us in the loop while we were traveling. We'd definitely book with her again! (more)"

5. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

House Sitting, Drop-In Visits

34 repeat clients

"We had a great experience having Paige cat-sit for us! She was very easy to communicate with throughout our vacation, and very patient given our limited cell... (more)"

6. Jillian

The Dog Whisperer

Allston-Brighton, Boston, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

20 repeat clients

"Overall, Jillian is an amazing sitter. She is incredibly responsive and was great with our pup, Daisy. We will hopefully get her to sit for us again in the f... (more)"

7. Lauren

First class care for your fur baby!

Roslindale, Roslindale, MA, 02131

Drop-In Visits, Dog Walking

2 repeat clients

"Lauren has been a great Drop in visitor for our chocolate lab puppy. She is prompt and reliable and gives our dog a great midday exercise break. We are usi... (more)"

8. Haley

Your pet's best friend

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

5 repeat clients

"Haley used to live close by and often took care of my family's pets, who all adored her! Haley is responsible, trustworthy and great with animals and people ... (more)"

9. Patrick

Dogs, cats are loved and cared for!

Waltham, MA, 02453

House Sitting, Drop-In Visits, Dog Walking

11 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)"

10. Jamie

Dog lover with a flexible schedule!

Cambridgeport, Cambridge, MA, 02139

Drop-In Visits, Dog Walking

"Jamie is awesome!! I would recommend her to anyone and everyone! ? super good with dogs and provides awesome updates and great communication! (more)"

11. Jillian

Animals of all kinds welcome!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

15 repeat clients

"Jillian fed our cat every day for 10 days while we were away. She sent us a text update every day when she visited our apartment, often including a picture o... (more)"

12. Caroline

Outdoorsy, enthusiastic pet lover!

Allston-Brighton, Boston, MA, 02135

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

2 repeat clients

"Caroline is a wonderful drop-in visitor while I was away for 8 days. This was the first time I had someone do drop in visits and care for my animals and she ... (more)"

13. Kelly

Running to Cuddles

Allston-Brighton, Brighton, MA, 02135

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

2 repeat clients

"Kelly took great care of Jack and Rocky! She got Rocky to take his medicine and did a great job with both of them. I came home to very happy and relaxed pets. (more)"

14. Justin

Excited to meet your pup!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Justin is truly one of the kindest souls I've ever met. He has a huge heart, for humans and animals alike, and will take care of your pet the way that any pa... (more)"

15. Chloe

Home full time- animal lover

Allston-Brighton, Boston, MA, 02134

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

2 repeat clients

"Chloe checked in regularly with updates, and gave pills, walks, and meals without problems. We'll ask her to care for our big old dog again. (more)"

16. Melissa

Always Ready for Doggy Kisses

Allston-Brighton, Boston, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"We are happy to write a testimonial for Melissa. She provided overnight care for our Golden Retriever, Blake at our home. Melissa is a loving and responsib... (more)"

17. Holly

Dog-lover living near JP pond!

Jamaica Plain, Jamaica Plain, MA, 02130

Dog Boarding, Drop-In Visits, Doggy Day Care

2 repeat clients

"Holly is the consummate dog sitter. She is the perfect combination of professionalism and care. She is organized and responsive, before, during and after the... (more)"

18. Sandra

Go getter/pet lover :)

chestnut hill, MA, 02467

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Sandra will be a great dog sitter! I know this because, as her friend, she loves animals of any kind and has a particular soft spot for dogs of any kind. She... (more)"

Available this weekend
19. Tess

I'll adventure with your dog!

Allston-Brighton, Boston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Tess was very responsive and easy to communicate with. (more)"

20. Rachel

Aspiring crazy dog lady

Allston-Brighton, Boston, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Rachel was wonderful with our cat, Marcel! We needed someone on fairly short notice, and she was prompt, responsible, and did a great job. She clearly loves ... (more)"

Experience exceptional service and a personalized match

From start to finish, we'll handle all the details for you.

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.