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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Kristin

Eager to help your family

Belmont, MA, 02478

Drop-In Visits, Dog Walking

3 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)"

2. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

21 repeat clients

"Paige was absolutely amazing! She always kept us updated with photos and texts with how our lil man was doing while we were out of town! We came home to a ve... (more)"

3. Abbie

Lover of all dogs and cats!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Abbie beagle-sat for us while we were out for a long night and couldn't make it home after work. The dogs were relaxed & happy when we came home, and are spe... (more)"

4. Deanna

Warm & welcoming home for your pup!

Allston-Brighton, Brighton, MA, 02135

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

2 repeat clients

About: Ever since I was young, I have had the pleasure and responsibility of caring for animals of all shapes and sizes! I have cared for multiple differe... (more)

5. Briana

Animal adoring Bostonian!

Roslindale, Jamaica Plain, MA, 02130

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

7 repeat clients

"Brianna was awesome with Tucker and Rocket! We loved getting her pictures and it was great to know our pups could be comfortable while we were out for the ni... (more)"

6. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

9 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)"

7. Hannah

Songs. Snuggles. Lots of 'em.

Allston-Brighton, Brighton, MA, 02135

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

3 repeat clients

"Hannah has watched our dog Trapper John on many occasions, including when we were our of the country for several weeks. Not only did she provide him with lot... (more)"

8. Carey

Animal loving college student

Jamaica Plain, Boston, MA, 02120

Drop-In Visits, Dog Walking

2 repeat clients

"Carey was a lifesaver for me on short notice! It is hard to trust a stranger with your pups, but I was I needed her in a pinch after other plans fell throug... (more)"

Confirmed Holiday Availability
9. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"I will first address Julie's character. She is intelligent, responsible, sensitive, gentle and caring. She is well educated. Based on these attributes she is... (more)"

10. Audrey

On a Journey to Being A Dog Mom

Allston-Brighton, Boston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

8 repeat clients

"Wonderful sitter for our cat while we were gone on vacation. (more)"

11. Kate

Outgoing College-Grad Park Lover

BROOKLINE, MA, 02445

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

4 repeat clients

"Kate was a lovely person to meet, and a responsible helpful dog-sitter while I was away! I would absolutely contact Kate again. She was timely and responsibl... (more)"

12. MISHA

Works From Home/Free Thanksgiving

Allston-Brighton, Brighton, MA, 02135

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

1 repeat client

"I've known Misha for over 15 years. In that time, she has proven to be a conscientious, responsible and positive young person. She has sat for my dogs and ho... (more)"

Confirmed Holiday Availability
13. Chase

Certified Professional Dog Trainer

Allston-Brighton, Boston , MA, 02134

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"I am writing this to thank you for the caring & professionalism you conveyed while taking care of my two dogs while I was absent.  After many phone calls & i... (more)"

14. Diana

I love dogs!!!

Roslindale, roslindale, MA, 02131

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

1 repeat client

"Diana is an awesome young lady who is in college and doing Rover to help pay the bills. 100% sure I would use her again. (more)"

Confirmed Holiday Availability
15. Shara

Responsable, dependable, pet sitter

Newton, MA, 02458

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

4 repeat clients

"Shara is an awesome dog sitter, she really cares for the dog and tries her best. Cassia seems to be bonding with her which makes the whole experience so much... (more)"

16. Brianna

Need a Reliable, Caring Pet Pal?

Allston-Brighton, Allston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

"Brianna is a lover of all animals. She is always attentive to my energetic dog and older cat making sure to greet them first when she arrives at our house. S... (more)"

17. Jorge

Super fun getaway for pups!

Allston-Brighton, Brighton, MA, 02135

Drop-In Visits

2 repeat clients

About: My girlfriend and I live in an apartment in Brighton by Cleveland Circle. We are both animal lovers and have had animals for as long as we can reme... (more)

Confirmed Holiday Availability
18. Stephanie

Responsible and fun animal-lover!

West Roxbury, West Roxbury, MA, 02132

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"The dogs were so happy to see Stephanie! She has been reliable and great with the dogs. I'll definitely have her take my dogs out again! (more)"

19. Russell

Classical Musician and a Dog Lover

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Russell was so easy to talk to and was a pleasure to work with. My pup Gordo wss very well taken care of and seemed really happy when I came home after Russe... (more)"

20. Brianna

dependable, responsible pet sitter

Newton, MA, 02458

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

14 repeat clients

"Brianna was excellent! She was very responsive to my request and texts and was very flexible about meeting with us. She was awesome with Bridget and kept us... (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.