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.

Confirmed New Years Availability
1. Colleen

Experienced, Responsible Dogsitter

Somerville, MA, 02143

House Sitting, Drop-In Visits, Dog Walking

17 repeat clients

"I have had Colleen petsit over two weekends thus far & she has been great! She was communicative, proactive in sharing any concerns, sent text updates, was r... (more)"

2. Kelly

Running to Cuddles

Allston-Brighton, Brighton, MA, 02135

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

3 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)"

3. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

House Sitting, Drop-In Visits

34 repeat clients

"Paige has taken care of my dog at least 5 times and has done a great job. She either house-sits or does drop-in visits. My place has been clean and my dog ... (more)"

Confirmed Holiday Availability
4. Abril

I'm a cat lady who loves dogs!

Allston-Brighton, Boston, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"I know Abril for many years and she is the most loving, dedicated animal lover. She is highly responsible and always looking help! Abril has looked after ... (more)"

5. Sarah

Dog-Loving, Hard-Working

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known Sarah for 4 years and she is one of the most caring, personable and hard working people I know. She is great with dogs and will treat your pup a... (more)"

Confirmed Christmas Availability
6. Katie

I will love your dog as my own

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Katie was great! So professional and has a true love for animals. I felt very comfortable having her watch my kitty. (more)"

7. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

24 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)"

8. Haley

Your pet's best friend

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Haley takes great care of Onyx. He had recently gotten neutered and I wanted to make sure he was ok during the day. So great to have someone there. She's sup... (more)"

9. Kendall

Dog-loving Cat Dad...Squirrel!!

Allston-Brighton, Allston, MA, 02134

Drop-In Visits, Dog Walking

9 repeat clients

"Kendall is fantastic! He sends tons of great pictures and takes great care of my cat. Best of all, my cat really loves him and he's not as angry when I retur... (more)"

10. Jillian

The Dog Whisperer

Allston-Brighton, Boston, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

26 repeat clients

"Jillian did a great job taking care of our two cats. She was very thoughtful, caring, and competent. She sent lots of pictures and responded quickly to messa... (more)"

11. Rachel

College student and dog lover!!

Allston-Brighton, Boston, MA, 02134

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

"I’ve known Rachel her whole life and she is a great dog lover! She has her own dog Zella and has always shown lots of care and compassion to the dogs she meets. (more)"

12. Monica

Spoil them with play and attention!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"Monica is amazing! She treats Dakota like he is a rock star! I won't let just anyone watch my boy- Monica is loving and attentive with him and I know that he... (more)"

13. Shannon

I'll walk or jog your pup!

Allston-Brighton, Brighton, MA, 02135

Drop-In Visits, Dog Walking

"Shannon is a complete dog lover. She has always grown had a dog around growing up. But now for the first time in her life she doesn't have a dog waiting for ... (more)"

14. Anne

I'll send you lots of pictures :)

Allston-Brighton, Boston, MA, 02134

Dog Boarding, Drop-In Visits, Dog Walking

"Anne has taken care of our 5 dogs and 1 cat numerous times, and is always very attentive and compassionate. She has experience taking care of them even when ... (more)"

15. Nicole

Active, dog-loving grad student!

Allston-Brighton, Allston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

"Nicole is an amazing person to animals and humans alike. Whenever I have to go out of town, she will go above and beyond to take care of my dog, Mr. Dude. H... (more)"

16. Kat

BU student who just loves pups! <3

Allston-Brighton, Brighton, MA, 02135

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

1 repeat client

About: Hi! I'm Kat. I am a 21 year old biologist, and I study at BU. I'm originally from New Hampshire, but moved here for school. I moved into a pet-frie... (more)

Confirmed New Years Availability
17. Sara

Caring, Responsible Dog Lover!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

"I have known Sara for 17 years. As her next door neighbor, I watched her grow from a sweet little girl to a kind, responsible, hard-working young lady. She w... (more)"

18. Dani

Absolutely love all animals!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Dani was great with our dogs and cats! We have 2 cats and 2 medium sized dogs. She brought the dogs on walks and made sure to follow our strict feeding sched... (more)"

19. Dina

Let Dina hang out with your dog!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Dina is tremendously responsible and caring with the pets. She left a little note of when she came by and gave me an update. I will definitely hire her again... (more)"

20. Kara-Jane

Reliable&Experienced Grad Student!

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, Drop-In Visits, Dog Walking

13 repeat clients

"Kara-Jane was an amazing caretaker for my 5 year old dog Coby. She has experience with obedience training and was very understanding of his behavioral needs.... (more)"


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.