Pet Setting & Drop Ins in Roslindale, Boston

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

1. Danna

Peace of mind for you and your cat

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

13 repeat clients

"Danna was great with our cat Milton! She dropped in a few times while we were out of town and we returned to a happy kitty. Very responsive to messages and t... (more)"

2. Francesca

Loving, Attentive and Fun

South End, Boston, MA, 02118

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

3 repeat clients

About: I'm a great pet sitter because I am a caring and empathetic person. I'll treat your pet like they are my very own--they're family! You and your dog... (more)

3. Dianna

A Lifetime of Dedicated Experience!

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

31 repeat clients

"Dianna was incredibly helpful when me and my little senior dog were in a pinch. I contacted her just a few days before I left on a trip for New Year's Eve, a... (more)"

4. 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)

5. Violet

Animal lover, former dog trainer

Allston-Brighton, Brighton, MA, 02135

Dog Boarding, 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)"

6. Claire

Energetic and Responsible Dog Lover

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

"Claire was an absolutely delightful sitter for our cat while we were away! She was warm and friendly and gave our kitty the love she needed! Claire was also ... (more)"

7. Chizoba

Love brings Happiness to all!

Roslindale, Roslindale, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

9 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)"

8. 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)"

9. 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)

10. Angela

Creative Professional Dog Walker

Roxbury, Boston, MA, 02130

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

1 repeat client

"Angela is wonderful with dogs! She gives all dogs the same love and care that she gives her own dog, which I really appreciate. She is very patient and does ... (more)"

Available this weekend
11. Kristina

The Fast & the Furriest Pet Care

Brookline, MA, 02445

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

"Kristina is amazingly knowledgeable about all kinds of animals. She has such in depth experience with than dogs than most people our age have. I highly recom... (more)"

12. Simone

Looking to love your dog!

Dedham, MA, 02026

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Simone came through for us again! Highly recommended! (more)"

13. 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)"

14. Ambar

Always home-Big Yard-Animal lover

Hyde Park, Hyde Park, MA, 02136

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

About: Hello to all! My name is Ambar and I'm 18 years old. I've had my Chihuahua Mickey for 10 years and I've loved animals ever since I was in my mothe... (more)

15. Rachel

Aspiring crazy dog lady

Roslindale, Boston, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

About: I grew up in a house with multiple big dogs, and a neighborhood with lots of types of dogs. I dog sat a lot for my neighbors growing up, so I've ha... (more)

16. Karen

Homey Playful House with FUN SITTER

Roslindale, Roslindale, MA, 02131

Drop-In Visits, Doggy Day Care, Dog Walking

About: WHY SHOULD YOU LOVE ME? Because I love my Pomeranian just like I love my kids! I make sure our little friends is good at all times, well fed, an... (more)

17. Emma

Attentive Med Student Dog Walker

Roslindale, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

"Emma was patient and kind to my older guy. Will use her again! (more)"

18. Wynndee

I'm Here For Your Pet

Roxbury, Boston, MA, 02121

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Wynndee is one of the most kind humans that I know. She is reliable, reasonable, and responsible. As a very creative person, I am positive that Wynndee will ... (more)"

19. Lauren

Grad student, dog owner, dog lover

Roslindale, Roslindale , MA, 02131

Drop-In Visits, Dog Walking

"I have known Lauren her entire life and can tell you that she is very responsible, trustworthy and caring! She takes great care of her own dog! I would highl... (more)"

20. Raven

Dog Sitter to the Rescue

Jamaica Plain, Jamaica Plain, MA, 02130

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

1 repeat client

"Raven was fabulous! She did drop in visits for our cat, Shady while we were gone. I could tell Shady would be in good hands when we met Raven and was reall... (more)"

Experience exceptional service and a personalized match

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

Learn About Premier

In Roslindale, Boston, MA, dog lovers trust Rover.com for their pet sitting needs. Over 23 pet owners have reviewed pet sitters in Roslindale, Boston, giving them an average rating of 5.0/5 stars. Booking pet sitting in Roslindale can be incredibly affordable, no matter what price range you're looking for. Curious about what it might cost to book pet sitting in Boston on Rover? Check out our average pet sitting rates to get an idea before reaching out and beginning a conversation with a sitter.

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 Roslindale 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 Roslindale, Boston 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.

A Daily Treat: A Blog by Rover

Rover's got you covered, even when you don't need a dog sitter. Check out our blog for pictures of adorable dogs, help on your biggest dog-related questions, and more:

Book a Stay, Donate to a Cause

Sit a Dog, Save a Life lets you raise money for local dogs-in-need by doing something you do already: asking your neighbors to watch your dog instead of leaving them in a kennel. Many Rover sitters in Roslindale, Boston donate a percentage of their earnings to nonprofits through Sit a Dog, Save a Life. When you book with a sitter who has the Rover Donation Badge on their profile, you're helping dogs in need, right here in Boston.

We're proud to support over 200 organizations across the nation, including: