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. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

Drop-In Visits, Dog Walking

6 repeat clients

"Just Excellent!! Highly recommend. (more)"

2. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

13 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)"

3. Casey

Your dog's newest best friend!

Allston-Brighton, Brighton, MA, 02135

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

2 repeat clients

About: Since moving to Boston from a farm in rural Oregon, I have been living a dog-less life, and I cannot bear it anymore. I am thrilled to once again b... (more)

4. Abbie

Lover of all dogs and cats!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

9 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)"

5. Samantha

Enthusiastic Dog Lover in JP

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

6 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)

6. 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)

7. Peter

I care for your pet like my own!

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Wow!! Peter exceeded my expectations for what a drop-in visit should be! Not only did he feed and walk my dog, but he also tidied up a bit so I came back to ... (more)"

8. 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)"

9. Lauren

Reliable & responsible pet lover!

Roxbury, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Lauren helped us with a special training session for our dog, and she was great! Her confidence helped put our dog at ease, and helped her learn quickly. (more)"

10. Lauren

Grad student, dog owner, dog lover

Roslindale, Roslindale , MA, 02131

Dog Boarding, Drop-In Visits, Dog Walking

"Whenever Lauren B dogsat for me, she was super positive and did really well with my dog. I would definitely want her to watch my dog again! (more)"

11. Kendall

Dog-loving Cat Dad...Squirrel!!

Allston-Brighton, Allston, MA, 02134

Drop-In Visits, Dog Walking

3 repeat clients

"We knew our cats were in great hands with Kendall, and he sent us awesome updates everyday. I wouldn't hesitate to book with him again! He was very responsiv... (more)"

12. Bren

Always put your best PAW forward!

Jamaica Plain, Roxbury , MA, 02120

House Sitting, Drop-In Visits

5 repeat clients

"Amazing!! This is the second time I've hired Bren, and she continually impresses me with her diligence. She did drop in visits with my cat for 8 days while I... (more)"

13. 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)"

14. Kenzie

MSPCA Employee/Animal Science Grad

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Kenzie is an animal lover and has experience taking care of the dogs of others while they are away. The animals are her priority and she has a degree in anim... (more)"

15. Cristina

College grad caring for all dogs!

Jamaica Plain, Jamaica Plain, MA, 02130

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

2 repeat clients

"Cristina has cared for my dog (adult female dachshund) on multiple occasions when I've gone on weekend or business trips. She is very trustworthy, there have... (more)"

16. Lauren

MSPCA-Trained Dog Lover!

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

About: I have pet sat for the last fifteen years and have a wide range of experience with dogs, including puppies as young as three months. I have also al... (more)

17. Helene

Your dog will feel at home!

West Roxbury, West Roxbury, MA, 02132

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

3 repeat clients

"Helene was great. We really appreciated the updates with pictures. We will use her again and recommend her highly. (more)"

18. Christine

Friendly and loveable dog sitter

Jamaica Plain, Jamaica Plains, MA, 02130

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

"Christine has been a good friend of mine for 4 years. She has helped me care for pets on a number of occasions, and has demonstrated her responsibility time ... (more)"

19. Charles

Dogs love me! :D

Roslindale, Roslindale, MA, 02131

Drop-In Visits, Doggy Day Care, Dog Walking

"Fantastic pet owner with a great attitude and approach to working with animals. A relaxed individual who puts pets at ease. In addition to nurturing a wonder... (more)"

20. Moises

Energetic, caring, attentive, funny

Mattapan, Boston, MA, 02126

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

About: Hi fellow dog lovers, my name is Moises O. I'm 19 and in school doing an animal behavior program and working. The reason you should choose me over ... (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: