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 pet

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

10 repeat clients

"Danna was easy to communicate with, quick to respond, and she was great with our cat, Lou! Sent photos and videos. She also was really flexible when we had a... (more)"

2. Chizoba

Love brings Happiness to all!

Roslindale, Roslindale, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

6 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)"

3. Dianna

A Lifetime of Dedicated Experience!

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

28 repeat clients

About: Most of my in home clients are in Cambridge, Brighton, Allston and Boston. Please do not hesitate to contact me if you're located in this area and ... (more)

4. Lace

Reliable Sitter 4 Quirky Critters

Roslindale, Roslindale, MA, 02131

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

17 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)"

Available this weekend
5. Summer

Going the extra mile for every pup

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

2 repeat clients

"Summer was a great caretaker for our very energetic Australian Shepherd. We hope to connect with her again in the future. (more)"

6. Samantha

Enthusiastic Dog Lover in JP

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

7 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)

7. Liza

Responsible And Loving Dog Care

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"You couldn't ask for a kinder or more responsible dog sitter than Liza. Liza grew up in a family with various dogs, ferrets, hamsters and rats as pets and le... (more)"

8. Ashley

Grad student with the love of dogs!

Roslindale, Jamaica Plain, MA, 02130

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

1 repeat client

"Ashley was great with our pup and super flexible with a last-minute schedule change. She also sent detailed notes which helped with peace of mind. (more)"

9. Ruby

The Crate Escape: Cats & Dogs

Roxbury, Boston , MA, 02118

House Sitting, Drop-In Visits, Dog Walking

"Ruby has always supported my cat, Romeo, while I have been away and out of town. She feeds him consistently, checks and cleans his litter box, and spends tim... (more)"

10. 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)"

11. 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)"

12. Lauren

Grad student, dog owner, dog lover

Roslindale, Roslindale , MA, 02131

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)"

13. Jeremiah

I am a patient and caring dog lover

Roslindale, Roslindale , MA, 02131

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jeremiah was a great sitter! Ollie had such a great day with him and his dog Paco. They went to the park and ran around, and I got plenty of photo updates th... (more)"

14. Jillian

Student and very excited about dogs

Fenway-Kenmore, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jillian watched my dog Peaches (a corgi) for a week when I was visiting family a couple states over. She was reliable, dependable, and gave me daily updates ... (more)"

15. Janine

Experience and a Passion for Pups

Roslindale, Boston, MA, 02131

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

3 repeat clients

"I would absolutely recommend Janine to watch a dog of any breed, age, or temperament. There is no better proof of that than my dog, Wade, a 135 lb Bernese Mo... (more)"

16. Peter

I care for your pet like my own!

Jamaica Plain, Boston, MA, 02130

Drop-In Visits, Dog Walking

11 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)"

17. Heather

Loving and responsible animal care

Roslindale, Jamaica Plain, MA, 02130

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

2 repeat clients

"Heather was great with Jake and Bonya! Jake can be a handful, especially when we go out of town but Heather was great with him. We came home to 2 happy dog... (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. Luis

I'm a"Paws"itvely Excited DogLover!

Jamaica Plain, Jamaica Plain, MA, 02130

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

3 repeat clients

"Luis and his wife have been amazing when taking care of Watson (border collie). Since the meet n greet I notice that they were very nice and keen to be aro... (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)

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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: