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.

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

Peace of mind for you and your pet

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

8 repeat clients

"Danna took care of our cat Ralph during a weekend trip away. She was great! Ralph immediately took a liking to her (he is normally shy with strangers). Wh... (more)"

2. 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)

3. 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)"

4. 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)"

5. 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)"

6. Bren

All you need is love and a dog!

Jamaica Plain, Boston, MA, 02120

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

5 repeat clients

"Bren was excellent! Giada(my cat) clearly loved her very much which is what I need in a cat sitter. I have already rebooked with her and I will continue to r... (more)"

7. 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)"

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

3 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. 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)"

11. 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)"

12. Alice

i love your pup!

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Alice is great! I booked her to drop in for multiple days while I went away for the weekend. I have 2, 11-year old toy poodles and they love her! She appropr... (more)"

Confirmed Holiday Availability
13. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Julie is a reliable, responsible and caring person. She's wonderful with our dog, taking him for walks and attentive to his needs. We trust and recommend he... (more)"

14. Liza

Responsible And Loving Dog Care

Jamaica Plain, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

"Liza is a very dependable worker who really cares about your pet. She is very loving and willing to put in the extra work for any special needs your pets ma... (more)"

15. Michelle

A Dog Is A Girls Best Friend

Fenway-Kenmore, Boston, MA, 01803

House Sitting, Drop-In Visits, Dog Walking

"Michelle and I were roommates for many years, during which time we had several dogs and cats come to stay with us. Michelle is a very reliable and trustwort... (more)"

16. 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)"

Confirmed New Years Availability
17. 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)"

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)"

Confirmed Holiday Availability
19. Peter

I care for your pet like my own!

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"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)"

20. Lhanzi

Adventurous, Adaptable, Dedicated

Roxbury, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Lhanzi is an animal lover who will care for any dog in a very responsible manner. Additionally, her easy going nature will make her the ideal person to look ... (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: