Pet Sitting & 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.

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1. Tristen Verified Background Check

**Drop-in Visits Only!**

Dedham, MA, 02026

Drop-In Visits, Dog Walking

"Tristen was great! She came over to meet me and my pup before we booked her. She asked a lot of questions and I felt very confident that I could trust that s... (more)"

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2. Danna Verified Background CheckRover 101

Peace of mind for you and your cat

Jamaica Plain, MA, 02467

Drop-In Visits

"Danna was professional, prompt, and communicative. It felt great to know my cat was cared for all week long by someone who really loves animals and enjoyed s... (more)"

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3. Weili Verified Enhanced Background Check

A loving friend of your pets!

Brookline, MA, 02446

Drop-In Visits, Dog Walking

"Weili is wonderful! Super responsible, always prompt, very warm and took fantastic care of our 2 medium to large sized pups. Her reports were thorough and sh... (more)"

4. Angela Verified Enhanced Background Check

Huge animal lover&belly rub giver

Jamaica Plain, Boston, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Angela is obsessed with dogs! Currently she has a cat, but when we used to live together she took care of my beagle and our roommates pit bull. She is so kin... (more)"

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5. Jennifer Verified Background Check

Animal lover—tons of experience!

Roslindale, Jamaica Plain, MA, 02130

Dog Boarding, Drop-In Visits

"I, and my cats, loved Jennifer! She was very pleasant and friendly, putting me and the cats at ease when we first met. While I was gone, she was very attenti... (more)"

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6. Connie Verified Background CheckRover 101

Furbabies are Family!

Chestnut Hill, MA, 02467

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

"Connie was very thorough and really seemed to care about my cats. She is also very responsible and keeps you informed about the details of her visits, includ... (more)"

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7. Gabi Verified Background Check

Accept & Care for All Furry Pals

North Dorchester, Boston, MA, 02125

House Sitting, Drop-In Visits, Dog Walking

"Gabi was super communicative and let me how the day visits went. She sent photos which I appreciated a lot. She’s amazing and a person I trust with my pups. (more)"

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8. Dennise Verified Background CheckRover 101

Experienced, Professional Pet Care!

Roslindale, Roslindale, MA, 02131

Drop-In Visits, Dog Walking

"Dennise watched our two cats for a week while we were on vacation. She stopped in every day to feed and play with them and sent updates about each visit. The... (more)"

Confirmed availability
This weekend
9. Nancy Verified Background Check

Available on most weekends!

South Dorchester, Boston, MA, 02124

House Sitting, Drop-In Visits, Dog Walking

"Nancy is the best! She took care of our two cats while we were away for the weekend and they loved her! She sent pictures and updates each day and was so del... (more)"

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10. Caitlin Verified Background Check

You’re barking up the right tree.

Chestnut Hill, MA, 02467

Drop-In Visits, Dog Walking

"Caitlin was wonderful to work with and I knew my cats were in good hands right away. Given I had just moved to a new place, she made it a point to spend extr... (more)"

11. Joseph Verified Background CheckRover 101

Runs with Dogs

South Dorchester, Dorchester, MA, 02124

House Sitting, Drop-In Visits, Dog Walking

"Joey continues to do a fantastic job looking after my baby boy! He is constantly prompt, thorough, and most importantly always includes details and photos so... (more)"

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12. Chelsea Verified Enhanced Background CheckRover 101

Full Time Dog Sitter in JP!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Chelsea was fantastic with checking in on Cooper while we were on vacation. At our meet and greet, Cooper liked her immediately and was looking to go with he... (more)"

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13. Megan Verified Background Check

I love long walks in the park

Jamaica Plain, Jamaica Plain, MA, 02130

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

"Megan took very good care of our dog Kaya. We hope to have her come back for future drop-in visits on the weekend. We really appreciated the detailed comment... (more)"

Confirmed availability
Christmas and New Year
14. Tams Verified Enhanced Background Check

Feline or Canine, I'm here for them

Roslindale, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

"Taams was my go-to cat sitter for several years until I moved out of state, and I deeply miss the compassionate care and peace of mind that comes along with ... (more)"

Confirmed availability
Christmas and New Year
15. Paula Verified Background Check

Friendly, Caring and Loving Family

West Roxbury, WEST ROXBURY, MA, 02132

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

"Some people are just dog people, and this definitely describes Paula. We have two small dogs who do not warm up easily to new people, but Paula is always abl... (more)"

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16. Cynthia Verified Background Check

Dog lover nursing student

Roslindale, ROSLINDALE, MA, 02131

Dog Boarding, Drop-In Visits

About: Hello, My name is Cynthia and I am currently a nursing student at Bunker Hill Community College who loves dogs and owns a very friendly 5 year ol... (more)

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17. Aaliyah Verified Background Check

Dog owner and lover for over 11 yrs

Mattapan, Mattapan, MA, 02126

House Sitting, Drop-In Visits, Dog Walking

"I wanted to send a quick message to let you know how pleased I was with this past weekend.  She really showed great Aaliyah’s services. She showed genuine co... (more)"

Confirmed availability
Christmas and New Year
18. Juli Verified Background Check

Seeking a nurturing dog mom?

West Roxbury, West Roxbury, MA, 02132

Drop-In Visits, Dog Walking

"Juli Thibault would be a wonderful caregiver for any dog. I have known her for 22 years and she has been nothing but loving to any dog she comes across. Rcec... (more)"

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19. Nashua Verified Background CheckRover 101

Lots of love for your fur baby!

Roslindale, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits

"Nashua is an incredibly warm and loving person. Caring and sweet, and attentive. She is perfect for this position! She will give everything and more! (more)"

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20. Jenny Verified Background Check

Kind, reliable, friendly, and fun!

Roslindale, Roslindale, MA, 02131

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

"Jenny is not only a responsible caretaker but also cares very deeply about animals. Jenny would regulate house sit for my late boxer Taj when I went on work ... (more)"

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: