Pet Setting & Drop Ins in Jamaica Plain, 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

"Jake is a very energetic bull terrier and Danna handled him beautifully! When I came home he was happy to see me and seemed to have a great time! Danna fol... (more)"

2. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

29 repeat clients

"Paige is punctual, professional, and very detailed with her updates during sitting for my cat. I always have peace of mind leaving my pet in her care! (more)"

3. 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
4. Summer

Going the extra mile for every pup

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

"I've known Summer for a while now, and my experiences with her have shown me that she can be reliable, responsible, and considerate to those around her, espe... (more)"

5. Hannah

Songs. Snuggles. Lots of 'em.

Allston-Brighton, Brighton, MA, 02135

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

6 repeat clients

"Hannah loves animals and is loved back by them. She is kind yet teaches her pets to stay within the boundaries of "pets." They know their place and so rema... (more)"

6. Laura

Laura: Funky Artsy Dog Mama

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

1 repeat client

"Laura was great with our 12 year old lab while we were gone for 4 days. Will definitely ask her to watch her again! (more)"

7. Nicole

Dog Loving College Student

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

4 repeat clients

"Nicole is the best pet sitter anyone could ever ask for. She is attentive, precise, and kind. One of our dogs was sick and needed medicine administered and... (more)"

8. Chizoba

Love brings Happiness to all!

Roslindale, Roslindale, MA, 02131

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Chizoba did a great job with house visits. She sent me photos while I was on vacation which put me at ease. When I came back i found everything in order and ... (more)"

9. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"I'm so happy to have found Jillian. She loves and understands animals, and I left for a week knowing that my cat was in good, responsible hands. Jillian kept... (more)"

10. Nicole

Happy, safe, & tail-wagging pups

Brookline, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Awesome! (more)"

11. Ashley

Grad student with the love of dogs!

Roslindale, Jamaica Plain, MA, 02130

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

"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)"

12. 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)"

13. Peter

I care for your pet like my own!

Jamaica Plain, Boston, MA, 02130

Drop-In Visits, Dog Walking

10 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)"

14. 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)

Available this weekend
15. Kate

Outgoing College-Grad Park Lover

BROOKLINE, MA, 02445

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

5 repeat clients

"Kate was wonderful! Perfect fit for us and our dog. She went above and beyond to keep our English Bull dog active and happy! Will definitely hire her again. ... (more)"

16. Jorge

Super fun getaway for pups!

Allston-Brighton, Brighton, MA, 02135

Drop-In Visits

2 repeat clients

About: My girlfriend and I live in an apartment in Brighton by Cleveland Circle. We are both animal lovers and have had animals for as long as we can reme... (more)

17. 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)"

18. Rachel

A loving companion for your dog.

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

28 repeat clients

"Rachel took great care of our cat and rabbit while we were away! She was friendly, flexible, responsive and responsible. We were happy to leave our pets in h... (more)"

19. Susana

Love, Play, Care-Just like home!

Brookline, MA, 02446

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

1 repeat client

"Susana provided excellent daily drop-in care for my cat. She is very friendly, responsive, and reliable. I highly recommend her! (more)"

20. Bren

Put your best PAW forward!

Roxbury, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits

5 repeat clients

"Bren was awesome! I've hired 5-6 pet sitters through this site and Bren is the best! She was great with communication and went above and beyond taking care o... (more)"

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Learn About Premier

Dog owners in Jamaica Plain, Boston, MA love booking pet sitting with sitters on Rover.com. Over 1,747 pet owners have reviewed pet sitters in Boston, giving them an average rating of 4.9/5 stars. Booking pet sitting can be super affordable, no matter where you live. Trust us, we think you'll be pleasantly surprised. Curious what it might cost to book pet sitting with Rover? Check out our average pet sitting rates to get an idea before reaching out and starting a conversation with a pet sitter near you in Jamaica Plain.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Jamaica Plain, Boston pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Jamaica Plain, Boston who can provide the care your pet needs, when they need it.

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 Jamaica Plain, 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: