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.

Available this weekend
1. Stefania

For your best friend.

Fenway-Kenmore, Boston , MA, 02215

House Sitting, Drop-In Visits, Dog Walking

3 repeat clients

"Stefania is experienced and thoughtful -- she took wonderful care of our two (energetic) cats :) We felt at ease while away from home, knowing the kitties we... (more)"

2. Julie

Treat your dog - treat yourself!

Jamaica Plain, Boston , MA, 02130

Drop-In Visits, Dog Walking

6 repeat clients

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

3. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

Dog Boarding, House Sitting, Drop-In Visits

25 repeat clients

"Paige did a great job with my cat Bella, she sent pictures daily and you could tell that she actively cared about Bella's well-being and making sure that eve... (more)"

4. 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)"

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 has watched our dog Trapper John on many occasions, including when we were our of the country for several weeks. Not only did she provide him with lot... (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. 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)"

8. 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)

9. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Jillian did two drop-in visits for us to feed our cat Ralph. She was great, sent pictures and made us feel really comfortable leaving her with Ralph. We wi... (more)"

10. 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)

11. 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)"

12. Audrey

On a Journey to Being A Dog Mom

Allston-Brighton, Boston, MA, 02134

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

About: Are you looking for a dog lover, just like yourself? You've found her! I'm a passionate and experienced pet sitter who can provide care for your pr... (more)

13. Kate

Outgoing College-Grad Park Lover

BROOKLINE, MA, 02445

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

4 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)"

14. 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)"

15. Nicole

Dog Loving College Student

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

2 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)"

16. 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)"

17. 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)"

18. Mara

My dog thinks I'm the best.

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

About: *I work a traditional 40-hour week, so I am not a good fit if you're looking for a regular during-the-day dog walker!* I used to think that peop... (more)

19. 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)"

20. 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)"

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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: