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.

Confirmed Memorial day Availability
1. Danna

Peace of mind for you and your cat

Jamaica Plain, Jamaica Plain, MA, 02130

Drop-In Visits, Dog Walking

26 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. Amanda

Will love as though you never left!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

9 repeat clients

"Amanda was great! She managed to draw Oliver out of hiding quickly, even though he tends to shy away from new people. She made us feel really comfortable abo... (more)"

3. Jacky

ISO pups to run/ walk with MON-FRI

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

15 repeat clients

"Jacky is the best! She has taken such great care of Hannah! (more)"

4. Erika

Runner & LOVE all types of dogs!!

Roxbury, Boston, MA, 02119

Drop-In Visits, Dog Walking

2 repeat clients

"Erika was an absolute pleasure to have for old boy Wrigley! She took care of both our house and dog while we were away camping with the kids. She was very at... (more)"

5. Bruna

Bark all Day; Play all Night-Sitter

Chestnut Hill, MA, 02467

House Sitting, Drop-In Visits, Dog Walking

"So you’re thinking about entrusting your wonderful pup’s care to Bruna? Well stop typing, and book her now! But if you need more convincing, there are fe... (more)"

6. Katie

I will draw you a pet portrait!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

6 repeat clients

"Katie went above and beyond keeping me updated on Mack, making sure to let me know he was in great hands. I would highly recommend her to anyone looking for ... (more)"

7. Paige

Reliable and Trustworthy Sitter

Brookline, MA, 02446

House Sitting, Drop-In Visits

37 repeat clients

"Paige goes above and beyond in caring for our dog while we are away. She texts us frequently with updates and has a great attention to detail that we appreci... (more)"

8. Jillian

Animal lover&Previous vet assistant

Jamaica Plain, Roxbury Crossing, MA, 02120

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"First time user of Rover and was pleased with the easy set-up and connection with Jillian, as well as the regular cat sitting visits she provided while I was... (more)"

9. Colleen

Two Rover Dog Walkers live here!

Cambridgeport, Cambridge, MA, 02139

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

"Colleen would make an excellent dog walker or pet sitter! She has grown up with dogs (and cats) her whole life. Pets are family members in her household. ... (more)"

Confirmed Memorial day Availability
10. Summer

Fun, Loving, Attentive Pet Care

Brookline, MA, 02445

House Sitting, Drop-In Visits, Dog Walking

7 repeat clients

"Summer was super friendly and very accommodating. She gave our girl lots of love and sent us a bunch of pictures while we were gone. She was really flexible ... (more)"

11. Kendall

Dog-loving Cat Dad...Squirrel!!

Allston-Brighton, Allston, MA, 02134

Drop-In Visits, Dog Walking

9 repeat clients

"Kendall did drop-ins with our cat, and he did a great job and was very nice to her. He was also very cooperative, understanding, and easy to get in touch wit... (more)"

12. Jillian

Animals of all kinds welcome!

Allston-Brighton, Brighton, MA, 02135

House Sitting, Drop-In Visits, Dog Walking

22 repeat clients

"We were searching for a catsitter last minute, and Jillian came to our rescue! she setup the meet and greet and was great. This is the first time we left our... (more)"

13. Christina

Musician/ Nature Lover/ Dog Crazy!!

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"Christina was amazing! My dog had a couple of accidents while I was away, and she cleaned them up with good cheer. My pup seemed happy and calm. Christina se... (more)"

14. Noor

Dog mom with fenced in yard & park!

Allston-Brighton, Allston, MA, 02134

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

"Noor is one of the most responsible dog parents, walkers, and caregivers that I know. Because her dog, Brutus, is a rescue with anxiety, she is very conscien... (more)"

15. Bailey

Dog-Lover Seeking Furry Friends

Brookline, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I would highly recommend Bailey to any pet owner! For the past six years, we have used Bailey as our choice #1 pet sitter/dog walker for periods of as littl... (more)"

16. Kathryn

Caring and active dog lover

BROOKLINE, MA, 02446

House Sitting, Drop-In Visits, Dog Walking

"Kathryn is a very responsible young professional. In her spare time she likes to dog and cat sit for coworkers and friends. She is very physically active a... (more)"

17. Loren

Here for your dog when you can’t be

Fenway-Kenmore, Boston, MA, 02115

House Sitting, Drop-In Visits, Dog Walking

1 repeat client

"I have known Loren since she was in elementary school and she has always loved animals, so much so that she will be attending veterinary school in the fall! ... (more)"

18. Hilary

Active and responsible med student

Jamaica Plain, Boston, MA, 02130

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

1 repeat client

"Hilary was such a joy to work with from the start! She's responsive, responsible, and clearly loves animals. When we met her for the meet-and-greet, we knew ... (more)"

19. Carly

The perfect activity partner

Jamaica Plain, Jamaica Plain, MA, 02130

House Sitting, Drop-In Visits, Dog Walking

"Carly is an extremely kind and responsible person. You can rest assured that your dog will be fed, petted, and cared for under her watch. (more)"

20. Andrew

Walk-Cuddle-Hike-I'm up for it all!

Jamaica Plain, Boston, MA, 02120

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

1 repeat client

"Andrew is a super passionate dog lover! His zealous appeal to our four legged companions is very heartwarming. I wouldn't hesitate for a moment entrusting y... (more)"

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: