Pet Sitting & 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.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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Paige S.
1.
Reliable and Trustworthy SitterJamaica Plain, Boston, MA, 02130
House Sitting, Drop-In Visits, Dog Walking

Paige was very professional and friendly! She took care of my cat on a holiday weekend on very short notice. She followed all instruction and was proactive in m… (more)

from
$25
per visit
Gabriella A.
Animal Loving Future Nurse :)Allston-Brighton, Allston, MA, 02134
Dog Boarding, Drop-In Visits, Dog Walking

Awesome as always! (more)

from
$15
per visit
Confirmed availability: Memorial day
Ana Valeria V.
Valeria's Dog CareJamaica Plain, Boston, MA, 02130
House Sitting, Drop-In Visits, Dog Walking

Dear Valeria, thanks for your patience and love, Skoll and Hercules are so happy with you taking care of them. I’m so happy with your work and dedication :) . (more)

from
$18
per visit
Calendar Recently Updated
katia r.
4.
Hi! I’m honest and passionateBrookline, MA, 02446
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Katia was great with my dog and my cat. I was gone for 3 days and she came twice per day to feed them, walk my dog, and spend some time with them. She was great… (more)

from
$20
per visit
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Katie M.
5.
Confident & Caring Sitter w/ YardJamaica Plain, Jamaica Plain, MA, 02130
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Katie was amazing! We used her for drop in/ walk while we were away for a long weekend. Hadley, our dog, is a very large and energetic puppy who loved Katie. Sh… (more)

from
$16
per visit
Confirmed availability: Memorial day
6.
Pet uncle for hireJamaica Plain, Boston, MA, 02120
House Sitting, Drop-In Visits, Dog Walking

Collin was great taking care of our cat while we were away. She can be a bit shy and often poops on the floor next to the litter box but he took care of everyth… (more)

from
$16
per visit
Confirmed availability: Memorial day
7.
Tal 
Verified Background Check
Dog loving part-time studentBrookline, MA, 02446
Drop-In Visits, Doggy Day Care, Dog Walking

I have three dogs whom I love to death so of course, when it comes to the perfect dog walker I do my research. Tal is not only professional and such a lovely gi… (more)

from
$20
per visit
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8.
I love long walks in the parkJamaica Plain, Jamaica Plain, MA, 02130
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Megan was so helpful to come do a check in on short notice. She sent photos and messaged me ahead of time to coordinate what my dog needed. She is great! (more)

from
$22
per visit
Confirmed availability: Memorial day
Dogs think I'm one of themJamaica Plain, Jamaica Plain, MA, 02130
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Theresa took care of our dogs previously and we were glad she was able to help us out again. Corky really loved having Theresa stop in and hang out with him dur… (more)

from
$20
per visit
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10.
Trustworthy, punctual, and kind!Brookline, MA, 02445
House Sitting, Drop-In Visits, Dog Walking

Allison is the best with dogs! She has experience caring for and training the sweetest dog. She handles high energy dogs with compassion and expertise. I feel c… (more)

from
$20
per visit
Responsible Dog and Cat Lover!Jamaica Plain, Boston, MA, 02130
House Sitting, Drop-In Visits

Albertine is responsible and careful. She always completes her jobs and tasks on time and with a high attention to detail. She is fun, and energetic, and she al… (more)

from
$20
per visit
Confirmed availability: Memorial day
12.
Very active pet lover who caresRoxbury, Boston, MA, 02119
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Rik is fantastic I highly recommend him! My cat is a rescue who usually hides when anyone comes in my apartment, but he comes out for Rik. I am confident that R… (more)

from
$25
per visit
Confirmed availability: Memorial day
13.
Energetic dog sitter!Jamaica Plain, Boston, MA, 02120
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Emma is the best dog sitter I’ve had. She watched my little guy Winston over Christmas break and he had a ball. She made sure he was well fed and played with. S… (more)

from
$16
per visit
Confirmed availability: Memorial day
14.
Gentle friend for your furry friendJamaica Plain, Boston, MA, 02120
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Honestly she’s the most TRUSTWORTHY person I’ve met when it comes to my dogs. I won’t ask anyone else to take care of them again! (more)

from
$30
per visit
Confirmed availability: Memorial day
15.
😊 friendly and caring pet loverJamaica Plain, Boston, MA, 02115
Drop-In Visits, Dog Walking

Carolyn is an true animal lover and an amazing carer for dogs. She was particularly good with my dog, Sooki, who is somewhat difficult to handle. Sooki usually … (more)

from
$16
per visit
Calendar Recently Updated
16.
Less talk and more walk!Jamaica Plain, Jamaica Plain, MA, 02130
Drop-In Visits, Dog Walking

Julia was wonderful when she took care of my dog Johnny. She was prompt, polite and professional when we met and I trusted her immediately with my pup who … (more)

from
$16
per visit
Calendar Recently Updated
17.
All dogs welcome!Jamaica Plain, Boston, MA, 02130
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Rocío is one of the most loving dog parents/lovers I've ever met. She has always made sure dogs get the love and care they need to live a healthy lifestyle, as … (more)

from
$25
per visit
Calendar Recently Updated
18.
I love animalsRoslindale, Boston, MA, 02130
Dog Boarding, House Sitting, Drop-In Visits

About: Imma very active person I like to run walk and play fetch with dogs energetic dogs are welcome to come as well I love good energy It fits very well … (more)

from
$16
per visit
Confirmed availability: Memorial day
19.
People are great, pets are better🐶Jamaica Plain, Jamaica Plain, MA, 02130
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Matt took good care of my two senior cats, and shared frequent updates with lots of photos and details (more)

from
$25
per visit
20.
Dan 
Verified Background Check
Doggo lover :)Roxbury, Boston, MA, 02130
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dan has always loved animals and enjoys neighborhood walks. I think Rover would be a good way for him to be a loving dog caretaker! (more)

from
$25
per visit

Rover also offers Pet Sitting & Drop Ins in:

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: