House Sitting in Jamaica Plain, Boston

Find a loving dog sitter to watch your dog overnight in your home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.

Search Results

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Meredith F.
Unconditional Love, Care, & Photos!South Boston, Boston, MA, 02127
House Sitting, Drop-In Visits, Dog Walking

Meredith is the perfect pet care provider — thoughtful, communicative, and caring. She stayed with our pup over a long weekend and sent lots of updates and phot… (more)

from
$70
per night
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Robin S.
2.
We're a dog/cat/pet loving family.South Dorchester, Dorchester, MA, 02124
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Robin was excellent. The cats took to her right away. While we were away she would send us photos of our pets and plants so we could rest assured they were all … (more)

from
$75
per night
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Meaghan C.
Public servant & pet loverNorth Dorchester, Boston, MA, 02125
House Sitting, Drop-In Visits

Meaghan is AMAZING. I honestly don’t want to tell everyone how great she is, so I can keep her a secret. ? My two boys absolutely adored her, she sent a ton of … (more)

from
$120
per night
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Caitlin S.
Perfect Dog Friendly Area!Roxbury, ROXBURY, MA, 02119
House Sitting

Caitlin did AMAZING with my puppy, Finn!! She came by the week before to meet him, grab the keys and run through his daily routine. While watching him she was a… (more)

from
$55
per night
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Megan S.
5.
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 amazing with our dog Tenley! Tenley is a pretty anxious dog when we are gone, but Megan made Tenley feel so comfortable and I could tell by all the pi… (more)

from
$60
per night
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6.
Furbabies are Family!Chestnut Hill, MA, 02467
House Sitting, Drop-In Visits, Dog Walking

Connie was extremely professional and very friendly. Our pets were well taken care for, given lots of love, and we got consistent updates every day. A super res… (more)

from
$70
per night
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Puppy loveRoxbury, Boston, MA, 02119
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hello I'm a young professional with a small yorkipoo her name is Molly. She's older and I miss her young rambunctious puppy days but also apprecia… (more)

from
$45
per night
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8.
Graduate Student - Great with Pets!South End, Boston, MA, 02120
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: My parents have owned up to 4 dogs at a time (and have close friends in the pet industry) - I was required to bath, feed, take out, and groom all 4 d… (more)

from
$60
per night
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Can't wait to meet your pets!South End, Boston, MA, 02118
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Makaela was awesome to work with. She kept me updated and was easy to communicate with. Definitely had good peace of mind while I was away that my pup was being… (more)

from
$45
per night
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10.
Reliable and Trustworthy SitterJamaica Plain, Boston, MA, 02130
House Sitting, Drop-In Visits, Dog Walking

Paige was a great sitter for our two dogs. Paige, is incredibly polite and professional and is a true find! I came home to happy dogs and a tidy house. What m… (more)

from
$60
per night
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11.
Nonstop play, even if you’re away!Allston-Brighton, Brighton, MA, 02135
House Sitting, Drop-In Visits, Dog Walking

Olivia was a wonderful sitter and took great care of our cats, Flerken and Max! She was responsive, friendly, reliable, and left our apartment is great shape. W… (more)

from
$45
per night
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12.
FRIENDLY, LOVING, ACTIVE GIRL.Jamaica Plain, Boston, MA, 02120
House Sitting, Drop-In Visits, Dog Walking

About: Growing up I had dogs of my own but since moving to Boston they had to stay back home in Bolivia with my parents. Not only did I have dogs of my own … (more)

from
$50
per night
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13.
Feline extraordinaire!Brookline, MA, 02446
House Sitting, Drop-In Visits

Dru (and Seth) were absolutely wonderful. I'm pretty sure my animals would have gone home with them, instead of staying with me. They kept me in the loop, sent … (more)

from
$32
per night
Confirmed availability: 4th of July
14.
A musician who loves animalsBrookline, MA, 02445
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Brenda was great! Easy to communicate with and I came home to a happy dog! (more)

from
$60
per night
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15.
Vet tech by day/walker by niteJamaica Plain, Boston, MA, 02120
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Joseph stayed for the day with our 3 months old puppy. He did a great job - went on many walks and sent us picture updates. Joseph was very responsive, responsi… (more)

from
$58
per night
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16.
Lia 
Verified Background Check
Vaccinated Dog Lover :)Brookline, MA, 02446
House Sitting, Drop-In Visits, Dog Walking

Lia is one of the best pet sitters we’ve ever had. Our dog is extremely high-maintenance in terms of her healthcare, and Lia kept her in tip-top shape while we … (more)

from
$70
per night
17.
A Med Student that should be a VetBrookline, MA, 02445
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Henry was great! He was communicative, navigated a key exchange snafu really well, and kept us updated on Charlie's days. We came home to a tidy house and a … (more)

from
$65
per night
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18.
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 was wonderful!! Our dog is definitely on the difficult side when it comes to other dogs and watching out for small animals in the backyard but Theresa m… (more)

from
$55
per night
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19.
Dan 
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Doggo lover :)Roxbury, Boston, MA, 02130
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Dan is kind, funny, trustworthy, and reliable. He has always loved and attentively cared for animals he has watched. He has cared/walked for my dogs while I was… (more)

from
$40
per night
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20.
Love your dog like my very ownRoxbury, Jamaica Plain, MA, 02130
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Full disclosure: I am Kayla's uncle. That being said, that gives me first hand insight into Kayla's love of dogs. Whenever Kayla would visit us in VA she would … (more)

from
$70
per night

Rover also offers House Sitting in:


The next time you head out of town and need someone to take care of your pet - and your home - turn to Rover for your house sitting needs. It's easy to find a loving pet sitter on Rover who'll give your pet one-on-one attention while you're away, and take care of your home. Search from hundreds of trusted house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your pet. We know it can be tough to leave your pet, which is why we encourage every pet parent and sitter to have a Meet & Greet before booking the stay. Then, when you're ready, book and pay for your house and pet sitter all through Rover - it's easy, safe, and cashless. You'll have the peace of mind knowing that your sitter has free premium insurance, a team of safety experts available 24/7, and will send you cute photo updates throughout the stay. Rover is the easiest way to find trustworthy house sitters for your pets--and avoid the kennel.