House Sitting in Jamaica Plain

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

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Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
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Sitter Profile Image: Maddy H.
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Sitter Profile Image: Maddy H.
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1. Maddy H.

Rover 101
Star Sitter
Compassionate Pet Caregiver !
Allston-Brighton, Boston, MA, 02134
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$65
per night

Maddy was a great sitter for our dog Stella! She provided updates and pictures every day. She was very responsive and even stayed a little later when our flight was delayed. She also left our place very clean! Highly recommend!

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Sitter Profile Image: Emma L.
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Sitter Profile Image: Emma L.
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2. Emma L.

Star Sitter
Loving your fur babies like my own
Allston-Brighton, Allston, MA, 02134
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$72
per night

We recently had the pleasure of having Emma house sit and take care of our beloved dog, Tobias. From the moment we met Emma, we knew Tobias was in good hands. Her warm approach and genuine love for animals shone through. During our time away, she provided us with regular updates and photos, which greatly eased our minds. We returned to a spotless home and a happy, well-cared-for Tobias. Emma's attention to detail and exceptional care were so impressive that we didn't hesitate to book her for another house sitting right away. Highly recommend Emma for anyone looking for a trustworthy and caring house and pet sitter!

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Sitter Profile Image: Devin C.
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Sitter Profile Image: Devin C.
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3. Devin C.

Star Sitter
Dog owner and dogsitter
Jamaica Plain, Boston, MA, 02115
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
12 repeat clients
from
$60
per night

Devin was great! I came back to a very happy and healthy puppy. They were very communicative, easy to work with and provided lots of updates while watching my dog. I would not hesitate to hire Devin again.

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Sitter Profile Image: Rachel C.
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Sitter Profile Image: Rachel C.
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4. Rachel C.

Star Sitter
A loving companion for your dog.
Jamaica Plain, Boston, MA, 02130
0.2 mi. away
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
231 reviews
115 repeat clients
from
$70
per night

We just used Rachel to stay in our home to care for our Border Collie, Jester. She was wonderful with Jester and our house was in pristine condition when we returned. Rachel played ball with Jester in our yard, which was challenging at times due to the mud, and he had a great time with her. Rachel sent us pics and videos of Jester and was quick to respond to our inquiries before and during her stay. I highly recommend her to anyone wanting a good sitter for their pet.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Jovani S.
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Sitter Profile Image: Jovani S.
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5. Jovani S.

Care For Your Four-legged Friends
Mattapan, Boston, MA, 02124
3.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
2 repeat clients
from
$50
per night

Jovani took wonderful care of my dog and cat! My pets clearly loved her and even my cat who is afraid of everyone was excited to see her. She is communicative, reliable and friendly. I would highly recommend her for your pet care needs!

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Sitter Profile Image: Sally J.
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Sitter Profile Image: Sally J.
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6. Sally J.

Paw-ty at mine! Woof/meow to RSVP
Allston-Brighton, Boston, MA, 02135
2.5 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
from
$50
per night

Would definitely book again! Sally was very patient and kind with my Lola. She also sent many updates and pictures showing what a great time Lola was having! I really appreciated seeing how naturally gentle Sally was when they first met. Lola had a great time and I felt really at peace thanks to Sally’s efforts!

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Sitter Profile Image: Anthony E.
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Sitter Profile Image: Anthony E.
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7. Anthony E.

Star Sitter
Attentive, experienced pet sitter
Allston-Brighton, Boston, MA, 02134
2.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
20 reviews
5 repeat clients
from
$80
per night

Tony was fantastic! He took great care of our kiddos, even with bad weather and one dog on some movement restrictions. He asked lots of questions to make sure he knew just how to make them both happy. He was also very respectful of our home and left it just as he found it. We will definitely be using Tony again.

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Sitter Profile Image: Dianna A.
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Sitter Profile Image: Dianna A.
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8. Dianna A.

Rover 101
Star Sitter
A Lifetime of Dedicated Experience!
Boston, MA, 02131
2.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
76 reviews
52 repeat clients
from
$80
per night

Dianna is terrific. We have used her several times and always are thrilled when she is available. She is conscientious about our house when she stays and Blaisey loves having her come to care for her. Dianna is the best!!!

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Sitter Profile Image: Kay O.
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Sitter Profile Image: Kay O.
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9. Kay O.

Caring for your pet with Joy
Jamaica Plain, Jamaica Plain, MA, 02130
0.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$75
per night

Kay was fantastic with my anxious senior pup Phoebe, and made us both feel so comfortable. Phoebe has a complicated meds routine and Kay was super diligent with it. She understands Phoebe's communication style, and I can tell that Phoebe loves and trusts her. I will definitely to ask Kay to sit for Phoebe again 🙂

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Tara S.
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Sitter Profile Image: Tara S.
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10. Tara S.

Rover 101
Boston Professional Dog Walker
Brookline, MA, 02446
2.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
1 repeat client
from
$60
per night

Tara was a wonderful sitter for our furry lady! She was very personable, friendly, flexible, and most of all our dog seemed to love her (she even got some treasured doggie kisses)! Tara’s communication skills are top notch, she made sure to send plenty of pictures and messages throughout our booking, and I was very reassured. Tara is truly fabulous, and I will absolutely be reaching out to her again when my pups needs some extra attention!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Belkis M.
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Sitter Profile Image: Belkis M.
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11. Belkis M.

Like a home away from home
Boston, MA, 02120
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
29 reviews
12 repeat clients
from
$70
per night

Belkis was great with our dog Theia. We had a bad experience with a sitter in the past, and she made us feel very assured that our old dog was in good hands. She sent updates and pictures, and was very flexible with our schedule. We will certainly reach out to her for future stays.

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Sitter Profile Image: Maddie S.
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Sitter Profile Image: Maddie S.
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12. Maddie S.

Star Sitter
Adoring dog and cat sitter
Brookline, MA, 02445
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$55
per night

Maddie is the sweetest! She stayed at my place for a couple days to take care of my golden puppy while I was away for work - I got lots of pictures and he was a very happy boy when I got home. Maddie was super respectful of my home and very communicative. Highly recommend :)

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Sitter Profile Image: Eryn-Ashlei B.
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Sitter Profile Image: Eryn-Ashlei B.
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13. Eryn-Ashlei B.

House Sitter & Pet Au Pair
Boston, MA, 02130
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
49 reviews
13 repeat clients
from
$90
per night

Eryn was amazing - so thoughtful and communicative. Our dog and cat were as happy as can be, and we came back to a clean and lovely house. Thank you Eryn!

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Sitter Profile Image: Lydia R.
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Sitter Profile Image: Lydia R.
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14. Lydia R.

Accommodating and Energetic!
Fenway-Kenmore, Boston, MA, 02120
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
38 reviews
14 repeat clients
from
$70
per night

Wow! Lydia was an absolute gem with and for Chester. She was attentive to his needs, protection, diet and cuddle desires. This was a very long stay and they did great with each other. I appreciate her patience with me as I prepared her with my sitting request. She also made me feel at ease with her words, photos and even questions both before and during the dog sitting period. I recommend Lydia for any type of dog. Merci Lydia!

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Sitter Profile Image: Tom Y.
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Sitter Profile Image: Tom Y.
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15. Tom Y.

Star Sitter
Pawsitive Walks:Your Dog's Best Pal
Roxbury, Boston, MA, 02130
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
14 reviews
6 repeat clients
from
$50
per night

Tom was professional, communicative, and responsive! Tom took good care of our 2 40'lb dogs at our house while we were away and provided photos and updates on how everyone was doing.

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Sitter Profile Image: Isabella D.
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Sitter Profile Image: Isabella D.
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16. Isabella D.

Rover 101
Star Sitter
Attentive and Caring Pet Sitter
Jamaica Plain, Boston, MA, 02120
1.7 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
11 repeat clients
from
$65
per night

Bella was fabulous! She was super accommodating with my rescue pup who is slow to warm up to strangers. She sent me photos and updates throughout my trip and it was very clear my pup was happy with her in my absence!

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Sitter Profile Image: Heather M.
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Sitter Profile Image: Heather M.
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17. Heather M.

Rover 101
Star Sitter
Let me care for your furry family!
Jamaica Plain, Jamaica Plain, MA, 02130
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
39 reviews
9 repeat clients
from
$95
per night

Heather is an angel on earth. She took care of our sweet furry child like he was her own, and she truly went above and beyond to make sure he was comfortable, happy, and well tended to while we were gone! Heather’s level of detail is incredible, and her thoughtfulness made us feel so at ease. I’d recommend Heather in a heartbeat! Thank you Heather for everything! Love, Jess, Mitch, & Louis ?

Sitter Profile Image: Rachel N.
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Sitter Profile Image: Rachel N.
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18. Rachel N.

Energetic , playful and patient
Jamaica Plain, Boston, MA, 02130
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
4 repeat clients
from
$70
per night

Rachel was amazing at taking care of our dog Trooper! She was communicative and went above and beyond. Highly recommend and will definitely use her again!

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Sitter Profile Image: Adrian B.
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Sitter Profile Image: Adrian B.
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19. Adrian B.

Star Sitter
Compassionate & Knowledgeable Care
Jamaica Plain, Jamaica Plain, MA, 02130
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
10 repeat clients
from
$80
per night

Adrian was calm, patient, and caring. Our dog can be reactive and Adrian showed great poise, confidence, and a gentle hand. He quickly won our dogs trust and they had a good couple of days together. Adrian was very responsive and communicative with us which I appreciated.

Sitter Profile Image: Albertine S.
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Sitter Profile Image: Albertine S.
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20. Albertine S.

Rover 101
Responsible Dog and Cat Lover!
Jamaica Plain, Boston, MA, 02130
0.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$60
per night

Albertine assisted in watching my cat, Tikka while I was away one weekend. She was early, competent, friendly, and had a natural way with my cat. Tikka can be a little shy and may hide initially around strangers, however with Albertine he was completely at ease and remained lounging, even after I left. I wouldn't hesitate engaging her to watch Tikka again!

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Jamaica Plain House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Jamaica Plain are rated on average 4.9 out of 5 stars based on 327 reviews.

Rover also offers House Sitting in:

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As dog lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect house sitter in seconds on Rover.com. If you're looking for trusted house sitters while you're away, whether it's for one night or a whole month, you can find a sitter who meets your - and your pet's - needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet - including background checks, sitter testimonials, community reviews. We also offer training and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your pet. Rover is proud to be the nation's largest network of pet lovers for hire.

House Sitting