House Sitting in Jamaica Plain, Boston

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

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
Which dates do you need?
What size are your dogs (lbs)?

Search Results

Sitter Profile Image: Sophia N.
Verified Enhanced Background Check
Sitter Profile Image: Sophia N.
Verified Enhanced Background Check
1.

Sophia N.

I'm ready to walk your dog!
Brookline, MA, 02446
House Sitting, Drop-In Visits, Dog Walking
5.0
23 reviews
4 repeat clients
from
$75
per night

Thanks Sophia for watching my Sofie and giving her some love while I was away. I loved how communicative you were and the updates you sent. Hopefully there'll be other opportunities for you to help out with Sofie again, thanks!!!

Calendar Recently Updated
Sitter Profile Image: Devin C.
Verified Enhanced Background Check
Sitter Profile Image: Devin C.
Verified Enhanced Background Check
2.

Devin C.

Dog owner and dogsitter
Boston, MA, 02115
House Sitting, Drop-In Visits, Dog Walking
5.0
18 reviews
8 repeat clients
from
$60
per night

Devin was great, I felt my dog was very well looked after and my apartment was in the same state as how I left it which was very appreciated!

Calendar Recently Updated
Sitter Profile Image: Gabrielle E.
Verified Enhanced Background Check
Sitter Profile Image: Gabrielle E.
Verified Enhanced Background Check
3.

Gabrielle E.

Reliable pet sitter and dog walker!
Jamaica Plain, Jamaica Plain, MA, 02130
House Sitting, Drop-In Visits, Dog Walking
5.0
14 reviews
7 repeat clients
from
$65
per night

Gabby was a great sitter for Dunbar and Brownie! This is the first time we had a sitter stay in our home and she made it so easy for us and our pups. She is a great communicator and left the house spotless. We will definitely work with Gabby for future needs!

Calendar Recently Updated
Sitter Profile Image: Vika P.
Verified Background Check
Sitter Profile Image: Vika P.
Verified Background Check
4.

Vika P.

Caring, attentive dog & cat lover
South Dorchester, Dorchester, MA, 02125
House Sitting, Drop-In Visits, Dog Walking
5.0
8 reviews
4 repeat clients
from
$140
per night

Vika is the absolute best! I can’t imagine trusting any other dog walker like I do her. Baby just loves her to pieces and I’m so happy she’s gotten to spend so much time with her!

Calendar Recently Updated
Sitter Profile Image: Robbie B.
Verified Enhanced Background Check
Sitter Profile Image: Robbie B.
Verified Enhanced Background Check
5.

Robbie B.

Furry Friend Enthusiast
Back Bay-Beacon Hill, Boston, MA, 02115
House Sitting, Drop-In Visits, Dog Walking
5.0
10 reviews
2 repeat clients
from
$65
per night

Robbie was awesome! Our dog Theia was all smiles and smelled so happy. She sent pictures regularly and was very responsive. We will definitely have her stay with Theia again.

Calendar Recently Updated
Sitter Profile Image: Diane G.
Verified Enhanced Background Check
Sitter Profile Image: Diane G.
Verified Enhanced Background Check
6.

Diane G.

Have been an dog aunt and love it!
Allston-Brighton, Boston, MA, 02135
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
56 reviews
19 repeat clients
from
$70
per night

Diane was fantastic. She really cared for my dog and my home, and takes ridiculously good photos. I really felt like my pup was in good hands!

Calendar Recently Updated
Sitter Profile Image: Morgan K.
Verified Enhanced Background Check
Sitter Profile Image: Morgan K.
Verified Enhanced Background Check
7.

Morgan K.

Full time pet sitter/ dog walker!
Brookline, MA, 02446
House Sitting, Drop-In Visits, Dog Walking
5.0
27 reviews
9 repeat clients
from
$100
per night

Morgan was a great sitter, cash loved her she sent pic updates and seems to love dogs I will definitely be recommending morgan to other people who needs there animals watched ??

Calendar Recently Updated
Sitter Profile Image: Crissy D.
Verified Enhanced Background Check
Sitter Profile Image: Crissy D.
Verified Enhanced Background Check
8.

Crissy D.

Paws of all shapes&sizes🐾
Boston, MA, 02127
House Sitting, Drop-In Visits, Dog Walking
5.0
7 reviews
5 repeat clients
from
$85
per night

Chrissy was responsive and reliable when she watched Bodhi!

Calendar Recently Updated
Sitter Profile Image: Leah G.
Verified Enhanced Background Check
Sitter Profile Image: Leah G.
Verified Enhanced Background Check
9.

Leah G.

Leah's Paws & Whiskers Care
Allston-Brighton, Brighton, MA, 02135
House Sitting, Drop-In Visits, Dog Walking
5.0
9 reviews
from
$70
per night

Leah is amazing! She is punctual and a true dog-whisperer. She instantly bonded with our sheltie Pepper and took fabulous care of him. She sent us photos and updates and in the photos we could tell that Pepper adored Leah. We will definitely be using Leah again. Thank you, Leah!

Calendar Recently Updated
Sitter Profile Image: Emma L.
Verified Enhanced Background Check
Sitter Profile Image: Emma L.
Verified Enhanced Background Check
10.

Emma L.

Loving your fur babies like my own
Boston, MA, 02134
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
from
$62
per night

Great work, bonded well with my dog. Professional, courteous and thoughtful.

Calendar Recently Updated
Sitter Profile Image: Allie C.
Verified Enhanced Background Check
Sitter Profile Image: Allie C.
Verified Enhanced Background Check
11.

Allie C.

Rover 101
Caring for Your Pets
Boston, MA, 02467
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
48 reviews
23 repeat clients
from
$90
per night

Allie met all our expectations. We were in town for my daughter’s BU graduation and at the last minute our dog sitter plans with the family changed and we needed someone to watch our little cavapoo so we could Participate in all the graduation events. She was great, Caring, sent photos and more importantly Carson had a blast. I would highly recommend.

Calendar Recently Updated
Sitter Profile Image: Jules C.
Verified Enhanced Background Check
Sitter Profile Image: Jules C.
Verified Enhanced Background Check
12.

Jules C.

A Loving Home for Your Best Friend
Roxbury, Roxbury, MA, 02119
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
6 reviews
1 repeat client
from
$50
per night

Jules takes great care of our two little Yorkies! He comes to walk them during the week and also watches them sometimes when my husband and I are out of town. He was super friendly, very communicative and reliable, and made us feel very confident our pups were taken care of. Your dogs will be in great hands!

Calendar Recently Updated
Sitter Profile Image: Jim G.
Verified Enhanced Background Check
Sitter Profile Image: Jim G.
Verified Enhanced Background Check
13.

Jim G.

Trustworthy,Reliable,Communicative
Boston, MA, 02131
House Sitting, Drop-In Visits, Dog Walking
5.0
28 reviews
10 repeat clients
from
$75
per night

Jim was fantastic with my pup and also took wonderful care of my home. Made traveling so much smoother knowing Fiona was in great hands. Highly recommend! Thank you, Jim!

Sitter Profile Image: Tom Y.
Verified Enhanced Background Check
Sitter Profile Image: Tom Y.
Verified Enhanced Background Check
14.

Tom Y.

Pawsitive Walks:Your Dog's Best Pal
Boston, MA, 02130
House Sitting, Drop-In Visits, Dog Walking
5.0
4 reviews
1 repeat client
from
$125
per night

Tom is a person with exceptional character; he is compassionate, yet confident. Tom immediately took to our dogs, a labrador retriever and a jack russel mix. Tom is very trustworthy as he cared for our dogs while we were away; we returned to two very happy dogs who demonstrated a lot of affection towards Tom. His love of dogs is quite evident; he enjoys playing with them, walking them, and demonstrating his care for them. I recommend Tom for a position with Rover without reservation.

Calendar Recently Updated
Sitter Profile Image: Sage M.
Verified Enhanced Background Check
Sitter Profile Image: Sage M.
Verified Enhanced Background Check
15.

Sage M.

Energetic dog lover excited to help
Boston, MA, 02130
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$35
per night

Sage is truly fabulous with my dogs. She can handle numerous large dogs, and even manage unique behaviors Top notch dog care! She’s great for sure I trust her with my pets

Sitter Profile Image: Rachel C.
Verified Enhanced Background Check
Sitter Profile Image: Rachel C.
Verified Enhanced Background Check
16.

Rachel C.

A loving companion for your dog.
Jamaica Plain, Boston, MA, 02130
House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
218 reviews
106 repeat clients
from
$60
per night

Rachel is friendly and warm, and Oliver took to her immediately. I had no worries leaving my pooch with her and she treated my home like her own (she even washed the towels!). I wouldn't hesitate to engage her again. Thanks, Rachel!

Calendar Recently Updated
Sitter Profile Image: Meredith O.
Verified Enhanced Background Check
Sitter Profile Image: Meredith O.
Verified Enhanced Background Check
17.

Meredith O.

Ready for some doggy and kitty love
Roslindale, Jamaica Plain, MA, 02130
House Sitting, Drop-In Visits, Dog Walking
3 reviews
from
$27
per night

Meredith is just incredible when it comes to taking care of our fur babies! My dogs are pretty spoiled and highly energetic, and Meredith totally embraces it. Our girls are now in great shape and they are getting out allllll the energy! Plus they LOVE her and look forward to their morning walks. Meredith is a great communicator, super flexible and caring. We’re really lucky to have found her! She sends us pictures of our sweet girls almost every day with updates and pictures of walks and playing. We have found OUR dog walker for sure. I HIGHLY recommend her.

Calendar Recently Updated
Sitter Profile Image: Isabella D.
Verified Enhanced Background Check
Sitter Profile Image: Isabella D.
Verified Enhanced Background Check
18.

Isabella D.

Rover 101
Attentive and Caring Pet Sitter
Jamaica Plain, Boston, MA, 02120
House Sitting, Drop-In Visits, Dog Walking
5.0
37 reviews
10 repeat clients
from
$65
per night

Bella was great with our two large dogs. She was very attentive, taking the dogs on long walks and hanging around for cuddle sessions, and took good care of Freya when she felt sick. Bella was prompt, communicative and left our house cleaner than it started. Looking forward to having her house sit for us in the future.

Calendar Recently Updated
Sitter Profile Image: Zoe D.
Verified Enhanced Background Check
Sitter Profile Image: Zoe D.
Verified Enhanced Background Check
19.

Zoe D.

Fun on the Leash🦮🐈‍⬛🏆Top Sitter
Brookline, MA, 02445
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0
73 reviews
26 repeat clients
from
$100
per night

Excellent with our pups very communicative with us! We will definitely be booking again in the near future! Thanks again for loving the pups💜

Sitter Profile Image: Caitlin M.
Verified Enhanced Background Check
Sitter Profile Image: Caitlin M.
Verified Enhanced Background Check
20.

Caitlin M.

Dog, Cat, and Hamster Parent/Lover
Jamaica Plain, Jamaica Plain, MA, 02130
House Sitting, Drop-In Visits, Dog Walking
5.0
2 reviews
3 repeat clients
from
$40
per night

I feel like my dogs are a bit high maintenance and one especially is quite skittish of strangers, but Caitlin was great with them! She's warm and friendly and it's obvious she knows how to respond to cues they give her. I felt like I could relax and not worry about them while I was away and that's a huge compliment. We'll definitely be repeat customers!

Search Map


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.

House Sitting