House Sitting in Chestnut Hill

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
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What size are your dogs (lbs)?

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Sitter Profile Image: Alana C.
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Sitter Profile Image: Alana C.
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1.

Alana C.

Part-time sitter, loves all pets!
Allston-Brighton, Boston, MA, 02135
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
8 repeat clients
from
$60
per night

Alana was fantastic! She had great communication skills and sent many pictures of our two dogs while we were on vacation! She clearly took amazing care of them and was extremely respectful of our home!

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Sitter Profile Image: Maddy H.
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Sitter Profile Image: Maddy H.
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2.

Maddy H.

Rover 101
Compassionate Pet Caregiver !
Allston-Brighton, Boston, MA, 02134
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
10 reviews
from
$55
per night

Maddy is a fantastic in-house dog sitter!! She did an excellent job of caring for our little guy and sent fun updates and action shots. Would absolutely recommend her and will be requesting her again in the future!

Confirmed availability: Easter Weekend
Sitter Profile Image: Natalia K.
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Sitter Profile Image: Natalia K.
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3.

Natalia K.

Rover 101
Furry friends are my weakness!
Brookline, MA, 02445
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
57 reviews
24 repeat clients
from
$155
per night

Natalia was amazing. She was extremely communicative and sent lots of pictures. She stayed at our house with our dog and I always felt like both the house and dog were well taken care of! We will be booking Natalia again!

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Sitter Profile Image: Anthony E.
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Sitter Profile Image: Anthony E.
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4.

Anthony E.

Attentive, experienced pet sitter
Allston-Brighton, Boston, MA, 02134
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$75
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.

Confirmed availability: Easter Weekend
Sitter Profile Image: Emma L.
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Sitter Profile Image: Emma L.
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5.

Emma L.

Loving your fur babies like my own
Boston, MA, 02134
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
20 reviews
6 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!

Sitter Profile Image: Sophia N.
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Sitter Profile Image: Sophia N.
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6.

Sophia N.

I'm ready to take care of your dog!
Boston, MA, 02135
2.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
12 repeat clients
from
$75
per night

This was my first time using Rover for my own pup and although I am a Rover pet sitter as well, I was still a bit nervous. Sophia was wonderful! She walked him plenty and even took him on a fun city adventure. I let her know he loves going out! She stayed overnight to keep Boba company and even arrived earlier than planned which was so nice. Throughout the visit she updated me with photos which made me happy and reassured me that my Boba was having a good time! Thank you so much Sophia!

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Sitter Profile Image: Ingrid A.
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Sitter Profile Image: Ingrid A.
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7.

Ingrid A.

WFH catsitting in Brighton & Beyond
Allston-Brighton, Brighton, MA, 02135
0.9 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$67
per night

Ingrid was great! My cat normally is pretty anxious whenever left alone and when I come back, he’s screaming at the door. Not this time! Ingrid sent a ton of photos a videos and overall was very responsive and a great caretaker.

Confirmed availability: Easter Weekend
Sitter Profile Image: Sarah D.
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Sitter Profile Image: Sarah D.
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8.

Sarah D.

Rover 101
I wanna hang with your dog :)
Roslindale, Roslindale, MA, 02131
3.2 mi. away
House Sitting
5.0 out of 5 stars
68 reviews
24 repeat clients
from
$95
per night

Sarah was so wonderful! She was incredibly professional and sweet. During our meet and greet she had great questions and a natural ease about her. She was the first person I left my pup with (outside of my mom) for an extended period of time since Covid started and her thorough updates and loads of pics made me feel so comfortable and not worried about my dog. She followed all my instructions around giving my dog some medicine and my dog seemed incredibly taken care of. She also left my apartment neat and tidy as I left it.

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Sitter Profile Image: Rachael H.
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Sitter Profile Image: Rachael H.
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9.

Rachael H.

Your fur babies are safe with me!
Boston, MA, 02135
1.4 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 reviews
2 repeat clients
from
$40
per night

Rachael was SO great with my pets! They absolutely loved her. They're so anxious when I leave and we're so calm when I returned from a trip. She provided really great updates that made my heart smile. I will definitely be booking with her again!

Confirmed availability: Easter Weekend
Sitter Profile Image: Angela P.
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Sitter Profile Image: Angela P.
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10.

Angela P.

A loving & thoughtful pet sitter
Boston, MA, 02130
3.0 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
2 repeat clients
from
$40
per night

Angela has taken care of my families cats multiple times when we were away traveling. She absolutely loves cats and does a great job every time. I would highly recommend her to anyone that needs a pet sitter.

Confirmed availability: Easter Weekend
Sitter Profile Image: Sabina S.
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Sitter Profile Image: Sabina S.
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11.

Sabina S.

Let's make your cat a priority!
Allston-Brighton, Brighton, MA, 02135
1.5 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$80
per night

Sabina was great with the dogs. She also kept us informed, double checked our timing, and washed her sheets and towels (without us even asking her).

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Sitter Profile Image: Crystal N.
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Sitter Profile Image: Crystal N.
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12.

Crystal N.

Caring Animal Enthusiast
Boston, MA, 02135
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$80
per night

Crystal has pet-sitted for me several times. I have a pomeranian and a husky. I chose her because she has a lot of experience working with dogs. She takes great care and is attentive to their needs. I highly recommend her as she is very professional, responsible and trustworthy and my dogs just love her. ❤️

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Sitter Profile Image: Melissa L.
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Sitter Profile Image: Melissa L.
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13.

Melissa L.

Can I pet your dog?
Brookline, MA, 02445
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
22 reviews
5 repeat clients
from
$44
per night

Melissa was great! She was communicative prior to and during her stay, and went above and beyond taking great, attentive care of my dog. I highly receommend Melissa and hope to book her again in the future!

Confirmed availability: Easter Weekend
Sitter Profile Image: Melissa M.
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Sitter Profile Image: Melissa M.
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14.

Melissa M.

Love to snuggle animals.
Boston, MA, 02135
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
2 reviews
1 repeat client
from
$32
per night

Melissa was great while watching my dog for the day. Super helpful and flexible would definitely recommend!

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Sitter Profile Image: Katie O.
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Sitter Profile Image: Katie O.
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15.

Katie O.

Dog lover looking to help owners!
Newton, MA, 02458
2.0 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
40 reviews
14 repeat clients
from
$83
per night

Katie provided excellent care for our dog Ellie! She was very communicative and provided regular updates allowing us to have peace of mind on our trip!

Confirmed availability: Easter Weekend
Sitter Profile Image: Sarah B.
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Sitter Profile Image: Sarah B.
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16.

Sarah B.

Rover 101
Law student w/ passion for animals
Boston, MA, 02135
1.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
3 repeat clients
from
$90
per night

Sarah took great care of our dog while we were away. She was communicative and we came home to find our house just as we left it. I would highly recommend Sarah!

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Sitter Profile Image: Miranda L.
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Sitter Profile Image: Miranda L.
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17.

Miranda L.

New city new fur friends
Boston, MA, 02135
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$75
per night

Miranda is amazing! First time to use her and definitely won’t be the last. She took such great care of our Havanese and outside cat. She was awesome to send daily updates and pictures. She is very trustworthy and loves animals, you can tell. She stayed almost a week at our house and took great care of our house as well. She took the trash cans to the curb, collected our mail and cleaned up after herself when her stay was done. Can’t sing her praises enough!! Thanks Miranda! Bella already misses you.

Sitter Profile Image: Camila B.
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Sitter Profile Image: Camila B.
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18.

Camila B.

Ready to take care of your pet!
Boston, MA, 02135
1.4 mi. away
House Sitting, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$45
per night

Camila was the best!! She took such great care of my pup for a weekend. She sent pictures and updates. I felt very comfortable knowing she was caring my dog while away. Definitely would recommend!!!! Thank you!

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Sitter Profile Image: Beck S.
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Sitter Profile Image: Beck S.
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19.

Beck S.

Beck loves big dogs!
Allston-Brighton, Boston, MA, 02135
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
1 repeat client
from
$59
per night

Beck was an amazing house sitter. They took care of our managerie of pets (dogs, cats, guinea pigs, bunnies, fish, and frogs) and keep us up to date with how things were going while we were gone. We will definitely hire them again. I would recommend them to anyone.

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Sitter Profile Image: Poulomi C.
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Sitter Profile Image: Poulomi C.
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20.

Poulomi C.

I think dogs are babies
Allston-Brighton, Brighton, MA, 02135
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
1 review
1 repeat client
from
$40
per night

Poulomi has babysat for my dogs countless times while I’m out of town for work. She’s always been incredibly reliable and caring to my little guys. She’s basically a second mom, and a vacation house for them at this point. She does such a great job, I’m delighted to see that she’s deciding to do this professionally. She loves my dogs like they’re her own, and I know she’ll treat your pets the same way.

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Chestnut Hill House Sitting ratings

Overall Rating:
4.9 out of 5 stars

House sitters in Chestnut Hill are rated on average 4.9 out of 5 stars based on 57 reviews.

Rover also offers House Sitting in:

Rover also offers other services in Chestnut Hill:


Rover offers the perfect alternative to dog kennels. The next time you head out of town and need someone to take care of your dog — and your home — turn to Rover for your Chestnut Hill house sitting needs. On Rover, it's easy to find a loving dog sitter in Chestnut Hill who'll give your dog one-on-one attention while you're away, and your dog can enjoy a sweet staycation, right at home. Search from hundreds of trusted Chestnut Hill house sitters near you, read sitter profiles, and reach out to sitters who seem like a good fit for you and your dog. 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 dog's stay all through Rover — it's easy, safe, and cashless. You get free premium insurance, a team of safety experts available 24/7, and cute photo updates throughout the stay. It's the easiest way to find trustworthy house sitters in Chestnut Hill for your dog — people who'll treat him like family.

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