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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Sitter Profile Image: Emma L.
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Sitter Profile Image: Emma L.
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1. Emma L.

Star Sitter
Loving your fur babies like my own
Allston-Brighton, Allston, MA, 02134
2.6 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
26 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!

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

Rover 101
Star Sitter
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
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!

Sitter Profile Image: Sally J.
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Sitter Profile Image: Sally J.
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3. Sally J.

Paw-ty at mine! Woof/meow to RSVP
Allston-Brighton, Boston, MA, 02135
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
from
$55
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!

Sitter Profile Image: Tara S.
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Sitter Profile Image: Tara S.
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4. Tara S.

Rover 101
Boston Professional Dog Walker
Brookline, MA, 02446
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
7 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!

Sitter Profile Image: Rachael H.
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Sitter Profile Image: Rachael H.
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5. 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
8 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!

Sitter Profile Image: Belkis M.
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Sitter Profile Image: Belkis M.
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6. Belkis M.

Like a home away from home
Boston, MA, 02120
3.1 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.

Sitter Profile Image: Brianna E.
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Sitter Profile Image: Brianna E.
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7. Brianna E.

Looking forward to loving your pet
Allston-Brighton, Brighton, MA, 02135
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
23 reviews
10 repeat clients
from
$50
per night

Brianna was such an incredible and wonderful sitter. She took very good care of my cat and home while I was away for five nights. I came home and my house was in a better state than when I had left it! Brianna made sure to send me pictures and updates throughout the day. She listened to my needs and answered any questions I had. I will definitely use Brianna again and trust her very much!!

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

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

Eryn was so professional and timely from the beginning. She went above and beyond with sending us pictures and letting us know how our dogs were doing. Will definitely be a returning client.

Sitter Profile Image: Maddie S.
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Sitter Profile Image: Maddie S.
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9. Maddie S.

Star Sitter
Adoring dog and cat sitter
Brookline, MA, 02445
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$100
per night

Maddie was great - she was very communicative and responsive, left my apartment cleaner than when I left, and my pup seemed to have a great time

Sitter Profile Image: Mikaila K.
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Sitter Profile Image: Mikaila K.
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10. Mikaila K.

Star Sitter
A friend for your furry friend
Newton, MA, 02459
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$70
per night

Mikaila was great sitting with our dog for a week. She was very responsible — reaching out when he had tummy trouble amd taking care of the house. J had a good time with her!

Sitter Profile Image: Lauren B.
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Sitter Profile Image: Lauren B.
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11. Lauren B.

Rover 101
Star Sitter
Available full-time for your pets
Newton, MA, 02458
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
111 reviews
47 repeat clients
from
$110
per night

Lauren was very kind to help us when our pet sitter cancelled on us a week before a family event. She stepped in and took wonderful care of our dogs. We will absolutely contact her whenever we are in the Boston area again. Thank you Lauren - we really appreciate all your help!

Sitter Profile Image: Maggie P.
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Sitter Profile Image: Maggie P.
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12. Maggie P.

Life is better with pets!
Boston, MA, 02135
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$50
per night

Maggie does an amazing job taking care of my cat, Fritzy! I travel a bit on the weekends so I need someone who can check on him every once in a while. She’s super responsive and is happy to help out. I have her check on him for a few hours each day to fill up his food/water and play with him - mainly just keeping him company. Couldn’t recommend her enough!

Sitter Profile Image: Katie O.
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Sitter Profile Image: Katie O.
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13. 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
41 reviews
15 repeat clients
from
$83
per night

We loved that Katie is experienced with large dogs, she was so great with our German Shepherd. Will definitely use her again, highly recommend!

Sitter Profile Image: Camila B.
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Sitter Profile Image: Camila B.
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14. Camila B.

Ready to take care of your pet!
Allston-Brighton, Brighton, MA, 02135
1.4 mi. away
House Sitting
5.0 out of 5 stars
9 reviews
3 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!

Sitter Profile Image: Paige A.
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Sitter Profile Image: Paige A.
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15. Paige A.

🐱 🐶 ❤️
Allston-Brighton, Brighton, MA, 02135
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
127 reviews
38 repeat clients
from
$88
per night

Paige was absolutely the perfect person to watch our anxious 5 year old dog. After not spending a single night without us for the last year and a half, we were worried about leaving Brutus for a long weekend - but Paige cared for him so well that I doubt he even knew we were gone! LOL. She spoiled him with big walks in the arboretum, lots of playtime with his favorite ball, and just so many cuddles. She is a great communicator, respectful of your home, and just such a wonderfully kind human. We can’t wait to book her again for our next trip out of town.

Sitter Profile Image: Matisse N.
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Sitter Profile Image: Matisse N.
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16. Matisse N.

Lover of all things dogs & walking
Allston-Brighton, Brighton, MA, 02135
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
3 repeat clients
from
$50
per night

Reliable and trustworthy. I'm so happy I found Matisse on here. She was a lifesaver when I needed someone to stop in and take my dog out. I knew I could always count on her and she really took the stress out of a stressful situation.

Sitter Profile Image: Liz F.
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Sitter Profile Image: Liz F.
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17. Liz F.

Leave your pet in great hands!
Allston-Brighton, Boston, MA, 02135
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
48 reviews
14 repeat clients
from
$100
per night

Liz was great! She took great care of our golden retriever (and home) while we were traveling. She communicated with us each day, and we felt extremely comfortable knowing our dog was in her hands. We hope to use her again in the future!

Sitter Profile Image: Natalia K.
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Sitter Profile Image: Natalia K.
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18. Natalia K.

Rover 101
Star Sitter
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
83 reviews
26 repeat clients
from
$149
per night

Natalya did an amazing job with Simba. Simba is an older dog and pretty set in his ways but he was thrilled to make a new friend. Natalya took him on awesome long walks and really tired him out! He’s looking forward to seeing her again and enjoying all the treats she spoiled him with!

Sitter Profile Image: Paige S.
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Sitter Profile Image: Paige S.
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19. Paige S.

Experienced Animal Care Giver.
Allston-Brighton, Brighton, MA, 02135
1.1 mi. away
Boarding, House Sitting
5.0 out of 5 stars
18 reviews
6 repeat clients
from
$65
per night

Paige took great care of Gracie and provided lots of updates. She carefully followed all directions and clearly cares deeply for animals. I wouldn’t hesitate to recommend her for your dog sitting needs :)

Sitter Profile Image: Austin H.
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Sitter Profile Image: Austin H.
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20. Austin H.

Your pets are in perfect paws :)
Allston-Brighton, Boston, MA, 02135
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
16 reviews
7 repeat clients
from
$49
per night

Austin watched our dog at our apartment while we were away for a weekend - he was great and our dog loved him and seemed super happy when we came back. He sent lots of pictures and assured us everything was going well and he left our house super clean! Will absolutely book him again when we travel next and highly recommend!

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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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