Pet Sitting in Chestnut Hill

Book a pet sitter to stop by your home a few times a day to feed and play with your cat or dog.

I'm looking for service for my:
Boarding
House Sitting
Drop-In Visits
Doggy Day Care
Dog Walking
One Time
Repeat Weekly
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Search Results

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
2.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
2 repeat clients
from
$25
per visit

Maddy did a great job at accommodating my last minute need for a cat sitter. My cat (who does not often like people at first) warmed up to her immediately. She was diligent, on time, kind, and I felt good having my cat in her care. Thank you Maddy!

Sitter Profile Image: Jana W.
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Sitter Profile Image: Jana W.
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2. Jana W.

Star Sitter
Dogs need vacation too!
West Roxbury, West Roxbury, MA, 02132
2.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
164 reviews
51 repeat clients
from
$24
per visit

Jana was great with my two dogs! Sent lots of photos and info on how the visit went and she above all made sure that both dogs had a safe visit. I will definitely be using her again.

Sitter Profile Image: Natalia K.
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Sitter Profile Image: Natalia K.
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3. 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
81 reviews
25 repeat clients
from
$25
per visit

Natalia is amazing and communicative! She is always on time and sends lots of pictures. She also plays with our cats. I highly recommend her!

Sitter Profile Image: Leah G.
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Sitter Profile Image: Leah G.
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4. Leah G.

Rover 101
Star Sitter
Leah's Paws & Whiskers Care
Allston-Brighton, Brighton, MA, 02135
1.6 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
44 reviews
12 repeat clients
from
$25
per visit

Leah always does such a great job taking care of my cat! She always spends such good quality time with him, and he’s so comfortable with her so I always feel so good leaving him in her care. She’s definitely one of his favorite people! 😺

Sitter Profile Image: Luciana S.
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Sitter Profile Image: Luciana S.
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5. Luciana S.

Rover 101
Star Sitter
Experienced & Caring Pet Sitter
Allston-Brighton, Brighton, MA, 02135
0.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
42 reviews
13 repeat clients
from
$25
per visit

Luciana was so great, and cared so much for my cat Dave! Luciana updated us on everything, sent great pictures and Dave seemed happy and loved when we all returned home! :-)

Sitter Profile Image: Maegan M.
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Sitter Profile Image: Maegan M.
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6. Maegan M.

Star Sitter
Reliable with a Flexible Schedule!
Boston, MA, 02135
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
81 reviews
21 repeat clients
from
$35
per visit

11 out of 10, extraordinary cat sitter. Adapted to our two weirdo muppets’ needs, carefully followed feeding directions, took great care with one very shy, elderly cat and one very friendly young cat. Went above and beyond - took some really, really wonderful pictures too! Highly recommend. I’m an anxious pet owner and was totally reassured knowing she was checking in on them.

Sitter Profile Image: Sabina S.
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Sitter Profile Image: Sabina S.
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7. Sabina S.

Star Sitter
Let's make your cat a priority!
Boston, MA, 02134
1.8 mi. away
House Sitting, Drop-In Visits
5.0 out of 5 stars
14 reviews
4 repeat clients
from
$25
per visit

Sabina did an amazing job. Went above and beyond in taking care of my cat even bringing over a comb, some rub in shampoo, and staying extra one day. Truly a great cat sitter!

Sitter Profile Image: Sophie N.
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Sitter Profile Image: Sophie N.
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8. Sophie N.

Star Sitter
An animal lover who loves walking!
Newton, MA, 02460
1.9 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
21 reviews
7 repeat clients
from
$18
per visit

Sophie completed some drop in visits for our 2 year old cat while we were out of town. We appreciated the real time updates and photo. Our cat was well taken care of we definitely recommend Sophie!

Sitter Profile Image: Sally J.
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Sitter Profile Image: Sally J.
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9. 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
$25
per visit

If you're searching for a pet sitter who will treat your furry family members with the same love and attention as you do, look no further than Sally! I recently had the pleasure of entrusting Sally with the care of my beloved dog, and I couldn't be happier with the experience. From the moment I met Sally, I knew my dog was in excellent hands. Her warm and welcoming demeanor immediately put both me and my baby Gnocchi at ease. Sally took the time to get to know him individually, learning his unique personalities, routines, and even his complicated diet. One of the things that impressed me most about Sally was her excellent communication throughout the pet sitting experience. She kept me updated with regular photos and messages, giving me peace of mind knowing that my dog was happy and thriving under her care. I wholeheartedly recommend Sally's pet sitting services to any pet parent in need of a reliable and compassionate caregiver. Her genuine love for animals, attention to detail, and exceptional care make her a true gem in the world of pet sitting. Thank you, Sally, for providing such a loving and nurturing environment for my furry friend! Rating: 5 out of 5 Paws

Sitter Profile Image: Jess M.
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Sitter Profile Image: Jess M.
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10. Jess M.

Rover 101
Star Sitter
Woof Local
Brookline, MA, 02445
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
46 reviews
31 repeat clients
from
$35
per visit

Jess went above and beyond taking care of my kitties. When I came home they were happy and healthy. I also loved getting cute pictures of them when I was away from my home.

Sitter Profile Image: Alexandra C.
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Sitter Profile Image: Alexandra C.
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11. Alexandra C.

I love all animals big and small!
Allston-Brighton, Boston, MA, 02135
1.5 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$17
per visit

Alexandra absolutely loves animals and always does her utmost to care for any animals in her care. She has taken care of extremely picky cats, very friendly dogs, and all types of reptiles and amphibians. You really can't ask for a better animal caregiver than Alexandra.

Sitter Profile Image: Austin H.
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Sitter Profile Image: Austin H.
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12. 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
$25
per visit

Austin is a very trustworthy sitter, and when Austin came, Coco seemed very happy and at ease with him! We are looking forward to working with you again!

Sitter Profile Image: Gabriel B.
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Sitter Profile Image: Gabriel B.
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13. Gabriel B.

Star Sitter
Dogs=My first love+my best friend
Brookline, MA, 02467
1.4 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
24 reviews
7 repeat clients
from
$23
per visit

Gabriel took great care of my dog during the drop in visit. He provided supportive photos and area of walking.

Sitter Profile Image: Maddie S.
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Sitter Profile Image: Maddie S.
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14. 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
$20
per visit

Maddie was so flexible and easy to work with! I have two boys on the shyer side and they both came out to say hi to her when she dropped by! I will definitely rebook with Maddie in the future and cant recommend her enough from a fellow sitter!

Sitter Profile Image: Arvid & Felicia A.
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Sitter Profile Image: Arvid & Felicia A.
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15. Arvid & Felicia A.

Two friendly cat and dog lovers!
Allston-Brighton, Brighton, MA, 02135
1.1 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
1 review
from
$17
per visit

About: We, Arvid and Felicia, are friendly and respectful cat and dog lovers! We had pets of our own in the past and would love to take care of your kittie/doggie! We are working during the week but are completely free on the weekend and would love to take care of your pet in the weekend. We live in a spacious and quiet 1-BR apartment in Brighton with big windows and a small fenced balcony. We are at home when taking care of your pet!

Sitter Profile Image: Sasha P.
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Sitter Profile Image: Sasha P.
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16. Sasha P.

Cat aunt & dog lover
Boston, MA, 02135
1.0 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$15
per visit

Sasha was my go-to and favorite sitter for my two cats for about two years. She was so loving with them and went above and beyond both to make sure that they were well cared for and to communicate with me about everything that was going on. She is responsible, conscientious, kind, and trustworthy. I never had to worry leaving my cats in her care; I knew they would have the care, attention and love that they needed while I was gone. I unfortunately moved away, or else Sasha would have continued to be my go-to pet sitter. I cannot recommend Sasha highly enough!

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
14 reviews
5 repeat clients
from
$25
per visit

Miranda has watched my dog multiple times and he always comes back a happy pup. Miranda gives Wafer a ton of attention, frequent walks, and sends consistent updates. She's easy going and instantly connected with him. Wafer is all wags and smiles when he gets dropped off at Miranda's and it's super comforting to know he's safe and having fun while I'm away

Sitter Profile Image: Brandee M.
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Sitter Profile Image: Brandee M.
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18. Brandee M.

Ft ER vet tech, pt sitter!
Boston, MA, 02135
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$20
per visit

Brandee was amazing. My cat is 22lbs and very hard to pill. She was a pro and got that pill right into Benny with no problems. Don’t hesitate using Brandee. She was was professional and on time for all of our appointments. You can see she really loves animals in the way she interacts with them and soothes them.

Sitter Profile Image: Danielle D.
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Sitter Profile Image: Danielle D.
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19. Danielle D.

Experienced & responsible pet lover
Allston-Brighton, Brighton, MA, 02135
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
25 years of experience
from
$15
per visit

About: I've had pets since I was a kid and I have grown up with them. I am comfortable in all settings and with all animals. Always willing to learn and adapt to what the animal needs, and to be supportive of their parents. I do work full time so pet care would be before work, after work, evenings, weekends, and during day on Mondays (I work remotely this day). I currently live in an apartment where pets are allowed. I do not currently have a pet in my home; my 15 year old cat recently died. My home is spacious and well-kept. All harmful materials, plants, and flowers will be hidden when taking care of a pet.

Sitter Profile Image: Anna C.
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Sitter Profile Image: Anna C.
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20. Anna C.

Your pet’s favorite neighbor
Boston, MA, 02135
1.0 mi. away
Drop-In Visits
5.0 out of 5 stars
11 reviews
5 repeat clients
from
$15
per visit

Anna was super nice and very responsive. My apartment (areas around food bowl and litter box) were very clean and there were no hiccups. This was my first time on Rover too so Anna was very helpful through the process. Would definitely recommend her!

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Chestnut Hill Pet Sitting & Drop Ins ratings

Overall Rating:
4.8 out of 5 stars

Pet sitters in Chestnut Hill are rated on average 4.8 out of 5 stars based on 43 reviews.

Rover also offers Pet Sitting & Drop Ins in:

Rover also offers other services in Chestnut Hill:


As pet 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 Chestnut Hill pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Chestnut Hill, MA 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 educational opportunities 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 dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

Drop-In Visits