Pet Sitting & Drop Ins in Charlestown, Boston

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

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Sitter Profile Image: Tyler H.
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Sitter Profile Image: Tyler H.
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1. Tyler H.

Star Sitter
Experienced puppy dad
Chelsea, MA, 02150
1.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per visit
5.0 out of 5 stars
53 reviews
17 repeat clients
Profile image

If I could leave a million star review I would. Tyler and his fiancée literally saved my dog’s life!! While I was out of town my dog got extremely sick. They took him to the emergency vet two separate times. He stayed there with him all night one of those nights. He made sure that he was getting great care before leaving him. He also communicated very well with me this whole time. He helped so much while I was trying to get home from another country. They are the ONLY reason my dog survived. If it weren’t for them being so caring and attentive I would not have my dog home with me right now. If you’re looking for someone kind, caring, and attentive, DEFINITELY book with Tyler!

Availability updated yesterday
Sitter Profile Image: Nicole F.
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Sitter Profile Image: Nicole F.
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2. Nicole F.

Rover 101
Star Sitter
Lover of any and all pets!
Somerville, MA, 02145
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
68 reviews
18 repeat clients
Profile image

Nicole was super communicative and sent sweet pics of my cat Junie! Also at one point the key got stuck in the door, and she let me know the situation and kept me updated super promptly which was great.

Availability updated yesterday
Sitter Profile Image: Jordan S.
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Sitter Profile Image: Jordan S.
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3. Jordan S.

Star Sitter
I can’t wait to meet your pets!
Somerville, MA, 02143
0.6 mi. away
Drop-In Visits, Dog Walking
from
$24
per visit
5.0 out of 5 stars
15 reviews
4 repeat clients
Profile image

Jordan was great but this app is miserable.

Availability updated 2 days ago
Sitter Profile Image: Elliott M.
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Sitter Profile Image: Elliott M.
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4. Elliott M.

Star Sitter
Enthusiastic dog owner/walker
Boston, MA, 02118
1.7 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$16
per visit
5.0 out of 5 stars
107 reviews
69 repeat clients
Profile image

Elliott is amazing! He always takes cute photos of my dog and is very communicative and friendly. I appreciate him so much - thanks Elliott for being so great!

Availability updated 5 days ago
Sitter Profile Image: Mary Kate D.
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Sitter Profile Image: Mary Kate D.
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5. Mary Kate D.

Star Sitter
Loving cat care by lifelong owner🐱
South End, Boston, MA, 02116
2.3 mi. away
Drop-In Visits
from
$25
per visit
5.0 out of 5 stars
17 reviews
3 repeat clients
Profile image

Mary Kate did an amazing job taking care of my cat while I’m gone! She’s attentive and sent me photos to keep me updated. Will 100% recommend!

Availability updated yesterday
Sitter Profile Image: Tommy C.
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Sitter Profile Image: Tommy C.
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6. Tommy C.

Breaking Up Zoom Calls with Zoomies
Central, Boston, MA, 02114
0.9 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$19
per visit
5.0 out of 5 stars
10 reviews
6 repeat clients
Profile image

Tommy was super responsive, took care of my dog really well, and kept me in the loop so I could have peace of mind that my dog was okay!

Availability updated yesterday
Sitter Profile Image: Stephanie N.
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Sitter Profile Image: Stephanie N.
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7. Stephanie N.

WFH engineer who adores animals!
Central, Boston, MA, 02114
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
4 reviews
1 repeat client
Profile image

Stephanie watched my two Frenchies and they absolutely love her! My dogs were well exercised and happy. The updates and photos sent throughout her stay gave me complete peace of mind. I highly recommend Stephanie to anyone looking for a reliable and loving dog sitter. Thank you again for taking such great care of my fur babies!

Availability updated today
Sitter Profile Image: Miliana N.
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Sitter Profile Image: Miliana N.
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8. Miliana N.

Star Sitter
Ready to meet your furry babies
Charlestown, Charlestown, MA, 02129
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
from
$33
per visit
5.0 out of 5 stars
284 reviews
71 repeat clients
Profile image

Miliana was great! Very flexible and proactive— scheduled time to meet with our cat beforehand. My cat is super shy but warmed up to Miliana quickly! Definitely recommend. :)

Availability updated today
Sitter Profile Image: Desiree B.
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Sitter Profile Image: Desiree B.
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9. Desiree B.

Animal Enthusiast
Central, Boston, MA, 02113
1.1 mi. away
Drop-In Visits, Dog Walking
from
$17
per visit
5.0 out of 5 stars
19 reviews
7 repeat clients
Profile image

Desiree was absolutely fantastic! My dogs were clearly well cared for and loved on while I was away. They were happy and healthy when I returned. Desiree did a great job with feeding, walking, and providing companionship. I would definitely recommend Desiree to other dog owners. Thanks for everything!

Availability updated 9 days ago
Sitter Profile Image: Christina P.
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Sitter Profile Image: Christina P.
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10. Christina P.

Star Sitter
Loving dog mama looking to help!!!
Charlestown, Charlestown, MA, 02129
0.5 mi. away
Drop-In Visits, Dog Walking
from
$25
per visit
5.0 out of 5 stars
14 reviews
3 repeat clients

My wife Christina and I have the privilege of owning two beautiful labs. Tina is the most loving and caring dog mom! She has a relationship with not only our dogs, but dogs within our community, like no one I have ever seen. When Tina suggested exploring Rover and explained the app to me, I thought it was a match made in heaven. If you are looking for someone personable, caring , and responsible, then look no further.

Availability updated today
Sitter Profile Image: Karina M.
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Sitter Profile Image: Karina M.
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11. Karina M.

Dedicated and passionate dog mom
Cambridge, MA, 02141
0.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$15
per visit
3 reviews

Karina is the best! She is very professional and communicative. Provides lots of daily updates and was very caring with Oscar and Ringo. Definitely coming back!

Availability updated 2 days ago
Sitter Profile Image: Shane D.
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Sitter Profile Image: Shane D.
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12. Shane D.

Rover 101
Star Sitter
Rated 5 bones by doggo weekly
Boston, MA, 02114
1.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$30
per visit
5.0 out of 5 stars
70 reviews
51 repeat clients
Profile image

This was my first time using Rover so I was nervous to have a stranger checking in on my two kitties. Shane’s responsiveness and professionalism made my trip worry free because I knew that my kitties were in good hands. I will definitely be using Shane’s services in the future.

Availability updated today
Sitter Profile Image: Andey D.
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Sitter Profile Image: Andey D.
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13. Andey D.

Every dog deserves a good walk
East Cambridge, Cambridge, MA, 02141
1.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$26
per visit
5.0 out of 5 stars
10 reviews
3 repeat clients

At first I was unsure about hiring someone to help me take care of my dog, you just never know who’s out there, but Andey quickly washed all my fears away. She met our dog first for a meet and greet and it was love at first head scratch. She is great with animals and really cares about making sure they have the best experience possible. Andey also helped ease my worries by sending photos of my little buddy and updating me with where they were or what they were doing.

Availability updated 7 days ago
Sitter Profile Image: Catherine M.
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Sitter Profile Image: Catherine M.
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14. Catherine M.

Local dog lover!
Central, Boston, MA, 02113
1.2 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
5.0 out of 5 stars
12 reviews
3 repeat clients
Profile image

Catherine took great care of my dog Lexi! She gave me photo updates and was very communicative. I would recommend her to anyone in the neighborhood and will definitely use her for future care for Lexi

Availability updated 10 days ago
Sitter Profile Image: Prisha S.
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Sitter Profile Image: Prisha S.
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15. Prisha S.

grad student who loves pets!
Central, Boston, MA, 02113
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$18
per visit
1 review
1 repeat client

Prisha was an exceptional dog-sitter who consistently went above and beyond to ensure the well-being and happiness of my new puppy, Max. I travel for work and have entrusted him with her on several occasions, and each time, she's shown incredible responsibility, kindness, and attention to detail. Max absolutely adores her, and it's clear she genuinely cares about him as if he were her own. Unlike past dog-sitters, Prisha has consistently been reliable, trustworthy, and gives ample warning if she is unable to watch Max. I couldn't recommend her more highly to anyone looking for a dedicated and compassionate dog-sitter.

Availability updated 14 days ago
Sitter Profile Image: Shayna F.
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Sitter Profile Image: Shayna F.
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16. Shayna F.

Star Sitter
Reliable with so much love to give!
East Cambridge, cambridge, MA, 02141
0.8 mi. away
Drop-In Visits
from
$26
per visit
5.0 out of 5 stars
71 reviews
21 repeat clients
Profile image

Shayna did drop-in visits on two occasions for our cats, one being a whole month long. She tended to their food, water, and litter needs. I noticed sometimes the check-in times would stretch longer than the allocated half an hour, so we’re really grateful she went above and beyond and still managed to squeeze in play time with our cats as well during the visits! After every visit, she wrote a description of what she had done, and also attached some pictures of the cats. Shayna was also very flexible and accommodating, agreeing to take on an unforeseen visit with just a day’s notice! All in all, we were very happy with her service and will definitely look forward to her seeing our cats again!

Availability updated 2 days ago
Sitter Profile Image: Lauren G.
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Sitter Profile Image: Lauren G.
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17. Lauren G.

Your local dog enthusiast
Charlestown, Charlestown, MA, 02129
0.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
from
$24
per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
Profile image

Lauren’s checked in on Blake before and this time was the same great experience as always! Lauren is always on time, sends me updates, and makes sure Blake is all set and happy by the time she leaves!

Availability updated 12 days ago
Sitter Profile Image: Rachel S.
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Sitter Profile Image: Rachel S.
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18. Rachel S.

Pets are my passion
Boston, MA, 02129
0.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$20
per visit
5.0 out of 5 stars
3 reviews

Rachel is a phenomenal pet sitter. You can tell she really loves animals and treats all of the animals like her own. She kept my dog for 3 nights and every night sent me pictures and videos of my dog. My dog slept on her bed and went on multiple walks a day. My dog loves her and will be going back!

Availability updated yesterday
Sitter Profile Image: Emily W.
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Sitter Profile Image: Emily W.
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19. Emily W.

Charlestown Dog-Lover!
Charlestown, Boston, MA, 02129
0.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$25
per visit
5.0 out of 5 stars
25 reviews
11 repeat clients
Profile image

Great communication! Emily was on time and provided lots of updates. I’m so thankful Emily was able to drop in for my picky Shiba Inu. It looks like he really liked her too! Thanks again :)

Availability updated 32 days ago
Sitter Profile Image: Gina B.
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Sitter Profile Image: Gina B.
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20. Gina B.

Off duty nurse, full time fur lover
Boston, MA, 02129
0.4 mi. away
Drop-In Visits, Dog Walking
from
$20
per visit
5.0 out of 5 stars
5 reviews
1 repeat client
Profile image

Gina was awesome and took great care of our 2 cats. She was responsive, caring, and attentive to details during her drop ins. She well-managed the different personalities of our cats and went over the top with tidying the food containers. Highly recommend - thanks Gina!

Availability updated 7 days ago

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