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 dog.

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

Search Results

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Sitter Profile Image: Katerine M.
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Sitter Profile Image: Katerine M.
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1. Katerine M.

Friendly Responsible Reliable
Revere, MA, 02151
3.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
91 reviews
30 repeat clients
from
$19
per visit

Katerine was wonderful with my pup, Thirty!! She took Thirty on great walks and gave Thirty so much love and care! Highly recommend Katerine if you want extra care and dedication

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Sitter Profile Image: Tyler H.
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Sitter Profile Image: Tyler H.
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2. Tyler H.

Experienced puppy dad
Chelsea, MA, 02150
1.3 mi. away
Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
27 reviews
11 repeat clients
from
$21
per visit

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!

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Sitter Profile Image: Jazmin S.
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Sitter Profile Image: Jazmin S.
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3. Jazmin S.

pets are the highlight of existence
East Cambridge, Cambridge, MA, 02141
1.0 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
23 repeat clients
from
$21
per visit

Jazmin was wonderful dropping in on our two cats while we were away. She sent photos and was responsive when necessary. She was very organized and left our home in the same condition we left it, and followed our feeding / litter cleaning / treats schedule as requested. Our cats were happy when we came home after 2 nights as opposed to standoff-ish in relation to us leaving. Jazmin is very trustworthy and we’d love for her to drop in on the cars again the next time we go out of town!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Nicole F.
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Sitter Profile Image: Nicole F.
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4. Nicole F.

Rover 101
Flexible schedule for all pets!
Somerville, MA, 02145
1.2 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
7 repeat clients
from
$20
per visit

Nicole did an amazing job taking care of Bella. Bella came out of hiding for Nicole - she has never come out for anyone before!

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Sitter Profile Image: Elliott M.
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Sitter Profile Image: Elliott M.
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5. Elliott M.

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

Elliott was great! Thank you so much for helping with our pup Summer!!

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Sitter Profile Image: Tom S.
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Sitter Profile Image: Tom S.
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6. Tom S.

Love to play, feed & walk all dogs
Somerville, MA, 02145
1.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
78 reviews
29 repeat clients
from
$16
per visit

Tom as usual was a great sitter! He took excellent care of my senior cat and was able to administer oral liquid medication. I was able to be away with the peace of mind that my cat was under Tom’s care.

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Sitter Profile Image: Caleb M.
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Sitter Profile Image: Caleb M.
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7. Caleb M.

Your Pet 🤝 Me
Somerville, MA, 02145
2.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$17
per visit

Caleb was fantastic! They followed all instructions to a T and gave my two cats exactly what they needed. I got a detailed update from the visit with lots of photos. I already have them re-booked and highly recommend ☺️

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Miliana N.
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Sitter Profile Image: Miliana N.
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8. Miliana N.

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

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. :)

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Sitter Profile Image: Daria P.
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Sitter Profile Image: Daria P.
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9. Daria P.

Dog lover - caring & enthusiastic
Charlestown, Charlestown, MA, 02129
0.1 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
3 repeat clients
from
$17
per visit

Daria has been the best person we could have ever asked to look after our pup for us. She is very loving and truly loves doing it too. She’s always willing to accommodate our very nervous and quirky dog and work around her little nervous characteristics in order to provide her with the best care and we’re so thankful for that.

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Sitter Profile Image: Annie Y.
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Sitter Profile Image: Annie Y.
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10. Annie Y.

Pawrents away? I walk, sit, & stay!
Cambridge, MA, 02141
0.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
19 reviews
4 repeat clients
from
$30
per visit

Annie was a fantastic sitter! My cat who can be a bit shy warned right up to her! Annie made sure my cat was given plenty of attention, playtime, and pets while we were gone. She was also so responsive and sent great pictures :)

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Stephanie N.
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Sitter Profile Image: Stephanie N.
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11. Stephanie N.

WFH engineer who adores animals!
Central, Boston, MA, 02114
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
from
$15
per visit

Steph house sat for my cat while I was away and they had a great time together. Steph sent me photos of them playing and watching TV together. They seem like best friends. Thanks Steph!

Sitter Profile Image: Daniela Z.
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Sitter Profile Image: Daniela Z.
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12. Daniela Z.

Rover 101
Experienced Sitter & Animal Lover!
Somerville, MA, 02145
1.2 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
251 reviews
118 repeat clients
from
$21
per visit

We have asked Daniela to take care of our kitties for 3 times, and we are so pleased! Our cats are quarantine kitties so they aren’t as socialized and Daniela has been so patient and kind with them even when they’re not being great house guests. She had gone above and beyond! We also have 2 turtles that she keeps an eye on and has helped care for. We are so appreciative and glad we found someone we can trust!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Victoria B.
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Sitter Profile Image: Victoria B.
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13. Victoria B.

Rover 101
Full time WFH doggy lover 🐾
Chelsea, MA, 02150
1.2 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
158 reviews
64 repeat clients
from
$30
per visit

Victoria has been a friend of mine for the past few years. She has offered to watch my two dogs many times during that period. I have a very anxious lab puppy and a very old, agitated and grumpy 14-year-old dog whom she does great with. I will never hesitate to recommend Victoria as a sitter as she has shown me nothing but great responsibility. The dogs love her and practically knock her over when they see her.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Hannah L.
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Sitter Profile Image: Hannah L.
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14. Hannah L.

Caring & attentive cat mom!
Boston, MA, 02129
0.1 mi. away
Drop-In Visits
5.0 out of 5 stars
11 reviews
1 repeat client
from
$20
per visit

Hannah did a terrific job managing the needs of our high maintenance cat. She patiently cared for her and was not put off by her growls. We would definitely work with Hannah again. She’s a star!

Sitter Profile Image: Lauren G.
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Sitter Profile Image: Lauren G.
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15. Lauren G.

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

Lauren was great! Very friendly and trustworthy. It was easy to communicate with her and schedule a meetup time and she followed all of our instructions perfectly! We highly recommend!

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Sitter Profile Image: Alexx N.
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Sitter Profile Image: Alexx N.
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16. Alexx N.

Experienced and reliable dog lover!
Boston, MA, 02129
0.6 mi. away
Drop-In Visits, Dog Walking
from
$15
per visit

I've had the pleasure of knowing Alexx for seven years, and let me tell you, she's a real dog whisperer! Her love for dogs and animals, in general, is so evident in the way she interacts with them. I've seen Alexx taking care of her own family dogs and even dog-sitting for others, including my own pets. Her reliability over the years and her ability to bond with dogs just reassures me that she's someone you can trust wholeheartedly. If you're looking for someone attentive and caring to take care of your pets, Alexx is definitely the person to go to!

Sitter Profile Image: Dakota H.
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Sitter Profile Image: Dakota H.
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17. Dakota H.

Primatologist and Cat Mom!
Boston, MA, 02129
0.6 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
3 reviews
1 repeat client
from
$25
per visit

Took such great care of my cat! Thanks again!

Sitter Profile Image: Molly B.
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Sitter Profile Image: Molly B.
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18. Molly B.

Rover 101
Furry Friends are Family!
Boston, MA, 02129
0.3 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
51 reviews
11 repeat clients
from
$23
per visit

Molly is excellent with my anxious pup! Molly came to meet June a couple times before our planned check-ins while we were away. June seemed comfortable with Molly during their first interactions which made me feel comfortable leaving her with someone new! Molly went above and beyond and proved to be trustworthy with my fur-baby!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Vincent P.
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Sitter Profile Image: Vincent P.
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19. Vincent P.

Must love dogs
Charlestown, Charlestown, MA, 02129
0.1 mi. away
Drop-In Visits, Dog Walking
from
$21
per visit

My doggie is my world! I was nervous to try having a stranger take care of him but Vincent put me at ease right away. I felt super comfortable leaving my fur son in his care and I loved seeing how much they bonded! Thank you! Will definitely use again!

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Sitter Profile Image: Stefanie & Grant P.
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Sitter Profile Image: Stefanie & Grant P.
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20. Stefanie & Grant P.

Downtown Sitter, Loves Exploring
Charlestown, MA, 02129
0.3 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
from
$20
per visit

Stefanie has been caring for my pup Tessie for several months, and she is the best!! She typically cares for Tessie in her home and she treats her like family. She takes her on special outings and really dotes on her the entire time I’m gone. And best of all she sends me daily pictures and updates, so I feel like I’m along for all the fun they’re having. Tessie loves Stefanie like a second “dog mom” which shows me how well-cared-for she is. I wholeheartedly recommend Stefanie for any pet-sitting or walking responsibilities!

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Rover also offers Pet Sitting & Drop Ins in these neighborhoods:

Rover also offers other services in Charlestown:

Pet parents turn to sitters on Rover.com when they're looking for pet-sitting. 1747 owners have reviewed sitters in Charlestown, Boston, MA, giving them an average rating of 4.9/5. Since 92% of pet owners live within a short drive of a sitter on Rover, it's easy to find the perfect pet sitter near you. 95% of reviewed stays have received a perfect 5-star rating. Wondering how much you can expect to pay on Rover.com? Check out our average pet sitting rates to get an idea before you start a conversation with a pet sitter. Exchange messages from your sitter's profile, ask to schedule a free in-person Meet & Greet, and book and pay on Rover. You'll receive adorable photo updates, premium insurance, and world-class support.

Never beg a friend to drop in on your pets while you're on vacation again. With Rover, you can find the perfect Charlestown, Boston pet sitter in seconds. Sitters on Rover are pet lovers, who will be happy to sit dogs, cats, caged pets, and even horses while they take care of your home. By removing common pet care obstacles, Rover ensures pets nationwide are happy and well-cared for even when their human is away, and empowers pet lovers to live happy and fulfilling lives. Founded on the belief that everyone should have the opportunity to experience the unconditional love of a pet, Rover makes it easy for you to reach trusted pet sitters in Charlestown, Boston who can provide the care your pet needs, when they need it.

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