Pet Sitting & Drop Ins In Charlestown

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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Top rated Charlestown pet sitters

Prices are estimates per visit for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.

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Sitter Profile Image: Emily S.
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Emily S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
29 reviews
12 repeat clients
14 years of experience
Charlestown, Charlestown, MA, 02129

Emily is amazing and truly loved pups. I truly felt so safe having her there and in our home! I’m definitely excited to work with her in the future and I’m super grateful for her.

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Kati F.
Sitter Profile Image: Vanessa H.
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Vanessa H.
Star Sitter
$20
total per visit
5.0 out of 5 stars
11 reviews
4 repeat clients
15 years of experience
Boston, MA, 02129

Wonderful pet sitter. She too great care of our animals including one of our cats that is on three times a day meds. Very responsive and sent many updates and pictures.

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Mary Beth T.
Sitter Profile Image: Amanda B.
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Amanda B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
31 reviews
10 repeat clients
16 years of experience
Somerville, MA, 02143

Amanda was amazing!! All updates were thorough and she took so many good pictures, she spent lots of time playing and cuddling with our cat, who clearly loved her too :) highly recommend!!!

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Mia O.
Sitter Profile Image: Sloane H.
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Sloane H.
$28
total per visit
5.0 out of 5 stars
7 reviews
3 repeat clients
25 years of experience
Charlestown, Boston, MA, 02129

We could not have asked more from Sloane. She was great throughout the whole process! I really enjoyed how thoughtful, caring, and attentive she was with our kittens. She also kept us updated sporadically during the days we were gone. Thank you for taking such good care of our cats!

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William W.
Sitter Profile Image: Daniela Z.
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Daniela Z.
Star Sitter
$26
total per visit
5.0 out of 5 stars
277 reviews
126 repeat clients
6 years of experience
Somerville, MA, 02145

Daniela is the best! Super sweet, professional, and trustworthy. My cat is really shy, but shes always happy and comfortable during drop ins.

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Hannah M.
Sitter Profile Image: Elizabeth A.
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Elizabeth A.
Star Sitter
$28
total per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
20 years of experience
Jamaica Plain, Chelsea, MA, 02150

We’ve used Liz for our 7 month old puppy for about a month now and she’s been absolutely amazing! Liz has been incredibly flexible with our schedule, even doing a last-minute meet and greet before getting started and accommodating last-minute requests when our schedule changes. She takes such great care of our puppy and always sends thoughtful updates about how his day went, which we really appreciate. Our puppy Bogey absolutely adores her and looks forward to seeing her every visit! It gives us so much peace of mind knowing he’s in such good hands. We highly recommend her!! Thanks for all that you do Liz!!

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Dani T.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
$25
total per visit
5.0 out of 5 stars
34 reviews
9 repeat clients
7 years of experience
Cambridgeport, Cambridge, MA, 02139

Was incredibly attuned to my lil anxious Winston, provided consistent helpful feedback & was just overall a perfect pet sitter for my baby boy! I was nervous using rover for the first time, and Rachel exceeded my expectations & went above and beyond. Will be working with her again!

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Keelin R.
Sitter Profile Image: Alyssa C.
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Alyssa C.
Star Sitter
$19
total per visit
5.0 out of 5 stars
17 reviews
4 repeat clients
5 years of experience
Area Iv, Cambridge, MA, 02139

Great!

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Vanessa H.
Sitter Profile Image: Valentina B.
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Valentina B.
$20
total per visit
5.0 out of 5 stars
2 reviews
1 repeat client
5 years of experience
Back Bay-Beacon Hill, Boston, MA, 02115

About: While I am new to these services professionally, I grew up with 4 small dogs (all at once!) and have lots of experience with senior and disabled dogs. Most comfortable with small to medium sized. Starting April 25th, I am completely free for services at almost any time of day! This is my free summer time as a student, but my schedule will change stating July when I begin work. I will update my calendar accordingly! I am always attentive to needs or concerns. I have a 650 sq ft apartment with plenty of parks and places for walking nearby. No crates, no other roommates but I stay home most of the day.

Sitter Profile Image: Cierra K.
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Cierra K.
$17
total per visit
5.0 out of 5 stars
2 reviews
3 repeat clients
17 years of experience
Medford, MA, 02155

About: What sets me apart from other sitters is my deep compassion, patience, and experience with dogs who need extra attention—especially those with anxiety or special routines. I have hands-on experience caring for senior dogs, puppies, and pets who struggle with separation anxiety. My own dog, Sasha, has anxiety, so I understand the importance of gentle care, consistency, and emotional support. I treat every pet like family, and I’m committed to creating a calm, safe, and loving environment while you’re away. Whether your pup needs long walks, slow introductions, or just a cozy lap to nap on—I’ve got you covered! Pet care fits naturally into my weekly routine. I have Mondays and Tuesdays off, which gives me plenty of time for daytime walks and drop-ins. On other days, I’m able to fit in visits between school and work—and I don’t mind doing late-night drop-ins if your pet needs evening attention. Caring for animals is something I truly enjoy, so I’m happy to make it a priority in my schedule. I’m dependable, flexible, and always focused on making pets feel safe and loved while you’re away. I only offer pet care in the client’s home because I believe pets are happiest and most comfortable in their own familiar environment. I follow your pet’s routine closely—whether that’s feeding, walks, playtime, or administering medication. I respect your space, keep things tidy, and make sure your pet feels safe, loved, and cared for while you’re away. My goal is always to provide reliable, stress-free care that gives both you and your pet peace of mind.

Sitter Profile Image: Szu yu K.
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Szu yu K.
$19
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
15 years of experience
Everett, MA, 02149

Szu is incredibly responsible and attentive! We even asked her last minute to help with our automatic litter box, and she handled everything perfectly. Highly recommended!

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Gryphon H.
Sitter Profile Image: Lisa G.
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Lisa G.
Star Sitter
$28
total per visit
5.0 out of 5 stars
183 reviews
67 repeat clients
6 years of experience
Medford, MA, 02155

Lisa G. Is the best cat sitter I know! She cares for my girl Linda like she's her own. She is never not there when I need her and she takes care of any accidents like it's part of the territory! I honestly don't know what we would do without her now! Thank you Lisa !!! Linda and I think you are just amazing as a cat 😺 sitter!

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Lisa M.
Sitter Profile Image: Kathryn E.
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Kathryn E.
$20
total per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
26 years of experience
South Boston, Boston, MA, 02127

Kathryn was the absolute best sitter for our cat, Rick! She was communicative, professional, prompt and sent the best photos. She fed, played with Rick and changed his litter box. Could not recommend Kathryn enough, I will be reaching out again!

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Mackenzie H.
Sitter Profile Image: Caroline W.
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Caroline W.
$19
total per visit
5.0 out of 5 stars
14 reviews
4 repeat clients
10 years of experience
Somerville, MA, 02143

Caroline took excellent care of our two kitties. She was responsive and flexible, and our kitties liked her very much. Would definitely book again.

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Alison M.
Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
$32
total per visit
5.0 out of 5 stars
42 reviews
24 repeat clients
9 years of experience
Boston, MA, 02111

Jessica was absolutely wonderful! She was extremely communicative throughout the whole trip, and Rick absolutely loved her — she was even able to brush out a knot in his fur (and he usually hates being brushed!). We will be using Jessica again! ❤️

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Mackenzie H.
Sitter Profile Image: Jenin A.
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Jenin A.
$18
total per visit
5.0 out of 5 stars
61 reviews
16 repeat clients
4 years of experience
Boston, MA, 02109

Jenin was amazing with my baby, Clementine! She sent very detailed notes each visit and lots of pictures and videos which added a sense of relief and comfort while away. She definitely went above and beyond; offering lots of play time and chin scratches.

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Katrina C.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
$20
total per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
15 years of experience
Somerville, MA, 02145

Heather was amazing with our energetic 4 month old puppy who isn’t always easy to wrangle! She is super responsive, attentive, flexible, and was able to help us out when a last minute need came up! Would definitely recommend her to anyone!

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Kaitlin K.
Sitter Profile Image: Elise A.
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Elise A.
Star Sitter
$23
total per visit
5.0 out of 5 stars
116 reviews
39 repeat clients
2 years of experience
Somerville, MA, 02143

My cat was being a little shy but Elise still gave her all the love! Super friendly and communicative and looking forward to booking her again.

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Hillary S.
Sitter Profile Image: Anna B.
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Anna B.
$23
total per visit
5.0 out of 5 stars
7 reviews
18 years of experience
Back Bay-Beacon Hill, Boston, MA, 02116

Anna was a fantastic pet-sitter and I'm so glad I chose her to care for my cat Betty. Anna was excellent! She was responsive, communicative in booking, came over for a intro visit, and followed all the care instructions. She sent thorough updates on each visit, sent pictures, and really bonded with my (grumpy) cat. I loved her updates on my cat's behavior, bowel movements, and eating/drinking habits. I felt incredibly comfortable knowing I had her as a pet sitter, which is something all pet owners seek. I definitely recommend Anna for cat drop-in visits and intend to book her for future travel. Thank you Anna!

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Jessica S.
Sitter Profile Image: Veronica C.
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Veronica C.
$12
total per visit
5.0 out of 5 stars
3 reviews
1 repeat client
6 years of experience
Boston, MA, 02114

Veronica is caring, thoughtful, flexible, and reliable! Alfie immediately felt right at home with her. She provided tons of pictures and kept us updated during her visits. We will absolutely be using Veronica for Alfie’s care going forward!

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Maddy M.
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Over 895
pet parents in Charlestown have booked pet sitting

Charlestown pet parents share their Rover experiences

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5.0 out of 5 stars

chance has been working with our Doggy for more than a year now and he’s one of the best best dog walkers we ever had to be truly loves dogs and I couldn’t imagine anyone better to take care of our little pup suck my suck suck my who are you talking t

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Erik B.
Drop-In Visits
5.0 out of 5 stars

Suzete is the absolute best! She is incredibly reliable and kind. The ultimate animal lover! We feel very lucky to have her.

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Georgia G.
Drop-In Visits
5.0 out of 5 stars

Caitlyn took excellent care of Noodle! She was very communicative throughout our absence and kept us updated with pics of her visit and Noodle took an immediate liking to her. We would not hesitate to have Caitlyn as a sitter again.

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Fabian M.
Drop-In Visits
5.0 out of 5 stars

Couldn’t be happier with the peace of mind knowing our little lady is wonderful hands 🤗 Savannah clearly loves her Auntie Jess!

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Sonny G.
Drop-In Visits
5.0 out of 5 stars

Emily is amazing! Great with our 6 month old puppy making him feel comfortable and happy while we were out. She has great communication and is very punctual. Our second time using her on Rover and will be again!

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Sean M.
Drop-In Visits
5.0 out of 5 stars

Cat is a lovely person and took great care of our cats, including giving meds. I’ve never seen Mr. White warm up to someone so fast!

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Becca S.
Drop-In Visits
5.0 out of 5 stars

Sasha was fantastic: professional, consistent, very good communicator and took excellent care of my cat especially on such a short notice!

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Yuliya M.
Drop-In Visits
5.0 out of 5 stars

Piper was an excellent sitter! She came by to meet my cats before my trip, sent updates, and was very easy to communicate with. Thank you!

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Alexandra S.
Drop-In Visits
5.0 out of 5 stars

Both our kitties had an awesome time while we were away thanks to Valerie! Luna even became best friends with her while we were away. Valerie as a sitter was a great communicator and asked questions for clarification when needed. She reached out to us twice a day with plenty of info and pictures of our kitties during feedings and play time. Everything on the checklist was taken care of perfectly, and we both really appreciate the care that she provided for our fur babies while we were away!! And so did they!!! Will definitely rebook in the future!

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Brittany J.
Drop-In Visits
5.0 out of 5 stars

Veronica is caring, thoughtful, flexible, and reliable! Alfie immediately felt right at home with her. She provided tons of pictures and kept us updated during her visits. We will absolutely be using Veronica for Alfie’s care going forward!

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Maddy M.
Drop-In Visits
5.0 out of 5 stars

Cora was great. She provided updates with each visit and took care of my sweet baby, Muskrat. She's easy to communicate with. Will def book again.

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Drew O.
Drop-In Visits
5.0 out of 5 stars

We could not have asked more from Sloane. She was great throughout the whole process! I really enjoyed how thoughtful, caring, and attentive she was with our kittens. She also kept us updated sporadically during the days we were gone. Thank you for taking such good care of our cats!

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William W.
Drop-In Visits
5.0 out of 5 stars

Lynne was amazing with my senior dachshund. Very reliable and communicative and I came home to peacefully sleeping old doggie♥️

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Julia S.
Drop-In Visits
5.0 out of 5 stars

Shaye was a perfect drop in dogsitter! She took great care of my anxious pup and I would not hesitate to hire her again.

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Richard A.
Drop-In Visits
5.0 out of 5 stars

Heather was amazing with our energetic 4 month old puppy who isn’t always easy to wrangle! She is super responsive, attentive, flexible, and was able to help us out when a last minute need came up! Would definitely recommend her to anyone!

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Kaitlin K.
Drop-In Visits
5.0 out of 5 stars

Elise was very communicative and friendly! I appreciated the photos and detailed updates, and she went above and beyond to take great care of my cat

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Allison R.
Drop-In Visits
5.0 out of 5 stars

Megan was great! Very easy to communicate with and sent plenty of updates+pics while taking care of Lulu. Definitely would book again.

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Hana H.
Drop-In Visits
5.0 out of 5 stars

Lan-Ting was great at communicating and sending pictures to let us know that she was caring for Ruby.

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Bryan Q.
Drop-In Visits
5.0 out of 5 stars

Can I give ten stars?? I am so happy we had James to look after our kitty while we were on a rare family vacation! The daily updates and the many pictures and videos were wonderful and made us know right from the start that we had the right person. I 100% recommend James for any pet-sitting job. Ray is happy we're back, but I can see he misses James now!! Thank you, James - you are awesome!

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Kate F.
Drop-In Visits
5.0 out of 5 stars

Sarah is the best! She’s extremely professional and accommodating, I would highly recommend her services.

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Dylan W.
Drop-In Visits
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

The median cost per night for pet sitting in Charlestown is $25

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Sitters in Charlestown average 6
repeat pet sitting clients

Pet Sitting FAQs

Frequently asked questions about Rover

Pet sitters on Rover are free to set their rates. The median cost to hire a pet sitter in Charlestown on Rover as of Jun 2026 was about $25 per night, after factoring in Rover’s service fees. A pet sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.

If you’re searching for a Charlestown pet sitter for the first time, visit the pet sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a pet sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, there are 10,439 pet sitters in Charlestown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass a background check for you and your pet’s safety.

Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, 86% of Charlestown pet sitters respond in under an hour.

Pet sitters in Charlestown have an average of 14 years of experience. Pet sitters with repeat customers have an average of 6 repeat clients. Experience can vary from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Charlestown.

Rover makes it easy to find Charlestown pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:

  • Pets of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Pets who’d love to socialize with their pet sitter’s pets

There are 10,439 pet sitters in Charlestown on Rover, so you’re sure to find the perfect match for your pet! In Charlestown, 95% of pet sitters offer daily exercise, 95% offer medication administration, and 90% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet sitter near you. As a reminder, pet sitters joining Rover must pass background checks for you and your pet’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.