Dog Sitting Charlestown

Book a Charlestown dog sitter to watch your dog in your sitter’s home or yours.

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Over 138
pet parents in Charlestown have booked dog sitting

Charlestown, Find top rated dog sitting

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

1 / 1
Sitter Profile Image: Elisa C.
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Elisa C.
$25
total per visit
5.0 out of 5 stars
6 reviews
1 repeat client
10 years of experience
Central, Boston, MA, 02114

Elisa was absolutely wonderful, and I cannot recommend her highly enough. She came to our rescue at the very last minute while we were out of the country, and she went above and beyond in every way. She was incredibly patient, compassionate, and attentive with all three of our cats. She took the time to understand each of their personalities and made sure each one received the care they needed. Our newest kitten, Sally, was recovering from a medical issue and required daily oral medication, and Elisa handled a very challenging situation with remarkable calm, professionalism, and kindness. It was immediately clear that she has extensive experience with animals and is exceptionally knowledgeable about feline behavior. Knowing our cats were in her care gave us tremendous peace of mind while we were thousands of miles away. Elisa was also an excellent communicator, keeping us updated throughout every visit and making us feel connected despite the distance. We are so grateful that she was willing to help us on such short notice, and we truly don’t know what we would have done without her. I recommend Elisa 100% and would trust her with our cats again without hesitation. She is an outstanding pet sitter.

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Alexander H.
Sitter Profile Image: Jacqueline K.
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Jacqueline K.
$19
total per visit
5.0 out of 5 stars
3 reviews
2 repeat clients
20 years of experience
Boston, MA, 02129

About: I grew up with dogs, and have watched pets for neighbors, friends, and family throughout my life. I am looking to give my neighbors peace of mind that their dog is cared for and having a great adventure while they are off on their travels! I live close to parks for fetch, green spaces for sniffing, and have a couch for pups to cuddle up on with me and my dog Lilly. I have experience administering medicine for dogs and work from home most of the week. I would love to be your pups home away from home! I work from home Monday and Friday, and do not work weekends. I can easily let your dog out with my adult dog Lilly (4-5 times per day), if your dog needs more frequent potty breaks that is no issue just let me know! I have a quiet apartment with a large deck for dogs to sunbath and get fresh air! I live close to a park near quiet streets for long walks.

Sitter Profile Image: Nicole O.
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Nicole O.
$23
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Cambridge, MA, 02142

Nicole was so wonderful with my cat, who is on the delicate side and doesn’t warm up to strangers easily. She followed his daily routine closely and was punctual with every visit, which made all the difference for a cat who relies on his consistency. Her communication was lovely throughout - timely daily updates, quick replies to my messages, and such genuine attentiveness to his needs. I came home to a calm, happy cat, which says it all. Thank you, Nicole - highly recommend!

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Irina B.
Sitter Profile Image: Y Tran Ardelia O.
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Y Tran Ardelia O.
Star Sitter
$34
total per visit
5.0 out of 5 stars
34 reviews
8 repeat clients
12 years of experience
Central, Boston, MA, 02109

This was my second booking with Tran and Kiko loves her. Finding a person that loves your dog just as much as you do is not easy. She is always sending updates and pictures with Kiko. I will definitely book again.

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Nathaly Nicole G.
Sitter Profile Image: Elliott M.
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Elliott M.
Star Sitter
$18
total per visit
5.0 out of 5 stars
182 reviews
88 repeat clients
10 years of experience
Boston, MA, 02118

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!

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Katrina M.
Sitter Profile Image: Elsa G.
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Elsa G.
$25
total per visit
5.0 out of 5 stars
23 reviews
5 repeat clients
14 years of experience
East Cambridge, Cambridge, MA, 02141

Elsa was great! We just needed a few drop-ins for our cats while we were gone for the long weekend. Elsa was on time, followed medication instructions for our old(er) cats, fed/watered/cleaned their box as needed, locked up and set our alarm when she left, and sent us plenty of pics during her visits. No complaints! It was our first time using Rover so this was a good first experience. We definitely recommend Elsa.

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Patrick
Sitter Profile Image: Annaliese G.
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Annaliese G.
Star Sitter
$26
total per visit
5.0 out of 5 stars
104 reviews
30 repeat clients
3 years of experience
Chelsea, MA, 02150

Incredibly kind and willing to go above and beyond! My instructions were unclear but Annaliese made sure to communicate with me quickly and was able to make sure that my boys had what they needed. Absolutely going to use her again!

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Hannah O.
Sitter Profile Image: Grace P.
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Grace P.
$20
total per visit
5 years of experience
Central, Boston, MA, 02113

About: I’ve taken care of many types of dogs for my whole life. I have experience with reactive dogs and know how to handle them. I also have a senior dog that takes medication (sometimes) so i’m also experienced in that! I just love animals and would treat yours like my own! I only a couple days a week so I have plenty of time to go on long walks and play for as long as ur dog wants. I’m a very active person and would love to have a friend for runs and walks. Your pet’s safety and comfort are my top priorities. I’ll follow your pet’s routine, provide plenty of love and attention, keep a clean environment, and make sure they feel safe, happy, and cared for while you’re away.

Sitter Profile Image: Szu yu K.
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Szu yu K.
Star Sitter
$19
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
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: Hope R.
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Hope R.
Star Sitter
$25
total per visit
5.0 out of 5 stars
13 reviews
5 repeat clients
12 years of experience
Central, Boston, MA, 02114

Hope was awesome!! She was so responsive and always provided extra information if I had follow up questions. She did a great job playing with Sushi and I’ll be sure to book her again if I ever need a sitter.

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Branin W.
Sitter Profile Image: Lauren P.
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Lauren P.
$23
total per visit
5.0 out of 5 stars
5 reviews
3 repeat clients
15 years of experience
Charlestown, Boston, MA, 02129

Lauren was able to stop in last minute, and provided great communication!

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Chris I.
Sitter Profile Image: Ren J.
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Ren J.
Star Sitter
$37
total per visit
5.0 out of 5 stars
406 reviews
88 repeat clients
45 years of experience
Back Bay-Beacon Hill, Boston, MA, 02114

Our old, shy cat absolutely adores Ren; other than us, she's the only one he shows his face for! She's a great communicator, and both cats do great with her.

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Karen G.
Sitter Profile Image: Rebecca C.
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Rebecca C.
$24
total per visit
5.0 out of 5 stars
17 reviews
11 repeat clients
15 years of experience
Everett, MA, 02149

Rebecca was amazing! She was super communicative and my lil buddy was super happy to see her everytime she visited! She took great care of my cat while i was away and provided great info on how he was doing so i wouldn’t be anxious! thank you again!! 💕

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Jessica S.
Sitter Profile Image: Siena G.
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Siena G.
$39
total per visit
5.0 out of 5 stars
7 reviews
4 repeat clients
5 years of experience
Boston, MA, 02129

About: Experienced dog walker and pet sitter with a passion for animals. I am a new attorney happy to take care of your furry friends while you're away and give them the love and attention they deserve. Trustworthy, reliable, and professional. Contact me for dog walking and pet sitting. I am a lawyer that works 9-5. Happy to provide morning and evening walks. I am very flexible on the weekends. I am willing to work with the needs of your pet to ensure they are properly cared for:) I make sure to follow every direction given by the owner. Always keeping an eye on each animal to prioritize their safety. I make sure they are left in a better condition than when I arrived, i.e. walked, fed and happy:)

Sitter Profile Image: Dennis S.
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Dennis S.
$17
total per visit
5.0 out of 5 stars
5 reviews
1 repeat client
45 years of experience
Somerville, MA, 02143

Dennis was so helpful, communicative, and great with our two cats. He was flexible when our plans changed. We would rebook him and recommend him to others!

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Alicia Y.
Sitter Profile Image: Emily M.
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Emily M.
$20
total per visit
5.0 out of 5 stars
46 reviews
9 repeat clients
20 years of experience
Central, Boston, MA, 02114

Emily did such a great job with Ziggy and Smokey! She was consistent, attentive, and super communicative. I felt like my babies were loved and well cared for while I was away.

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Claire C.
Sitter Profile Image: Brooke M.
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Brooke M.
$23
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
4 years of experience
Boston, MA, 02129

About: I have grown up with dogs my whole life. From training my first family dog, to boarding multiple dogs at a time in high school, to now taking care of pups around the city - I have loved every second of it! I treat dogs like humans - taking into consideration their feelings and wants. Unfortunately, I am not always home so it wouldn't be fair to get a dog of my own. But the times I am home for extended periods of time, I love being able to spend time with and take care of a dog like they're my own. My old roommate had the Rover account we used in the past but she moved out so I wanted to get my own!

Sitter Profile Image: Rachel S.
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Rachel S.
$23
total per visit
5.0 out of 5 stars
73 reviews
19 repeat clients
10 years of experience
Boston, MA, 02129

About: I’ve taken care of dogs since I was 10. I have a dog myself that lives in Houston with my parents. I have been taking care of dogs in Boston since 2020 when I moved here. I have been taking care of dogs overnight since 2021. I have experience with all breeds, sizes and ages. I also have experience with blind and deaf dogs. I work from home. There are about 5 days a month I travel for work but the rest of the month I am home and available for any type of service. The dates I am unavailable are known a few weeks in advance. I live in an apartment but there is ample outdoor space. I go on at least 3 walks a day myself so I can easily take your pet with me. I have no pets myself but Charlestown is a very dog friendly area.

Sitter Profile Image: Emma M.
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Emma M.
$23
total per visit
5.0 out of 5 stars
19 reviews
5 repeat clients
18 years of experience
Back Bay-Beacon Hill, Boston, MA, 02108

Emma was great! Asked for a last-minute drop-in and she accommodated, even though I asked for a few specific things. Will definitely work with her again!

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Christopher C.
Sitter Profile Image: Noelle A.
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Noelle A.
$25
total per visit
5.0 out of 5 stars
9 reviews
3 repeat clients
13 years of experience
Charlestown, Boston, MA, 02129

I’ve been on this app for many years and have a myriad of sitters, however this is the best experience I’ve had. Noelle has been an absolute legend! She's so communicative, incredible with the old and fragile Spaniel or the bizarre and unwieldy chihuahua. I’m grateful for people like Noelle that make time away from our treasured roommates so stress free!

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Kyle R.
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The median cost per visit for dog sitting in Charlestown is $25

Dog parents share their Rover experiences - Charlestown

1 / 1
5.0 out of 5 stars

Ella has been taking care of Charlie for the past few months, and I feel so lucky to have found her. She is incredibly dependable, kind, and has such a gentle, caring nature. From the very beginning, she treated Charlie as if he were her own, and that means the world to me. Knowing Charlie is with someone I completely trust gives me so much peace of mind. He’s always excited to see her, and it’s clear she genuinely loves what she does. Ella is reliable, thoughtful, and always keeps me updated, which I really appreciate. I can’t recommend her highly enough. If you’re looking for someone who will care for your dog with love, patience, and genuine attention, Ella is truly wonderful.

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

Piper has been great with my very new puppy, giving me a bit of a break here and there! Highly recommend!

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

Megan was awesome! She took such great care of our dogs while we were visiting Boston, checking in on them, taking them for walks, and spending quality playtime with them. It gave us so much peace of mind knowing they were happy and well cared for while we explored the city. Her communication was excellent, with regular updates that made the whole experience completely stress-free. We truly appreciated her help and wouldn't hesitate to book with her again. Highly recommend!

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

Elizabeth had great communication and was so easy to work with. I’m so glad she had a good time with bananas. I would definitely book with her again!

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

Elizabeth is so wonderful! She is always on time and wonderful with all types of pet personalities. We are looking forward to having her back in the near future!

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Callie C.
Drop-In Visits
5.0 out of 5 stars

We had a wonderful experience with Kristin. She took excellent care of Leo, including administering his medications, following his specific feeding routine, and visiting him multiple times each day. She followed all our instructions carefully and treated him with so much patience and kindness. I would highly recommend her!

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

Alyssa did an excellent job taking care of my pup - who was feeling a bit sick the day I left for vacay. She sent detailed updates on how he was doing, and I felt confident he was in good hands. Very professional and cordial.

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

Isabel has always been such a great support when I am away and need someone to care for my dog. Would highly recommend Isabel to anyone looking for quality care!

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

On time, very communicative. Our silver lab doesn’t trust many people and can be very standoffish. During the meet and greet he went up to Monica, sniffed, wagged his tail and felt comfortable with her. Our chocolate lab immediately brought her a toy-so he built trust with her. Will def use Monica again!

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

Cidra was so thorough, calm, and caring for our 3 dogs! Super responsive, flexible, and made sure we were updated right away! Absolutely recommend Cidra!

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Emma C.
Drop-In Visits
5.0 out of 5 stars

Shreya was absolutely phenomenal with our dog. She came on time and was able to accommodate us late notice. She kept us updated and our dog was extremely comfortable with her. You can tell she’s truly an animal person.

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

My pup had an amazing time with Nicole! Never seen him this content after coming home he happily lay in his crate and slept. Nicole really made sure to give him a good time!!!

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

Kaitlin is amazing with any and all animals. My dog just loves her to pieces! She is so thorough and caring towards animals. I am able to fully feel at ease with kaitlin walking my dog. She sends lots of pictures and updates. Kaitlin will be my go to dog sitter! Thank you!

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

Had my first drop in with Emily and she was so reassuring! She sent me pictures and updates during the drop in and was very in tune with my dog’s temperament. She genuinely cares about you and your dog!! If you are looking for someone to trust your dog with, Emily is the person!

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

Amanda was so amazing with our puppy! She took great care of him, played with him, and took him out on walks. He loved hanging out with her and was calm and rested when we returned!

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

Ilana was a fantastic dog walker! She was reliable, gentle and caring with my Andre. I wouldn't hesitate to recommend her to anyone looking for exceptional pet care, and I would happily trust her with my pet again anytime.

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

Super responsive and kind! Very quick at responding and went above and beyond for donut. As a last minute request, especially, I was so grateful!

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bubbleah
Drop-In Visits
5.0 out of 5 stars

Caroline is incredibly responsive and took great care of our dog Arty for a last-minute drop-in booking. Would highly recommend her services!

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Ashley P.
Drop-In Visits
5.0 out of 5 stars

Kennedy was amazing with our dog and looked over our cat as well! Couldn’t recommend more to someone needing a sitter!

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Ruth D.
Drop-In Visits
5.0 out of 5 stars

Jenin was so helpful and patient with our puppy. We really appreciate her care and would definitely book with her again.

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Brooke B.
Drop-In Visits
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  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
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Popular requests for dog sitting - Charlestown

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Sitters in Charlestown average 6
repeat dog sitting clients

FAQs for Drop-In Visits - Charlestown

Frequently asked questions about Rover

The average cost for Dog Sitting in Charlestown on Rover is $25.53 per visit (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Sitting easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Sitting. For more information on service fees, click here .

As of August 2026, there are 10,136 sitters on Rover offering Dog Sitting across Charlestown. Enter your ZIP code to see which available sitters are closest to your home.

A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.

Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Charlestown stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.

Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.

Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Charlestown choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.

To find sitters in Charlestown with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.

Yes, you can find sitters who have experience with handling special pet needs in Charlestown. On Rover:

  • 90% of sitters can help with special care needs
  • 95% can help with giving oral medications or injections
  • 95% can help with daily exercise

You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.

Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.

Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.

Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.

If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.

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