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%.

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Sitter Profile Image: Gabrielle U.
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Gabrielle U.
$20
total per visit
5.0 out of 5 stars
11 reviews
5 repeat clients
6 years of experience
Somerville, MA, 02143

This was my second time booking Gabrielle, and once again she took wonderful care of my cat, Kali. During the heat wave, she went the extra mile by making sure the AC was turned on when needed and even refilled Kali’s water bowl with ice to keep her comfortable. She even complied with some of my cats tantrums to keep her happy while I was away, and I was especially grateful that she was available over a holiday weekend. Thank you so much for taking such great care of her, I really appreciate it!

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Ipsita M.
Sitter Profile Image: Laurel D.
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Laurel D.
$34
total per visit
5.0 out of 5 stars
25 reviews
9 repeat clients
10 years of experience
Somerville, MA, 02143

Laurel was amazing with Cosmo! Laurel did a great job communicating, sending videos and pics, and was altogether great to chat with. We will definitely book with Laurel again!

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A & Hannah F.
Sitter Profile Image: Kayla G.
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Kayla G.
Star Sitter
$34
total per visit
5.0 out of 5 stars
98 reviews
33 repeat clients
15 years of experience
Everett, MA, 02149

I always feel better knowing Kayla is looking after my kitty! She is a very shy girl but Kayla has been able to form a bond with her. It gives me peace of mind knowing my kitty is getting affection and playtime even while I am away

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Sarah S.
Sitter Profile Image: Rachael C.
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Rachael C.
Star Sitter
$23
total per visit
5.0 out of 5 stars
10 reviews
3 repeat clients
13 years of experience
Central, Boston, MA, 02114

Rachel was so good with Fergus and was very communicative while I was away! I loved that she came over for a meet and greet beforehand to make sure she knew where everything was. Would definitely book her again!

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Emily M.
Sitter Profile Image: Sloane H.
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Sloane H.
$28
total per visit
5.0 out of 5 stars
8 reviews
4 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: Janeilah V.
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Janeilah V.
$17
total per visit
5.0 out of 5 stars
10 reviews
4 repeat clients
5 years of experience
Boston, MA, 02215

Janeilah took great care of my puppy and was very easy to communicate with! I would highly recommend her.

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Emily R.
Sitter Profile Image: Mindy E.
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Mindy E.
Star Sitter
$59
total per visit
5.0 out of 5 stars
31 reviews
11 repeat clients
25 years of experience
Central, Boston, MA, 02109

Mindy was fantastic at looking after our two cats while we were out of town for the holidays. She is very communicative, and we appreciated the frequent photo updates of our kitties throughout the day. You could tell she cared for our boys as if they were her own cats. It was great peace of mind knowing that our cats were in wonderful hands while we were out of town. I would not hesitate to book Mindy again the next time we go on a trip.

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Christina H.
Sitter Profile Image: Szu yu K.
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Szu yu K.
Star Sitter
$20
total per visit
5.0 out of 5 stars
11 reviews
3 repeat clients
15 years of experience
Everett, MA, 02149

Szu yu was very communicative and so so caring for my cats. I appreciate her letting me know they were doing alright and sent lots of photos. Reliable, and on time. I highly recommend Szu yu.

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Vica Jean M.
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: 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: Alexa R.
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Alexa R.
Star Sitter
$15
total per visit
5.0 out of 5 stars
50 reviews
13 repeat clients
7 years of experience
Belmont, Brookline, MA, 02446

I couldn't have asked for a better pet sitter for my cats! Alexa went above and beyond to make sure they were happy, well-fed, and loved while I was away. I received regular updates and photos, which gave me so much peace of mind. It's clear she genuinely cares about animals, and I returned to two very content kitties. I highly recommend Alexa to anyone looking for someone trustworthy and compassionate to care for their pets!

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Jordan H.
Sitter Profile Image: Madeline K.
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Madeline K.
$16
total per visit
5.0 out of 5 stars
13 reviews
2 repeat clients
8 years of experience
South Boston, Boston, MA, 02127

Madeline was a life saver being available on short notice to spend some time with our cat while we were away for the weekend. She is absolutely lovely and I have no concerns knowing she’s taking care of our girl.

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Sydney H.
Sitter Profile Image: Heather D.
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Heather D.
Star Sitter
$20
total per visit
5.0 out of 5 stars
12 reviews
7 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: Cierra K.
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Cierra K.
Star Sitter
$26
total per visit
4.9 out of 5 stars
16 reviews
8 repeat clients
17 years of experience
Medford, MA, 02155

Did everything asked reliably!

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Kayla T.
Sitter Profile Image: Piper M.
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Piper M.
Star Sitter
$25
total per visit
5.0 out of 5 stars
12 reviews
5 repeat clients
15 years of experience
Charlestown, Charlestown, MA, 02129

Piper was excellent with our cat Eloise. She was very communicative and sent photos and updates. She seemed to understand the way that Ella communicates right away. We will definitely be using Piper again. And I highly recommend her to take care of your pets.

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Jessica J.
Sitter Profile Image: Sasha P.
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Sasha P.
Star Sitter
$28
total per visit
5.0 out of 5 stars
33 reviews
12 repeat clients
25 years of experience
Cambridge, MA, 02140

Sasha did an absolutely wonderful job with my kitties during my first trip out of town! She was easy to reach and work with, learned each of my pets’ individual needs and personalities, and kept them happy and entertained. She sent tons of cute pics and updates and when one of them had a minor vomit-sesh, she cleaned up no worries and just let me know after. Totally recommend her services!

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Meredith M.
Sitter Profile Image: Denise P.
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Denise P.
$16
total per visit
5.0 out of 5 stars
9 reviews
1 repeat client
16 years of experience
Boston, MA, 02114

Denise was fantastic! She babysat my 6 month old cat for the weekend who had never spent a night away from me and he had a great time. She was very responsive to any message I sent her and kept me up to speed on how my cat was doing throughout the weekend. I would highly recommend her!!

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Paul W.
Sitter Profile Image: Alex N.
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Alex N.
$23
total per visit
5.0 out of 5 stars
54 reviews
18 repeat clients
9 years of experience
Everett, MA, 02149

Alex was such a GREAT companion to our domestic shorthair! She loved him! Alex was super great with communication and very transparent with everything. He also gave Shona her time and space to open up. I’d highly recommend him if you’re looking for a cat sitter :)

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payal k.
Sitter Profile Image: Tess S.
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Tess S.
Star Sitter
$19
total per visit
5.0 out of 5 stars
7 reviews
2 repeat clients
7 years of experience
South Boston, Boston, MA, 02127

About: I’ve taken care of all types of dogs for most of my life. I raised, trained, and took care of 2 very different dogs of my own starting 7 years ago. One of them is a rescue with his own specific needs and quirks so I am experienced with reactive and nervous dogs. I also have cared for many other people’s dogs. I’ve walked and care of senior dogs and helped with their unique care needs. I am attentive, responsible, and genuinely enjoy building bonds with the animals I care for. My goal is to make sure your pet feels safe, loved, and happy while you are away. I am currently a part time retail worker, so I have plenty of time and a flexible schedule for carrying for your animals. I am available for walks and in home visits everyday of the week, and I am flexible and easy to reach to set up the exact plan for your animals. I am very aware that each and every pet are very different. That’s why I am attentive and detail oriented in order to properly care for your pet in the way that it needs.

Sitter Profile Image: Laurie "Lolo" C.
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Laurie "Lolo" C.
$43
total per visit
5.0 out of 5 stars
62 reviews
21 repeat clients
30 years of experience
Boston, MA, 02129

I was away for a little over two weeks, and Lolo took wonderful care of my cat, Murphy. She sent me lots of pictures that clearly showed how happy and content he was, which gave me so much peace of mind while I was away. Lolo also kept me informed about any shedding or minor issues like hairballs or throw-up, and regularly checked in about his overall health and wellness. Her communication and attentiveness were incredibly appreciated, especially during such a long trip. I couldn’t have asked for a better sitter for Murphy.

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Ariella J.
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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

Nate is a wonderful sitter! Clio loves spending time with him and he’s so attentive to all of her needs. Highly recommend!

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

Rachel is absolutely fantastic! She was on time, totally responsive, and my two labradors loved her! I totally plan on booking her again. ❤️ I felt confident with her walking my dogs. So glad I found her.

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Watchdog Mary
Drop-In Visits
5.0 out of 5 stars

Tracy is the best! She’s always so great with Chloe and takes such time to get to know what works best for her. Chloe is always so excited when Tracy comes to see her!

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Melissa L.
Drop-In Visits
5.0 out of 5 stars

Great experience! Amanda is kind, reliable, and took great care of my pup. I really appreciated her checking on my pup and will definitely book again! 🐶💕

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

Very caring, professional, and responsive! Carly is awesome and I’d trust her to watch my dog anytime.

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

Gabriella was amazing! This was a last minute request and they were able to pick it up right away. Super communicative as well. :)

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

I am so thrilled with my experience with Emily. This is only our second time using rover and we have a very energetic and unique 2year old dog so it can be nerve wracking, but she was understanding and amazing with him. She made note that he didn’t go to the bathroom on their walk so made sure to take him out again before she left which shows how much she cares. She also used some commands with him which is great for him to practice. She followed my directions on where and how to walk him and they played with his favorite toys. We got plenty of adorable photos of their time together. Will definitely be reaching out again for future drop ins. Thank you Emily!

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Lydia L.
Drop-In Visits
5.0 out of 5 stars

Zoe is absolutely amazing. I can tell she genuinely cares about my pup and loves dogs. Zoe is responsive and even writes a detailed report of what they did and how he was behaving. She also takes so many cute pictures every time! Absolutely love having her take care of my pup :)

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

Grace was kind, caring and flexible! She took excellent care of our pup on short notice. We would absolutely recommend her!!

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

Serena is amazing! Super communicative and helpful. We had a last minute cancellation and Serena was able to come check on my dog twice.

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

Jenin is AMAZING and so caring with my senior dog! She sends many photos at the end of visits and I can tell my dog is well loved and taken care of each day. Jenin has passion for dogs and my dog loves her!

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Emily L.
Drop-In Visits
5.0 out of 5 stars

Alex was so great with Kali! Kali was very shy after being left alone for so long. Alex was amazing and was able to spend time with her and follow her care routine!

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

Madeline was amazing!!! She helped me out last minute with my puppy and gave me such peace of mind being able to come. She was incredibly attentive and detailed with her visit notes. She followed my over explained directions perfectly and my puppy loved her!! I would 100% book with her again, thank you Madeline :)

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

Monica has been so terrific watching Willow while we are at work. Willow was recovering from an Injury and Monica adapted wonderfully to assist her as needed. and Monica’s positive attitude, flexibility, and frequent updates make her one of our favorite pet-sitters ever! Strongly recommend!

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

Anne was absolutely fantastic! From offering to stop by to meet my dog to sending thoughtful recaps of each drop in visit, she was nothing short of amazing. She was very responsive, took excellent care of my dog and even went out of her way to sweep up his loose hair in my apartment. My dog loved Anne from the second she walked in the door and really enjoyed his entire time with her. I would 1000% recommend Anne to anyone who is considering booking her for any type of service. She watched my dog over my wedding weekend, which you can imagine could be stressful. I felt completely stress free with him in her care and will definitely be reaching out to book with Anne again.

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Lindsey & Matthew G.
Drop-In Visits
5.0 out of 5 stars

Symonne is such a kind soul! I really appreciated them asking very thoughtful questions to keep my pup's routine and preferences at the forefront before starting drop-ins with my dog, Luna. I know Luna was in great hands while I was away. Symonne kept me updated and sent pictures after every visit. :)

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

Teylah is incredible! She watched our rescue pitbull Junebug while we were away for a few days, and was more than capable of handling June's anxiety, high prey drive, and reactivity with other dogs. She asked a lot of thoughtful questions when we first met and knew just how to make our senior dog feel comfortable. We loved all the photos and updates, and Junebug looked so happy! We highly recommend Teylah!

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Emily C.
Drop-In Visits
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
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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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