Dog Sitting Charlestown

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

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Over 133
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: Teylah F.
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Teylah F.
$32
total per visit
5.0 out of 5 stars
13 reviews
3 repeat clients
6 years of experience
Wellington-Harrington, Cambridge, MA, 02141

Teylah was fantastic with our cat and us humans. She was easy to communicate with, was proactive in solving problems, improvised solutions, and we returned to a very happy and well-cared for cat. I would definitely book her again!

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Arjun N.
Sitter Profile Image: Dennis S.
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Dennis S.
$17
total per visit
5.0 out of 5 stars
3 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: Abbey A.
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Abbey A.
$17
total per visit
5.0 out of 5 stars
4 reviews
1 repeat client
8 years of experience
Central, Boston, MA, 02114

Abbey's enthusiasm for pet care is infectious! She drops by for weekly visits wirh my dog, who can be a little fearful with new people but Abbey made her comfortable from the get go. I highly recommend Abbey for pet care needs!

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Sarah K.
Sitter Profile Image: Megan J.
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Megan J.
$25
total per visit
5.0 out of 5 stars
16 reviews
5 repeat clients
6 years of experience
Cambridge, MA, 02141

Thank you, Megan!

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Brian S.
Sitter Profile Image: Elsa G.
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Elsa G.
$20
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: Brittany W.
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Brittany W.
Star Sitter
$23
total per visit
5.0 out of 5 stars
12 reviews
7 repeat clients
10 years of experience
Boston, MA, 02109

About: Growing up I’ve cared for many types of animals, from dogs and cats to turtles and lizards. My love for animals is shown through how I will treat and care for your pets. School and work has kept me busy from pet-care, but I’m excited to jump back in. Rover offers the perfect opportunity for us to save for our wedding and still do something special that doesn’t feel like work. I currently work part-time from late afternoon to nighttime, so I have plenty of free time during the day when you might be busiest to watch and care for your pet(s)! I follow pet care instructions based on the clients’ preferences and needs. I will only implement the care instructions provided to me by my clients.

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: Erin S.
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Erin S.
Star Sitter
$16
total per visit
5.0 out of 5 stars
12 reviews
4 repeat clients
15 years of experience
Central, Boston, MA, 02113

About: I’ve been taking care of my own pets and others’ since I was about 8 years old. Friends and family have always trusted me with their pet-sitting needs, and I genuinely love being able to help out. I grew up with both cats and dogs (and a few other animals along the way!), and spent a lot of time training and doing agility work with my family’s Border Collie. I have experience with pets of all ages, from puppies to senior pets, as well as all sizes and temperaments. I’m also comfortable administering medications to your pets, and have had experience doing this with both cats and dogs. I did a lot of dog walking this summer during the weekdays (and loved it!) , but I’m starting a new position in July so my availability is going to shift to weekends only. My cats are indoor cats and have plenty of access to toys, climbing trees/stimulation, food and water, and their litter box! I would ensure that your pets are extremely well cared for according to your instructions.

Sitter Profile Image: Chloe R.
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Chloe R.
$23
total per visit
5.0 out of 5 stars
3 reviews
3 repeat clients
14 years of experience
Back Bay-Beacon Hill, Boston, MA, 02114

About: I have been around pets for as long as I can remember. I have two labradors, one 14 year old and one 4 year old, so I have experience with puppy’s and elderly dogs! I have always been in charge of taking the dogs on walks, and I have been covering for my sisters Rover dog walks when needed :) As of now I am unemployed for the summer, so I have a lot of availability! I am going on a couple short trips this summer, and will be going to the University of Miami in August, but other than that I am very available! I lived in a suburb until moving to Boston this month, so I am familiar with both yard and city environments. We used a crate until my dog was about 2, I like to keep them leashed and close to me, and I always keep their waters full!

Sitter Profile Image: Cierra K.
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Cierra K.
Star Sitter
$26
total per visit
5.0 out of 5 stars
7 reviews
4 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: Nicholas P.
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Nicholas P.
$34
total per visit
5.0 out of 5 stars
16 reviews
3 repeat clients
5 years of experience
Central, Boston, MA, 02114

About: I am a huge animal lover of both Pups and Kitty's so your beloved companion would be in good hands! I grew up with both dogs and cats my whole life. I have a mixed terrier named Tut, who loves to play with other dogs. Your dog or cat must be okay to be in an apartment with another super friendly and cute pup. Beyond my pup, I many years experience with pet care with both my sisters dogs and cats. My building is super dog friendly! I work remotely on Monday and Friday so I will be available to give your pet a lot of attention and play time! For overnight boarding, I prefer the weekends so I can give your pet all the love and attention it deserves! I live in a pet friendly apartment so there is plenty of areas to go for a nice walk. Finally, there is a dog park next door to me so if your pup loves other dogs they will love that park! My building has a ton of amazing dogs which I love.

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: Rachael C.
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Rachael C.
Star Sitter
$18
total per visit
5.0 out of 5 stars
8 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: Annaliese G.
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Annaliese G.
Star Sitter
$26
total per visit
5.0 out of 5 stars
98 reviews
29 repeat clients
3 years of experience
Chelsea, MA, 02150

Annaliese did an amazing job. She’s very easy to work with, very easy to communicate with, and took great care of my kittens! She also took care to follow the details of the instructions I sent her, which I really appreciated.

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Emma C.
Sitter Profile Image: Carmen E.
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Carmen E.
$19
total per visit
18 years of experience
Central, Boston, MA, 02114

About: Recently petless pet person looking to spend some time loving on your pet! I’ve used pet sitting services in the past and know how difficult building trust is. Home with two pet lovers, one who works from home during the day. Experienced with young animals and with elder care, giving medicine (pills and shots), and all kinds of pet personalities. Looking forward to meeting the furriest members of your family. I’m available during the evenings and for walks and drop ins in the morning and mid day. Options to watch during the day if requested and on Fridays. We live in an apartment with plenty of room for pet beds and toys. We live close to many green space areas for dogs to run around!

Sitter Profile Image: Ashley D.
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Ashley D.
$23
total per visit
5.0 out of 5 stars
3 reviews
3 years of experience
Boston, MA, 02109

About: I grew up with dogs and have experience caring for both energetic cats and dogs! Comfortable with playtime, walks, daily routines, and anything that keeps your pet entertained and happy while you’re away 😁 I currently work as a law clerk during the week, so my main availability is Fridays and weekends. I’m happy to be available for weekday visits after work with advanced planning, and I’ll always do my best to be flexible and accommodating to your schedule whenever possible. I will have a lot more availability/flexibility when I go back to law school in the fall! I always aim to create a calm, safe and comfortable environment for pets. I’m attentive to routines, feeding schedules, playtime and any individualized requests you may have for me to give your pet the best care possible. I’m reliable and communicative, and also happy to send updates and pictures whenever you’d like. I will treat your pets as if they’re my own, and I will always treat your pets and home with respect.

Sitter Profile Image: Danielle S.
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Danielle S.
$28
total per visit
5.0 out of 5 stars
3 reviews
4 years of experience
Back Bay-Beacon Hill, Boston, MA, 02114

About: I’ve grown up with pets my whole life and truly love working with animals. I have hands-on experience walking dogs at animal shelters and providing overnight dog sitting in clients’ homes. Your pet’s safety, comfort, and happiness are always my top priorities. I have just completed grad school and my schedule is completely open! I have all the time for pet sitting while searching for a full time job. -Water/Food Refill -Personal attention and play time -Walks (on-leash) -Yard time (fenced in areas) -Overnight stays in clients homes (my apartment is not pet friendly)

Sitter Profile Image: Shantae Mcdonald
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Shantae Mcdonald
$28
total per visit
5.0 out of 5 stars
36 reviews
17 repeat clients
10 years of experience
Chelsea, MA, 02150

My dog is new to town and can be skittish, but Shantae was absolutely great with him. She was patient in the beginning and soon Pedro was playing with her and having a blast. She was communicative, helpful, and a great sitter/walker. Looking forward to using her again!

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Mary P.
Sitter Profile Image: Angie L.
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Angie L.
$28
total per visit
5.0 out of 5 stars
19 reviews
4 repeat clients
10 years of experience
Boston, MA, 02110

About: Hi! I grew up with dogs & cats throughout my childhood and then got a dog of my own during COVID. Due to a breakup, I no longer have my dog & have been chasing to get puppy snuggles wherever possible. I have dog sat for friends and family countless time. I also volunteer occasionally at the Animal Rescue League of NH & also am looking forward to find a MA organization, now that I live down in MA! I work full time with 2 days in the office. The other 3 weekdays, I work fully remote & am flexible! If you live close by, I can stop by to let your dog out, take them for a walk or just give them some love for a bit. And of course, I’d love to stay at your home if needed (and could even work remotely from there if you’re okay with that!) I’m happy to accommodate to whatever you need in your own home! Since I don’t own my current place & have a dog living here currently, I am only offering services outside of my house. This will include- dog walking & in house visits/stays for cats & dogs. However, that means you get to tell me where everything is & we don’t need to take your perfect dog/cat out of their safe space. 🤍

Sitter Profile Image: Hannah L.
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Hannah L.
$23
total per visit
5.0 out of 5 stars
1 review
10 years of experience
Central, Bostom, MA, 02113

Hannah was great!! My cat loved and warmed up to her immediately. Hannah was easy to communicate with and spent the whole visit playing with and petting my cat. I also appreciated that she went the extra mile to come meet us before our scheduled drop in days.

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Samantha K.
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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

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
5.0 out of 5 stars

Gabrielle is amazing and I highly recommend them to anyone looking for someone they can truly trust to watch their fur babies! ❤️ thank you so so much!

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

Cameron was super communicative and took great care of our 10.5 week old cockapoo puppy Dunkin. He got Dunkin to pee which is super impressive!

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

Weijia did a wonderful job taking care of my dog! She was very responsible, attentive, and easy to communicate with. She kept me updated and made sure my dog was comfortable and well cared for. I really appreciated her help and would happily book with her again. Highly recommended!

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

Juliet is amazing! She was super flexible and accommodated our last minute request. She took plenty of pictures and communicated with us throughout. We would trust her to take care of our Alfie any day!

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

Jamie did a great job taking care of our older adopted pitbull mix! She went above and beyond what was needed and we cannot be happier.

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

Very patient and understanding with my reactive large dog! Very respectful and communicative, could not recommend more :)

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

Veronica is absolutely amazing with my puppy! Shes reliable, caring, and keeps me updated throughout the stay, which gives me complete peace of mind. It was obvious she genuinely loves animals and treats my dog like her own. I come home to a happy, well-cared-for dog, and I won’t hesitate to book with her again. Highly recommend Veronica to anyone looking for a trustworthy and compassionate dog sitter!

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

Highly recommend Brittany! She took such wonderful care of my dog, Petunia - checked in consistently throughout her time and sent lots of pics! She is so very kind with my girl, and she can be a bit stubborn at times!

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

Maria was fantastic! I needed a last minute drop-in visit for my little dog with a bad back and Maria responded quickly for which I was very grateful. She was so easy to work with and my dog loved her. I highly recommend Maria!

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

Nik was awesome. Whiskey is very anxious and Nik gave him all the attention he needed. He also took care of Whiskey after his paw surgery and sent us updates throughout the day. When he came back home, Whiskey was happy to see him and comfortable to be around him. We will hire Nik again.

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

Nate is so great! He takes time to make sure everything is perfect and he is so wonderful with Clio!

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

Allyson was a great communicator and followed instructions well and showed up on time. Would definitely recommend.

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

Isabella took such great care of my sweet girl! Very appreciative of the patience and dedicated care she gave my senior dog!

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

Jennifer was amazing! She is super friendly and treated my dog like her own. She asked a lot of questions and was very organized. Highly recommend!

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Tina S.
Drop-In Visits
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

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
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

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 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.

Meet local sitters who will treat your dogs like family

  1. 1. Search

    Browse profiles of sitters near you who offer dog sitting
  2. 2. Meet In Person

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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 $26.16 per visit (as of July 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 July 2026, there are 10,174 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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