Dog Sitting Charlestown

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

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Over 147
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: Annemarie D.
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Annemarie D.
$28
total per visit
8 years of experience
Central, Boston, MA, 02113

About: I’ve had dogs and cats my entire life, and have experience for the last 5 years pet sitting and house sitting all over Massachusetts. I am able to be extremely flexible with my schedule, and have a proven record of taking great care of others’ animals and their homes. I currently work full time, but almost entirely from home, so I am able to arrange my schedule however I please, and am able to work from anywhere. All animals are so different and have varied needs, so this depends a lot! Usually I spend the first few meetings getting a sense of the dog, their cues, and their needs. I have done everything from take care of extremely energetic dogs who needed multiple very long walks and enrichment activities a day, to extremely anxious dogs who just wanted to sit right next to me on the couch for most of the time. The dog sets the schedule for me!

Sitter Profile Image: Allyson O.
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Allyson O.
$14
total per visit
13 years of experience
Central, Boston, MA, 02113

About: Energetic, motivated, hardworking graduate student seeking pet-sitting work. I take 1+ hour walks throughout the city on a daily basis, and would love to include a dog! I have 13 years of pet care experience from my dog (yellow Labrador retriever) who recently passed at 13. I have a flexible schedule as the majority of my work is online/ self-paced! I am currently a graduate student. My schedule is very flexible and self-paced (with the exception of Mondays, Wednesdays, and Thursdays, where I am only available in the evenings.) Weekends, Tuesdays, and Fridays I am very available and would love to include a dog on my daily walks! In a clients home, I feel confident using any care resources available for the pet. Whether that is crating, bedding, edible treats/reinforcements, fenced yards, etc.

Sitter Profile Image: Sophia L.
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Sophia L.
$19
total per visit
5.0 out of 5 stars
• 24 reviews
8 repeat clients
24 years of experience
Somerville, MA, 02145

“Sophia was great dropping in on our girls! We know the girls are safe and well looked after with her We will definitely have her drop in on them again in the future.”

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Aaron B.
Sitter Profile Image: Ally R.
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Ally R.
Star Sitter
$18
total per visit
5.0 out of 5 stars
• 21 reviews
6 repeat clients
10 years of experience
Boston, MA, 02110

“Ally is awesome!! My dog absolutely loved her and she did everything I needed her to do, even on short notice! She also was great at keeping in contact and sending pics! If you need a sitter, Ally is your girl! Thanks for loving on my big girl! :)”

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Megan W.
Sitter Profile Image: Sabrina B.
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Sabrina B.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 49 reviews
14 repeat clients
7 years of experience
Boston, MA, 02113

“Sabrina is efficient, kind, respectful and everything that a great dog walker is! She gives timely updates so you don't have to worry about your furry friends when you're away. I'm sad that she's moving, but glad that other pets and owners reckatoo experience. Sabrina!”

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Kathleen J.
Sitter Profile Image: Annaliese G.
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Annaliese G.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 110 reviews
34 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: Sloane H.
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Sloane H.
$28
total per visit
5.0 out of 5 stars
• 10 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: Fernanda D.
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Fernanda D.
Star Sitter
$32
total per visit
5.0 out of 5 stars
• 68 reviews
15 repeat clients
14 years of experience
Somerville, MA, 02145

“Fernanda is AMAZING! I worry about leaving my anxious dog to be watched, but Fernanda made sure to make both me and my dog feel so reassured. She is so loving and caring and goes above and beyond to sure your pup is well taken care of! Highly highly recommend❤️❤️❤️”

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Sofia C.
Sitter Profile Image: Rachel H.
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Rachel H.
Star Sitter
$27
total per visit
4.9 out of 5 stars
• 56 reviews
14 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: Chris I.
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Chris I.
$23
total per visit
2 years of experience
Charlestown, Charlestown, MA, 02129

About: I have an energetic 2-year-old golden retriever, and am available at all points in the day to check in or walk your pet! I am currently unemployed, and am available to pop in at any time of the day to help alleviate any possible stress from leaving your dog home alone. I am very careful to follow all of your pet’s care instructions and routines, whether that means going for a walk in the park, preparing and feeding meals, administering basic care, or simply making sure they feel safe, comfortable, and well cared for while you are away.

Sitter Profile Image: Alejandro H.
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Alejandro H.
$23
total per visit
5.0 out of 5 stars
• 17 reviews
15 years of experience
Central, Boston, MA, 02113

About: Experienced with puppies, senior dogs, and dogs of all sizes. Former ASPCA shelter volunteer in San Francisco, providing safe, compassionate, and dependable care for every pet. I'm currently working at Lahey hospital im off at 3 and working to be a firefighter. Spending time with animals brings me happiness and joy I can take dogs on walks and get there energy out. Make sure they are hydrated. Or to just to keep them company at any time after 3

Sitter Profile Image: Jessica A.
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Jessica A.
Star Sitter
$32
total per visit
5.0 out of 5 stars
• 52 reviews
28 repeat clients
9 years of experience
Central, Boston, MA, 02109

“I can’t recommend Jessica enough! Jessica did a great job taking care of our asthmatic cat, Cash, who needs medication twice daily. She was communicative, reliable, and friendly. Cash was clearly well cared for and played with for the 8 days we were out. We will definitely be reaching out to her again!”

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Ivana P.
Sitter Profile Image: Emily B.
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Emily B.
Star Sitter
$23
total per visit
5.0 out of 5 stars
• 24 reviews
10 repeat clients
10 years of experience
Somerville, MA, 02143

“Emily is the best! She’s very flexible with my schedule changes and her communication is always on point with any details or requests I may have. My pup loves her!! Highly recommend her to anyone ❤️”

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Amy G.
Sitter Profile Image: Noelle A.
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Noelle A.
$25
total per visit
5.0 out of 5 stars
• 10 reviews
4 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.
Sitter Profile Image: Anna B.
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Anna B.
Star Sitter
$26
total per visit
5.0 out of 5 stars
• 13 reviews
5 repeat clients
18 years of experience
Back Bay-Beacon Hill, Boston, MA, 02116

“Anna is amazing! She has taken care of our dogs many times now and they are so comfortable and happy with her which is so important when we are away. She was also super flexible and popped back in for an additional visit when our flight got delayed.”

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Michelle S.
Sitter Profile Image: Chad C.
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Chad C.
$26
total per visit
5.0 out of 5 stars
• 30 reviews
7 repeat clients
10 years of experience
Boston, MA, 02108

“I cannot recommend Chad highly enough. He has done drop in visits for my corgi Linus on two separate occasions recently and been extremely responsible, communicative and a pleasure to work with. He always sends me great pictures of him and Linus out on walks, or getting in good exercise and play time together. If you need someone to drop in for your pup, Chad will do an exceptional job!”

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Brandon S.
Sitter Profile Image: Danielle S.
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Danielle S.
Star Sitter
$28
total per visit
5.0 out of 5 stars
• 9 reviews
3 repeat clients
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: Consuelo C.
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Consuelo C.
$23
total per visit
3 years of experience
East Cambridge, Cambridge, MA, 02141

About: I've grown up around dogs and love spending time with them. I deeply miss my family dog who I always spoil when I visit. Outside of my family I regularly am my friends go to care taking/ walking person. I'm comfortable with dogs of any size except extra-large breeds. I can also give medication that's mixed into food, though I'm not set up for injections. I live with roommates who also have pet care experience in a quiet household. My schedule is flexible I work from home, so I can offer more consistent attention and some flexibility around visit times. My neighborhood has several parks nearby and is easy and pleasant to walk around, so walks are never just a quick lap around the block. I am currently working part time and am available for weekly or even daily times! My schedule will be updated regularly to reflect any unavailability ahead of time. My home is currently pet free and I have a large living room area they can explore around. Before any pets visit I make sure there isn't anything that they shouldn't interact with. I clean the space and check for any plants that may need to be moved around and I can keep them crated if needed too.

Sitter Profile Image: Nathalie G.
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Nathalie G.
$23
total per visit
5.0 out of 5 stars
• 16 reviews
2 repeat clients
15 years of experience
Central, Boston, MA, 02108

About: I've always had a dog growing up, lived with cats for many years, and have been house sitting for four years in many states across the US! I don't have any pets, children, plants, etc. to take care of that are my own - so very available for other peoples pets! Outside of pet sitting, I am a Clinical Psychology PhD Student at Suffolk University. I have class all day Monday, but am flexible Tuesday through Friday. *Disclaimer: I do not currently own a car! In the clients home, I always respect the space and am sure to leave the space cleaner than I found it, but open to client preferences with what to clean versus leave be 😊

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

Erin is awesome! It was super easy to coordinate logistics with her. My dog usually has stranger danger, but Erin must have the magic touch because none of that happened during the meet and greet. Will definitely be booking Erin for more drop-ins!

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

She is great! My puppy loved her and she followed all of the instructions I left! Very communicative as well!

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Savannah V.
Drop-In Visits
5.0 out of 5 stars

Lara is fantastic! Super friendly, prompt, communicative, and we could tell through her updates she gave our pets plenty of love

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

Felicia was wonderful! She listened to my recommendations of how to approach the first meeting with my dog, as he is nervous with new people. She goes at his pace and isn’t in his face but gives him lots of pets when he wants them. She is also very communicative and goes above and beyond- even trying help us with the crate he broke out of 😅 Felicia provided great peace of mind and I knew Lincoln was in good hands.

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

Annabel is great. She’s very responsive and was able to visit and quickly learn about our pup’s routine. Happy she’s now a recurring weekly friend :-)

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

Karenna did a fabulous job with my puppy River! She not only helped me out with a last minute booking, but also cleaned up an accident my puppy had!

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

Sienna did a wonderful job with the drop in visits for my senior dog with special needs. She was dependable, sent many updates, and took very well care of Jack. Jack loved her too! Thank you Sienna!

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

Nancy was on time, reliable, and kept great communication. She gave my pup special attention, followed all instructions, and even went out of her way to keep them relaxed and feeling safe.

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

Jenin took wonderful care of our elderly spaniel with gentle walks and attention to her food and medication. We didn't worry about her a bit while we were away.

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

Amanda was patient with my shy older pup and very communicative in her updates throughout the visit. I would highly recommend Amanda!

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

Maddie was fantastic! She was communicative throughout, and my puppy was entirely at ease with her. She uploaded multiple photos from her visit along with a thorough description of my pup’s behavior and activities. I would absolutely book with Maddie again—five stars all around.

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Vinay T.
Drop-In Visits
5.0 out of 5 stars

Annie is excellent! Our dog can be a little skittish, so we scheduled a meet and greet for them to get to know each other. Annie asked great clarifying questions and got along great with Clemens. Annie’s been very communicative and sweet to our dog since!

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

Isabel is great!! It was amazing reading her updates everyday, and I know max really enjoyed the company! I’ll definitely plan to rebook (:

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

This was our first time using Rover and leaving our puppy. We were a bit anxious but Sarah eased all of our fears within her first visit. She sent tons of pictures and a detailed note about each visit. Though we missed our pup, it is clear she was in great hands. Would 100% recommend Sarah as a pet sitter!

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

Alexis was fantastic with our 14-week-old puppy, Mallard! She was extremely professional, personable, and genuinely attentive to his routine and needs. She came by for a meet and greet beforehand, arrived early for his stay, and kept us updated throughout the evening. We felt completely comfortable knowing he was in such good hands and would absolutely book with her again. Highly recommend!

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

Nicole was truly amazing. She helped us out in a pinch and stopped by multiple times to walk our pup when we were out of town. She was on time, a fabulous communicator, and kept our pup safe and happy!

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

Anna is amazing! She has taken care of our dogs many times now and they are so comfortable and happy with her which is so important when we are away. She was also super flexible and popped back in for an additional visit when our flight got delayed.

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

We rebooked Annie to take care of our dog again and she was amazing! We got updates, plenty of photos and most importantly had total peace of mind our dog was in good hands. Highly recommend booking with Annie if you need a sitter.

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

Lisa is literally an angel. She took such good care of our dog and 2 cats!!! We got so many photos from each visit and it really helped relieve the anxiety of leaving our babies. So above and beyond anything I could have expected.

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

Alissa was so helpful and responsive, especially with my last-minute request! She took great care of our dogs and gave us detailed updates after her visit. I really appreciated her help and would definitely book with her again!

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Shannon W.
Drop-In Visits
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  • 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?

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  • 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

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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 Dog Sitting - Charlestown

Frequently asked questions about Rover

The average cost of Dog Sitting in Charlestown on Rover is $27 per visit as of October 2026. Most bookings cost between $17 and $42 per visit. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.

As of October 2026, there are 10,113 sitters on Rover offering Dog Sitting across Charlestown. Enter your ZIP code to see which available sitters are closest to your home.

You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.

Before booking, confirm:

  • the timing, length, and frequency of visits;
  • the care instructions the sitter should follow;
  • which parts of your pet’s usual routine should be prioritized;
  • how often you would like to receive messages, photos, or other updates.

Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.

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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet .

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 contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.

Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.

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

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