Dog Boarding Charlestown

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Over 16
pet parents in Charlestown have booked dog boarding

Charlestown, Find top rated dog boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Karen D.
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Karen D.
Star Sitter
from
$38
per night
4.9 out of 5 stars
161 reviews
78 repeat clients
30 years of experience
North East, MD, 21901

Karen took wonderful care of our precious baby, Bella. She sent us great pictures of her having fun with other pets. I highly recommend her and will definitely use her services again. Thanks again, Karen!!

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Pat S.
Sitter Profile Image: Tabby A.
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Tabby A.
from
$45
per night
4.9 out of 5 stars
41 reviews
22 repeat clients
7 years of experience
Elkton, MD, 21921

Tabby was great! My dog seemed very happy there and she even sent pictures of him enjoying the yard. I would definitely leave Nero with Tabby again.

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Marajke H.
Sitter Profile Image: Sharon M.
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Sharon M.
from
$45
per night
4.9 out of 5 stars
97 reviews
46 repeat clients
40 years of experience
Elkton, MD, 21921

First time using Rover, Sharon was great with our Doxie gave decent communication and pictures during our puppies one week stay After the week puppy was happy and showed she had been cared for during her stay. Would use Sharon again for future sitting.

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Gerard K.
Sitter Profile Image: Alexandra R.
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Alexandra R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
49 reviews
20 repeat clients
15 years of experience
North East, MD, 21901

Superb experience in all aspects. Initial inquities, booking process and all communications were expedient and clear. This was the first time boarding for our 7 month old puppy (song with his 4 year old "sister". Alexandra having experience with Great Danes was so very helpful and made our fur babies feel welcomed and loved. They especially enjoyed time with the girls! Unfortunately (for the sitters) the weather was rainy throughout, but Alexandra and daily were up to the challenges of wet pups with muddy paws. In addition, the younger one's night separation anxiety required some medication and thoughtful handling, all of which was accommodated and communicated with ease. The dogs were extremely well cared for and loved, and we received regular updates. Simply put, we couldn't be happier and will definitely use their services again whether for short or week long needs in the future. We recommend them with absolute highest praise and confidence!

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Mark H.
Sitter Profile Image: Justin & Stephanie W.
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Justin & Stephanie W.
from
$45
per night
4.9 out of 5 stars
159 reviews
59 repeat clients
13 years of experience
Elkton, MD, 21921

Justin&stephanie were great! I booked last minute and they were able to take my dog. The whole time they’ve communicated and updated me quickly and right away, sent me pictures, played with him, took him for walks and made him feel so much at home!! My dog was sad about leaving. Book with them for a safe and good experience for your fur babies!

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Blessing S.
Sitter Profile Image: Pearl J.
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Pearl J.
Star Sitter
from
$50
per night
4.9 out of 5 stars
126 reviews
47 repeat clients
30 years of experience
Havre De Grace, MD, 21078

Pearl and Lanny took great care of our dog for us while we were away. They treated him like he was one of their own, which put our minds totally at ease. Pearl was very attentive to every tidbit of information that we shared with her about our dog's routine, preferences, and quirks, showing how very conscientious she is when she accepts someone else's pet in her care. She graciously arranged for a meet-and-greet before our first booking to confirm that things would work out well, which they did. We received notes from Pearl while we were away, giving us even greater assurance that all was well. Based on an exceptional initial experience, we will be repeat customers. We are very grateful to have some who will care just as well for our four-legged family member as we would during those times when we need or prefer to leave him temporarily. Thank you, Pearl (and Lanny), for being there for us!

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Michael A.
Sitter Profile Image: Michael B.
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Michael B.
from
$31
per night
5 years of experience
North East, MD, 21901

About: I have had dogs my whole life and have experience walking large breeds (Dobermans, Rottweilers, etc..). I’ve taken care of other people’s animals and absolutely love caring for dogs. I work full time but work from home Wednesday, Thursday, and Friday so more flexible on those days. I am usually free from 4 PM onwards each day. Available all day most week days. We have a large yard that is partially fenced by trees and is large enough for any dog to run around. Our house has three stories so there is more than enough room for dogs to play around.

Sitter Profile Image: Barbra F.
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Barbra F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
64 reviews
24 repeat clients
20 years of experience
Middletown, DE, 19709

Barbra and her family were the BEST decision we ever made!! We just got a dog and had a trip we could not cancel (scheduled before we got a dog) and were nervous about what to do. Choosing Barbra made everything so perfect. She was so attentive caring and kind, treated our dog as if it was her own. In fact i think our dog and her dog are new BFFs now ?. We got updates, pics and videos while we were gone to take all the nervousness away…she’s the absolute best, with a fantastic yard for the dogs to play. I don’t think our dog wanted to leave!! It was like a vacation for him too lol. Highly recommend Barbra and will definitely use again!!!

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Jp R.
Sitter Profile Image: Jessica R.
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Jessica R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
22 reviews
8 repeat clients
20 years of experience
Aberdeen, MD, 21001

⭐️⭐️⭐️⭐️⭐️ I don’t know how to explain this except: Jess is basically Dodger’s second family now. ⭐️⭐️⭐️⭐️⭐️ If you’re looking for the type of sitter who treats your dog like FAMILY…like actual family…Jess is the one. I honestly don’t think Dodger realized he was being “boarded.” He thought he was on vacation with his new cousins, new uncles, and his new favorite person on earth (Dan 😆). From the minute we dropped him off, Jess was so reassuring and kind. She sent constant updates, pictures, and little stories that made my heart feel so much better. And not just “here’s your dog existing” pictures…NO. We’re talking: *Dodger cuddling her husband like they’ve been best buds for 10 years *Dodger snuggled up with her youngest like they were watching Saturday morning cartoons *Dodger and Tanner acting like long-lost brothers reunited *Dodger eating, relaxing, wagging his tail like a helicopter blade *Dodger getting a whole spa bath after rolling in the yard mud 😭💀 He even chewed through a Kong, which honestly deserves its own award. I warned her he was a super chewer, but I don’t think ANYONE was ready for him to destroy the “indestructible” toy. She just laughed and sent pictures like, “Welp, he’s having the time of his life.” 😂 The whole time she made sure I felt comfortable…even when my baby stole my phone and I panicked thinking I missed messages 😅 She was patient, flexible, and genuinely cared about him AND about us. Dodger came home happy, clean, tired, and FULL of love. His tail literally didn’t stop wagging the entire stay. And I’m pretty sure he thinks Jess’s house is his second home now…which I’m honestly fine with, because I know he’s safe and adored there. Jess and her whole family are wonderful, warm people. They treated Dodger like he belonged with them, and that’s all a dog mom could ever want. We will definitely be booking again (unless Dan steals him permanently 😂). Thank you, Jess, for loving our boy so well. He misses you all already! ❤️🐾 P.s thank you for being so accommodating and helpful with his bath, I loved getting to pick him up early and snuggle him with us the moment he came home🥹💕

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Deidre L.
Sitter Profile Image: Kwame K.
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Kwame K.
from
$40
per night
5.0 out of 5 stars
13 reviews
1 repeat client
6 years of experience
North East, MD, 21901

I loved interacting with Kwame. He was kind, very communicative, VERY understanding, VERY reliable. I had to leave the country on short notice, looked into his profile, reached out to him and the setup was very smooth. He responded quickly and was all for keeping my baby for about a month. He kept me in the loop, asked any and all necessary questions about care details, sent me photos and videos. Once he knew everything, I was able to go throughout the busy days without checking in consistently. My baby seemed very happy with him & I can tell he was treated with much love. Keanu came home very happy. 💙

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Cirhena
Sitter Profile Image: Evelyn G.
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Evelyn G.
from
$30
per night
5.0 out of 5 stars
1 review
25 years of experience
Port Deposit, MD, 21904

About: I’ve owned cats and dogs my entire life. I currently own two standard Goldendoodles and foster cats/kittens for the Hero Rescue. I have been an animal lover since I was a small child. I have patience with pets that need some time adapting to a new person in their area. I work full time so pets that are crate trained would work best for boarding in my home. If you would rather me come for drop ins I can stay and make sure they are fed, have water, get play time, and plenty of love while I’m there. Dogs in my home would have a fenced in yard for supervised potty breaks and play time. I also have enough space to throw a ball/toy for fetch inside for extra exercise. They would have my 2 Goldendoodles for company but any boarders would need to be crate trained so I don’t have to worry about them getting into anything while I’m at work. I also have cameras in my home so I can check in on everyone throughout the day. Drop ins would get attention, love, and play time while I’m at your home with them.

Sitter Profile Image: Geosselyn D.
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Geosselyn D.
Star Sitter
from
$38
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
11 years of experience
Elkton, MD, 21901

Peter loves going to Geosselyn's house! She sends the cutest pictures of him during his stay there. Peter loves exploring her large, fenced-in yard. Peter comes home well rested and calm. You can tell that Geosselyn loves caring for dogs. We will definitely book again with her!

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JEAN R.
Sitter Profile Image: Jessica H.
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Jessica H.
Star Sitter
from
$25
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
15 years of experience
Aberdeen, MD, 21001

Jessica was amazing. Our fur love was very well taken care of. Communication was great and she was very flexible. We will be using Jessica again.

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Britte A.
Sitter Profile Image: Susan S.
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Susan S.
Star Sitter
from
$33
per night
5.0 out of 5 stars
29 reviews
6 repeat clients
30 years of experience
Havre de Grace, MD, 21078

Susan is very attentive and kind.I was nervous leaving my puppy with anyone for the first time but she took care of lucky very well. Thank you so much !

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Vidushi G.
Sitter Profile Image: Yvonne & Joseph K.
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Yvonne & Joseph K.
Star Sitter
from
$75
per night
5.0 out of 5 stars
190 reviews
47 repeat clients
50 years of experience
Newark, DE, 19702

Yvonne and Joe Thank you so much for taking care of Romeo while we were away at our son’s wedding. You did a great job and we appreciate all the pictures you sent while we were away it made us feel comfortable knowing that Romeo was in good hands. We will not hesitate to bring Romeo back. Thanks again Greg and Denice.

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Gregory M.
Sitter Profile Image: Thomas H.
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Thomas H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
17 reviews
6 repeat clients
30 years of experience
Aberdeen, MD, 21001

Lucky had a great time with Max and Thomas. He enjoyed playing in the backyard and all the pets. Thank you and I'll definitely rebook again. I appreciate the prompt replies to my texts.

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Tricia O.
Sitter Profile Image: Nicole & Michael M.
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Nicole & Michael M.
from
$45
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
20 years of experience
Rising Sun, MD, 21911

Have left our little boy Brady with them multiple times and its obvious he looks forward to his time with them. He always comes home tired from so much playtime. Can not recommend them enough. It's Brady's home away from home!

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Michael M.
Sitter Profile Image: Jacob & Megan W.
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Jacob & Megan W.
from
$42
per night
5.0 out of 5 stars
78 reviews
48 repeat clients
10 years of experience
Bel Air, MD, 21015

Working with Megan and Jacob was a pleasure! Cooper looked like he was having a wonderful time in all the pictures they sent. Dunkin’ and the other buddies were great companions while he was there, too.

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Cecilia
Sitter Profile Image: Candice M.
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Candice M.
Star Sitter
from
$45
per night
5.0 out of 5 stars
129 reviews
59 repeat clients
10 years of experience
South St. Georges, DE, 19709

Candice was absolutely exceptional!!! I am very impressed with her service. This was our first time ever leaving our dog with anyone. I felt so comfortable with her, she has good energy and warm smile. She lives on such a beautiful water property and has two cute dogs that look so well taken care of. Her home is so nice and cozy, I felt like my dog was living in luxury for 9 days! My dog seemed right at home immediately at drop off hanging out with her two dogs and didn’t care I was leaving which is rare. While on vacation I received message updates and pictures of my dog that were so cute. Her two sweet daughter’s even spent time with my dog. Maxxie also got a squeaky toy parting gift from Candice. It literally was the perfect family for my dog while we were away it doesn’t get any better than this! I was a peace and knew our boy Maxxie was very well taken care of. She treated my dog like it was her own and that is what you want in a Dog Sitter! I will be a repeat customer!!! I don’t think it gets better than Candice she is the BEST and truly raises the bar high. I highly recommend her!!!

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TheZoesmommy1
Sitter Profile Image: Pamela C.
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Pamela C.
from
$45
per night
5.0 out of 5 stars
33 reviews
5 repeat clients
11 years of experience
Bel Air, MD, 21015

Pamela was wonderful with our boy Vito, she took care of him like he was her own. We got tons of pictures, she took him for walks, Also he got to run around in her fenced yard, and she followed his schedule for foods and medicines. I would use pam again for sure when we need a sitter for him. Thanks Pam!

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Mike B.
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The median cost per night for dog boarding in Charlestown is $50

Dog parents share their Rover experiences - Charlestown

1 / 1
5.0 out of 5 stars

All went well with Karen. Peter enjoyed his stay. He came home calm and well rested. I will book with her again.

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JEAN R.
Boarding
1 / 1
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Sitters in Charlestown average 11
repeat dog boarding clients

FAQs for Dog Boarding - Charlestown

Frequently asked questions about Rover

The average cost for Dog Boarding in Charlestown on Rover is $29.96 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.

Rover makes budgeting the cost of Dog Boarding 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 Boarding. For more information on service fees, click here .

As of July 2026, there are 639 sitters on Rover offering Dog Boarding across Charlestown. Enter your ZIP code to see which available sitters are closest to your home.

Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.

89% of Charlestown sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Charlestown landmarks or neighborhoods your dog is enjoying.

If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.

Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Charlestown home-away-from-home, we recommend packing:

  • Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
  • Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
  • Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Charlestown.

Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.

You and your Charlestown sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.

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.

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 .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.

For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.

Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.

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