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.

1 / 1
Sitter Profile Image: Karen D.
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Karen D.
Star Sitter
from
$38
per night
4.9 out of 5 stars
170 reviews
80 repeat clients
30 years of experience
North East, MD, 21901

Karen was fantastic at keeping me updated on Bailey and even sent pictures. I was very pleased at how well Bailey was cared for and I would certainly use Karen again!

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Sandy H.
Sitter Profile Image: Kara C.
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Kara C.
from
$40
per night
16 years of experience
Elkton, MD, 21921

About: I have taken care of dogs, my whole life whether they were my own or somebody else’s I absolutely love animals your animal will always be safe in my care and have the best time. I’m currently a stay at home mom so if I leave the house, I only leave to go to the grocery store or to grab the little one something to eat if they want it I have a huge backyard my house backs up against the woods. We are not close to the road at all. You’re dog would never be let outside alone my kids would run around in the backyard with them 💕

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

Tabby came through for us when we were in a pinch with finding a place for our two boxers and we are forever thankful.. Our boxers certainly enjoyed their time in her big back yard.

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

Ollie felt right at home. I loved the large fenced yard for off-leash exercise and that I got lots of picture updates. He enjoyed the extra company from other pups and children too. Thank you!!

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Alexis B.
Sitter Profile Image: Justin & Stephanie W.
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Justin & Stephanie W.
from
$45
per night
5.0 out of 5 stars
176 reviews
63 repeat clients
15 years of experience
Elkton, MD, 21921

I dropped my five-year-old dog off on a Thursday morning and came home on Saturday to pick her up. You could tell she was well cared for from the moment I saw her. Justin and Stephanie sent pictures the entire time and I could tell she was enjoying herself inside and outside. She had space of her own or she could play with all the other dogs that they took very good care of. I will definitely be using Justin and Stephanie again and I would suggest that you do too!

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

Alexandra and her family took amazing care of our sometimes nervous dog bella and sent her back to us as happy as we left her. As caring and competent a dog sitter as you'll find.

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benjamin z.
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

Geosselyn is friendly and very kind. She gave me frequent updates with photos/video to let me know how my dog was adjusting at her home. My small Maltese truly received excellent, personalized care. I highly recommend Geosselyn and will place my dog in her care again!

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

Peal was everything you could ask for in a sitter for your pet. She was communicative, flexible, welcoming and kind. My dog, Freddy, stayed with Pearl while my son had a baseball tournament at Cal Ripken in Aberdeen. Tournaments are challenging to plan for and I didn't know how long we would need Pearl to care for our dog. Pearl and I communicated throughout the weekend as my son's team continued to advance towards the championship Sunday night through rain delays, and reassured me that she could care for Freddy as long as we needed. It was such a relief to know that our dog was in a safe environment, allowing me to focus on baseball. Pearl was a huge contribution to the success of our weekend! I would not hesitate to recommend her to anyone in the Aberdeen area as a loving home for your pet.

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

Where do I start!? This was our first time going away and having to leave our Megan! She’s an elder fur baby and we couldn’t think of anyone who would properly take care of her. We turned to rover and it may sound strange but when I saw Barbra picture I knew she would be perfect! She sent pictures, and updates constantly! Our Megan looked so happy and taken care of! I am so pleased with her service and I will definitely be using Barbra in the future! Thanks a MILLION Barbra we appreciate you more than you know!

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Lorena B.
Sitter Profile Image: Kendra C.
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Kendra C.
from
$60
per night
8 years of experience
North East, MD, 21901

About: My greatest joy is to care for your furbaby just like my own. I am that new Auntie who loves and spoil your baby while you are away. I love long walks, belly rubs, cuddling, playing, and so much more!! I am here to provide you a weekend get away. Knowing your fur baby will be well cared for. I am here to keep your fur baby happy and entertained while you are away for the weekend. In my home I provide walks and play time. In the home and at the doggy park. Sometimes trips to parks and treats at Starbucks. The time is a memory being made. Fun and entertaining is key for me

Sitter Profile Image: Abby M.
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Abby M.
from
$45
per night
5.0 out of 5 stars
3 reviews
15 years of experience
Havre de Grace, MD, 21078

Abby and her family were amazing! They took great care of my pup Maxx while I was away and sent plenty of videos and pictures of all the loving and play time he had. Maxx loves kids so he was spoiled rotten having friends to play with and keep him entertained. I will happily book with Abby again and recommend her to anyone.

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

Thomas and his sons took great care of Tucker while I was away. He responded quickly every time I reached out and Tucker seemed right at home when I picked him up at the end of his stay!

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Irene M.
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
192 reviews
47 repeat clients
50 years of experience
Newark, DE, 19702

Yvonne helped us out in a pinch to find a pet sitter last minute. We are so thankful she was so flexible and took great care of our pup. Our dog Sadie loves making new friends so she was very excited to stay at a house with another dog. Sadie loved playing with Yvonne’s dog Quincy and Yvonne kept us updated with lots of photos throughout the day so we could see how she was doing. We highly recommend - our dog had a great time and Yvonne is a wonderful sitter!

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Justin Y.
Sitter Profile Image: Jessica H.
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Jessica H.
Star Sitter
from
$30
per night
5.0 out of 5 stars
12 reviews
6 repeat clients
15 years of experience
Aberdeen, MD, 21001

Jessica was very accommodating throughout the process. She even agreed to having our furbabies meet before the stay so I was comfortable with their likeness to each other. She was also very accommodating and get me updated on my little Oliver was doing. Would definitely book again with Jessica :)

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Belia G.
Sitter Profile Image: Michael B.
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Michael B.
from
$50
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: Jacob & Megan W.
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Jacob & Megan W.
from
$42
per night
5.0 out of 5 stars
81 reviews
48 repeat clients
10 years of experience
Bel Air, MD, 21015

My dog Barkley was so well cared for by Megan & Jacob! I could tell he felt comfortable right from the start, and I appreciated their great communication before and during Barkley’s time with them.

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Megan S.
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

Kwame took amazing care of Tanner for us while we were away. Tanner had lots of fun playing with the other dogs and came back happy and tired out. We will definitely be bringing him back in the future!

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

She and her family were very kind. She took care of my dog and loved him as if he were her own. My dog also seemed very comfortable. She even surprised me with a thoughtful gift. Thank you for your kindness

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Heijun J.
Sitter Profile Image: Kayla A.
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Kayla A.
from
$31
per night
10 years of experience
Elkton, MD, 21921

About: I don’t just watch dogs—I treat every pup like family. 🐾❤️ I take the time to understand each dog’s personality, routine, energy level, and individual needs so they feel safe, comfortable, and loved while they’re in my care. From playtime and cuddles to walks, attention, and plenty of positive interaction, I make sure every dog gets more than just supervision—they get a fun, personalized experience they’ll look forward to every time. Because your dog deserves more than a place to stay—they deserve a second home. I am a stay at home mom my attention is on kids and animals I only go out if I have to and it’s never a long time I have a fenced in yard and 2 friendly dogs (small dogs ) to keep your fur baby company. I can easily create your dog if need to .

Sitter Profile Image: Lindsey H.
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Lindsey H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
40 reviews
11 repeat clients
20 years of experience
Newark, DE, 19713

Lindsey did a fantastic job caring for our 6 month old pup. She communicated a minimum of 2x per day and always provided pictures with each communication. We will definitely be using Lindsey again in the future.

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Anthony
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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

Karen is the best kind of Rover host — friendly, flexible, responsive, reliable, competent, experienced and attentive, with super pet-friendly accommodations and of course a deep love for dogs! I was especially impressed when she texted me the first night of our booking to ask if the “3 ml” of medication I’d written down for elderly Charlie should in fact be “0.3 ml” — and of course she was correct. Whew. If we are ever back this way we will absolutely use Karen again.

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Marge D.
Boarding
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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
  • 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.

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Popular requests for dog boarding - Charlestown

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Sitters in Charlestown average 11
repeat dog boarding clients

FAQs for Boarding - Charlestown

Frequently asked questions about Rover

The average cost for Dog Boarding in Charlestown on Rover is $29.96 per night (as of August 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 August 2026, there are 646 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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