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.
from
$38
per night
4.9 out of 5 stars
• 178 reviews
81 repeat clients
30 years of experience
North East, MD, 21901

“I was very pleased with Karen. You can tell right away that she loves dogs. We loved the pictures she sent while we were gone. Also appreciate her accepting the last minute booking.”

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

“Kwame provided great care of my Fred. I could tell Fred had a fun time, like a vacation for himself. Just what I wanted for my dog for the week.”

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Karen M.
Sitter Profile Image: Geosselyn D.
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Geosselyn D.
Star Sitter
from
$53
per night
5.0 out of 5 stars
• 16 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: Justin & Stephanie W.
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Justin & Stephanie W.
from
$60
per night
5.0 out of 5 stars
• 194 reviews
71 repeat clients
15 years of experience
Elkton, MD, 21921

“Justin was great with Tucker I definitely recommend if you want you a safe boarder , I was updated with lots pictures and felt comfortable leaving Tucker with Justin”

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

“Thomas was fantastic. We got updates and photos of our babies everyday. He was super responsive. Our babies played, had fun, and were happy. We definitely will be booking again.”

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Kadazya G.
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
60 repeat clients
10 years of experience
South St. Georges, DE, 19709

“Candice was so kind and communicated extremely well while watching my dog. She was flexible, responsive, and made the entire experience stress-free. This was my dog’s first time staying with Candice, and everything went smoothly. I felt confident knowing my dog was in great hands, and I definitely plan to use her again in the future. Highly recommend!”

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Lavonne C.
Sitter Profile Image: Kee L.
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Kee L.
from
$77
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
15 years of experience
North East, MD, 21921

“I can't say enough wonderful things about our Rover sitter, Lee. She truly came through for us at a time when a previous sitter had nearly ruined our trip. From the moment she stepped in, she was so sweet, attentive, and caring toward our dog, it was such a relief. She sent us multiple updates throughout our trip, along with videos and photos of our happy pup, which meant the world to us. After the nightmare we'd been through with the earlier sitter, I was genuinely scared for our dog and worried I might have to cut the trip short and come home. My daughter had only received one picture from that previous sitter, and our dog looked scared and timid in it. That was NOT what we saw from Lee — with her, our dog was comfortable, relaxed, and his usual energetic, playful self. We are so deeply grateful to Lee, and I can't recommend her enough to anyone who wants true peace of mind while they're away from their furry family.”

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Mimi B.
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: Abby M.
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Abby M.
from
$45
per night
5.0 out of 5 stars
• 7 reviews
1 repeat client
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: Claudia T.
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Claudia T.
from
$40
per night
5.0 out of 5 stars
• 150 reviews
39 repeat clients
14 years of experience
Newark, DE, 19702

“Claudia was amazing- great communication, so gentle and sweet. She even went out of her way to buy treats for our dog when we forgot to bring them!”

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Kelly K.
Sitter Profile Image: Latoya C.
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Latoya C.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 27 reviews
8 repeat clients
35 years of experience
Newark, DE, 19702

“Latoya was really amazing in taking care of Madison. It was our first time with Latoya and I know we made the right decision the whole time was totally stress free. She took an excellent care of our pup and she sends us pictures and videos everyday. Madison was at home and comfortable with her care the whole time. We are definitely going back for her services the next time.”

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Rachel L.
Sitter Profile Image: Samantha B.
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Samantha B.
from
$25
per night
5.0 out of 5 stars
• 6 reviews
4 repeat clients
50 years of experience
Aberdeen, MD, 21001

“Samantha was wonderful! She sent me pictures throughout Rory’s stay and was wonderful at communicating. I could tell our pup had a great time because she’s normally very energetic and it is sleeping soundly on our bed. 10/10 recommend and would definitely book her again!”

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Emily K.
Sitter Profile Image: Tarina L.
Verified Enhanced Background Check
Tarina L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 59 reviews
22 repeat clients
30 years of experience
Edgewood, MD, 21040

“Tarina was amazing with my puppy who lacks manners and can get into trouble. Most dogsitters require a perfectly behaved dog, and she expertly handled my crazy doodle pup giving her loads of socialozariona sn exercise.”

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Lauren P.
Sitter Profile Image: Jill & Chad H.
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Jill & Chad H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 94 reviews
20 repeat clients
2 years of experience
Abingdon, MD, 21009

“Best dog boarding experience ever! Happy dog, happy pet parents! How can you beat a family of 4 totally focused on your pet. Our 10 yr old was thrilled to find there were 2 boys to keep our Daisy cuddled and loved. Jill and Chad are great - pic updates, great communication. We WILL be using them whenever we travel. This was like leaving our dog with best friends. Thank you so very much. Your family is so appreciated!”

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Becky F.
Sitter Profile Image: Cassandra N.
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Cassandra N.
Star Sitter
from
$40
per night
4.9 out of 5 stars
• 48 reviews
24 repeat clients
24 years of experience
Lincoln Univ, PA, 19352

“Cassandra was very accommodating for my overactive schnauzer. It was a last minute request & she arranged a meet & greet with her dog. My dog was welcomed & stayed in her room with her dog. It was a good experience. Thanks Cassandra”

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Susan H.
Sitter Profile Image: Gisel D.
Verified Enhanced Background Check
Gisel D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 47 reviews
21 repeat clients
7 years of experience
Edgewood, MD, 21040

“We had another wonderful experience with Gisel and her family. Toby and Milo were so happy to see her again, which says everything about the comfort and trust they feel with her. We truly appreciate the attention, updates, and the warm environment she provides. Thank you again for taking such great care of our babies. We’re so grateful!”

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Yvonne B.
Sitter Profile Image: Kari & Jospeh M.
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Kari & Jospeh M.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 45 reviews
21 repeat clients
30 years of experience
Townsend, DE, 19734

“We were pleased with Kari & Joey watching our fur baby Mila. This was our first time using them and we look forward toward using them frequently. Mila enjoyed the family, especially being around the kids. Kari is a natural loving dog sitter, very personable while making sure you feel good leaving your pet in her care. Our fur baby, Mila enjoyed staying with Kari& Joey.”

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Tawana C.
Sitter Profile Image: Kellie K.
Verified Enhanced Background Check
Kellie K.
from
$50
per night
5.0 out of 5 stars
• 8 reviews
2 years of experience
Newark, DE, 19711

“Kellie was amazing. Dallas only stayed a night but we hope to see her again. Love that she sent photos/updates during his stay. That’s always so important to me.”

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Amber C.
Sitter Profile Image: Nikkita J.
Verified Background Check
Nikkita J.
from
$41
per night
5.0 out of 5 stars
• 53 reviews
19 repeat clients
6 years of experience
Middletown, DE, 19709

“This is Sphinx 2nd time staying with Nikkita and he ran in the house as if it was home. Communication was excellent during his stay and she was able to accommodate dropping him off at the last minute since we were unable to pick him up. Our previous sitter moved from the area so we are grateful to have found her and our dog seems to love his stays!”

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Akilah B.
Sitter Profile Image: Emma S.
Verified Enhanced Background Check
Emma S.
from
$45
per night
4.9 out of 5 stars
• 35 reviews
10 repeat clients
12 years of experience
Bel Air, MD, 21015

“Jace had a great stay with Emma! She sent me lots of pictures while I was away, and took great care of him. Would love to have to Jace stay with her again in the future.”

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Josh F.
1 / 1
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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 took great care of my corgi puppy and was responsive and I would recommend for sure. Thanks Karen!

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Nick s.
Boarding
5.0 out of 5 stars

McDuff is always happy to go to Karen’s and sad to leave. She provides an excellent boarding experience.

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Sabra K.
Boarding
5.0 out of 5 stars

Karen did an awesome job, I would highly recommend using her services. She sent me pictures. And let me know that my fur babies were adjusting after we left

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Lisa S.
Boarding
1 / 1
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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?

  • 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.

How to book dog boarding

  1. 1. Search

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

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 3. Book & Pay

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Popular requests for dog boarding - Charlestown

Select a filter and find qualifying sitters offering dog boarding.

Sitters in Charlestown average 11
repeat dog boarding clients

FAQs for Dog Boarding - Charlestown

Frequently asked questions about Rover

The average cost of Dog Boarding in Charlestown is $30 per night as of October 2026. Most bookings cost between $28 and $43 per night. On Rover, 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 636 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.

96% of sitters in Charlestown can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.

During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.

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

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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