Dog Boarding in Charlestown, MD

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Top rated Charlestown dog boarders

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
157 reviews
76 repeat clients
30 years of experience
North East, MD, 21901

Karen and her husband were very nice. Never hesitated to answer my text when checking on Charlie and even sent pictures. I would highly recommend Karen to others and will use her services again.

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Rebecca R.
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: Susan S.
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Susan S.
Star Sitter
from
$33
per night
5.0 out of 5 stars
27 reviews
4 repeat clients
30 years of experience
Havre de Grace, MD, 21078

Sue was great. My dog got along with her two dogs, and had a nice fenced in yard for them to run and play. She kept me informed and sent me a couple of pics over the week. Havre de Grace isis on the way to the Baltimore airport so very convenient drop off snd pick up. I don’t travel Vera often but will reach out the next time I do.

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P.J. S.
Sitter Profile Image: Alexandra R.
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Alexandra R.
from
$40
per night
5.0 out of 5 stars
48 reviews
20 repeat clients
15 years of experience
North East, MD, 21901

My two dogs stayed with Alexandra for 4 nights. I left two happy, healthy, and well cared for dogs. I picked up two happy, healthy, and well cared for dogs. She provided daily updates and pictures which provided great peace of mind. I will definitely use her again!

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

Candance took good care od my CoCo. She is very warm and friendly...trustw you will not regret leaving your fur baby with her and the family??

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Chantel C.
Sitter Profile Image: Pearl J.
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Pearl J.
Star Sitter
from
$50
per night
4.9 out of 5 stars
125 reviews
45 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: Sharon M.
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Sharon M.
from
$45
per night
4.9 out of 5 stars
96 reviews
46 repeat clients
40 years of experience
Elkton, MD, 21921

Sharon took great care of Sophie. She sent tons of pictures to keep us updated throughout the week and we were really appreciative! We highly recommend her for anyone who needs a sitter!

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Lauren H.
Sitter Profile Image: Thomas H.
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Thomas H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
12 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: Jessica R.
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Jessica R.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
7 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: Barbra F.
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Barbra F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
61 reviews
24 repeat clients
20 years of experience
Middletown, DE, 19709

We had an excellent experience! She was absolutely awesome and took great care of Jireh. She kept us updated with pictures, which gave us so much peace of mind. Jireh looked happy, comfortable, and well cared for the entire time. We truly appreciate the love and attention she gave him. Highly recommend! 🐾

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Elizabeth 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

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: Diane B.
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Diane B.
from
$40
per night
5.0 out of 5 stars
5 reviews
1 repeat client
47 years of experience
Newark, DE, 19702

Diane was great & I'd recommend her for your dog sitting needs. Cared for a senior dog with medication needs. Lots of walks! Kept us informed on how our dog was doing. A joy to talk to and was very friendly.

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Amalynn S.
Sitter Profile Image: Jessica H.
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Jessica H.
from
$30
per night
5.0 out of 5 stars
11 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: Justin & Stephanie W.
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Justin & Stephanie W.
from
$55
per night
4.9 out of 5 stars
155 reviews
56 repeat clients
13 years of experience
Elkton, MD, 21921

Justin and Stephanie will absolutely be our new go- to pet sitters. The pictures updates they sent said more than a thousand words! Our pup was loved and exercised daily. They followed all instructions and kept us in the loop with everything. 100/10 amazing.

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Jessica S.
Sitter Profile Image: Geosselyn D.
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Geosselyn D.
from
$38
per night
5.0 out of 5 stars
12 reviews
4 repeat clients
7 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: Tabby A.
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Tabby A.
from
$45
per night
4.9 out of 5 stars
38 reviews
21 repeat clients
7 years of experience
Elkton, MD, 21921

Never had to leave my pup behind before, was super nervous. He did great, Tabby was great. Got my man back happy as could be. Must’ve had a good time because he is the nervous type and it was like he didn’t even realize we were gone! She was awesome. Easy drop off, easy pick up. Got my dude back in one piece and happy. Couldn’t ask for better!

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Jared D.
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

We were very happy with the care our dog received while we were on vacation. We got numerous pictures, and our dog seemed to be on vacation too! Thank you for taking good care of Kona!

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Angela H.
Sitter Profile Image: Jacob & Megan W.
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Jacob & Megan W.
from
$42
per night
5.0 out of 5 stars
76 reviews
47 repeat clients
10 years of experience
Bel Air, MD, 21015

Megan and Jacob were wonderful hosts for our rambunctious large lab pup!! He was well taken care of and played so well with their cute lab mix! They were very kind and welcoming and calm!! We will be using them again and referring our friends too. This was a trial overnight for longer stays in the future. I loved that they suggested this. Highly recommend!

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Kitty Y.
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
188 reviews
46 repeat clients
50 years of experience
Newark, DE, 19702

Yvonne and her husband granted me an amazing experience of boarding my dog (Freda). It all began with a last minute trip, which required me to board Freda within 48 hours. I sent Yvonne a request based on her location and availability for the days I required. This turned into a blessing. She replied almost immediately. She offered to host Freda as long as as our initial meeting between Freda and her own dog (Quincy) went well. When I first arrived Yvonne and her husband were so welcoming. We discussed our pets and introduced ourselves - it felt more than just business of boarding my dog. This experience was different. This experience was exceptional. They showed me around the area of their home where Freda would eat and sleep. They also showed me around their beautiful fenced in yard where she could run comfortably. They also stated they only host one pet at a time and never leave the dog unattended. This put a lot of my thoughts at ease. Throughout my trip Yvonne sent me pictures and provided me updates and once again worked well with my return schedule to pick up Freda. I will definitely be using Yvonne again if she’s available as she was a wonderful host to Freda and I. Thank you.

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Alex F.
Sitter Profile Image: Angela O.
Verified Background Check
Angela O.
from
$50
per night
5.0 out of 5 stars
111 reviews
35 repeat clients
25 years of experience
havre de grace, MD, 21078

Just awesome! I always get lots of pictures and know that Dixie is having a great time. We are a repeat client but will definitely rebook again. Thank you so much for everything! 😊

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Kayla T.
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Over 44
pet parents in Charlestown have booked dog boarding

Charlestown dog parents share their Rover experiences

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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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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

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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.

Sitters in Charlestown average 12
repeat dog boarding clients

Dog Boarding FAQs

Frequently asked questions about Rover

As of Jun 2026, the median cost of dog boarding in Charlestown is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Charlestown dog boarding rates can be found as low as $33 to as high as $50 per night.

If you’re searching for a Charlestown dog boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

As of Jun 2026, 379 sitters provided dog boarding in Charlestown. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.

Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Charlestown dog boarding sitters respond in under an hour.

Sitters who provide dog boarding in Charlestown have an average of 21 years of experience. Dog boarding sitters with repeat customers have an average of 12 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Charlestown.

Rover makes it easy to find Charlestown dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:

  • Dogs of all ages and abilities, including puppies
  • Pet parents looking for a safe, loving alternative to a kennel
  • Dogs who’d love to socialize with their sitter’s pets

There are 379 dog boarding sitters in Charlestown on Rover, so you’re sure to find the perfect match for your dog! In Charlestown, 88% of sitters offer daily exercise, 95% offer medication administration, and 93% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.