Dog Boarding in Charlestown, MD

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick up
Search

Every sitter passes an enhanced background check. Learn about RoverProtect

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.

1 / 1
Sitter Profile Image: Karen D.
Verified Enhanced Background Check
Karen D.
Star Sitter
from
$38
per night
4.9 out of 5 stars
158 reviews
77 repeat clients
30 years of experience
North East, MD, 21901

Karen and her husband were the absolute best this was my first time boarding my dogs with anyone . But when I first met them on day 1 I was very comfortable that they were in the best of hands . She updated us and sent pics of the dogs I’m so happy with her care for the dogs for 4 days !!! Kudos to Karen and her husband.

Profile image
Lakisha T.
Sitter Profile Image: Sharon M.
Verified Enhanced Background Check
Sharon M.
from
$45
per night
4.9 out of 5 stars
96 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!!

Profile image
Alexis B.
Sitter Profile Image: Tabby A.
Verified Enhanced Background Check
Tabby A.
from
$45
per night
4.9 out of 5 stars
38 reviews
21 repeat clients
7 years of experience
Elkton, MD, 21921

My dog Murphy was so well taken care of by Tabby. I was nervous as this was the first time I boarded her. I would use her again to board Murphy, no doubt!

Profile image
Tam H.
Sitter Profile Image: Kwame K.
Verified Enhanced Background Check
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 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.

Profile image
Karen M.
Sitter Profile Image: Pearl J.
Verified Background Check
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!

Profile image
Michael A.
Sitter Profile Image: Justin & Stephanie W.
Verified Background Check
Justin & Stephanie W.
from
$55
per night
4.9 out of 5 stars
156 reviews
56 repeat clients
13 years of experience
Elkton, MD, 21921

The sweetest people! They agreed to take my puppy less than a week before my trip(after I got canceled on and started stressing). I was super nervous since this was the first time leaving him but I wrote instructions and I feel as though they followed every single one! I got picture updates as requested and when they had questions they asked. He got plenty of playtime and outdoor/potty time! They also didn't mind us bringing our crate to their home since were are crate training snd he sleeps in there. I will definitely use them again in the future! Thank you so much for taking Waffle into your home and treating him like your own!

Profile image
Tammy P.
Sitter Profile Image: Alexandra R.
Verified Background Check
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!

Profile image
Gabby U.
Sitter Profile Image: Evelyn G.
Verified Enhanced Background Check
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: Barbra F.
Verified Enhanced Background Check
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

Barbra is wonderful with our Charlie. I can see from his interactions with her that he trusts her and is so comfortable there. She is kind, accommodating, and has excellent communication. Charlie always comes home happy after a stay!

Profile image
Alison P.
Sitter Profile Image: Geosselyn D.
Verified Enhanced Background Check
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!

Profile image
Samuel T.
Sitter Profile Image: Susan S.
Verified Enhanced Background Check
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.

Profile image
P.J. S.
Sitter Profile Image: Jessica R.
Verified Enhanced Background Check
Jessica R.
Star Sitter
from
$40
per night
4.9 out of 5 stars
21 reviews
7 repeat clients
20 years of experience
Aberdeen, MD, 21001

Great experience with Jessica. Close, convenient, received good feedback over 8 days, and an early meet and greet was scheduled to meet her dog which by the way he was a perfect companion dog . Will use Jessica again! I recommend her .

Profile image
Christie W.
Sitter Profile Image: Thomas H.
Verified Enhanced Background Check
Thomas H.
Star Sitter
from
$35
per night
5.0 out of 5 stars
14 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.

Profile image
Tricia O.
Sitter Profile Image: Yvonne & Joseph K.
Verified Background Check
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 was absolutely wonderful with our "fur baby" Emma. She sent multiple pictures and videos. These pictures showed, among other things, her playing outside, snuggling, playing, and taking a nap. During Emma's visit I felt like she was being well taken care of and loved. I never had to worry that she wasn't doing well. Emma came back to us happy and healthy. Thanks again for letting Emma have such a wonderful stay!

Profile image
Ann K.
Sitter Profile Image: Jacob & Megan W.
Verified Enhanced Background Check
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

My lab Ruby had a wonderful time with Jacob and Megan. She was super excited that she would be able to play with other dogs and lounge on their deck. She was exhausted when she came home. I definitely recommend Jacob and Megan as dog sitters and would take Ruby back again!

Profile image
Nancy B.
Sitter Profile Image: Jessica H.
Verified Enhanced Background Check
Jessica H.
from
$30
per night
5.0 out of 5 stars
11 reviews
6 repeat clients
15 years of experience
Aberdeen, MD, 21001

So thankful for Jessica taking care of our little guy over a holiday! She was great with him, I would definitely ask her again for future trips.

Profile image
Christina H.
Sitter Profile Image: Diane B.
Verified Enhanced Background Check
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.

Profile image
Amalynn S.
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

Took amazing care of my dog! Her dog and my dog played the whole time he was there. By far the best communication I’ve had with a sitter on Rover as well. Sent a bunch of pictures daily and super nice. Will be booking again!

Profile image
Natalia Z.
Sitter Profile Image: Candice M.
Verified Background Check
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

Candace is wonderful! It was obvious she has an affection for dogs as soon as we, and our Boston, met her. She has lots of room for running and playing. She sent pictures several times showing how comfortable Pru was at her home. She took great care of her "houseguest". I have no reservations about recommending her, and we will definitely use her again when we are in the area.

Profile image
Debbie C.
Sitter Profile Image: Nicole & Michael M.
Verified Enhanced Background Check
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!

Profile image
Michael M.
1 / 1
View more sitters

Over 16
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.

Profile image
JEAN R.
Boarding
1 / 1
Find pet care near you

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 11
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 $27 to as high as $43 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, 654 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 11 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 654 dog boarding sitters in Charlestown on Rover, so you’re sure to find the perfect match for your dog! In Charlestown, 89% of sitters offer daily exercise, 96% 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.