Dog Boarding in Charlestown, MD

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Sitter Profile Image: Elizabeth G.
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Sitter Profile Image: Elizabeth G.
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1. Elizabeth G.

Star Sitter
Ask about my board and train!
Charlestown, MD, 21914
0.5 mi. away
Boarding, Drop-In Visits
from
$42
per night
5 out of 5.0 stars
47 reviews
16 repeat clients
Profile image

Elizabeth was so amazing she took my request at the last minute literally 7 am in the morning she sent pictures of my baby girl she comminucated abd was overall a great experience with my fur baby thank you Elizabeth cant wait to book you again

Availability updated yesterday
Sitter Profile Image: Karen D.
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Sitter Profile Image: Karen D.
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2. Karen D.

Rover 101
Star Sitter
Happy Hound Happy Home
North East, MD, 21901
2.7 mi. away
Boarding, Doggy Day Care
from
$38
per night
5 out of 4.9 stars
124 reviews
60 repeat clients
Profile image

Karen is wonderful, I’ve had her look after my cat 3 times now. When I’m looking for a sitter I don’t hesitate but reach out to Karen as my cat also loves her! I trust Karen, both her and her husband are really nice people and I will be having my cat board at their house again:))

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Sharon M.
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Sitter Profile Image: Sharon M.
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3. Sharon M.

Star Sitter
Dogs make me happy
Elkton, MD, 21921
5.8 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
76 reviews
27 repeat clients
Profile image

Our dog was very well taken care of. Sharon was communicative and flexible regarding drop off and pick up. We would absolutely have Sharon watch our pup again!

Availability updated 12 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Kwame K.
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Sitter Profile Image: Kwame K.
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4. Kwame K.

Cabin experience for your dog!
North East, MD, 21901
3.6 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
2 reviews
Profile image

Good sitter. Responsible and friendly

Availability updated 2 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Lisa F.
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Sitter Profile Image: Lisa F.
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5. Lisa F.

Star Sitter
Experienced and Dedicated Dog Mom
Elkton, MD, 21921
8.2 mi. away
Boarding
from
$35
per night
5 out of 5.0 stars
134 reviews
46 repeat clients
Profile image

Our girl absolutely loves staying with Lisa. She actually starts perking up in the backseat as we turn onto her street. And we don’t worry for a second while we are away because we know she’s so well cared for.

Availability updated 11 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Tabby A.
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Sitter Profile Image: Tabby A.
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6. Tabby A.

All dogs are welcomed and loved
Elkton, MD, 21921
5.8 mi. away
Boarding
from
$40
per night
5 out of 4.8 stars
24 reviews
12 repeat clients
Profile image

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.

Availability updated 14 days ago
Sitter Profile Image: Pearl J.
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Sitter Profile Image: Pearl J.
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7. Pearl J.

Rover 101
I am home during the day or night.
Havre De Grace, MD, 21078
7.0 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.9 stars
112 reviews
39 repeat clients
Profile image

Pearl is amazing! From booking to the time we picked our babies up, we had no problems at all. The moment we met Pearl, we immediately had this sense that our babies will be safe with her. Our babies stayed with Pearl for 5 nights. As a pet owner, you want to feel safe where you leave your precious babies, that’s exactly how we felt with Pearl. She has a lovely home and she treated our babies as if they were hers. She gives me updates and pictures daily which is a nice touch! I have already booked our next boarding with Pearl for our next trip! I’m so happy we found Pearl here.

Availability updated yesterday
Sitter Profile Image: Justin & Stephanie W.
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Sitter Profile Image: Justin & Stephanie W.
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8. Justin & Stephanie W.

Star Sitter
We like animals more than humans!
Elkton, MD, 21921
9.9 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$55
per night
5 out of 4.9 stars
90 reviews
32 repeat clients
Profile image

Very friendly. Take pictures every day! Diamond doesn't want to go home when he's at his house! He's happy wherever he is! Thank you so much!

Availability updated 8 days ago
Sitter Profile Image: Wendy C.
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Sitter Profile Image: Wendy C.
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9. Wendy C.

A Loving Getaway on a Farm
Elkton, MD, 21921
10.6 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
43 reviews
15 repeat clients
Profile image

Our Tia had the best time of her life with Wendy. We are so grateful that we were able to go on our overseas trip over Christmas and not have to worry a thing about Tia's wellbeing. Wendy treated her like family, and like her own dogs who became Tia's new best friends. And Tia loved Wendy and her husband from the get-go. We really appreciated the frequent updates with pics. Whenever the need arises again, Wendy will be the first one we will contact. Highly recommended!

Availability updated 4 days ago
Sitter Profile Image: Susan S.
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Sitter Profile Image: Susan S.
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10. Susan S.

Star Sitter
PupBnB - Caring and Responsible
Havre de Grace, MD, 21078
8.3 mi. away
Boarding, Doggy Day Care
from
$33
per night
5 out of 5.0 stars
13 reviews
2 repeat clients
Profile image

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 !

Availability updated 7 days ago
Sitter Profile Image: Bella S.
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Sitter Profile Image: Bella S.
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11. Bella S.

Star Sitter
Home Pet Care
Bear, DE, 19701
13.3 mi. away
Boarding, Doggy Day Care
from
$45
per night
5 out of 5.0 stars
212 reviews
78 repeat clients
Profile image

Can't say enough about Bella. This was our 1st time leaving Daisy with an in home boarding instead of a kennel. Daisy was very comfortable from the moment we got there. Apparently loved sleeping with her daughter. Bella sent us many pictures. This was a trial stay for a longer stay we are planning. We will definitely be using Bella again when we go away next month.

Availability updated today
Sitter Profile Image: Jessica K.
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Sitter Profile Image: Jessica K.
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12. Jessica K.

Rover 101
Your dogs will be treated as my own
Northeast, MD, 21901
2.6 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
from
$38
per night
5 out of 4.8 stars
59 reviews
15 repeat clients
Profile image

So appreciative of the care that was provided to our pup while taking a last minute trip. My first time using Rover and Jessica made it so easy to get our dog taken care of so we could enjoy our trip without worrying. Not to mention was so flexible when things didn’t go as planned with our schedule. We will use her again!

Availability updated today
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Abby M.
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Sitter Profile Image: Abby M.
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13. Abby M.

Fun, caring and loves all dogs!
Havre de Grace, MD, 21078
8.4 mi. away
Boarding, Drop-In Visits, Dog Walking
from
$40
per night
1 review

Abby is a very responsible person. She has had multiple dogs and other pets throughout the years. She loves pets as her own children. She is a loving and trusted caretaker.

Availability updated 9 days ago
Sitter Profile Image: Leia D.
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Sitter Profile Image: Leia D.
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14. Leia D.

Star Sitter
Wagging tails &happy pups with me !
Colora, MD, 21917
8.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$50
per night
5 out of 5.0 stars
10 reviews
3 repeat clients
Profile image

Another great visit for Skye and Storm with Leia and her family. The dogs definitely love it there and are now tired and sleeping. Thank you!

Availability updated 5 days ago
Sitter Profile Image: Jennifer P.
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Sitter Profile Image: Jennifer P.
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15. Jennifer P.

Your Dog is My Family ♥️
Perryville, MD, 21903
5.7 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$40
per night
5 out of 4.8 stars
12 reviews
4 repeat clients

About: Hey Pawrents! I am a new resident in the area, and just moved here from Germany! I can provide reliable pet care for your furry friends. I grew up with dogs, and own my own as well. I do work full time but any booking will be when I am 100% available. Please note rates are not fixed. I am willing to discuss rates they are flexible! Since I am in the Army my schedule is predictable, I am available early morning and then after 5 pm. I am available on weekends. I can take care of animals in my home, however a meet and greet would be necessary and I do not have a backyard at this time.

Availability updated 40 days ago
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Aaron M.
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Sitter Profile Image: Aaron M.
Verified Background Check

16. Aaron M.

Temporary energetic and loving home
Havre de Grace, MD, 21078
8.4 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$35
per night
5 out of 5.0 stars
4 reviews
Profile image

Aaron was great!! He kept me updated throughout my puppy’s stay, and made sure she was worn out before I came to get her lol! I’ll definitely be using his services again.

Availability updated yesterday
Confirmed availability for Juneteenth Weekend
Sitter Profile Image: Katie D.
Verified Enhanced Background Check
Sitter Profile Image: Katie D.
Verified Enhanced Background Check

17. Katie D.

Star Sitter
Loving Vacation Home For Your Pup!
Newark, DE, 19711
16.6 mi. away
Boarding
from
$50
per night
5 out of 5.0 stars
64 reviews
23 repeat clients
Profile image

Katie is amazing and you can tell definitely an animal lover. She took such good care of my Chihuahua, even sent updates of how he was doing. I would definitely have Katie watch him in the future if I ever need a sitter again.

Availability updated 13 days ago
Sitter Profile Image: Yvonne & Joseph K.
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Sitter Profile Image: Yvonne & Joseph K.
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18. Yvonne & Joseph K.

Rover 101
Star Sitter
Home Full time/ fenced yard
Newark, DE, 19702
10.7 mi. away
Boarding, Drop-In Visits, Doggy Day Care
from
$70
per night
5 out of 5.0 stars
172 reviews
40 repeat clients
Profile image

Yvonne is a very attentive and dependable sitter! She took care of our Missy with the utmost care! She regularly sent photos so we knew Missy was content, happy, and doing well! We highly recommend her and will definitely look to use her services again!

Availability updated 14 days ago
Sitter Profile Image: Jacob & Megan W.
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Sitter Profile Image: Jacob & Megan W.
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19. Jacob & Megan W.

Rover 101
Paradise for your pup! 🌴
Bel Air, MD, 21015
17.8 mi. away
Boarding, Doggy Day Care
from
$40
per night
5 out of 5.0 stars
26 reviews
10 repeat clients
Profile image

Jacob and Megan are wonderful sitters. Our two beagles have a blast there. They get plenty of attention and walks as well. I highly recommend

Availability updated 2 days ago
Sitter Profile Image: Rackeem R.
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Sitter Profile Image: Rackeem R.
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20. Rackeem R.

Gentle Care. Happy Pets. Always.
Middletown, DE, 19709
15.0 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
from
$48
per night
5 out of 5.0 stars
3 reviews
1 repeat client

About: With over six and a half years of hands-on pet care, I bring a rare blend of experience, attentiveness, and heart. I’ve worked with dogs of all sizes, temperaments, and ages—from energetic puppies learning the ropes to senior pets needing gentle, attentive care. What truly sets me apart is my ability to read and respond to animals’ unique personalities. I create a calm, consistent environment where pets feel safe, loved, and understood. Whether it’s administering medication, offering leash training for puppies, or providing low-stress companionship for older pets, I bring patience and skill to every interaction. I also have experience caring for a diverse range of animals beyond just dogs and cats. From chickens and birds to hamsters and other small pets, I understand that every species has its own rhythm, needs, and comfort cues. I’m confident and compassionate with unique, exotic, or less-common animals, always prioritizing their safety, emotional well-being, and daily routines. Pet care is a built-in part of my weekly life. I’m highly flexible and genuinely enjoy working around each pet’s needs and schedule. Whether it’s early mornings, midday visits, evenings, or even late nights, I’m available and committed to making your pet’s care seamless and stress-free. I’m also happy to accommodate weekend bookings and unique timing requests whenever possible—just let me know what works best for you and your pet, and I’ll do my best to make it happen. Reliability, consistency, and clear communication are at the heart of everything I do. In clients’ homes, I prioritize maintaining their pet’s normal routine and environment. I follow all instructions closely—feeding schedules, walking routes, medication routines, and preferred playtime activities—so your pet experiences as little disruption as possible. I also make sure the space stays tidy and respected while I’m there. If I’m hosting pets in my home, I provide a calm, safe, and welcoming space. I separate animals as needed, keep food and water fresh and clean, and ensure they have access to cozy rest areas and supervised play. I never leave pets unattended, and I’m mindful of their comfort, especially in a new setting. In both cases, I focus on creating a low-stress, high-trust atmosphere, and I keep pet parents updated with messages, photos, and honest communication throughout the stay.

Availability updated today
Confirmed availability for Juneteenth Weekend

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