Dog Boarding Cheswolde Area

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Over 4,970
pet parents in Cheswolde Area have booked dog boarding

Cheswolde Area, 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: Ariel M.
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Ariel M.
Star Sitter
from
$45
per night
4.9 out of 5 stars
• 42 reviews
16 repeat clients
15 years of experience
Cheswolde Area, Baltimore, MD, 21209

“Ariel was awesome! She was very welcoming and friendly. She kept me updated with pics and took phenomenal care of Polo. This was his first time being left with a stranger so I was nervous but I can tell he loved Ariel. He will definitely be a frequent flyer with Ariel.”

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Veronica S.
Sitter Profile Image: Rodney & Marissa O.
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Rodney & Marissa O.
from
$39
per night
5.0 out of 5 stars
• 447 reviews
229 repeat clients
10 years of experience
Randallstown, MD, 21133

“Rodney was great! He really came through for me in a last minute emergency and made me feel safe about leaving my girls with them. I will definitely use them if I have to leave my babies again. I can't thank you guys enough for taking care of my girls!”

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Ishmael A.
Sitter Profile Image: Diana B.
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Diana B.
Star Sitter
from
$48
per night
5.0 out of 5 stars
• 89 reviews
45 repeat clients
15 years of experience
Cockeysville, MD, 21030

“Max had great care from Diana. He was only there for one overnight and had some digestive issues due to nervousness but Diana and her family were very understanding and gave him great comfort. Diana and her family were extremely considerate, spent time with us during the drop-off to make sure Max was comfortable before we left, sent an update so we would know how things were going and explained his stay when we picked him up. And, when we unpacked after we returned home, we found a little treat bag for Max. She asked questions to determine his schedule and tried to keep to his routines regarding when he ate, walked, where he slept. She was knowledgeable about different breeds of dogs and knew his traits based on breed. She and her family love dogs and it showed in their interactions. Diana is professional, through and very caring to both pets and owners. I highly recommend her to care for your pet. You'll want to book early, as I'm sure she books very quickly. ”

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Debbie D.
Sitter Profile Image: Cheryl C.
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Cheryl C.
from
$50
per night
5.0 out of 5 stars
• 42 reviews
17 repeat clients
20 years of experience
Gwynn Oak, MD, 21207

“My baby girl has the best time with Mrs. Cheryl. She always comes home with a smile and tired from all the playing. Thank you for making her feel at home.”

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Layla P.
Sitter Profile Image: Brittanie & Ryan C.
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Brittanie & Ryan C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 135 reviews
50 repeat clients
10 years of experience
Catonsville, MD, 21228

“Brittanie and Ryan took great care of our dog, Gunnar! They sent pictures of him every day. He was a happy dog. Their family was very welcoming and easy to work with. We would definitely use them again!”

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Joan B.
Sitter Profile Image: Shakiyla H.
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Shakiyla H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 31 reviews
12 repeat clients
10 years of experience
Park Heights, Baltimore, MD, 21215

“My first time leaving my dog with a rover sitter and as expected I was extremely nervous. Shakiyla was so reassuring and professional in handling my big dog! She sent me updates every day while he boarded. I would highly recommend! Thank you!! ❤️❤️❤️”

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Josh B.
Sitter Profile Image: Mila B.
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Mila B.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 99 reviews
26 repeat clients
45 years of experience
Owings Mills, MD, 21117

“What a gift it was to find Mila as a sitter for our cavapoo, Graham! We were in need of last minute sitting over the holidays when our regular plans for Graham fell through and Mila was able to take him in quickly and we just knew he would be in the best care! She only takes one dog at a time which Graham needs and is so attentive and caring. We are so grateful to have found her!”

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Alana F.
Sitter Profile Image: Kimberly B.
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Kimberly B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 34 reviews
16 repeat clients
35 years of experience
Randallstown, MD, 21133

“Ms Kimberly was great. I get pictures on a daily basis. My baby for sure had fun! I highly recommend! Thank you very much again to Ms Kim for caring for my baby.”

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Pauline A.
Sitter Profile Image: Melissa H.
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Melissa H.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 94 reviews
43 repeat clients
30 years of experience
Parkville, MD, 21234

“Melissa was a perfect fit for our pup. Her two dogs are wonderful, and our dog had a great time. I’m not even sure she missed us!! Would definitely have Melissa watch our dog in the future.”

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Shelagh H.
Sitter Profile Image: Virginia O.
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Virginia O.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 50 reviews
23 repeat clients
25 years of experience
Catonsville, MD, 21228

“we knew ms virginia and her fur babies was a winner at the meet & greet. ore was so excited when my husband pulled up to the house. i’ll definitely use her again and definitely a recommend. ms virginia, thank you for your availability on Mother’s Day, taking such good care of ore, and keeping her safe! your flexibility is appreciated beyond measure. until our paths cross again….”

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Jewel S.
Sitter Profile Image: Jamella W.
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Jamella W.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 6 reviews
2 repeat clients
16 years of experience
Westgate, Baltimore, MD, 21229

“I really had a great experience with Jamella she was professional a she really took time too get a clear understanding about pepper’s routine I will highly recommend”

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tammy s.
Sitter Profile Image: Linda L.
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Linda L.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 4 reviews
5 repeat clients
20 years of experience
Parkville, MD, 21234

“My dog Luna seemed to have enjoyed her time at Linda’s home and playing with the other dogs. Linda was communicative and flexible.i appreciated the daily photos and sometimes even videos. I will be booking with her again.”

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Elvis G.
Sitter Profile Image: Anna & Christian B.
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Anna & Christian B.
from
$45
per night
5.0 out of 5 stars
• 82 reviews
19 repeat clients
17 years of experience
Riverside, Baltimore, MD, 21230

“Anna and Christian were amazing looking after our Stella girl. They took great care of her and sent us frequent updates and pictures! We will definitely be using them again when we go away.”

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Jacob L.
Sitter Profile Image: Veronica S.
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Veronica S.
Star Sitter
from
$49
per night
5.0 out of 5 stars
• 520 reviews
169 repeat clients
12 years of experience
Fells Point, Baltimore, MD, 21231

“Veronica was amazing! Our little Westie fit right in with the pack! As first time dog parents, we were so pleased with the process of leaving our dog with a boarder. Veronica’s communication was impeccable and it was amazing receiving updates and pictures on our dog throughout the day. He had so much fun playing with the other dogs and slept for most of the next 2 days after we picked him up! We would 100% book with Veronica again. We are even hoping for daycare once in a while for drop in meet ups with his new buddies! We couldn’t have been more pleased.”

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Kristin G.
Sitter Profile Image: ECE Ö.
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ECE Ö.
from
$60
per night
5.0 out of 5 stars
• 10 reviews
3 repeat clients
6 years of experience
Chinquapin Park-Belvedere, Baltimore, MD, 21210

“Our pup had a great time with Ece! She took her on lots of walks and to the dog park and sent us photos while we were away. We look forward to rebooking in the future.”

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Chelsea C.
Sitter Profile Image: Carolina M.
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Carolina M.
from
$45
per night
5.0 out of 5 stars
• 82 reviews
25 repeat clients
15 years of experience
Pikesville, MD, 21208

“Carolina was a wonderful sitter for our Remy, especially on short notice. She maintained boundaries between the dogs when needed so he could settle in and adjust, and her dog Juno is a sweet and playful pup. He came home happy and tired and we had peace of mind while away through her consistent updates and photos. Highly recommend Carolina to anyone looking for a conscientious, responsible, and loving dog sitter!!”

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Maeve M.
Sitter Profile Image: Lisa Y.
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Lisa Y.
from
$39
per night
5.0 out of 5 stars
• 92 reviews
70 repeat clients
30 years of experience
Upper Northwood, Baltimore, MD, 21239

“Thank you Lisa for responding so promptly, so last minute! Thank you for taking great care of our fur baby! We truly appreciated our experience with you especially it being our first time using a sitter outside of family! Thank you for providing a pleasant experience!!!”

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Tavion R.
Sitter Profile Image: Shanikki K.
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Shanikki K.
from
$43
per night
4.8 out of 5 stars
• 149 reviews
76 repeat clients
15 years of experience
Patterson Park East, Baltimore, MD, 21224

“Shanikka is very skilled and meeting and greeting. This was my first time and she made me feel really comfortable and providing me with some knowledge and continuation of socialization.”

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Takeisha B.
Sitter Profile Image: Eva G.
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Eva G.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 67 reviews
12 repeat clients
8 years of experience
Chinquapin Park-Belvedere, Baltimore, MD, 21212

“Eva agreed to take care of my cat, Ernest, at her home on short notice, and it was a great experience! She was extremely responsive and attentive to Ernest’s needs, and she kept me updated with pictures and videos in which he was relaxed and happy. I would definitely recommend Eva and her family to take care of pets!”

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Catherine L.
Sitter Profile Image: Corinne M.
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Corinne M.
from
$50
per night
5.0 out of 5 stars
• 36 reviews
23 repeat clients
10 years of experience
Charles Village, Baltimore, MD, 21211

About: I am a natural caretaker and love caring for pets of my own and my friends and family. I have cared for pets for most of my life and am excited to offer my services to pet owners. As of October 2026, I have completed over 250 rover bookings, and am excited to keep caring for animals in my community! I have two cats who are the best of friends, and are all play and affection. I also help my family care for their dog Isabella, a 7 year old terrier/lab mix who loves going on long walks with me and throwing the ball in the yard. She had a partner until recently named Chico, a greyhound/lab mix, who was full of affection and had some arthritis in his back legs that required extra care. My mom is handicapped so I supported her in getting him extra equipment, driving him to and from the vet, and exercising him regularly within his movement range. Before this, I cared for our family dog, a yellow lab named Lilly, from middle school through high school and college. I help a roommate of mine with her cat Lela, a talkative and sassy lady who started coming into my room for morning cuddles and talks. We also had two cats when I was young, Precious and Cokey, who tolerated me smothering them with love in the way kids do. I currently work remotely most of the week with a lot of flexibility, and am committed some weekend nights to event management work. My schedule allows for decent flexibility which is helpful for daytime care or weekend trips. I own my home and am happy to host pets at my house that can get along well with cats. I have two cats at home who are pretty comfortable with dogs as long as they get along well with cats.

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

Dog parents share their Rover experiences - Cheswolde Area

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5.0 out of 5 stars

Ariel was very communicative and easy to coordinate with. She gave me plenty of updates with pictures so I knew Mylo was enjoying himself. She will always be my first pick when choosing a sitter on Rover!

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Tiara A.
Boarding
5.0 out of 5 stars

Kassandra proved to be the best sitter we've encountered in the years we have been using Rover's services. She goes out of her way to make your pet really feel special and part of her family. Our pet is looking forward to his next stay with and her family who's partnership works well in creating the perfect environment. She keeps you fully up to date with what's going on with your pet.

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Ken W.
Boarding
5.0 out of 5 stars

Steven was great! It was my first time leaving my 75lb GSDmix with anyone, and Steven made me feel like she was in good hands. I highly recommend Steven to watch your pup…I’ll definitely be using him again. Five stars!

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Fred C.
Boarding
5.0 out of 5 stars

Leah & Shawn took good care of our dog when we went out of town. I recommend booking with them if you want peace of mind that your furry friend will be taken good care of. This is my second time booking them and I will rebook the next time I go out of town.

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Nicholas M.
Boarding
5.0 out of 5 stars

Carolina was great with Rocco, she gave plenty of updates and photos. I would highly recommend Carolina to dog sit to anyone!!

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Tre H.
Boarding
5.0 out of 5 stars

Angel was absolutely wonderful and took great care of my dog, Toby! She sent me pictures with updates and even took the time to meet us before his stay. We will definitely be requesting her again in the future!

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Ashley O.
Boarding
5.0 out of 5 stars

Sergey was great! He was responsive, sent pictures of daily activities and took great care of my large dog who can be a handful! I highly recommend him for watching your dog.

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Tyler C.
Boarding
5.0 out of 5 stars

As per usual, Victoria comes through in a clutch. Max is always well taken care of and i always get 1-2 check in depending on his length of stay. Victoria and her family are quite friendly and responsive.

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Zi J.
Boarding
5.0 out of 5 stars

We recently had our dog board with Dimitri for about 5 days. This was our first time with Dimitri and we were very happy. We felt confident that he could manage our dog, who is on the larger side (60 lbs), very strong, and prey driven. He was very responsive to my texts and sent me lots of pictures. He even gave our dog a bath, when he found a tick on another dog in his care. We would definitely board with him again!

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Linda B.
Boarding
5.0 out of 5 stars

Tahjae is very friendly and accommodating. Marmaduke seemed to enjoy herself. We would definitely book again.

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Eboni H.
Boarding
5.0 out of 5 stars

I really appreciate Shakiyla. I contacted her in short notice due to my daughter being in the ER and not being able to find anyone to watch Reign. She responded immediately and was great with my dog. I was very nervous using this app for the first time, but She sent videos and kept me posted about how Reign was doing. She was a life saver. Thank you so much.

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Jay D.
Boarding
5.0 out of 5 stars

Kierra is super sweet ! She kept us informed throughout Beau’s stay. I felt she was organized and addressed our old guy’s needs. I would definitely allow her to care for Beau again. Thank you.

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Bleubelle M.
Boarding
5.0 out of 5 stars

Monet is very sweet, and communicative. She and her partner helped me with my heavy crate, and they took wonderful care of Rocky. I hope they will care for him again.

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Simone A.
Boarding
5.0 out of 5 stars

Benn & Thinh K. were exceptional. They treated my baby like their own. You would be lucky to have them watch your furry companion. I have the utmost respect for them and hopefully they would accept Max in the future.

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Michele J.
Boarding
5.0 out of 5 stars

Kieth takes the dogs out for plenty of walks and backyard time! My dog is always very excited to go to Kieth’s place.

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Grace K.
Boarding
5.0 out of 5 stars

Erika - thank you for being such a wonderful caretaker for Tarot, since her first day meeting you she has been comfortable. Your ability to watch her consistently has been a big relief for her and myself, she is always so happy to see you time and time again. I truly appreciate you being so flexible and creating some consistency during my travels. -Brandon

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J D.
Boarding
5.0 out of 5 stars

The best communication was amazing, updates and pictures the whole time. My dogs came back happy and healthy.

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Jennifer C.
Boarding
5.0 out of 5 stars

Aaron was great. He communicated with me the entire time and sent plenty of pics! Dallas enjoyed his stay and came back as happy as can be!

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Kerrier M.
Boarding
5.0 out of 5 stars

Ruth and her family are outstanding. Our dog is always happy, clean, and well fed when we pick him up. He is loved, exercised, and played with. Ruth communicates his daily events and responds quickly to texts. Grade A+ 100% satisfied!

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Zoe M.
Boarding
5.0 out of 5 stars

Melanie was great with our 2 year old corgi! He seemed to have had a lot of fun :) Melanie was also very patient with us with our delayed schedule.

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Rosa L.
Boarding
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Sitters in Cheswolde Area average 13
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