Dog Boarding in Chestertown

Your dog stays overnight at a reliable dog sitter's home whilst you're away

430 results for Dog Boarding in Chestertown, MD

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Michelle M.

(556)
257 repeat clients
from $45.00
per night

Michelle has been fantastic for us and Giselle. She definitely spoils her and takes such good care of her, I worry she won’t want to go home. I love all of the daily pictures and notes on how she’s doing. Thank you Michelle!

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Gisel D.

(41)
18 repeat clients
from $60.00
per night

Gisel was fantastic and took great care of our little puppy. She sent us a lot of pictures and videos that made it clear that he was part of the family during his stay.

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Danielle S.

(51)
10 repeat clients
from $40.00
per night

Our dog Jeze had an awesome time with Danielle. Her house is perfectly equipped for outdoor time with a fenced yard. She also took the time to arrange for a meet and greet to ensure a good fit. We kept out dog with her for 10 days and this was one of the best rover experiences we have had. There was always timely communication, updates, photos, and she was always easy to reach. We will definitely seek her out actively when needed again and recommend her 10/10 to others Proceed with confidence:)

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Carlie H.

(71)
29 repeat clients
from $45.00
per night

Carlie and family are incredible! Every time we go on vacation, I feel such peace and relief knowing Indi is enjoying herself - on her own little vacation, too! We get daily photos and updates, and Carlie even went above and beyond and helped us when we accidentally ran out of food (we packed too lightly) and dropped Indi back off for us. I highly recommend using Carlie's pet sitting services - thank you again!!

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Pamela C.

(33)
5 repeat clients
from $45.00
per night

Mikros had soooo much fun with Pamela. He loved getting to play with his friends and go out for a awesome hikes. She treated Mikros just like one of her own fur babies. I loved seeing all the pictures of his adventures with Pamela. I am new to the area and feel so blessed to have a safe, responsible, fun place for Mikros to stay when I am out of town.

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Lindsay G.

(80)
30 repeat clients
from $49.00
per night

Great dog sitter! Our dog had a great time. After she had a nap and realized she was home without her new best friend, she cried! ? Lindsay was fantastic; easy to work with, friendly, flexible, good communicator! Her dog was also really great.

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Theresa C.

(120)
47 repeat clients
from $49.00
per night

Theresa was very understanding when we had to arrive later than planned. She sent daily pictures of our dog and always replied to our messages. She took great care of dog and even gave us recommendations on how to train her.

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Katelyn M.

(87)
24 repeat clients
from $45.00
per night

Katelyn is absolutely wonderful! Being in town with family, I wasn’t able to have my dog stay with me- I needed a reliable, safe place for Miloh to sleep and I was lucky enough to find Katelyn. Her and her husband were very welcoming and helpful, they asked all the important questions and made sure that I felt comfortable before leaving Miloh with them. I got lots of great photo and video updates and Miloh loved playing with their dog Balto. I would gladly recommend Katelyn for future dog sitting needs!

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Jacob & Megan W.

(80)
48 repeat clients
from $42.00
per night

Jacob and Megan were awesome to work with. Quick responses, open communication, they send daily updates with pictures which I really appreciated. I felt like my dogs were in good hands and well taken care of. Highly recommend Jacob and Megan and will be using them in the future!

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Patrick & Bahiya A.

(83)
28 repeat clients
from $52.00
per night

As always, Pat & Bee were AMAZING! We are so appreciative of their love and care for our Ellie. They are a beautiful couple and beautiful sitters! 100 out of 10.

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Shuling J.

(147)
69 repeat clients
from $45.00
per night

Shuling is amazing! My pup always is so happy spending time with her and loves her little puppy, Bear! I am so happy to have someone I feel comfortable leaving manny with when I go on trups!

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Paris V S.

(250)
57 repeat clients
from $58.00
per night

To say I have found the perfect fit for my baby boy is an understatement. Not to put too much of my furbaby information out here. My boy has a medical condition and I was totally on edge about taking this step. Paris has been nothing less than AMAZING! She put my mind at ease from the first conversation. Her reviews where nothing less than the truth. She is loving, personable, caring, and the list goes on. If you are looking for a loving home for your furbaby away from look no further Paris is your person. Paris thank you so much ❤️

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Briana & Isaiah S.

(68)
15 repeat clients
from $50.00
per night

Briana and Isaiah were amazing! They sent me many pictures of my pups going on walks and returned Duke and Luna to me happy and healthy. I would definitely recommend them to other pet parents.

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Tarina L.

(46)
15 repeat clients
from $50.00
per night

I can’t express enough how great Tara is with my dog, Benjamin. He always comes home super tired and spoiled from playing and getting a bunch of love. Highly recommend her to care for your fur babies.!

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Jessica R.

(25)
8 repeat clients
from $40.00
per night

Second time for Cody. When he stays with Jessica, it’s easy for me to just leave and enjoy my trip without worrying about his care especially over the holidays . Flexible and on top of his care -thanks!

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Jeren C.

(23)
9 repeat clients
from $40.00
per night

I cannot praise this lady enough!! I felt completely secure leaving my babies with her! She communicated greatly throughout their stay and shared details with me to keep me at ease. She's extremely understanding and patient with my rescue babies as they warmed up to her and the family. Oleander gained a girlfriend during his stay too ? We will definitely be back! ❤️

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Barbra F.

(64)
24 repeat clients
from $55.00
per night

Barbra took such fantastic care of our boy, Mo! This was our first time boarding him for an extended period (8 days), and she was great about answering our questions and making us feel comfortable up front, and then sent frequent pictures/updates during Mo's stay. She's clearly very knowledgeable and experienced in dog care. Her dog Flynn might be Mo's new best friend! We definitely hope to bring Mo back soon.

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Jill & Chad H.

(89)
18 repeat clients
from $50.00
per night

Jill, Chad & Family provide our very active “frenchie” with much love and attention. From sending us updates via texts, videos & photos to allowing him to sleep with them he was one spoiled, happy boy. They only book one puppy at a time which meant our furry little guy was the center of attention. Joe & Karen F.

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Cecil J.

(42)
14 repeat clients
from $50.00
per night

I want to Thank Cecil and his family. They welcome my Priince with open arms. It was rocket at first but once Prince warmed up the family. He was part of their family. The communication walks so great pics and time that I spent with Cecil and his family. Thank you for everything we will most definitely be back. Prince loves your family and so do we.

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Marliez G.

(22)
10 repeat clients
from $35.00
per night

Marliez was amazing! My baby just loved her and her home. She took great care of him, he had fun and she communicated daily, which made us feel so comfortable. We will definitely be using her again, Jax loves her and didn’t want to leave! Thanks so much Marliez we really appreciate how you took care of our baby!


Find Dog Boarding in Chestertown

The alternative to dog boarding kennels

Are you looking for Dog Boarding in Chestertown to take care of your beloved dog? You are in the right place! We currently have 430 experienced, loving and background-checked dog care specialists in Chestertown. Our sitters offer a variety of pet services such as home dog boarding, dog walking and doggy daycare. Make an informed decision based on reviews, response rates and contact at least 3 approved Dog Boarding professionals. Your dog will be delighted to be looked after by our loving dog sitters.