Dog Boarding in Chestertown

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

141 results for Dog Boarding in Chestertown, MD

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Theresa C.

(127)
52 repeat clients
from $45.00
per night

Theresa is amazing!! She responded last minute for a one night boarding for my boy. Although he tends to be nervous around new people he was quick to warm up to Theresa and I could tell he felt at home! Theresa kept me updated and sent pictures throughout the day. I highly recommend Theresa!!

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Pamela C.

(41)
12 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.

(85)
36 repeat clients
from $49.00
per night

Colin enjoys his stay and has been there twice. Lindsay is a great host and always sends pics during his visit. I will be using her service again soon.

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Shuling J.

(218)
94 repeat clients
from $45.00
per night

I was lucky to have found Shuling! I needed a last-minute boarding for the weekend for two dogs and she agreed! She was a great host who sent multiple pictures over the weekend. I highly recommend her!

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Paris V S.

(269)
61 repeat clients
from $58.00
per night

Paris is excellent! We book a stay with her for our dog Jasper every time we head out of town. She takes such good care of our boy and it’s like he gets his own vacation with his puppy friends. He comes home happy too. We can’t say enough good things. Thank you Paris!

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Danielle S.

(58)
12 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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Jill & Chad H.

(94)
21 repeat clients
from $50.00
per night

Jill and Chad provided our dog with love and care while we were away. Our dog is anxious and rather attached to us so this was no small task. Our dog has started to have panic attacks and experienced one while in there care due to fireworks over the 4th of July. Jill held her until our dog came back around... for that, we are so thankful. They are busy with bookings for a reason. I brought over food, toys, and instructions and everything was followed. Thank you Jill and Chad for taking care of Maggie!

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Jessica D.

(104)
52 repeat clients
from $45.00
per night

Absolutely amazing!!! Jessica was very responsive, sent pictures and you can tell she genuinely enjoys being with your fur babies. I can’t wait to book again.

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William L.

(2)
1 repeat clients
from $32.00
per night
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Gaffney S.

(2)
1 repeat clients
from $31.00
per night
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Becca K.

(42)
10 repeat clients
from $60.00
per night

Becca did a phenomenal job caring for our special boy and accommodating his separation anxiety. He was clearly very comfortable at her home. Thank you Becca!!❤️

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Meagan C.

(47)
22 repeat clients
from $52.00
per night

Meagan always does an exceptional job understanding and adapting to all of Eugene’s personality quirks. He is always well taken care of and comfortable in her care.

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Sarah R.

(42)
13 repeat clients
from $50.00
per night

Sarah was amazing! Regular updates. Easy drop off and pick up. Monkey never eats when he’s away from home but he ate all his meals with Sarah! He was clearly in a happy home and loved playing with her other pups!

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Karen D.

(179)
81 repeat clients
from $38.00
per night

Karen was amazing with our dogs! We were nervous leaving our pups because this was their first time staying with anyone besides family. She provided multiple updates and pictures. Our flight was delayed and there was a bad accident during our pick up day and Karen was very understanding. So happy to have booked her for our dogs and we will be back!

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Mike B.

(165)
66 repeat clients
from $29.00
per night

We love Mike and his family! They’re so reliable and trustworthy. Our puppy stayed with them for 9 days while we were away and Mike kept us posted every day. Thank you for making us feeling comfortable while we were away!!! :))

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April E.

(59)
18 repeat clients
from $45.00
per night

April and Penelope were great taking care of Beauty. We found them on Rover all the way from Raleigh NC! Definitely will be our Baltimore doggy daycare when we are in town!!

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Megan H.

(32)
7 repeat clients
from $35.00
per night

Megan did a great job taking care of Skippy! She was very patient and understanding of his initial separation anxiety and sent me tons of pictures and videos to help with mine :) She was great with directions on feeding and care and sent him home with a goodie bag! I could tell from the photos that Skippy was relaxed and happy at her house. I would definitely recommend Megan and use her again in the future.

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Joann W.

(14)
5 repeat clients
from $54.00
per night

Joann took wonderful care of our dog Moxie and gave her all the attention she required. Moxie had fun and was fond of the people and pets in the house. Joann is very sweet toward Moxie and she has a large fenced in yard, perfect for dogs to play or sniff! Our whole experience with Joann was very positive.

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Kayla A.

(11)
1 repeat clients
from $40.00
per night

Knew both my dogs were in good hands when I saw Kayla and her husband help me unload everything from the car and wasted no time in setting everything up. They sent me pictures and had a nice fenced backyard for my crazy dogs to run around in. I had nothing to worry about over the weekend definitely recommend these trustworthy people they’re the best!

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Jadia A.

(9)
2 repeat clients
from $35.00
per night

Jadia was so sweet and very kind took good care of my dog.


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 141 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.