Dog Boarding in Winchester

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

1620 results for Dog Boarding in Winchester, MA

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Yesika S.

(591)
174 repeat clients
from $78.00
per night

We love Yesika and so does our pup! He is always so well cared for with her and gets so excited to see her when we drop him off. Yesika is always so great about communicating with us and sending us pictures of our boy. It is so great to have someone reliable that we trust so much to take care of our dog. We can’t recommend her enough!

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Paul M.

(128)
50 repeat clients
from $63.00
per night

Paul was a great dog watcher and communicator. Provided many photos and updates on how our pup Bandit was doing during the overnight stay. Would use Paul again.

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Betsy C.

(82)
44 repeat clients
from $78.00
per night

Betsy and her family did a wonderful job caring for Tuna. He got so much love and attention and seems like he had a wonderful time! He came home plenty tired after playing with all the new friends he made.

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Guillermo M.

(39)
10 repeat clients
from $70.00
per night

Guillermo was the best sitter we could’ve asked for our dog. He was very attentive to detail as Maggie is very rigid with her schedule, took her on plenty of walks, and sent us pictures to make us feel comfortable while we were away. He followed our instructions carefully and made sure that Maggie wasn’t around other dogs (she had been attacked recently). We would highly recommend Guillermo to any dog owner and we would happily book him again to care of our baby.

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Elizabeth & Rodrigo S.

(62)
21 repeat clients
from $64.00
per night

Elizabeth & Rodrigo took amazing care of Clover, and really treated her as a part of their family! They were great with photo updates and I was stress free knowing she was getting so much attention and love.

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Maddy K.

(32)
10 repeat clients
from $78.00
per night

Maddy was such an amazing sitter! Newt adored her, and I got tons of photos/videos that showed he was having the best time and was taken care of so so well. I will definitely be using Maddy again as a sitter and I cannot recommend her enough!

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Michiko & Clifford H.

(27)
8 repeat clients
from $50.00
per night

Michiko and Clifford took care of Millie like she was their own! I so appreciated all the photo updates and wonderful exercise! It’s really great to be able to travel and know your pet is well cared for.

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Linda K.

(53)
14 repeat clients
from $62.00
per night

Linda was incredible as always!!! Not only did she agree to watch her with minimal notice but she always treats her as her own. Nala came back with new toys/treats and I got regular updates about zoomies in the yard/cuddles on the couch. I highly recommend Linda!

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Luci P.

(34)
15 repeat clients
from $100.00
per night

Luci and family took wonderful care of our rescue dog who can be nervous in new situations. They provided frequent updates with photos and videos, which were so helpful to receive. Our dog got to play with the other dogs and seemed to really enjoy herself. We are so appreciative!

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Chanel K.

(101)
28 repeat clients
from $70.00
per night

Chanel was a great caretaker for our dog! This was our first time using Rover, or having someone besides family watch him, and she put us at ease with updates and pictures. We could tell he was very comfortable with her from the start. We’d gladly go with Chanel again!

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Zelun W.

(20)
8 repeat clients
from $56.00
per night

Fantastic sitter! Zelun is very attentive and took great care of our dog. Regular walks and daily photos, and our dog looked so happy and relaxed in every photo update. When he noticed a change in her behavior one day, he reached out right away with pictures and kept a close eye on her until it looked like she was okay. This was our second time booking dog boarding with Zelun, and we would 10/10 recommend!

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Ann & Jim N.

(19)
4 repeat clients
from $66.00
per night

Carl had a great long weekend with Ann and Jim! Even with a lot of snow on the ground, he went on lots of walks and played in the yard. I appreciated receiving daily updates with photos while I was away. I would definitely recommend Ann and Jim to anyone looking for a sitter for their dog!

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Janette L.

(10)
4 repeat clients
from $78.00
per night

Gus had a great time with Janette and Luna. Janette was very diligent about letting me know how and what Gus was doing and sent photos each day. I would certainly have Janette watch Gus again.

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Todd V.

(27)
9 repeat clients
from $79.00
per night

Todd was absolutely wonderful with Guinness! From the start, he was communicative, reliable, and clearly cared a lot about making sure Guinness was happy and comfortable. I felt completely at ease knowing my dog was in such great hands. Todd provided updates, gave Guinness plenty of attention, and treated him like his own. Guinness came back happy and well cared for, which says everything. I would 100% trust Todd again and highly recommend him to anyone looking for a dependable and caring sitter.

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Man & Zhen Y.

(6)
3 repeat clients
from $63.00
per night

Man & Zhen were very kind and caring for our dog. They gave lots of detailed updates and photos.

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Kavita & Saunak S.

(5)
2 repeat clients
from $70.00
per night

Great pet sitters. Good communication and follow through.

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Belinda B.

(20)
12 repeat clients
from $89.00
per night

Belinda took great care of our dog, Joy, and was awesome at communicating and sending photos/videos. Joy is a puppy in a big dog body, so full of extra energy, which Belinda handled with ease. She cared for Joy during one of the worst heat waves of the summer and kept her cool and comfortable. I highly recommend Belinda!

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Hannah L.

(63)
23 repeat clients
from $73.00
per night

I am so grateful to Hannah for the care she gave Stella while I was away. I highly recommend her and will be using her again when out of town.

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Yang S.

(20)
9 repeat clients
from $67.00
per night

Yang and Pat were amazing with Romeo. I got many wonderful photos throughout my trip. The best was him going to school with her son❤️. Romeo was in such great hands. He was quite tired from all his wonderful walks everyday. He can't wait to see this lovely family again.😊

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Kathryn M.

(16)
3 repeat clients
from $70.00
per night

Louie had another great stay at Kathryn’s! I received pictures and updates each day, and she was super accommodating and flexible with pick up and drop off times when my schedule changed. She is an attentive sitter and a true dog lover. I will continue the to book her in the future and highly recommend her to others!


Find Dog Boarding in Winchester

The alternative to dog boarding kennels

Are you looking for Dog Boarding in Winchester to take care of your beloved dog? You are in the right place! We currently have 1620 experienced, loving and background-checked dog care specialists in Winchester. 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.