Dog Boarding in Winchester

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

2117 results for Dog Boarding in Winchester, MA

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Yang S.

(12)
5 repeat clients
from $67.00
per night

Yang was a great pet sitter. We boarded our cat with her for an evening, and she was super communicative and attentive, with photos and regular updates . Would definitely board with her again.

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Oana & Oliver B.

(444)
194 repeat clients
from $93.00
per night

I was very nervous about leaving my two and a half year old wire fox hair terrier for the first time for a long summer trip. I saw all the great reviews for Oana & Oliver and scheduled a visit for them to meet my dog. Upon meeting them I could see that they take this very seriously and are well set up for dog boarding. They had a large, secure fenced in yard which was very important to me as my dog needs a lot of exercise and they took the safety and security of the dogs very seriously. They were also very cognizant of boarding dogs that had friendly temperaments and would get along together. The day for my trip came, and I felt comfortable that my dog was in good hands. We went over the details or eating, sleeping, etc. and left for my trip. They texted pictures every night my dog playing with other dogs, running around, going on walks and even swimming in a little kiddie pool that they set up on the very hot summer days. I felt like she was away at summer camp and could see she has having a great time. When we picked her up, she looked great, was well fed and was clean and calm. They even hand fed her if they saw she wasn't eating her food. Overall, it was a fantastic experience. The only thing is I think my dog may miss them, and the new dog friends she made.

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Lissette A.

(407)
192 repeat clients
from $73.00
per night

LIssette was such a great caretaker of my dog. She kept in constant contact with pictures and updates on how he was doing. Messaged me with any questions she may have had regarding his personal tendencies and left me with a comforted mind throughout my vacation. Look forward to working with her again.

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Betsy C.

(67)
39 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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Paul M.

(117)
45 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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Luci P.

(20)
9 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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Elizabeth & Rodrigo S.

(33)
9 repeat clients
from $64.00
per night

Elizabeth and her family were SO amazing with my howie! They sent daily updates, were flexible with my schedule and clearly loved him like I do! The sweetest family to take care of my baby!

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Jessica and Dave S.

(428)
153 repeat clients
from $73.00
per night

Jessica and Dave took great care to make our anxious Cookie feel at home. Cookie even became comfortable enough to beg for food and claim a spot in the living room as her own! We are so grateful to Jessica and Dave for providing Cookie with a home away from home :)

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Kathryn M.

(10)
3 repeat clients
from $73.00
per night

Kathryn and her husband Sean are extraordinarily fine pet sitters. Our 11 year old boxer clearly enjoyed her stay with them and all the extra attention and loooong walks they gave her. They were very helpful and accommodating to our unprectable arrival time due to long-distance travel in winter weather. We will certainly book with them the next time we are in MA.

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marilyn g.

(6)
5 repeat clients
from $56.00
per night

This was my second time b

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Yesika S.

(514)
150 repeat clients
from $78.00
per night

Yesika is amazing. She clearly loves dogs and takes great care of them. Our Simsim was so happy at Yesika’s she did not want to come home. We loved all the pictures we got and the peace of mind of knowing that our pup was enjoying herself while we were away. I am sure Simsim can’t wait for us to travel again so she can spend more time with Yesika.

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March A.

(11)
2 repeat clients
from $67.00
per night

March is an excellent dog sitter! We feel so comfortable traveling knowing that he’s taking care of our girl. He sends daily pictures and has a yard and nearby trails, so my dog always comes home well exercised and happy. We couldn’t recommend him more highly!

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Todd V.

(22)
7 repeat clients
from $79.00
per night

Boarding my dog Rue with Todd was a great experience! He took the time to do a quick meet and greet ahead of the booking, and communicated well throughout the process. He also sent pictures and updates during the stay, and Rue seemed very cozy and comfortable! Definitely would recommend and book again.

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Aurora C.

(341)
77 repeat clients
from $78.00
per night

I’ve used Aurora to dog sit my dog twice and she has been amazing. My dog was so excited for his second visit which speaks volumes and made me so happy! She is very responsive and diligent in sending updates. I have no issue recommending her.

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Patrick G.

(65)
18 repeat clients
from $64.00
per night

Patrick was great watching Maverick, he sent daily updates, pictures and videos. He answered all our questions and was very fast at responding!

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Barbara S.

(51)
23 repeat clients
from $67.00
per night

Barbara and Jenn took excellent care of my somewhat timid little pup. They and their dog Chiqui provided my dog with a comfortable stay and lots of attention. Great communication and great pet sitters!

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Jessica B.

(2)
from $55.00
per night
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Belinda B.

(3)
1 repeat clients
from $73.00
per night

We're so grateful to have had Belinda watch our dog Mocha while we were away! She shared videos with us each day, which was great. Communication was always quick and easy. We loved that Mocha had Belinda's dog Sloan as a playmate, and they played great together. Belinda is friendly, easygoing, and has a lot of dog experience. She provided a crate and tons of toys; her house is the perfect setup for pups. Mocha loved the fenced yard and doggie door too. Thanks so much Belinda! Looking forward to having Mocha stay with you again.

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Ann & Jim N.

(13)
1 repeat clients
from $52.00
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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Elizabeth and Neil C.

(157)
73 repeat clients
from $123.00
per night

Elizabeth and Neil were great! Callie had a blast hanging out with them and Percy this weekend. They sent Lots of pictures and videos and kept us updated. Percy is a little love bug and Callie loved playing with him. I will definitely call on Elizabeth and Neil in the future! Highly recommend them!


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 2117 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.