Dog Boarding in Winchester

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

2078 results for Dog Boarding in Winchester, MA

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Yang S.

(11)
3 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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March A.

(10)
1 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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Elizabeth & Rodrigo S.

(13)
4 repeat clients
from $64.00
per night

Elizabeth, Rodrigo and their entire family were awesome in every way. They took amazing care of Brutus. For a moment there, I didn't think they wanted to return him to me :) I would highly recommend them.

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Oana & Oliver B.

(434)
191 repeat clients
from $84.00
per night

Excellent care provided to my dog! She came home healthy and happy. She went on the lap by the second day - that speaks the trust. Communication was very prompt. And I received a few great tips on dog care! Thank you and echo will look forward to seeing you again!

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Paul M.

(115)
43 repeat clients
from $63.00
per night

Paul is a nice guy. He really loves and takes good care of our dog friend. We have a 1.5 year old puppy who is very shy and easily scared and this is his first time to be separated from us. Paul sent us photos showing that he would not leave his crate for the first couple of days. We were all worried about him. However, for the following days our puppy trusted him and would not leave him alone. We will definitely go back whenever in need. Thank you, Paul!

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Betsy C.

(55)
37 repeat clients
from $78.00
per night

Betsy was wonderful! She was super easy to communicate with and sent a lot of photos so we knew Sese was having a great time. She was very proactive in letting us know when she found a small bump on her, too. Knowing our dog was in such good hands made it easy to relax and enjoy our vacation.

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Linda K.

(36)
10 repeat clients
from $62.00
per night

Linda is the absolute best! Beau adores her and I feel completely comfortable leaving him with her for an extended stay. She sends frequent updates and pictures and is extremely responsive which gives me peace of mind 😊

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Jessica and Dave S.

(405)
151 repeat clients
from $73.00
per night
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Rebecca P.

(37)
10 repeat clients
from $64.00
per night

I highly recommend Rebecca. My dog took a liking to her right away. She kept me updated and sent pictures throughout the stay. Great family if you want to know your pet is getting all the attention and love they deserve.

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Barbara S.

(50)
22 repeat clients
from $67.00
per night

Barb and Jenn were wonderful with our little dog Mr H. He settled in quickly and felt at home. They sent us pictures everyday and dealt with his quirks. We did a test meet and greet to make sure he got along well with their small chihuahua Chiquita. We will definitely be leaving with them again.

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Yesika S.

(481)
138 repeat clients
from $73.00
per night

Yesika took amazing care of our boy while we were gone for a few days. It was our first time leaving him with someone other than family, and Yesika provided frequent updates and some adorable pictures that made us able to enjoy our trip knowing how well he was being taken care of! He had an absolute blast and we would not hesitate to book with her again.

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marilyn g.

(6)
4 repeat clients
from $56.00
per night

This was my second time b

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Todd V.

(17)
6 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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Patrick G.

(61)
13 repeat clients
from $62.00
per night

Patrick has taken excellent care of our dog, during her 2 week stay. He provided daily pictures and videos, and accommodated my requests. I highly recommend Patrick.

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Victoria S.

(14)
4 repeat clients
from $67.00
per night

Victoria did an amazing job caring for Ruby. She kept me up to date daily and sent lots of pictures! It was really comforting to know she was so well taken care of throughout her stay. Wouldn’t hesitate to book with her again!

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Luci P.

(16)
5 repeat clients
from $100.00
per night

Luci sent us lots of pictures, and I was so happy to see my dog happy!

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JJ & Youfei C.

(20)
6 repeat clients
from $66.00
per night

JJ and Youfei did an amazing job taking care of our Fiona. They were very responsive and sent us lots of pictures and updates. Fiona seemed to have had a great time!

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Chanel K.

(90)
26 repeat clients
from $70.00
per night

Chanel was an excellent sitter for Cole! She met us for a meet and greet in advance, was excited to meet Cole, and was clearly comfortable around him. During the visit Chanel was a great communicator, she sent daily photos and updates, and didn’t shy away from the inevitable poop talk. Cole can be a bit needy so I appreciate her willingness to cuddle him and let him on the furniture. She was also incredibly flexible by extending the stay and additional day when our travel plans changed. I would 100% book again!

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Kathe E.

(22)
7 repeat clients
from $56.00
per night

This was my second time booking with Kathe, and I truly feel at ease leaving my boy Simba in her care. He stayed with her for two weeks this time, and I never once felt worried. Kathe regularly sent photos, and it was clear how much she cared for him. She even let him borrow ( Pedro’s) sweaters when the weather turned cold since I had forgotten to pack any. Her thoughtfulness means a lot.

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Marie M.

(34)
13 repeat clients
from $95.00
per night

Marie was so wonderful with our puppy, Marlin. She sent lots of updates, photos and videos. I could tell he immediately felt comfortable with her and that he was so very well taken care of while we were out town.


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 2078 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.