Dog Boarding in Winchester

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

1812 results for Dog Boarding in Winchester, MA

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Oana & Oliver B.

(450)
196 repeat clients
from $93.00
per night

Oana and Oliver were so lovely taking care of Myla, our pup, while we were on an extended trip for 10 days. From our first meeting, I felt at ease, as they asked all the right questions and gently encouraged our slightly timid pup to come out of her shell. Oana sent daily updates with pictures which we looked forward to receiving every day on our trip. Their backyard is fantastic and I can tell Myla loved romping around in it. Communication was flawless. Overall, I highly recommend reaching out to Oana and Oliver to hear more about their services, you won’t be disappointed!

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Samantha L.

(13)
3 repeat clients
from $84.00
per night

Samantha took excellent care of Stella. all of my instructions were followed and I received many updates with pics of my girl. I am very grateful for the care she gave my dog.

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Ann & Jim N.

(18)
3 repeat clients
from $54.00
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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Michiko & Clifford H.

(16)
5 repeat clients
from $50.00
per night

Michiko and Clifford took great care of our pup! First time using them and we were very pleased! We received detailed updates and photos every day which was great! Bear had a very good weekend with lots of activity. Will definitely use them again!

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Elizabeth K.

(10)
2 repeat clients
from $66.00
per night

Liz was amazing! In all honesty, Duck isn’t always the easiest to take care due to a small level of dog reactivity, but Liz had no issues changing some plans to accommodate him. Would recommend her to anyone and everyone. If I lived in the area, I would 100% be booking her for anytime I needed someone to care for Duck!!

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Barbara S.

(53)
23 repeat clients
from $67.00
per night

We LOVE Barbara! This was our first time leaving our girl with someone other than family, and it was amazing. She was welcomed into Barbara's home like she was family! The best part for us were the daily pictures, seeing her having a great time helped ease any anxiety we had about leaving her. We highly recommend Barbara. Truly a great experience!

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Yesika S.

(541)
159 repeat clients
from $78.00
per night

Always an amazing experience with Yesika!! So glad that we have her. So loving, caring and accommodating. My baby Maya always has the best time with her and I love receiving all the adorable pictures of her having fun :) Wouldn’t go to anyone else!!

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Guillermo M.

(15)
1 repeat clients
from $56.00
per night

Guillermo was great and Parker seemed to love his time with him. We got some really great pics and felt like our boy was well taken care of.

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Kathryn M.

(11)
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!

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marilyn g.

(6)
7 repeat clients
from $56.00
per night

Real nice lady, took great care of our elderly pup!

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Linda K.

(46)
13 repeat clients
from $62.00
per night

Linda is a very kind person and a great dog sitter. My dog can be reactive to some people and dogs but she understood and gave him a great care. I’m going to use Linda for dog boarding again.

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Belinda B.

(12)
6 repeat clients
from $78.00
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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Paul M.

(122)
49 repeat clients
from $63.00
per night

Barley stayed 2 nights. Paul is very responsive and texted me with concerns as needed. He has a nice safe/front porch and long leash for your dog to relax outside / go pee / watch over the people as needed. If he’d like, we would use Paul again!

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Betsy C.

(76)
40 repeat clients
from $78.00
per night

Betsy took great care of my dog Maxi and was very flexible and responsive on pickup and drop off etc. Also my dog was a little nervous at drop off and she handled it very well and sent me photos of him content on the couch later🙂Will definitely book Betsy again.

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Jordan G.

(33)
9 repeat clients
from $56.00
per night

Jordan was wonderful with Blue Girl...and with me. She was gracious, communicative, flexible and loving with my dog. Couldn't ask for more.

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Janette L.

(10)
1 repeat clients
from $67.00
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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March A.

(13)
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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Luci P.

(22)
12 repeat clients
from $98.00
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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Todd V.

(24)
8 repeat clients
from $79.00
per night

Todd was so incredible with my frenchie Cudi. I knew right as I arrived that he was in great hands and was going to be so well cared for. Todd communicated great with me about everything, and sent me adorable updates of my dog throughout my trip. You can tell that he is someone that really cares about the dogs he is sitting and is most definitely someone I will use to sit for me again.

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Yang S.

(16)
6 repeat clients
from $67.00
per night

Yang took excellent care of Stella. All my instructions were followed re feeding and walking her. Stella got so much outdoor time, I am so grateful for Yang's help and highly recommend her as a dog sitter.


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 1812 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.