Dog Boarding in Windsor

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

69 results for Dog Boarding in Windsor, MA

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Brooke B.

(139)
36 repeat clients
from $50.00
per night

Brooke took wonderful care of Shannon. Shannon came home her happy, excited self. She was able to be part of Brooke’s family for the weekend and not stuck in a cage.

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Mahayla G.

(54)
25 repeat clients
from $84.00
per night

Mahayla was great. My lab had a great time playing with their lab in the big backyard, going on hikes etc. She was responsive in communicating about logistics and pleasant to deal with overall. I would recommend.

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Jess L.

(89)
21 repeat clients
from $50.00
per night

Jess is a warm and friendly face to meet when you've got to leave your best buddy behind. My girl Maggie was handled well, and I'd book Jess again!

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Yenifer V.

(35)
7 repeat clients
from $73.00
per night

Yenifer and her husband were great caregivers for my dog while I was away for the weekend! Very communicative with pictures and updates. He was clearly happy and well care for. I’ll def reach out to her for future dog sitting needs!

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Irene T.

(23)
7 repeat clients
from $73.00
per night

Irene was just wonderful with our pup Guthrie. Guthrie has seperation anxiety and gets a little jittery around other dogs initially (thanks, COVID!) but she was patient with him. Once he settled in, he had a great day lounging on her porch and hanging with her dog. (Irene sent us load of pictures). Guthrie came home relaxed and tired. Irene will be our go-to from now on!

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Sarah & Noah P.

(1)
1 repeat clients
from $35.00
per night
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Jessica C.

(58)
19 repeat clients
from $33.00
per night

The whole family took good care of our dog, including a pretty demanding medication routine. We really appreciated how much care they took to learn and follow through on his medical needs! Pictures and updates made it look like he was settled in very comfortably during his stay.

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Patti B.

(113)
51 repeat clients
from $39.00
per night

Patti and her family took great care of Bodie! She was very flexible with our schedule and easy to communicate with during a long trip away. She also kept us updated with lots of pictures. Will definitely be returning to Patti for our next trip!

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Western B.

(3)
from $84.00
per night
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Kellie H.

(14)
5 repeat clients
from $107.00
per night
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Nicole S.

(84)
23 repeat clients
from $73.00
per night

Dobby has an absolute blast every time she is at Nicole's. She always comes back happy and healthy. I am always so grateful that she has someone who takes such great care of her and loves her!

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Francy & William S.

from $28.00
per night
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Aura G.

(24)
6 repeat clients
from $67.00
per night

Aura and Nick were so lovely to Mango the last time I visited the Berkshires that I sought her out specifically to dogsit again this time. They welcomed him with special treats purchased just for him, and warm cuddles. He found the treats right away and made himself at home. They also have a fenced in yard for him to play in and gave me updates throughout the trip and a written update of his time with them. I could tell by how happy and well adjusted he was at pick up that he had an amazing visit with them. Five stars.

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Karl K.

(54)
16 repeat clients
from $62.00
per night

Karl took excellent care of Sadie during her first three night stay. I received regular updates and photos that put me completely at ease. Sadie came home happy, tired, and well-cared for. I’ll definitely be booking again!

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John M.

(157)
61 repeat clients
from $78.00
per night

John was really easy to work with! He was flexible with us with drop off and pick up, sent great pictures, and kept our dog really happy! Couldn't have been a better experience!

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Kelsey R.

(72)
31 repeat clients
from $67.00
per night

Kelsey was wonderful! We left our Winnie and Hunter with her for five days, and we were able to feel completely relaxed about it, thanks to Kelsey's communication, demeanor, and experience. She sent us daily updates with photos, and our little dogs seemed very comfortable and happy at her home. The idea of leaving our dogs at someone's house (for the first time!) was a bit scary at first, but Kelsey gave us the peace of mind that we needed. Would definitely use her again!

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Yasmin Jamal A.

(2)
from $89.00
per night
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Mary & Todd H.

(39)
11 repeat clients
from $50.00
per night

Mary and Todd were incredible surrogate dog parents while I was on my birthday weekend getaway. Nathan was expertly cared for and went on so many adventures while with them. I would leave Nathan with Mary and Todd again and again. If only I didn’t miss him so much while he was gone.

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Jennifer C.

(98)
30 repeat clients
from $56.00
per night

Jennifer was wonderful to work with. She was easy to contact, responsive and extremely pleasant. Rosie liked her right away and we got a few updates over the weekend which is always nice. Jennifer was understanding of Rosie's needs and we felt very good about Rosie staying in her care. We would happily work with Jennifer again in the future!

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Ericca B.

(57)
18 repeat clients
from $70.00
per night

Ericca was great with communication leading up to the booking and very thorough. I appreciated the steps she took to ensure her safety and that of my pup. My dog was well cared for and her fenced in area was great for his needs.


Find Dog Boarding in Windsor

The alternative to dog boarding kennels

Are you looking for Dog Boarding in Windsor to take care of your beloved dog? You are in the right place! We currently have 69 experienced, loving and background-checked dog care specialists in Windsor. 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.