Dog Boarding in Winnetka, IL
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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“Graeme was AMAZING! We left our beagle with him for 10 days. He sent daily pictures and updates, took our dog on long walks and to dog parks, and was patient wh…” (more)
$45
per night
“Lisa is very caring, responsive and my dog loves her! Tooz is hard to manage but we can tell after he comes back that he definitely had a great time at Lisa's p…” (more)
$57
per night
“Jessica is a very caring person and dedicated dog sitter. She was patient with my dog, who can be a handful. She was kind and thoughtful. I would work with her …” (more)
$60
per night
“My Chamie spent one night with them, she got back home so happy!! They are amazing people who loves dogs! Akemi sent me photos and updates about my dog. Definit…” (more)
$65
per night
“Anthea did a great job taking care of our cat while we were away for a week! We got pictures and updates every day, and she knew just how to handle his mischiev…” (more)
$40
per night
“Ella took great care of our special needs senior chihuahua/pug, Missy. We are always nervous to travel because she’s 15 and has CHF, epilepsy, and some mobility…” (more)
$80
per night
“Sandra and Sorin were so loving, accommodating and took excellent care of our dog, Maple. They kept us updated with texts, pictures and videos of Maple’s advent…” (more)
$50
per night
“Margaret was great with my dog, she clearly cared a lot about him and was very attentive to him and responding to me. I'm very appreciative of her help!” (more)
$45
per night
“Meggan sat for our Ruby for a week over spring break. She was amazing. We got daily updates and we could tell Ruby was well loved and cared for. We would defini…” (more)
$40
per night
“At my 'meet & greet" with Patricia I could see that her home was very well organized and very clean. I could tell that she loved dogs and that pets were an impo…” (more)
$60
per night
“Lauren and her family took such good care of Sofie. Her dogs played so well with her. I know Sofie enjoyed her time there and I will definitely send her back.” (more)
$50
per night
“Jacob was amazing with our pup and such a great communicator! We loved getting our daily update and pictures.. Basil really misses Murphy and Jacob!! Highly re…” (more)
$65
per night


“Nancyanne was fantastic with our senior Yorkie on two occasions now. Our last booking was last minute and she was incredibly helpful and understanding. Our pup…” (more)
$53
per night
“The meet and greet with Cheri made me feel very comfortable leaving my Pittie puppy in her hands. Sugar came home from her stay and slept the whole rest of the …” (more)
$50
per night
“Kristina and her family took such great care of Feena! They made her feel right at home - and cared for Feena as if she is their own pet. It is such a relief t…” (more)
$60
per night
“Amazing sitters! Our six month, energetic Lab Retriever mix had the best time running around with their little dog. Lori kept us updated and would send pictures…” (more)