House Sitting in Winnetka

Your pet stays in your home as a reliable pet sitter drops in feed and play with them

608 results for House Sitting in Winnetka, IL

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Andrew N.

(63)
19 repeat clients
from $55.00
per night

Andrew is always a great choice for when we need someone to care for our pets! Our dog does great with him and Andrew even left a calming video on for our dog.

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Shailyn S.

(3)
from $25.00
per night
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Donna C.

(576)
136 repeat clients
from $85.00
per night

Wonderful as always! First time having them house sit and it was the best idea ever. No worries and daily pictures and updates. They cared for our dogs and our geckos and frogs! Thank you again!

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Keeley V.

(15)
5 repeat clients
from $45.00
per night

Keeley has such a kind and positive attitude. She was a wonderful companion for our anxious dog Zoey while we were out. She ent us a picture of Zoey rolling in the grass after we left so I knew that she was happy and felt safe and secure. Zoey was calm and relaxed when we got back - a sign of a great afternoon. We will definitely ask Keeley back.

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Mads O.

(58)
20 repeat clients
from $65.00
per night

Mads was fantastic, and we were so glad to have them house sit for our 3 boys. We received lots of photos, and the kids especially looked forward to getting a good morning photo everyday. Communication was fantastic & Mads even stayed later than we arranged when our plane was delayed. I am so happy we found them and will definitely be asking them to house sit for us again.

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Nicholas W.

(18)
2 repeat clients
from $45.00
per night
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Marissa B.

(13)
3 repeat clients
from $50.00
per night
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Ella V.

(279)
117 repeat clients
from $90.00
per night

Ella was wonderful with our dogs. Unfortunately, one of our dogs had some stomach issues when Ella was staying with them and she did a great job caring for her, picked up medication for Mabel at the vet, and cleaned up the messes Mabel made. Couldn’t be happier with her care and attention.

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Tiffany G.

(22)
12 repeat clients
from $68.00
per night

Tiffany was kind and gentle with my anxious dog. She extended her stay when our flight got cancelled and was very flexible with her availability. She left our house as she found it!

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Kevin O.

(3)
2 repeat clients
from $30.00
per night
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Samantha L.

(48)
23 repeat clients
from $63.00
per night

Samantha took great care of my pup! My pup was in such high spirits when I came home thanks to samantha! Definitely booking with her again in the future :)

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Emily L.

(28)
16 repeat clients
from $50.00
per night

Emily is so sweet, kind, attentive, and creative! She has cats of her own, so I knew she would do well with caring for my kitties! She did a meet and greet and really took her time. She was so sweet to send me daily reports with many pictures which I really appreciated! She would carve out in their litter box litter a special "emoji" every day, kitty related of course! I would highly recommend Emily for any of your fur baby sitting needs!

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Rebeca A.

(8)
2 repeat clients
from $70.00
per night
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Renee S.

(41)
13 repeat clients
from $60.00
per night

Renee took great care of Bert while we were out of town. She was so sweet to our nervous guy. Bert really seemed to like Renee and settle in with her quickly. Renee provided lots of updates and really made us feel comfortable while we were away.

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Sadie M.

(1)
from $50.00
per night
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Mer T.

(4)
from $55.00
per night
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Jason A.

(79)
20 repeat clients
from $80.00
per night

Jason was an amazing sitter! My dog absolutely loved him. He was very communicative, accommodating, and sent fantastic pics throughout the week. Couldn’t recommend more!

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Veronika S.

(25)
6 repeat clients
from $65.00
per night

Veronika took care of our two dogs for about a week, and we truly couldn’t have asked for a better experience! Our pups are 9 years old and 4 months old, very different ages with very different needs and she handled everything beautifully. From the start, Veronika was incredibly communicative and thoughtful. She sent regular updates and photos that gave us complete peace of mind while we were away. It was clear from every message that our dogs were not only being well cared for, but genuinely loved and spoiled with attention! She also did a fantastic job keeping them on their normal routines, which was especially important for our puppy. Both dogs were happy, relaxed, and clearly comfortable when we returned. On top of that, Veronika stayed at our home and left it absolutely spotless, such a wonderful extra touch that we truly appreciated. We would recommend Veronika without hesitation to anyone looking for a responsible, caring, and communicative pet sitter. She went above and beyond, and we would happily trust her with our dogs again anytime!!

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Jonah B.

(5)
from $35.00
per night
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Kenneth T.

(6)
from $80.00
per night

Find House Sitting in Winnetka

Trusted and local house sitters

Are you looking for house sitting in Winnetka to take care of your beloved pet? You are in the right place! We currently have 608 experienced, loving and background-checked house sitters in Winnetka. 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 house sitting professionals. Your dog will be delighted to be looked after by our loving house sitters.