House Sitting in Winnetka

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

149 results for House Sitting in Winnetka, IL

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Jason A.

(85)
20 repeat clients
from $80.00
per night

Jason always does such an amazing job taking care of our furry family member! We could never recommend him enough if you need someone to watch your pet while you’re away. He’s super communicative and leaves our house spotless!

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Alyson W.

(9)
1 repeat clients
from $65.00
per night

Alyson was responsible, caring and communicative. She took such good care of our Bruno! I would not hesitate to have her watch our pup again.

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Riley K.

(9)
7 repeat clients
from $90.00
per night
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Nicholas W.

(31)
6 repeat clients
from $55.00
per night
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Coty C.

(66)
23 repeat clients
from $90.00
per night

Coty took outstanding care of our two older pups! She is incredibly warm, and our dogs loved her upon meeting her. She is a keen observer and got to know their personalities and needs very quickly. Coty took great care of the house and left it cleaner than when she arrived! We've already booked her for future trips.

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Alanoud A.

(5)
1 repeat clients
from $45.00
per night
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Carmina l.

(2)
2 repeat clients
from $45.00
per night
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Sidney P.

(15)
3 repeat clients
from $100.00
per night
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Alexis K.

(1)
from $30.00
per night
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Xandi W.

(27)
4 repeat clients
from $60.00
per night

Xandi was a fantastic sitter! They took the time to meet with me on zoom prior to our first stay and keep me updated throughout the stay. I highly recommend using Xandi.

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Shane Elizabeth Q.

(3)
1 repeat clients
from $35.00
per night
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Megan B.

(23)
7 repeat clients
from $65.00
per night

Megan was incredible! It was clear Monty was very loved on and well taken care of when I got home. I'm new to the city and finding a trustworthy dog sitter is tough. Megan is definitely that!! I will be using her again and again. I didn't stress once while I was away. Would definitely recommend!

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Sadie K.

(10)
3 repeat clients
from $40.00
per night

I absolutely loved having Sadie watch Loki! She was caring, responsible, and treated him like her own. I felt completely at ease while I was away. I would definitely book with her again!

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Veronika S.

(29)
8 repeat clients
from $65.00
per night

Veronika is wonderful! We feel lucky to have her stay with Finn. When we got home he was so happy and our house was in better shape than any other sitter we ever had! She sent us pictures and updates every day and we felt very comfortable with her. We would definitely recommend Veronika to anyone but we hope she is available next time we need a sitter!

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Connor C.

(99)
42 repeat clients
from $60.00
per night

Connor was a phenomenal house sitter for our small zoo of 3! He took excellent care of our dog and 2 cats while we were away on a long vacation sending us pictures every day and keeping us updated on feedings, walks, etc. Highly recommend Connor to take care of our four legged friends, they will be in great hands!

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Jonathon C.

(1)
from $60.00
per night
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Kristin M.

(7)
1 repeat clients
from $55.00
per night

Kristin is amazing! She is so patient with my babies, and she left my house cleaner! She didn’t spread all over my house and I felt like my space was kept sacred.

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Ariel R.

(70)
25 repeat clients
from $70.00
per night

Ariel took care of our house and 2 of our dogs while we were out of town. She was wonderful! One of our dogs is very nervous and Ariel was very patient with her. They were both very well taken care of!

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Maika K.

(6)
from $100.00
per night
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Claire D.

1 repeat clients
from $65.00
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 149 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.