House Sitting in Winnetka

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

618 results for House Sitting in Winnetka, IL

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Jason A.

(77)
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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Samantha L.

(43)
22 repeat clients
from $58.00
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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Alex N.

(6)
2 repeat clients
from $65.00
per night

Alex was awesome sitting for our dog June. She stayed at our house for a few nights and it was great to have her keep an eye on the house as well. June was well taken care of, provided her medicines and lots of walks. We will definitely have Alex again. Thanks!

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Andrew N.

(51)
17 repeat clients
from $55.00
per night

Andrew is an absolute delight and quickly won over our anxious girl Nina. He was a great communicator and treated our home and our dog as his own. Will absolutely have him back!!

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Donna C.

(557)
134 repeat clients
from $85.00
per night

Donna is hands-down the very best sitter you'll find on Rover! She's professional, friendly, communicative, thorough - the adjectives just go on and on. Needless to say, we can't recommend her enough!

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Kelso A.

(23)
4 repeat clients
from $45.00
per night

Kelsey was fantastic with my pup and house! She’s communicative, sent pics and videos, cared well for Zara and left my home clean. Very pleased with her service and will hire again.

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Jewel D.

(50)
26 repeat clients
from $50.00
per night

Jewel was absolutely amazing with our 2 dogs. They both have separation anxiety and are clingy with me and my fiancé , but they immediately gravitated to her. She sent us updates and pictures and took good care of our home. She was professional, prompt and responsive. We are so grateful to have found another sitter that we can trust with our boys that allows us to relax when we are away from home. I highly recommend her!

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Coty C.

(64)
22 repeat clients
from $80.00
per night

Coty took wonderful care of our energetic almost 8 month old puppy! She went way beyond our expectations playing with our puppy, walking her in all kinds of weather, cleaning very muddy paws, giving her love, and leaving our home in better condition than we left it. She was communicative and sent the best photos of our very happy pup. We highly recommend her!

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Juliette S.

(17)
6 repeat clients
from $125.00
per night

Juliette was so so amazing with our two dogs and cat! We have a grumpy senior dog who needs daily medication and lots of patients and a special needs/shy cat!!! She was great with all three of them and they all loved her !!! Our cat played with her the whole time, which is rare. We had a couple of snafus with our alarm system and smart locks (100% our fault) and Juliette handled everything so well and did not add any anxiety to our trip !! She sent just the right amount of awesome pictures and videos and left us a clean home and very happy pets to come home to! :)))

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Rosy K.

(82)
25 repeat clients
from $100.00
per night
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Veronika S.

(17)
2 repeat clients
from $65.00
per night

Veronika was lovely to work with and took such great care of our pup and our home! We were stressed about leaving our 3 month old puppy with a sitter while we were out of the country, but she was very communicative and sent us lots of cute pictures to ease our minds! We came home to a sparkling clean apartment and she even updated our clocks for daylight savings. I would highly recommend her and happily rebook in the future. Thank you, Veronika!

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Joseph V.

(52)
13 repeat clients
from $54.00
per night

Joey was great. Lots of long walks, pics and vids for our high energy dog. House was in great shape when we got home. Would definitely use him again.

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Tasha R.

(6)
2 repeat clients
from $70.00
per night

Tasha was amazing! She kept in touch with me frequently, letting me know about the pups’ walks and behavior. She proactively put music on for them to drown out the thunder. Tasha will be my go-to for future dog-sitting needs.

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Samantha P.

(25)
12 repeat clients
from $55.00
per night

Samantha takes great care of our dogs and cats. She sends pictures and lets us know how things are going. The best part is, they all seem to love her and seem very happy when she’s here.

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Signe D.

(5)
1 repeat clients
from $50.00
per night
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Renee S.

(27)
6 repeat clients
from $50.00
per night

Renee was great with out two dogs. She was especially great will our puppy. She was communicative and professional. I would definitely book her again.

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Michael M.

(13)
3 repeat clients
from $45.00
per night

Michael was great and attentive with our three dogs!

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Alexander M.

(4)
from $30.00
per night
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Lisa T.

(42)
20 repeat clients
from $65.00
per night

Lisa is so good at taking care of Oliver who has anxiety and reactivity issues. She also is very responsive and accommodates changes to the schedule. We highly recommend her services!

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Sabrina D.

(1)
from $30.00
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 618 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.