Pet Sitting in Winnetka

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Sitter Profile Image: Brittany K.
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Sitter Profile Image: Brittany K.
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1. Brittany K.

Rover 101
Star Sitter
Quality care and service always
Evanston, IL, 60201
4.4 mi. away
Boarding, House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
135 reviews
66 repeat clients
from
$28
per visit
Profile image

Brittany has been wonderful. Always reliable and our Ruby is so happy having a companion to come and make sure she is taken care of during the day. We’re looking forward to continuing a long-lasting relationship. :)

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Sitter Profile Image: Faye L.
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Sitter Profile Image: Faye L.
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2. Faye L.

Rover 101
Star Sitter
Excited to meet your pet!
Skokie, IL, 60076
5.3 mi. away
Drop-In Visits
5.0 out of 5 stars
70 reviews
21 repeat clients
from
$22
per visit
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Faye was an excellent cat sitter! They were wonderful to work with - asked all the right questions before I left, and took spectacular care of my cat!

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Sitter Profile Image: Kate M.
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Sitter Profile Image: Kate M.
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3. Kate M.

Animal LOVER!!!
Wilmette, IL, 60091
2.8 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
2 repeat clients
from
$20
per visit
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Second time with Kitty and Kate. All went great!

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Sitter Profile Image: Jonathan N.
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Sitter Profile Image: Jonathan N.
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4. Jonathan N.

Star Sitter
30+ Years of Pet Care Expertise
Glencoe, IL, 60022
0.9 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
101 reviews
17 repeat clients
from
$30
per visit
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Jonathon has been great! So glad we found him. One of our dogs takes a long time to get to know people, but he’s slowly getting her to warm up to him.

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Sitter Profile Image: Ella V.
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Sitter Profile Image: Ella V.
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5. Ella V.

Star Sitter
OBSESSSSED with fur babies!🤩
Winnetka, IL, 60093
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
98 reviews
64 repeat clients
from
$25
per visit
Profile image

Ella is a fantastic pet sitter. She's reliable and communicates well. I've used her for dog walks, house sitting & drop in visits for my cat. She's always exceeded my expectations. I highly recommend Ella to anyone look for a pet sitter who they can count on.

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Sitter Profile Image: Andrew G.
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Sitter Profile Image: Andrew G.
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6. Andrew G.

Rover 101
Star Sitter
Lifetime Dog Lover
Winnetka, IL, 60093
0.8 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
130 reviews
57 repeat clients
from
$29
per visit
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Andrew has been a Godsend! I’ve taken Hudson to his home for day care and Hudson loves it! Andrew is so good with him and I’m so happy I found Andrew!!

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Sitter Profile Image: Donna C.
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Sitter Profile Image: Donna C.
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7. Donna C.

Rover 101
Star Sitter
Longing for fur on my clothes!!!
Wilmette, IL, 60091
2.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
434 reviews
118 repeat clients
from
$29
per visit
Profile image

They are amazing! This is the first time we’ve ever let anyone outside our family take care of our dogs and they truly put us as ease. The dogs loved them and they truly cared for our dogs. Can’t wait to use them again!

Sitter Profile Image: Jackson P.
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Sitter Profile Image: Jackson P.
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8. Jackson P.

Star Sitter
Pets are family!
Glenview, IL, 60025
3.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
18 reviews
8 repeat clients
from
$22
per visit
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Always the best. Great care and understanding with our senior dog. I am very much at peace anytime Jackson is scheduled to take care of Simba. Thank you Jackson for being a part of Simbas life!

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Sitter Profile Image: Alana S.
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Sitter Profile Image: Alana S.
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9. Alana S.

Who’s walking who?! Bring the pups!
Evanston, IL, 60201
4.7 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$18
per visit
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Alana is excellent! Our pup loves her and we trust her coming in and out of our house with our big dog. She’s flexible, responsive and so attentive. Highly recommend

Sitter Profile Image: Natalie C.
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Sitter Profile Image: Natalie C.
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10. Natalie C.

Rover 101
Experienced Dog Walker & Pet Sitter
Skokie, IL, 60077
4.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
28 reviews
10 repeat clients
from
$25
per visit
Profile image

Natalie took care of our dog Sophie over a long weekend. She did an excellent job! The dog had recent surgery and had some activity restrictions which Natalie followed very closely. She sent us texts, pictures and comments with each visit! This helped us to know that the dog is very well taken care of and the pictures showed us how happy she is. Natalie spent time and pet the dog with each visit. Upon our return we found a happy, and healthy dog. We are planning to use Natalie’s services again. We highly recommend Natalie! Thank you Natalie!

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Sitter Profile Image: Zikra M.
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Sitter Profile Image: Zikra M.
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11. Zikra M.

Star Sitter
I am a dog and cat purr-son
Glenview, IL, 60025
3.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
13 reviews
5 repeat clients
from
$16
per visit
Profile image

Zikra did a great job following our list of requests for a drop in visit, kept us updated, and took good care of our cats while we were away. Highly recommend booking!

Sitter Profile Image: William G. H.
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Sitter Profile Image: William G. H.
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12. William G. H.

Star Sitter
Life long dog lover!
Wilmette, IL, 60091
1.5 mi. away
Drop-In Visits, Dog Walking
5.0 out of 5 stars
8 reviews
5 repeat clients
from
$17
per visit

I can’t recommend William to take care of your pets highly enough! He’s a lifelong dog owner that not only understands the value of responsibility and safety, but also fun and affection for all animals. At 10 years old he even cared for and trained his pet German Shepherd entirely on his own! Rover is not just a job for William, as he’s found caring for animals is how he can spend retirement to the fullest. William clearly has a genuine adoration for furry friends and is a proven hard worker in all aspects of life - I promise you won’t be disappointed!

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Sitter Profile Image: Charlie B.
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Sitter Profile Image: Charlie B.
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13. Charlie B.

Caring animal lover
Wilmette, IL, 60091
2.3 mi. away
Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Charlie is an incredible pet caretaker! He is caring and affectionate, but also knows how to interact with animals so that they are happy and well behaved. He is terrific with dogs, cats, birds, saltwater fish and corals. He is gentle and dependable. Your pets will be in good hands with Charlie.

Sitter Profile Image: Alex H.
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Sitter Profile Image: Alex H.
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14. Alex H.

Happy dog, from a simple jog
Northfield, IL, 60093
1.8 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
6 reviews
2 repeat clients
from
$20
per visit
Profile image

Alex was great with Phoebe again! Appreciate the communication during check ins and picture updates :)

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Sitter Profile Image: Lucy F.
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Sitter Profile Image: Lucy F.
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15. Lucy F.

Devoted & Competent Pet Enthusiast
Winnetka, IL, 60093
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
1 review
from
$17
per visit

Lucy is an absolute gem! She looked after my chocolate lab, Ranger, with such love and dedication. From the moment I dropped him off, Lucy's warm and caring demeanor reassured me he was in great hands. It was immediately clear how much she loved animals! Throughout his stay, she not only followed his routines, as asked, but also went above and beyond, spending hours playing catch and tug of war with him because she noticed how much he loved it. Lucy's attention to detail and genuine affection for animals shine through in everything she does. I couldn't recommend her highly enough to anyone looking for a pet sitter who treats your furry friend like family.

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Sitter Profile Image: Amelia S.
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Sitter Profile Image: Amelia S.
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16. Amelia S.

Loving & Thoughtful Cat & Dog Care
Winnetka, IL, 60093
1.0 mi. away
House Sitting, Drop-In Visits, Dog Walking
2 reviews
from
$20
per visit

Amelia is a great dog walker and has been coming to walk our two togs Vito and Potato this summer. She takes them on long walks during the day while I'm working from home and they always come back tired out and happy. I can't recommend her enough!

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Sitter Profile Image: Mia W.
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Sitter Profile Image: Mia W.
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17. Mia W.

Lover of furry friends!
Wilmette, IL, 60091
2.1 mi. away
Drop-In Visits, Dog Walking
8 reviews
from
$25
per visit

I’ve been Mia’s friend for over 7 years now and I can confidently say that she is one of the most caring and responsible people I have ever met. I’ve watched her care for her pet cat, Peta with so much love and adoration over the past few years. I can highly recommend her to be an adequate, loving, and responsible pet caregiver.

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Sitter Profile Image: Nik H.
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Sitter Profile Image: Nik H.
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18. Nik H.

Rover 101
Caring, Athletic, Loving Dog Owner
Wilmette, IL, 60091
2.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
9 reviews
2 repeat clients
from
$20
per visit

Nik takes excellent care of his pups. He takes them on long walks, and plays ball with them at the dog park. They're joyful, healthy, and well trained dogs. My pup is always very excited for play dates with Nik and his pack, she comes home happy and exhausted. There are few people I'd trust to watch my pup, and Nik is one of them. His attention to detail, kind nature, and patience will put your mind at ease, you can trust that he will keep your pet safe and happy. I highly recommend Nik as your next sitter!

Sitter Profile Image: Symone B.
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Sitter Profile Image: Symone B.
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19. Symone B.

My Boots Were Made For Walkin’ 👢🐶
Winnetka, IL, 60093
0.1 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
55 reviews
18 repeat clients
from
$21
per visit
Profile image

Symone was a great sitter and Zoey enjoyed ER drop in visits! Would recommend and definitely rebook, especially since Zoey isn’t the easiest cat with new people and warmed up to Symone instantly.

Sitter Profile Image: Lauren G.
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Sitter Profile Image: Lauren G.
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20. Lauren G.

My AOL username was MustLoveDogs
WINNETKA, IL, 60093
0.3 mi. away
House Sitting, Drop-In Visits, Dog Walking
5.0 out of 5 stars
4 reviews
2 repeat clients
from
$25
per visit

Lauren is a softie for animals - particularly dogs. She has adopted three dogs from foster care since 2005 two are still with her today. She's loving, and responsible, and considers her dogs her best friends. They sleep in bed with her - both the 6-pound chihuahua mix and the 96-pounder. The large dog, Chex, is a challenge to handle. She has spent much time and money to help him overcome his fears and to learn how to handle him properly. He's a "reactive" dog and she's gotten him to be calm and steady. He can now run free in dog parks without incident. There's no dog she wouldn't love and care for and she would be a great asset for dog owners who need help.

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  1. 1. Search

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As pet lovers, we understand how difficult it can be to leave your pet when you have to head out of town. Luckily, you can find the perfect Winnetka pet sitter in seconds on Rover.com. If you're looking for trusted pet sitters while you're away, whether it's for one night or a whole month, you can find a pet sitter in Winnetka, IL who meets your — and your pet's — needs. We manually review and approve every profile on our site, and we offer tools to help you make the right decision for your pet — including background checks, sitter testimonials, community reviews. We also offer educational opportunities and extra safety tools, such as the Protection Package. And we always recommend an in-person Meet & Greet so you can see that your sitter is the perfect fit for your dog. Rover is proud to be the nation's largest network of pet sitters and dog walkers.

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