Pet Boarding Winnetka

Find a loving Winnetka pet sitter to watch your cat or dog overnight at your sitter’s home.

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Winnetka, Find top rated pet boarding

Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

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Sitter Profile Image: Rebeca A.
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Rebeca A.
Star Sitter
from
$85
per night
5.0 out of 5 stars
13 reviews
4 repeat clients
15 years of experience
Wilmette, IL, 60091

Rebeca did an outstanding job with our nervous puppy. She was very patient with his puppy energy even as our dog unfortunately was not very well behaved. Rebeca did a great job keeping us up to date on everything going on and sent us lots of pictures. I would highly recommend for anyone needing dog watching services.

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Tom R.
Sitter Profile Image: Undram E.
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Undram E.
from
$50
per night
5.0 out of 5 stars
29 reviews
7 repeat clients
10 years of experience
Morton Grove, IL, 60053

Undra took such wonderful care of our babygirl Mala during our 4½-day trip (Wednesday through Sunday afternoon). From the moment we dropped her off, we felt completely at ease. She kept us updated every single day with adorable pictures and videos, which really meant a lot while we were away. It was clear Mala was happy, comfortable, and being treated like part of the family. One of the sweetest touches was hearing how Undra’s 2-year-old daughter bonded with Mala — playing with her and even reading to her. Absolutely adorable and so heartwarming to see. You can tell Undra genuinely cares, and that kind of attention and love is hard to find. We’re truly grateful for the care she provided. We will definitely be using Undra’s services again for our future mini getaways.

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Alek P.
Sitter Profile Image: Jonah B.
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Jonah B.
from
$36
per night
5.0 out of 5 stars
8 reviews
10 years of experience
Evanston, IL, 60201

Sunny loved spending the week with Jonah! Easy, reliable process for me too. Will def rebook.

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McCoy S.
Sitter Profile Image: Sandra & Sorin A.
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Sandra & Sorin A.
from
$60
per night
5.0 out of 5 stars
38 reviews
19 repeat clients
5 years of experience
Skokie, IL, 60076

Sandra & Sorin and family were amazing. They did everything possible to help my little Mini Schnauzer feel comfortable and part of the family. Pepper was confused when we dropped her off, but they gave her lots of comfort. Pepper was glad to see us, but not desperate like she has been at boarding kennels. We look forward to having Sandra & Sorin take care of her again in their safe, loving home. I highly recommend Sandra & Sorin for excellent, caring dog boarding and daycare.

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Jeanette F.
Sitter Profile Image: Joerg & Lake Z.
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Joerg & Lake Z.
Star Sitter
from
$35
per night
5.0 out of 5 stars
191 reviews
71 repeat clients
12 years of experience
Edgewater, Chicago, IL, 60660

once again SO grateful for Joerg and Lake taking Luna in!! they watched her over christmas and even got her something to open for christmas morning since they always have something for their pup that morning too. they take such good care of her every time she stays with them and she is always so tired from all of the playing with their dog Lizzy! she has had some issues with eating recently and when she ran out of the chicken breast I brought for her to mix with her food they gave her some wet food to help her stay interested in eating and even gave me a package of the same kind to keep mixing in once we were back home. Joerg and Lake are stand up humans and I am so grateful any time Luna gets to stay with them!

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Jill M.
Sitter Profile Image: Danielle & Ryan H.
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Danielle & Ryan H.
from
$65
per night
5.0 out of 5 stars
8 reviews
1 repeat client
21 years of experience
Highland Park, IL, 60035

About: I have cared for both small and large animals for over 21 years. Your pet will be staying with a very loving, responsible, and respectful family I work from home so someone is home all day every day. I also have a fenced yard for your dog to roam and go out as needed. I provide meals according to owner's instructions and clean up as needed. Also actively partake in play and exercise for the pets which I genuinely enjoy doing.

Sitter Profile Image: Cristina F.
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Cristina F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
39 reviews
12 repeat clients
20 years of experience
Des Plaines, IL, 60016

We have relied on Christina a few times now and are never disappointed. She is reliable, consistent, and takes such good care of our Lincoln.

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Summer B.
Sitter Profile Image: Diana T.
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Diana T.
Star Sitter
from
$44
per night
4.9 out of 5 stars
69 reviews
28 repeat clients
7 years of experience
Desplaines, IL, 60016

Diana and her family were amazing with our dog. So thankful for their help - will definitely be booking them again! Loved all the pictures she sent too :)

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Stephanie S.
Sitter Profile Image: Gvido P.
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Gvido P.
from
$45
per night
5.0 out of 5 stars
19 reviews
5 repeat clients
5 years of experience
Highland Park, IL, 60035

Gvido and family did such a great job taking care of Rosie. I was sent pictures and updates and Rosie was having a great time. Thank you guys so much!

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Maggie S.
Sitter Profile Image: Sophie H.
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Sophie H.
Star Sitter
from
$44
per night
5.0 out of 5 stars
159 reviews
46 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

Sophie (and Sean) did an amazing job watching our senior dog Whimsy! He had a great time and came back very relaxed and happy! We really appreciated all the photos and text updates about our boy ☺️

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Isabelle R.
Sitter Profile Image: Rico Raymundo A.
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Rico Raymundo A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
28 reviews
12 repeat clients
11 years of experience
West Ridge, Chicago, IL, 60659

Rico and his family are great. They always take excellent care of Rye, and this past weekend was no exception. Rye came to them with some stomach issues, but they were still willing to watch him and took such great care of him! He loves being at their home.

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Eli S.
Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
64 reviews
18 repeat clients
20 years of experience
Lake View, Chicago, IL, 60613

Julia was absolutely wonderful. I had to adjust Luna’s boarding reservation with her several times due to changes in my work schedule, and she was consistently communicative and very understanding of my situation. During Luna’s stay, she kept me well updated and showed genuine care for her. I always knew Luna was in very good hands and well taken care of. I will definitely be booking with her again whenever Luna needs boarding.

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Tia G.
Sitter Profile Image: Mario I.
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Mario I.
Star Sitter
from
$40
per night
5.0 out of 5 stars
21 reviews
7 repeat clients
30 years of experience
Des Plaines, IL, 60016

Hi , Kichu had a great time with Mario. He texted me and also replied my text in a timely manner so I could solve the problem easily . I was able to enjoy my trip peacefully. He sent me Kichu’s pictures and videos.I highly consider Mario next time. Thank you for your service.

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Rethimol R.
Sitter Profile Image: Carly S.
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Carly S.
from
$73
per night
5.0 out of 5 stars
38 reviews
11 repeat clients
20 years of experience
Near West Side, Northfield, IL, 60093

Carly did an amazing job with our dog Ivy. She was happy and comfortable which we got to see with every picture and video Carly sent. We are happy to have found someone who loves our dog like we do. Will be recommending Carly to all of our friends!

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Bobby K.
Sitter Profile Image: Olga A.
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Olga A.
from
$34
per night
5.0 out of 5 stars
7 reviews
2 years of experience
Des Plaines, IL, 60016

I highly recommend Olga for her pet sitting services. She took amazing care of our dog, Zoey. She played with her and took Zoey on a lot of walks (which she loves). Her communication was great- she sent daily video and photo updates which gave us peace of mind… Zoey looked like she was having the best time. We can’t wait to have Olga watch Zoey again!

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Jeanne W.
Sitter Profile Image: Susan N.
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Susan N.
Star Sitter
from
$60
per night
5.0 out of 5 stars
47 reviews
15 repeat clients
40 years of experience
Lincoln Square, Chicago, IL, 60625

Susan was fantastic with Gryffin! She sent plenty of updates throughout the visit and was clearly focused on making his time away more like an extended vacation with plenty of toys and playtime other pups. I would have Gryff stay with her again any time.

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Chris M.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
36 reviews
18 repeat clients
25 years of experience
Highland park, IL, 60035

Nicole is great and makes the whole process super easy. We just completed our third booking for our dog at her house. Hope to bring our dog back again soon!

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Erin D.
Sitter Profile Image: Huactemo C.
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Huactemo C.
from
$47
per night
5.0 out of 5 stars
38 reviews
13 repeat clients
2 years of experience
West Ridge, Chicago, IL, 60659

Huactemo and the team watched Louie again this week, and as always, it was a great experience. Their reliability really stands out—every stay is consistent, smooth, and stress-free, which makes traveling so much easier for me. Louie was well cared for the entire time and got plenty of social interaction, which I really appreciate. It’s clear they make an effort to keep him engaged and comfortable, not just watched. I also received regular updates throughout the stay with notes on how Louie was doing and his behavior, which gives me a lot of peace of mind. I came back to a happy, relaxed dog once again. I truly appreciate the consistency and care—highly recommend!

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Nicholas Y.
Sitter Profile Image: jiayi x.
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jiayi x.
from
$29
per night
5.0 out of 5 stars
10 reviews
3 repeat clients
10 years of experience
glenview, IL, 60025

We had the absolute best experience with Mia’s sitter. She was simply amazing, sending us regular pictures and updates, giving Mia a bath, making sure she was well fed, and treating her with so much care and attention. Mia clearly loved her home and her four-day mommy, and we felt completely at ease the entire time.

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Yury S.
Sitter Profile Image: Julie T.
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Julie T.
Star Sitter
from
$70
per night
5.0 out of 5 stars
46 reviews
16 repeat clients
30 years of experience
Highland Park, IL, 60035

Thank you for taking such great care of, Birdie! She seemed very happy in your care, and we loved seeing pictures and videos of her having fun.

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Elise A.
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The median cost per night for pet boarding in Winnetka is $50

Pet parents share their Rover experiences - Winnetka

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5.0 out of 5 stars

Rebeca was terrific! This is the first time we have used Rover and I was pleasantly surprised and impressed. We have already rebooked her!

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Judy S.
Boarding
5.0 out of 5 stars

Ella and Sidney took great care of my dog Sugar! They kept me up to date with photos and text messages for the 3 nights they had her. It’s always a little nerve racking leaving your baby in someone else care that you don’t know and someone your pup doesn’t know either, but it was all good. Thanks again Ella & Sidney !!

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Pearl N.
Boarding
5.0 out of 5 stars

This was our.. I lost count of how many times we had our dogs stay with Thao, and I must say she is awesome every single time. She always updates, always sends pictures, and makes sure the dogs are entertaining and having fun. On the way back home, they both passed out in my car.

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Felipe A.
Boarding
5.0 out of 5 stars

They are just wonderful. They are terrific to our dog and give us great peace of mind when we're traveling!

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Francesca K.
Boarding
5.0 out of 5 stars

My dog had a very safe and fun experience with Harvin and his family, gave me plenty of updates and photos, would definitely use again!

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Cole K.
Boarding
5.0 out of 5 stars

Katie is awesome! She is responsive and provides regular updates. Teddy loves his time at her home with her dog Mavis. Thanks, Katie!

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Julie M.
Boarding
5.0 out of 5 stars

We had the absolute best experience with Mia’s sitter. She was simply amazing, sending us regular pictures and updates, giving Mia a bath, making sure she was well fed, and treating her with so much care and attention. Mia clearly loved her home and her four-day mommy, and we felt completely at ease the entire time.

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Yury S.
Boarding
5.0 out of 5 stars

Caddy loved her time at Fernando and Elizabeth’s! Drop off and pick up was easy and convenient and they always responded right away!

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Sarah J.
Boarding
5.0 out of 5 stars

Diane has taken great care of our two labs! They have the best time staying with her. She is very responsive and sends lots of pictures and updates!

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Topher S.
Boarding
5.0 out of 5 stars

Katelyn was so warm and responsive throughout the entire boarding process. She has a clear affinity and appreciation for cats, which is so important to us in a sitter. We felt completely confident that our cats were in good, loving hands, and were thrilled to see the daily updates and photos she shared from their stay. 100% would recommend.

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Rebeccah H.
Boarding
5.0 out of 5 stars

We used to leave our dog at a large dog boarding place when traveling, and she would be grouped with so many different dogs that I can tell she was traumatized and often took days to be back to her normal carefree self (and she would have dog drooling all over her). This time under Nancyanne’s care our dog was able to stick to a routine similar to at home, and I can tell she was quite comfortable and after 9 days it was seamless that her demeanor was like she never left home. We would happily recommend Nancyanne to anyone who needs help.

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Jieying Z.
Boarding
5.0 out of 5 stars

Thank you Lisa for taking such great care of Archie. It was so nice to get regular updates and see he was enjoying his stay with you so much!

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Hanna S.
Boarding
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Book with peace of mind

  • Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
  • Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
  • 24/7 support from the Rover team–here to help if you ever need someone to talk to.

Why Choose Rover?

  • Cashless payments

    Book and pay through Rover’s secured platform—no cash or checks required.

  • Reservation protection

    It doesn’t happen often, but if your sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

How Rover works

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet & Greet

    Schedule a free in-person Meet & Greet to find the perfect fit
  3. 3. Book & Pay

    It's that easy! All payments are processed through Rover's secured platform

Sitters in Winnetka average 9
repeat pet boarding clients

FAQs for Dog Boarding - Winnetka

Frequently asked questions about Rover

There are 5,291 sitters on Rover for Pet Boarding in Winnetka. About 90% of Winnetka sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.

Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.

If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.

The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.

The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.

All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.

A Meet & Greet is a short introductory meeting between you, your pet, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.

Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.

Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .

While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.

Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.

By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.

Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.

If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.

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