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: Lauren G.
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Lauren G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
24 reviews
8 repeat clients
20 years of experience
Niles, IL, 60714

Lauren and her family took such good care of our dog Sawyer! This was our first time being away from our puppy so we were worried she was going to be scared, but she had so much fun playing with their dog Zoe while we were away. Lauren sent us pictures everyday to let us know how she was doing. By the time we got back, Sawyer was already attached to Lauren, Zoe, and the rest of the family.

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Paul K.
Sitter Profile Image: Naomi & Johann J.
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Naomi & Johann J.
Star Sitter
from
$50
per night
5.0 out of 5 stars
22 reviews
7 repeat clients
15 years of experience
Glenview, IL, 60025

Naomi was great!! She was very prepared and ready to learn about and to care for our dogs just the way they needed. Our dogs had the best time taking long walks, lounging, and looking out the big window. She took the time to introduce our dogs and Milo and they became great friends. The house was quiet, very clean, and perfect for our dogs. We loved seeing the daily photos while we were traveling. Definitely would recommend!

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Ashley Kate J.
Sitter Profile Image: Ewa L.
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Ewa L.
Star Sitter
from
$35
per night
5.0 out of 5 stars
46 reviews
11 repeat clients
30 years of experience
Prospect Heights, IL, 60070

We had a wonderful experience! Bingo is a shy and cautious dog, but she made him feel comfortable and took such great care of him. She kept us updated throughout his stay, sent us his photos and videos, and was always easy to communicate with, which we really appreciated. It was clear that Bingo was happy and well cared for. Highly recommend!!

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Min K.
Sitter Profile Image: Claire C.
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Claire C.
Star Sitter
from
$47
per night
5.0 out of 5 stars
22 reviews
10 repeat clients
30 years of experience
Morton Grove, IL, 60053

Claire did amazing with our 8 mo puppy. Claire is very calm, experienced, and caring. Besides taking good care of our pup, Sage also came home with a new skill I hadn’t been able to teach. Claire had a great assessment of Sage, and was able to meet her on her level. We already have future dates swith Claire cheduled.

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Suzanne K.
Sitter Profile Image: Megan B.
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Megan B.
Star Sitter
from
$67
per night
5.0 out of 5 stars
166 reviews
66 repeat clients
30 years of experience
Lake View, Chicago, IL, 60613

Megan did an amazing job making Poppy feel right at home, so much so that Poppy almost didn’t want to leave! She was quick to respond and sent pictures throughout the stay, including pics of our dog playing and snuggling with hers (they became fast friends). We would highly recommend Megan to anyone looking for a sitter who will make their dog feel like part of the family!

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Ethan M.
Sitter Profile Image: Cary B.
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Cary B.
from
$35
per night
5.0 out of 5 stars
16 reviews
5 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

Cary was great with my dog! Very friendly, calm and accommodating! I was nervous about finding someone to watch my dog for me, she has strong opinions about people and doesn't like everyone, but she warmed right up to Cary, we had no issues at all!

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Casey M.
Sitter Profile Image: Brian T.
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Brian T.
Star Sitter
from
$75
per night
5.0 out of 5 stars
36 reviews
9 repeat clients
20 years of experience
Rogers Park, Chicago, IL, 60626

Brian was a great sitter! He provided daily pictures and updates, putting our minds at ease that our fur babies were safe & happy. He also welcomed us to his home before booking so we knew where the dogs would be staying. His fully fenced yard provides a great opportunity for the dogs to get some energy out and have quick potty breaks. We will definitely use Brian again in the future!

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Viva M.
Sitter Profile Image: Darla and Greg K.
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Darla and Greg K.
Star Sitter
from
$65
per night
5.0 out of 5 stars
376 reviews
125 repeat clients
30 years of experience
Lincoln Square, Chicago, IL, 60625

We don’t trust our dog Troy with anyone else! Darla and Greg are truly the best and we feel Troy is in such good hands every time he is with them! Highly recommend

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Sharon B.
Sitter Profile Image: Tammy M.
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Tammy M.
Star Sitter
from
$36
per night
5.0 out of 5 stars
60 reviews
19 repeat clients
50 years of experience
North Center, Chicago, IL, 60618

Tammy took great care of our 2 small dogs and sent regular updates and pictures throughout the long weekend. I would absolutely recommend having Tammy care for your pup!

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Kate A.
Sitter Profile Image: Hannah F.
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Hannah F.
Star Sitter
from
$45
per night
5.0 out of 5 stars
146 reviews
53 repeat clients
10 years of experience
Wheeling, IL, 60090

Hannah was AMAZING! It was our first time using Hannah and she was very professional and very accommodating. She sent pics of our Beau everyday! I would definitely recommend her and will be using her again!

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Shana A.
Sitter Profile Image: Lara M.
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Lara M.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
24 years of experience
North Center, Chicago, IL, 60618

Lara was great for our dog. She sent routine updates and made him feel at home. She’s available and spent quality time with our guy while we were gone. Would recommend and book again

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Ben B.
Sitter Profile Image: Shannon A.
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Shannon A.
from
$37
per night
4.9 out of 5 stars
31 reviews
8 repeat clients
15 years of experience
Avondale, Chicago, IL, 60618

Shannon took great care of my dog Avery! She was very responsive throughout my trip and Avery came home very happy and healthy. I would definitely leave her with Shannon next time I travel!

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Brian M.
Sitter Profile Image: Paul C.
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Paul C.
from
$49
per night
5.0 out of 5 stars
10 reviews
4 repeat clients
3 years of experience
Rogers Park, Chicago, IL, 60626

Paul was fantastic with our sheepadoodle, Shibobo! Shibobo can be handful given his large size and energy, but Paul was quick to get to know him and learn how to manage his quirks. Paul was a great communicator and sent us regular updates. Overall, we are so pleased to have found Paul and highly recommend him! We look forward to having him watch Shibobo again soon.

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Kate M.
Sitter Profile Image: Gabrielle D.
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Gabrielle D.
Star Sitter
from
$40
per night
5.0 out of 5 stars
36 reviews
7 repeat clients
8 years of experience
Rogers Park, Chicago, IL, 60626

Gabrielle was very communicative upfront and super wonderful to deal with. Throughout our dog’s stay she sent photos and was easy to get in touch with. I would definitely recommend her!

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Preston B.
Sitter Profile Image: Thomas & Kelly S.
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Thomas & Kelly S.
Star Sitter
from
$55
per night
5.0 out of 5 stars
32 reviews
10 repeat clients
40 years of experience
Mount Prospect, IL, 60056

This was Saga‘s second visit with Tom and Kelly. Once again, the experience was wonderful. They provided daily updates and lots of pictures. I recommend them highly and plan to use them again when I travel.

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Wendy N.
Sitter Profile Image: Amalia V.
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Amalia V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
175 reviews
59 repeat clients
15 years of experience
West Ridge, Chicago, IL, 60659

Amalia took great care of my dog & was very communicative, sending daily updates and pics. My pup came home happy & tired. Would def recommend

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Carrie V.
Sitter Profile Image: Jessica M.
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Jessica M.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
Deerfield, IL, 60015

Jessica is fantastic! She took our pup to the park and on her errands which made him very happy. Very communicative too the entire time with photos and videos. And she takes excellent photos to boot!

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Anthony M.
Sitter Profile Image: Coni B.
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Coni B.
Star Sitter
from
$70
per night
5.0 out of 5 stars
55 reviews
19 repeat clients
8 years of experience
Uptown, Chicago, IL, 60640

Coni was great as always! Super flexible and communicated regularly during the stay with pictures and videos. 😊 I feel like our dog had a great, comfortable stay.

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Grace P.
Sitter Profile Image: Cheryl W.
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Cheryl W.
from
$50
per night
5.0 out of 5 stars
222 reviews
82 repeat clients
25 years of experience
Dunning, Chicago, IL, 60634

Cheryl was great with our dog. She was very accommodating with our requests for her to drop him off at doggie daycare to pick him up. It was much appreciated. I highly recommend Cheryl.

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David & Pablo R.
Sitter Profile Image: Rabbina B.
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Rabbina B.
from
$29
per night
5.0 out of 5 stars
14 reviews
2 repeat clients
16 years of experience
Skokie, IL, 60077

About: Provid daily care for dogs, including feeding, walking, and monitoring health and behavior, ensuring safety during walks, and providing copanionship and enrichment. Handling energetic,shy, and senior dogs. Available for dog boarding with flexible scheduling including weekdays, weekends, and holidays, and over night stays. I provide safe, comfortable, and caring enviroment for dogs. dedicated to maintaining a safe and structured doggy day care environment with close supervision, secure surroundings, and attention to each dog's individual needs.focused on postive interactions, cleanliness, and creating a calm, trusting atmosphere for both pets and their owners.

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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 fantastic watching our dog for even just one night. Her consistent communication and updates were great knowing our dog was in good hands. I would recommend her for anyone in the North Shore area of Chicago.

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Jacob T.
Boarding
5.0 out of 5 stars

Sidney and Ella took care of our golden retriever for 12 days. They did a great job and kept us updated with photos and videos. Our dog had a blast socializing with the other dogs under their care as well. I highly recommend them!

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Eleanor H.
Boarding
5.0 out of 5 stars

Very very dog friendly - tool great personal care of our dog. House well kitted out for dogs. Highly recommend Diane.

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Stephen L.
Boarding
5.0 out of 5 stars

Jiayi took great care of my GSD and I could tell that he really enjoyed his stay. Will definitely book again in the future.

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Maria B.
Boarding
5.0 out of 5 stars

We had our little Dachshund boarded with Kazuhiro & Akemi and found them to be extremely responsive, responsible and easy to work with. With lots of photos daily showing walks, playing and rest time, we felt reassured that our little sausage was being well looked after. I feel very comfortable recommending them!

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Nancy B.
Boarding
5.0 out of 5 stars

Alexis was great!! She came to meet us and our dog the day before he was boarding with her so we could all feel comfortable. Benny had a great time with her and we got photos while we were away. Will definitely use her again!

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Joanna T.
Boarding
5.0 out of 5 stars

I had a last minute booking and Thao was amazing with our dog! This is the second time we have used her and will definitely try to book with here again!

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Kristin T.
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

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

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

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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  • 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?

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  • 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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
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Sitters in Winnetka average 10
repeat pet boarding clients

FAQs for Boarding - Winnetka

Frequently asked questions about Rover

There are 5,209 sitters on Rover for Pet Boarding in Winnetka. About 91% 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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