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: Rico Raymundo A.
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Rico Raymundo A.
Star Sitter
from
$50
per night
5.0 out of 5 stars
29 reviews
13 repeat clients
11 years of experience
West Ridge, Chicago, IL, 60659

I can’t recommend Rico enough! They took incredible care of my dog while I was away and treated them like their own. The attention to detail, patience, and genuine love they showed made me feel completely at ease. I received frequent picture updates, each one showing how happy, relaxed, and well-cared-for my pup was. It was so heartwarming to see them enjoying walks, cuddles, and playtime. It’s not easy to find someone you trust with your pet, but Rico went above and beyond in every way. I came home to a very happy (and maybe slightly spoiled!) dog. Truly an amazing experience—I’ll definitely be booking again! 🐶💛

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Raizal L.
Sitter Profile Image: Doug & Deb B.
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Doug & Deb B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
83 reviews
16 repeat clients
44 years of experience
Jefferson Park, Chicago, IL, 60646

Doug and Debbie were incredible hosts for our dog, Stella, while our family was away for a week. Stella can be slow to warm up to new people, but thanks to their gentle care, she quickly felt at ease. We had a few unexpected flight cancellations, which required Stella to stay an extra day, and Doug and Debbie happily accommodated her without any issues. We're so grateful that Stella had a safe, loving place to stay, and she especially loved their beautiful backyard patio. Will definitely be re-booking for any other family vacation!

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Victoria O.
Sitter Profile Image: Brian M.
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Brian M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
41 reviews
15 repeat clients
1 year of experience
Jefferson Park, Chicago, IL, 60630

Jessie was calm and happy upon pickup. Brian took good care of him. This was our second time leaving Jessie with Brian and we would do it again.

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Rima B.
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
199 reviews
72 repeat clients
12 years of experience
Edgewater, Chicago, IL, 60660

Joerg and Lake were fantastic with our pup! You can tell they are really kind hearted people who love animals. We got regular updates and felt super comfortable during our trip knowing Sully was in good hands. Will definitely be re booking with them!!

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Sneha G.
Sitter Profile Image: Cristina F.
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Cristina F.
Star Sitter
from
$55
per night
5.0 out of 5 stars
40 reviews
13 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: Laura & Vladimir H.
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Laura & Vladimir H.
Star Sitter
from
$50
per night
5.0 out of 5 stars
77 reviews
20 repeat clients
10 years of experience
Niles, IL, 60714

Daisy had a great time with Vladimir and Laura over Thanksgiving! They were so attentive, communicative, and genuinely kind, and I felt at ease knowing she was in great hands. Highly recommend!

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Grant A.
Sitter Profile Image: Colleen B.
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Colleen B.
from
$60
per night
5.0 out of 5 stars
8 reviews
15 years of experience
Loop, Glenview, IL, 60025

Colleen met with my dog at our house first and was attentive to my instructions for our dog during our conversations. She will take your pet’s needs seriously and was genuinely caring about animals. Although we had to change our pet sitting plans, I can say that Colleen offers a variety of nice options for your pet sitting needs. It’s nice to have that flexibility with a pet sitter.

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Ashley W.
Sitter Profile Image: Gvido P.
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Gvido P.
from
$45
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
5 years of experience
Highland Park, IL, 60035

by far one of the best Rovers sitters we’ve had! She cared for our dog like she was their own and sent us pictures and updates throughout her stay. We would definitely book again!

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Skyler S.
Sitter Profile Image: Fernando & Elizabeth R.
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Fernando & Elizabeth R.
from
$55
per night
4.9 out of 5 stars
71 reviews
13 repeat clients
5 years of experience
wilmette, IL, 60091

Fernando took good care of our 13yr old Labrador. He sent daily pictures and was very responsive. He certainly earned our trust on this first visit. Thank you!

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

Julia was absolutely amazing! She took my girl Luna on a last minute notice, and treated my dog like her own. She sent me several updates and made sure my dog was having a great stay. She also gifted Luna with a ball which was really nice. So thankful to have found a great sitter. Thank you julia!

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Karoline A.
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
47 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

Sophie was absolutely amazing! Our dog is a blind and requires a lot of attention. Sophie was able to give her tons of love and kisses and attention. She updated us daily and was an awesome sitter. We'll definitely use her again!

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

Diana took really good care of our dog Lucy for over a week! She was flexible and gave us updates. When we picked up Lucy we can tell she was happy and enjoyed Diana and her family’s company! Thank you Diana for loving Lucy while we were away!

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Amit P.
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

I can't recommend Mario enough for anyone looking for a caring and reliable pet sitter! Mario watched my dog Dean for five days, and I couldn't be happier with the service he provided. He sent me daily pictures and videos of Dean, which really put my mind at ease while I was away. Mario made sure Dean received his medication on time and gave him plenty of love and attention. I could tell that Dean was in good hands the whole time. Thank you, Mario, for your excellent care and professionalism. I will definitely be reaching out to you again in the future!

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

Susan was delightful and such a caring friend to Galway. She communicated well and had a natural love for my pup. Her dog Isla is the cutest and makes a wonderful playmate. A great time was had by all!

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Jacqueline M.
Sitter Profile Image: Rima B.
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Rima B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
133 reviews
57 repeat clients
13 years of experience
SKOKIE, IL, 60077

Rima was wonderful! Thank you so much for watching my babies on short notice. They are small dogs and usually stay at home - I was so happy when I picked them up and they looked right at home with Rima.

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Fran C.
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

Julie is fantastic with dogs. She takes great care of Harlie, as if she were her own. Her sweet Pug Daisy is such a lovely companion for my dog. Such a great dog sitter!

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Christine K.
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

Undram did an amazing job caring for Gizmo. He came home to us so happy and calm. I can tell he was well loved and understood. We were so thrilled after a grueling flight to come home to such a happy pup!

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Siena V.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
41 reviews
19 repeat clients
25 years of experience
Highland park, IL, 60035

Nicole was incredible with our border collie! She made sure we got daily updates, ensured our baby had the best time and made him feel as safe and comfortable as possible. We look forward to using her in the future!

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Shubhana S.
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. She truly loves our dog. She gave us so much peace of mind while we were away. She made sure our dog got plenty of exercise with daily walks and even took him to the park to play and explore. She even insisted to home our dog for another night for free so we can have good rest coming from our vacation. She genuinely cares and we could tell our dog was happy and well taken care of. We’re so grateful and would absolutely trust her again in the future.

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Aileen D.
Sitter Profile Image: Abaigael C.
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Abaigael C.
Star Sitter
from
$47
per night
5.0 out of 5 stars
34 reviews
8 repeat clients
12 years of experience
Forest Glen, Chicago, IL, 60646

Abigail was awesome. I have an older dog and am always worried about leaving her. Abigail was so kind and sent many photos treating her like her own. Definitely will you her again and recommend to anyone❤️

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Jeanette N.
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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

Thao was absolutely wonderful! This was our first time leaving our pups and I was very nervous for both the sitter and our fur babies but Thao did an amazing job communicating with us and reassuring that our pups were safe with her. Ultimately, she provided a peace of mind that my family and I needed. Booking with Thao was worth it in every way possible! Thanks again Thao!

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Candace B.
Boarding
5.0 out of 5 stars

Mocha had an awesome stay at Jiayi’s. She is well taken care of and had lots of fun hanging out with her other furry friends. Jiayi is very accommodating and she even replaced Mocha’s broken leash and took time to look for a similar one. Great sitter!

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Myla C.
Boarding
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

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

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.

Meet local sitters who will treat your pets like family

  1. 1. Search

    Browse profiles of sitters near you who offer pet boarding
  2. 2. Meet In Person

    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

Popular requests for pet boarding - Winnetka

Select a filter and find qualifying sitters offering pet boarding.

Sitters in Winnetka average 9
repeat pet boarding clients

FAQs for 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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