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: Cheri R.
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Cheri R.
from
$60
per night
5.0 out of 5 stars
• 208 reviews
92 repeat clients
12 years of experience
Evanston, IL, 60202

“I was in town for a rugby game and needed a sitter during the game for my dog! Cheri was great with communication before hand with making sure my dog would be a good fit and making sure to accommodate any needs he had. She also made drop off and pick up the day of super easy and we stayed in constant communication.”

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Rebecca L.
Sitter Profile Image: Huactemo C.
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Huactemo C.
from
$40
per night
4.9 out of 5 stars
• 51 reviews
18 repeat clients
8 years of experience
West Ridge, Chicago, IL, 60659

“The guys were great with Louie again this week. They’re always reliable and keep him social and well cared for while I’m away! I cannot recommend them enough! My travel schedule has increased temporarily and it brings so much peace of mind knowing Louie people who truly care! Louie is extremely excited to see them during every drop off.”

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Nicholas Y.
Sitter Profile Image: Lauren C.
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Lauren C.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 85 reviews
27 repeat clients
15 years of experience
Evanston, IL, 60202

“Lauren and Emily were incredible. This was our first real home boarding experience and we felt totally comfortable leaving our pup in their care. They were communicative, attentive and had a comfortable, loving home environment for the dogs. We would definitely recommend and use them again!”

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Ari T.
Sitter Profile Image: Anita K.
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Anita K.
from
$32
per night
2 years of experience
Niles, IL, 60714

About: I got my first dog in May of 2024 and he has changed my life. There were qualities that I know I had, but to get to see them in action made me really proud of myself. I’m really patient and that was definitely tested when he was a puppy, but I made it through and I’d 100% do it again and again. Same goes with senior dogs, I know they need a bit more attention and I’m here to give that. We have a really calm environment and a lot of windows so when their not outside they can still see what’s going on. I believe I have everything to take care of a dog, but each dogs needs are different and I want to learn them. I’m currently only working part-time, about 15 hours a week, so I have plenty of free time to spend with them, play, sit outside, walk, etc. My own doggy pretty much just does everything with me, so I’d treat them the same. I have a fenced yard and also a tie-out rope for extra security if needed. I have a large crate that my dog sleeps in some nights, but he also sleeps in my room, so the crate is available if needed. I have three floors for them to run up and down, and a tie-out on the porch so they can sit by me while I read or roam the front yard.

Sitter Profile Image: Mariam K.
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Mariam K.
from
$49
per night
11 years of experience
Skokie, IL, 60076

About: I offer dedicated pet care services designed to keep your dog happy, safe, and active while you are away. My core services include: House Boarding: A cozy, structured environment where your dog is treated like family in a clean, pet-friendly home. Dog Walking & Exercise: Tailored walks that match your dog's energy level, whether that means an invigorating outdoor stride or a gentle neighborhood stroll. Potty & Play Breaks: Regular outings throughout the day for bathroom breaks, gentle playtime, and mental stimulation. Daily Routine Maintenance: Strict adherence to your feeding schedules, medication needs, and personal routines so your pet feels completely at ease. I work full-time from home, which means your dog will rarely be left alone! My remote schedule provides continuous supervision and companionship throughout the day, allowing for frequent potty breaks, steady attention, and immediate responsiveness to your dog’s needs. I am available for boarding any time or day of the week. I am able to dog walk early morning and afternoons on Sunday, Monday, Tuesday, Wednesday. On Thursdays, Fridays, and Saturdays I am available early mornings and early afternoons. I have small, fenced backyard. I have a friendly, energetic Labrador retriever at home to keep your dog entertained. I can also playpen train if needed.

Sitter Profile Image: Eric N.
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Eric N.
from
$65
per night
5.0 out of 5 stars
• 39 reviews
12 repeat clients
13 years of experience
Jefferson Park, Chicago, IL, 60630

“We have so much peace of mind leaving our dogs with Eric — they are always so well taken care of! Eric is also very accommodating and communicative, sending lots of photos throughout their stay.”

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Mary K.
Sitter Profile Image: Joy T.
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Joy T.
from
$56
per night
5.0 out of 5 stars
• 10 reviews
1 repeat client
5 years of experience
Evanston, IL, 60201

“5 star service! They responded quickly to my last minute request after my sitter had to cancel. Great updates and really welcoming to my pup! Would definitely use again!”

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Cole K.
Sitter Profile Image: Svetlana P.
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Svetlana P.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 31 reviews
11 repeat clients
16 years of experience
Forest Glen, Chicago, IL, 60630

“Svetlana is awesome! She accommodated my last minute request (holiday request) and was so fast with communication (also so flexible with timing). I also loved the daily updates with photos. She took great care of my little guy and explained all the details of his bevahiour which helps me with his training. He definitely had a good time. I would recommend her highly to anyone and would for sure bring my guy back again. Thanks so much Svetlana!”

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Jessica D.
Sitter Profile Image: Shawna & Timothy M.
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Shawna & Timothy M.
from
$40
per night
5.0 out of 5 stars
• 5 reviews
1 repeat client
30 years of experience
Jefferson Park, Chicago, IL, 60630

About: I love all types of dogs! I grew up always having a dog in the family, and also have been caring for friends' and neighbors' dogs since childhood. I have experience handling larger dogs, and caring for senior dogs. I have a flexible schedule and am able to work around caring for your dog as needed. My husband also works from home full time, so one of us will always be around to provide love and care. I have a fenced in backyard and two senior dogs who love to have visitors. They get along easily with most dogs, but we'd want to do a meet and greet to ensure everyone gets along well!

Sitter Profile Image: Soojin K.
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Soojin K.
from
$32
per night
5.0 out of 5 stars
• 8 reviews
2 repeat clients
10 years of experience
Deerfield, IL, 60015

“Soojin is an amazing doggy sitter! My pup Toby loved her so much, the next time I brought him to stay with her he was practically jumping out of the car window to jump in her arms. She truly loves dogs and caring for them and will treat your pup as if it's her own. 10/10! Will absolutely bring Toby back to stay with her when I need a sitter.”

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Melany H.
Sitter Profile Image: Chelsea C.
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Chelsea C.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 7 reviews
2 repeat clients
20 years of experience
Lake View, Chicago, IL, 60657

“Chelsea and Winston were both so sweet and caring to my elder dog, Dimitri! This is the first time where I felt a Rover sitter sent the right amount of daily pictures of Dimitri :D Additionally, she was so accommodating and communicative when we had a sudden trip change and had to pick our dog up earlier. I will absolutely be reaching out to Chelsea again to watch Dimitri!”

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Miriam V.
Sitter Profile Image: Eileen D.
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Eileen D.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 187 reviews
56 repeat clients
65 years of experience
Des Plaines, IL, 60016

“It's always sad to leave my dog behind. But I have the peace of mind knowing Maximus is well taken cared of while I am away. Eileen is a great sitter. She is reliable, prompt and pays attention to details. She sends daily updates and photos which are very comforting.”

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Beverly P.
Sitter Profile Image: mark
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mark
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 113 reviews
31 repeat clients
5 years of experience
Northbrook, IL, 60062

“We could not have been happier with Mark and Lorie. They frequently sent pictures and were extremely accommodating. We will definitely be using them again!”

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Brett R.
Sitter Profile Image: Amanda W.
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Amanda W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 15 reviews
7 repeat clients
30 years of experience
Norwood Park, Chicago, IL, 60631

“Amanda was amazing! Very helpful in coordinating pick up and drop off, great communication and lots of updates about our pups stay. Most importantly, it’s so clear how much she enjoyed and cared for our dog. We will definitely be asking Amanda to dog-sit for our next trip!”

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Giselle T.
Sitter Profile Image: Robert P.
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Robert P.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 25 reviews
5 repeat clients
25 years of experience
Rogers Park, chicago, IL, 60626

“Rob took wonderful care of our senior dog Scout, sending regular messages with pictures to update us on how she was doing while we were out of town. We would book with him again.”

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Ashley A.
Sitter Profile Image: Amalia V.
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Amalia V.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 190 reviews
63 repeat clients
15 years of experience
West Ridge, Chicago, IL, 60659

“Molly was great! There was great communication and photos of my dog during his stay with her. I felt 100% comfortable leaving him in her capable hands. I will definitely book with her when we need dog care in the future.”

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Stacey H.
Sitter Profile Image: Paul C.
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Paul C.
from
$49
per night
5.0 out of 5 stars
• 14 reviews
6 repeat clients
3 years of experience
Rogers Park, Chicago, IL, 60626

“I’m really happy I left Kaiku with Paul. He took excellent care of him, gave him long walks, they went to the beach, and he kept me updated with photos and videos the whole time. Communication was great. I’ll definitely book with him again. Thanks, Paul!”

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Eneko I.
Sitter Profile Image: Adam & Keit W.
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Adam & Keit W.
from
$57
per night
5.0 out of 5 stars
• 131 reviews
48 repeat clients
10 years of experience
North Center, Chicago, IL, 60618

“Keit took great care of Bumi while we were away for a long weekend. He has some back issues and Keit was great about carrying him up and down the stairs.”

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Todd H.
Sitter Profile Image: Justin G.
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Justin G.
from
$35
per night
5.0 out of 5 stars
• 16 reviews
7 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

“Justin was excellent with my dog Tula. Knowing she was a shy dog, he was attentive to her needs and made her feel safe. I would absolutely recommend him to others.”

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Daniel P.
Sitter Profile Image: Erin T.
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Erin T.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
30 years of experience
Logan Square, Chicago, IL, 60647

“Erin was amazing with Remy from strong and frequent communication to managing his many peculiarities (he loves to rip up a paper towel). Erin also was able to care for Remy when he was feeling sick and anxious to be away from me; will absolutely book again!”

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Melanie 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

Ella is the best Rover sitter. We have booked her for walks, dog daycare, and boarding. She is always so communicative and our dog loves her. Thank you Ella!

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Christine B.
Boarding
5.0 out of 5 stars

Rebecca was great, she was very communicative and sent plenty of photos of my dog Mack. She also had a nice bed set up for him and made him feel right at home.

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Colin M.
Boarding
5.0 out of 5 stars

Rebeca was great with our nervous boy! We plan to use her again in the very near future! Thank you!!!

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Erin L.
Boarding
5.0 out of 5 stars

Happy stay for our boy Deputy once again. Great sitters! We feel so safe having our senior dog stay with Liv and Niv always.

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Sarah E.
Boarding
5.0 out of 5 stars

Our dog absolutely loved his stay with Andrea and her family. We are a couple days out from him returning and he seems like he’s still missing his time there. You can tell Andrea and her kids care for the dogs. They have a secure fenced in backyard and it seems like our dog got to enjoy some time outdoors. We loved the updates and cute pictures she sent. We will use her again in the future. Thank you!

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Marian H.
Boarding
5.0 out of 5 stars

This couple is fantastic. Very communicative sending multiple pictures everyday. I can’t think of better dog sitters!

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Mark L.
Boarding
5.0 out of 5 stars

Jiayi is a wonderful sitter. She is very accommodating and flexible with scheduling. Mocha is always happy and well taken care of. We will always be at peace leaving Mocha with her and her family❤️

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Myla C.
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

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

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

Third time our dog stayed with Sean and we will continue to do so. He is always responding immediately and she loves it there

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Sonja S.
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

Carly was a fantastic rover. She sent photos, was easy to communicate with and took great care of my dog over the holidays .

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Blair R.
Boarding
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  • 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 to book pet boarding

  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

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Popular requests for pet boarding - Winnetka

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Sitters in Winnetka average 10
repeat pet boarding clients

FAQs for Pet Boarding - Winnetka

Frequently asked questions about Rover

There are 5,166 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.

Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.

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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