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: Mia L.
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Mia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 56 reviews
16 repeat clients
10 years of experience
Edgewater, Chicago, IL, 60640

“Mia has been wonderful. She is reliable, kind, and clearly cares deeply about the dogs she works with. Her communication is excellent; she keeps us updated, responds quickly, and sends thoughtful notes, which gives us a lot of peace of mind. We also really appreciate the level of care she provides. She is attentive to our dog’s needs, patient, and responsible, and it’s clear our dog feels comfortable and happy with her. Mia goes above and beyond by being punctual, trustworthy, and genuinely invested in making sure each walk is safe, enjoyable, and positive. We’re very grateful to have found her.”

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Mariana S.
Sitter Profile Image: Cheri R.
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Cheri R.
from
$53
per night
5.0 out of 5 stars
• 206 reviews
91 repeat clients
30 years of experience
Evanston, IL, 60202

“Cheri took GREAT care of our dog, and was very responsive to our requests for updates. Would definitely recommend and will be using her again if we need to board our baby!”

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Collin S.
Sitter Profile Image: Debbie K.
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Debbie K.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 59 reviews
21 repeat clients
20 years of experience
Skokie, IL, 60077

“Debbie took perfect care of my pup while I was gone for a week! She took her on walks, to the beach, and sent me pictures and videos to keep me updated! I would definitely recommend and book her again in the future.”

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Elizabeth L.
Sitter Profile Image: Joe G.
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Joe G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 123 reviews
34 repeat clients
15 years of experience
Norwood Park, Chicago, IL, 60656

“I really can not say enough wonderful things about Joe! He cared for our dog like he was his own and honestly our dog came back better trained then when we dropped him off! We had no worries about leaving our dog in his very capable and kind hands!”

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Sarah T.
Sitter Profile Image: John & Ryan K.
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John & Ryan K.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 77 reviews
26 repeat clients
6 years of experience
Lake View, Chicago, IL, 60657

“John and Ryan were the best!! They were able to watch Wilson somewhat last minute and were so easy to work with. Sent lots of updates and pics, Wilson had the BEST TIME, I think he was sad to return lol. Thank you guys!!”

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Rachel N.
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
• 384 reviews
125 repeat clients
30 years of experience
Lincoln Square, Chicago, IL, 60625

“Darla took such great care of my dog Ruby while I was out of town! She was also very accommodating when coordinating pickup and drop off times. The yard is so nice for the pups and Ruby got to sleep in the guest bed which I know she absolutely loved. I got an outstanding update every day and could tell Ruby had the time of her life when I picked her up. Would definitely bring Ruby back!”

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Maggie N.
Sitter Profile Image: Bin "Vivian" L.
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Bin "Vivian" L.
from
$50
per night
5.0 out of 5 stars
• 2 reviews
7 years of experience
Kenilworth, IL, 60043

About: As someone who has raised my Havanese dog Oreo for 7 years, I have all the experience needed to ensure pets a comfortable and fulfilling time while you're away. Oreo, despite barking a lot, is friendly with dogs and children. He loves company and is very gentle. He is a great companion for dogs of all sizes needing a place to stay! Although I am working full-time, I usually come home earlier to walk and feed pets. During weekends and holidays, I am usually available all day to satisfy your pet's needs. I typically go for a walk before and after work. I also have cameras for when I am at work, to ensure that nothing goes wrong while I am away. I typically take dogs for walks around my neighborhood or nearby lakeside parks, where there is plenty of space and active and friendly dog communities. Pets can sleep wherever they feel comfortable. I have a fenced courtyard and backyard that pets can roam freely.

Sitter Profile Image: Gabriela E.
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Gabriela E.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 45 reviews
8 repeat clients
20 years of experience
Glenview, IL, 60025

“We were really happy with the care our senior dog received\! We loved getting photos and updates while we were away, and really appreciated the patience with an older dog who can be a little rough around the edges sometimes, especially with some nighttime crate barking\. We also appreciated the flexibility when we were delayed at O’Hare and we needed to adjust pickup\. Most importantly, we felt completely comfortable that she was being well cared for, which made it so much easier to relax and enjoy our vacation\. Thanks to Gabriela and family!”

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Victoria V.
Sitter Profile Image: Cagatay & Busra S.
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Cagatay & Busra S.
from
$49
per night
4.9 out of 5 stars
• 66 reviews
15 repeat clients
17 years of experience
Uptown, Chicago, IL, 60640

“Cagatay and ]his family were wonderful and super responsive. This was our first time using Rover and with a puppy we were nervous to leave her but Cagatay sent regular photos and videos and Tuki even learned a few new commands! Tuki has a lot of energy and we appreciate all of the family's love and attention.”

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Ellen M.
Sitter Profile Image: Megan C.
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Megan C.
from
$60
per night
5.0 out of 5 stars
• 5 reviews
2 repeat clients
9 years of experience
Rogers Park, Chicago, IL, 60626

“Megan took such amazing care of my frenchie, and I will 100% be rebooking with her!! My dog can be nervous around new people, but made himself at home the second he met her and walked in her apartment. It was such a relief to be able to enjoy my trip and know he was in good hands while she sent photo updates throughout the week. My dog didn’t want to leave her when I came to pick him up LOL so I think that speaks to the care she provides. Thank you for treating him like family, Megan!!”

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Madison H.
Sitter Profile Image: Ruth S.
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Ruth S.
Star Sitter
from
$50
per night
4.9 out of 5 stars
• 91 reviews
62 repeat clients
20 years of experience
Forest Glen, Chicago, IL, 60630

“Ruth was very attentive to Indy and groomed her while doing the same for another dog. She was responsive when I reached out to see how Indy was doing, and I will bring Indy back for future trips.”

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Patrick C.
Sitter Profile Image: Stephanie & Anderson F.
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Stephanie & Anderson F.
from
$50
per night
2 repeat clients
5 years of experience
Glenview, IL, 60025

About: Family household so your pet will receive lots of attention. We also have a dog of our own that is very friendly and enjoys playmates. I’m home a lot of the day so I have plenty of time to care for your pets. I also have a very friendly golden retriever in the home who enjoys the company of other dogs. We have large fenced in yard and plenty of space for dog crate if needed. Will be available for frequent potty breaks and daily walks

Sitter Profile Image: Tracy L.
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Tracy L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 188 reviews
99 repeat clients
40 years of experience
Avondale, Chicago, IL, 60618

“Our 2 dogs had a wonderful stay! Tracy was loving and kind from the moment they were dropped off and my dog even whined for her when we left. She updates Instagram often so we could see the 2 dogs playing in the yard and having a blast. She’s incredibly responsive and overall good person. Thank you so much, Tracy!”

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

“Chelsea did a great job with Bleu! He had so much fun with her & Winston! Received lots of snuggles & playtime! She sent lots of pictures & communicated the whole time! Will be booking again!”

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Dashae N.
Sitter Profile Image: Bela C.
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Bela C.
from
$50
per night
5.0 out of 5 stars
• 4 reviews
8 years of experience
Evanston, IL, 60201

“Thanks Bela! She was great with my senior 11 year old dog. She followed my instructions for him to a T and tried her best to accommodate where plausible. She is kind, responsive and kept me in the loop not too much or too little. I think he enjoyed his time there and got lots of love with the pictures she sent during the stay.”

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Amy L.
Sitter Profile Image: Irene Z.
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Irene Z.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 50 reviews
17 repeat clients
2 years of experience
Lincoln Park, CHICAGO, IL, 60614

“Irene and her family were very lovely and accommodating! She sent plenty of photos and it is clear that Murphy felt comfy and safe with them. Will book again!”

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Kaitlin W.
Sitter Profile Image: Erica M.
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Erica M.
from
$45
per night
5.0 out of 5 stars
• 6 reviews
12 years of experience
Skokie, IL, 60076

“Erica did an excellent job watching my dog, Lenny, and I strongly recommend booking her services if she is available. Her communication was great (including plenty of pictures!) and she demonstrated a level of care that let me rest assured while out of town.”

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Samuel S.
Sitter Profile Image: Christian M.
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Christian M.
from
$49
per night
5.0 out of 5 stars
• 81 reviews
32 repeat clients
5 years of experience
Avondale, Chicago, IL, 60618

“Christian took such great care of Ralph!! He came home happy and tired. Christian kept me updated during Ralph’s stay and shared plenty of photos. I would definitely have Christian watch Ralph again!! Thanks, Christian!!”

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

“Penny looks like she had a nice time staying with Adam and we would use his services again (if he's available). He provided updates when requested and was transparent about an altercation Penny had with another dog (who surprised her). I recommend Adam as a sitter!”

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Victoria And Sean W.
Sitter Profile Image: Thomas K.
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Thomas K.
from
$50
per night
5.0 out of 5 stars
• 17 reviews
3 repeat clients
15 years of experience
Uptown, Chicago, IL, 60640

“Thomas was great! He was super easy to communicate with and provided routine updates on our dog. We will definitely use him again and recommend him for anyone needed a dog sitter!”

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Austin H.
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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

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

Ella is the best! She was incredibly attentive to our dog’s needs and made sure to send us plenty of photos of him having a blast while we were away. It was a huge relief for us (and our nervous pup) to leave him with her instead of a boarding facility. We can’t recommend her more!!

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Katie C.
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

Beca took good care of my dog and my parents' dog while we were away! Got update photos a few times throughout the day which was lovely, and communication was great. Thanks again!

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Jesso W.
Boarding
5.0 out of 5 stars

The best sitter you could ever hope for. Truly caring people who will be there for your pet when you can’t.

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Sharon K.
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
5.0 out of 5 stars

My dog had a great stay. We got lots of pictures, Nik communicated often, and even though he usually refuses food for the first 24 hours or so at a new place, with Nick he ate all of his meals. It shows how comfortable he felt there.

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Stacey B.
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 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 9
repeat pet boarding clients

FAQs for Pet Boarding - Winnetka

Frequently asked questions about Rover

There are 5,115 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 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 , 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 .

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 .

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.

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, means our team will work with you to find a suitable replacement as quickly as possible.

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