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: Meredith & Jason C.
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Meredith & Jason C.
from
$60
per night
5.0 out of 5 stars
• 29 reviews
17 repeat clients
33 years of experience
Uptown, Chicago, IL, 60640

“Meredith was amazing! Even when I needed to extend the boarding time, she was very kind, understanding, and accepted everything right away without any issues. Communication was smooth, and the whole experience went really well. I truly appreciate her flexibility and care. Highly recommend!”

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Yenlik A.
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

“Joy is an excellent sitter, my pup loves going over there! She provides timely updates and adheres to all requests, could not recommend her services any more!”

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Cole K.
Sitter Profile Image: Jessica M.
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Jessica M.
Star Sitter
from
$40
per night
5.0 out of 5 stars
• 9 reviews
2 repeat clients
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: 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

“Another great stay with John, Ryan and Bruno! This was Bambi’s first extended stay (two weeks) and I’m so happy we found John and Ryan to be her sitters. She loves it there and Bruno is the perfect host and playmate. Communication was great and we received plenty of photo updates. Highly highly recommend- they will treat your dog as if they were their own and you will have peace of mind knowing they’re in good hands.”

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Paulina R.
Sitter Profile Image: Lara M.
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Lara M.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 17 reviews
5 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: 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: Cagatay & Busra S.
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Cagatay & Busra S.
from
$49
per night
4.9 out of 5 stars
• 67 reviews
15 repeat clients
17 years of experience
Uptown, Chicago, IL, 60640

“Cagatay pup-sat my 2 puppies, and they had a great Thanksgiving with him. He took really good care of them. I highly recommend him to anyone looking for a sitter for their fur baby!”

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Jayden G.
Sitter Profile Image: Amanda W.
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Amanda W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 13 reviews
6 repeat clients
30 years of experience
Norwood Park, Chicago, IL, 60631

“I found Amanda for a fill in when my regular sitter was unavailable. Amanda's love for your pet shows in her thoughtful updates. She took great care of my Sr dog with medical needs and even brought to my attention shifts in behavior over just 3 short days with her. Would absolutely book again. Thank you for your care!”

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Andrew E.
Sitter Profile Image: Laura C.
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Laura C.
Star Sitter
from
$95
per night
5.0 out of 5 stars
• 188 reviews
50 repeat clients
20 years of experience
Albany Park, Chicago, IL, 60625

“Laura and Charles did a fantastic job taking care of my pup, Leo, for a long weekend. It was his first time staying with someone other than family and I felt relieved to find such a caring couple to take great care of him. They were careful about his routine and his needs, and you can tell they are both incredibly experienced and thoughtful. Their place is perfect for many reasons, including the small crew of doggie daycare friends that make each day even more fun. They sent updates and even videos to help me feel at ease. Looking forward to the next stay! Thank you, Laura and Charles! :)”

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Laury R.
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: Sarah & Walter M.
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Sarah & Walter M.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 210 reviews
64 repeat clients
12 years of experience
Irving Park, Chicago, IL, 60618

“Sarah and Walter provided excellent care for our older small dog for daycare and for a weekend. They sent photo updates. Highly recommend!”

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Holly L.
Sitter Profile Image: Estefania G.
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Estefania G.
from
$45
per night
5.0 out of 5 stars
• 2 reviews
2 repeat clients
4 years of experience
Prospect Heights, IL, 60070

“Easy stay and everything went right. Highly recommend.”

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Ansley A.
Sitter Profile Image: Kate F.
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Kate F.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 35 reviews
12 repeat clients
25 years of experience
North Center, Chicago, IL, 60618

“Kate is absolutely wonderful. She was extremely accommodating of my dog's special needs, and super communicative. I'll definitely contact her again, and couldn't recommend her more highly.”

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

“Charlie had a nice short stay with Tracy! We loved the Instagram updates, and it looked like a really fun spot for pooched. Would highly recommend. :)”

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Jenna P.
Sitter Profile Image: Lauren L.
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Lauren L.
from
$50
per night
1 year of experience
Edgewater, Chicago, IL, 60660

About: I cared for my childhood dogs for 14 years and have always had a love for animals. I also worked at a dog daycare and boarding facility for a year, where I gained experience caring for dogs of all kinds. I’d love the opportunity to help others care for their pets and give them the same love and attention I’d give my own! I recently moved back to the city after graduating from college and am currently studying for the MCAT. My schedule is very flexible Wednesday through Sunday, so I’d love to have a fluffy study buddy to keep me company! I’m available throughout the day for walks, playtime, and plenty of attention. I have a fully fenced yard with plenty of space for your pet to safely roam and play. Stairs can also be gated off if needed for their safety. I don’t have any other pets in the home, so your pet will have plenty of space and attention!

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 is amazing with my husky, Nala is always so happy when she gets to hang out her. Irene sends photos daily and is so flexible when I've had to extend for a day & with pick up and drop off times. I couldn’t ask for a better sitter. Leaving my dog is hard but knowing she’s in good hands makes it a little easier.”

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Blayr D.
Sitter Profile Image: Yamile C.
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Yamile C.
Star Sitter
from
$50
per night
5.0 out of 5 stars
• 38 reviews
11 repeat clients
15 years of experience
Wheeling, IL, 60090

“Yamile and her family and her pets have just been amazing. Yamile is Extremely responsive, followed a special diet, took her for walks , gave me frequent updates and generally took great care of my little girl while we were away!!! In fact she seemed sad to leave when it was time for her to come home. We have already booked a follow up stay!! Thanks yamile - you have been a life saver:)”

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mei c.
Sitter Profile Image: Tammy P.
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Tammy P.
from
$55
per night
5.0 out of 5 stars
• 122 reviews
48 repeat clients
25 years of experience
Irving Park, Chicago, IL, 60630

“Tammy was the best taking care of Vinnie!! She was available last minute when I couldn’t get anyone else to sit him and was very responsive, which I really appreciate. Vinnie got to play with the other dogs at the house and run off some energy. Will definitely be using Tammy again!!”

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Kayla F.
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: Marcos A.
Verified Background Check
Marcos A.
from
$45
per night
4.9 out of 5 stars
• 71 reviews
27 repeat clients
20 years of experience
Evanston, IL, 60201

“Our little dog had a great time. He has special food and Marcos has no issue handling it. We got lots of pictures of walks. Our pup seemed very happy when we picked him up. Marcos was very flexible with drop off and pick up. We already made our next reservation.”

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Laura & Steven P.
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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

    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 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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