Pet Boarding in Winnetka

Find a loving Winnetka pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated Winnetka pet boarders

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: Bridget N.
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Bridget N.
Star Sitter
from
$70
per night
5.0 out of 5 stars
77 reviews
21 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

Bridget did a fantastic job taking care of my Rosie. She was diligent with all of Rosie’s needs and kept me updated with pictures and texts throughout her stay. Thanks Bridget!

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Maggie S.
Sitter Profile Image: Maria A.
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Maria A.
Star Sitter
from
$30
per night
5.0 out of 5 stars
47 reviews
19 repeat clients
1 year of experience
Belmont Cragin, Chicago, IL, 60639

Maria took such excellent care of my dog, she really went above and beyond in making sure he was safe, comfortable, and cared for ! I wasn’t expecting it to be so snowy while I was away, and she provided shoes and a coat for him to borrow: so thoughtful and really providing the best care ! As a highlight she also sent many photos and videos and was very responsive via Rover. I highly recommend Maria !

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Maya C.
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
76 reviews
17 repeat clients
10 years of experience
Niles, IL, 60714

the absolute best! we left our puppy for around two weeks for the first time and they took wonderful care of her! our dog absolutely loved her time there and she looked so happy during boarding! if you’re looking for a pet-sitter book here!! thank u again!!!

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Joie C.
Sitter Profile Image: Myriam B.
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Myriam B.
Star Sitter
from
$65
per night
5.0 out of 5 stars
31 reviews
11 repeat clients
18 years of experience
Evanston, IL, 60202

Myriam and her family were patient and loving with my senior dog for overnight boarding. They really made her feel comfortable and cared for, and sent me good updates and photos. I would definitely book with Myriam again!

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Laura C.
Sitter Profile Image: Sophie H.
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Sophie H.
Star Sitter
from
$44
per night
5.0 out of 5 stars
158 reviews
46 repeat clients
16 years of experience
Rogers Park, Chicago, IL, 60626

Sophie and her boyfriend were awesome with Mochi! They were so kind, communicative, and flexible with our drop off/pickup times. I would absolutely recommend them to anyone looking for a safe and reliable home away from home for their pups! Thanks Sophie!!! 😊

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Alexis S.
Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
61 reviews
16 repeat clients
20 years of experience
Lake View, Chicago, IL, 60613

Julia has been wonderful with our dog Clare. Clare seems to have a great time and we appreciate all the pictures and updates! We’ve worked with Julia twice now and will definitely be sending Clare back. Thank you!

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Christi O.
Sitter Profile Image: Abigail & Christopher Z.
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Abigail & Christopher Z.
Star Sitter
from
$60
per night
5.0 out of 5 stars
44 reviews
14 repeat clients
6 years of experience
Lincoln Square, Chicago, IL, 60625

Abigail and Chris were wonderful sitters! I was nervous as my dog takes a while to warm up to new people, but I got lots of great photos, and she always looked so comfortable and I knew she was well cared for.

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Amanda S.
Sitter Profile Image: Jonah B.
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Jonah B.
from
$32
per night
10 years of experience
Evanston, IL, 60201

About: I’m naturally very active, so if your dog loves long walks and plenty of playtime, they’ll have a great workout buddy with me. At the same time, I’m super patient and adaptable to whatever your pet needs. I’ve worked with all kinds of animals with different traits and can definitely meet your needs! Because I work a part-time job with a flexible schedule, pet care easily fits right into my daily routine. I can structure my shifts around your dog's specific needs, I have plenty of open windows to make your pet a top priority throughout the week. Whether I’m hosting your dog or staying at your place, my goal is to keep their routine exactly how they like it. For active pups, that means plenty of long walks and fresh air to burn off energy, while puppies get consistent potty breaks and training support. If you have a senior dog, I focus on a quiet, stress-free environment and precise feeding schedules. I adapt completely to your pet's needs.

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
81 reviews
15 repeat clients
44 years of experience
Jefferson Park, Chicago, IL, 60646

When Noodles is with Doug and Deb, we rest easy on our trips knowing he is well cared for and entertained. We’ve experienced short stays and a longer stay recently for one week. I love to see how responsive he is with them, telling me he enjoys spending time in their home. The pictures we receive from Doug & Deb show Noodles around their home, happy and content. Doug & Deb are truly amazing and a stay with them feels like being at home!

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Jennifer S.
Sitter Profile Image: Ruth S.
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Ruth S.
Star Sitter
from
$50
per night
4.9 out of 5 stars
89 reviews
60 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: Brian M.
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Brian M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
40 reviews
15 repeat clients
1 year of experience
Jefferson Park, Chicago, IL, 60630

Brian took great care of my dog and asked thoughtful questions to ensure my dog’s first stay with him would go well. He provided a picture daily and my dog was happy when I picked her up.

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Veronica R.
Sitter Profile Image: Casey & Jonathan H.
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Casey & Jonathan H.
from
$50
per night
5.0 out of 5 stars
71 reviews
25 repeat clients
15 years of experience
Dunning, Chicago, IL, 60634

Casey and Jonathan took great care of our precious girl and she came back tired and happy! Easy to communicate with and nice yard for them to play.

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Kavya J.
Sitter Profile Image: Adam & Keit W.
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Adam & Keit W.
Star Sitter
from
$55
per night
5.0 out of 5 stars
102 reviews
38 repeat clients
10 years of experience
North Center, Chicago, IL, 60618

Adam was fantastic to work with! He was very responsive and timely with his messaging, which made the entire process smooth and stress-free. I was away for the weekend attending a wedding, and it was such a relief knowing everything was in good hands. I’ll definitely be looking to use his services again in the future!

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Haylee H.
Sitter Profile Image: Abaigael C.
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Abaigael C.
Star Sitter
from
$47
per night
5.0 out of 5 stars
32 reviews
7 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.
Sitter Profile Image: Michelle R.
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Michelle R.
from
$50
per night
5.0 out of 5 stars
57 reviews
14 repeat clients
6 years of experience
Rogers Park, Chicago, IL, 60645

Michelle was a wonderful sitter! It seemed that my doggo had a great time with her and was super happy when he came back home. He had so much fun that he knocked out right away! I also really appreciate that Michelle kept me updated and sent me photos of him throughout the stay. I highly recommend her.

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Nikita J.
Sitter Profile Image: Karin R.
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Karin R.
Star Sitter
from
$40
per night
4.9 out of 5 stars
93 reviews
26 repeat clients
20 years of experience
Skokie, IL, 60076

Penny seemed to have a great time with Karin and her family. It’s nice to know that our furry loved ones are well cared for while we are away.

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Carrie M.
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 was available last minute, and even with the limited time she was swift to respond and easy to communicate with. We dropped Brutus off and met her two dogs and son who would all be hanging out - I could instantly tell this was going to be great for our Maltese. After receiving a few fun photos throughout the stay, Brutus was happy and totally exhausted when we picked him up. Thanks for a great stay and highly recommended!

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Benji K.
Sitter Profile Image: Claire C.
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Claire C.
Star Sitter
from
$42
per night
5.0 out of 5 stars
7 reviews
3 repeat clients
30 years of experience
Morton Grove, IL, 60053

Claire was wonderful with Hazel (older dog) and Sam (older cat). This was the first time we used a pet care service and we were very fortunate to find Claire. She is thoughtful, kind, skilled with dogs and cats, and an excellent communicator. Hazel can be reactive to other dogs on walks; Claire was familiar with the ractive dogs and managed it with well. She also messaged us once a day while we were away with details and pictures. We have already booked with Claire again.

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Christine D.
Sitter Profile Image: Diana S.
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Diana S.
from
$55
per night
5.0 out of 5 stars
22 reviews
9 repeat clients
10 years of experience
Edgewater, Chicago, IL, 60660

She was wonderful with Hoover. Very gentle as Hoover is an older dog. She would carry her outside and dry her off and make sure she was warm during the unseasonably cold snap. Would definitely book with her again.

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Aliya G.
Sitter Profile Image: Lauren G.
Verified Enhanced Background Check
Lauren G.
Star Sitter
from
$35
per night
5.0 out of 5 stars
22 reviews
7 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.
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Winnetka pet parents share their Rover experiences

1 / 1
5.0 out of 5 stars

Great experience overall. Rebeca was communicative, reliable, and took good care of my dogs. I felt comfortable while I was away and would happily book again.

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Robert G.
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

I always worry when leaving my fur baby due to some bad prior experiences. Ella and Sydney were very kind, knowledgeable, accommodating, responsible, and caring. They communicated with me throughout the visit. Athena had such a great time that she didn’t want to leave. If you are on the fence on whether to book with Ella or not do not hesitate before some other lucky family reserves them. Thank you again!!!

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William O.
Boarding
5.0 out of 5 stars

Thao was great! She sent regular pictures and updates, which we really appreciated. Our dog Ruby was very happy staying there for a full week. We would use Thao again!

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Jennifer P.
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

We had the absolute best experience with Mia’s sitter. She was simply amazing, sending us regular pictures and updates, giving Mia a bath, making sure she was well fed, and treating her with so much care and attention. Mia clearly loved her home and her four-day mommy, and we felt completely at ease the entire time.

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Yury S.
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
5.0 out of 5 stars

Great sitter. Communicative, attentive, pleasant, really cares for dogs. Valentino had a great time during his week with her and would recommend her to anyone who needs a sitter in the area!

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Sheena M.
Boarding
5.0 out of 5 stars

We had a great experience with Marissa taking care of Maika, our 10year old dog, while we were traveling! She was very attentive with constant communication. Loved we left Maika in great hands and care! Thank you very very much Marissa!

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Andrea V.
Boarding
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How Rover works

  1. 1. Search

    Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
  2. 2. Meet & Greet

    Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
  3. 3. Book & Pay

    All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!

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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.

  • World-class support

    We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.

Pet Boarding FAQs

Frequently asked questions about Rover

If you’re searching for a Winnetka pet boarding sitter for the first time, visit the sitter’s profile and select the Contact button.

If you have an active request or have booked a service with a sitter before, learn more about how to do this in the Rover app or on your computer.

Typically, pet boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your pet in no time!

Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winnetka.

Rover makes it easy to find Winnetka pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:

  • Dogs and cats of all ages and abilities, including puppies and kittens
  • Pet parents looking for a safe, loving alternative to a kennel or hotel
  • Pets who’d love to socialize with their sitter’s pets

Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.

Note: If your pet boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.

We get it—sometimes plans change and you may need to cancel your pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.