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: Jonah B.
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Jonah B.
from
$29
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
80 reviews
14 repeat clients
44 years of experience
Jefferson Park, Chicago, IL, 60646

Deb and Doug were amazing with our 2 dogs over a 3-night stay. Very responsive and the dogs seemed super well taken care of. Duncan seemed sad to leave Deb, which is always a good sign! We will definitely book with them again.

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Jennifer L.
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
181 reviews
66 repeat clients
12 years of experience
Edgewater, Chicago, IL, 60660

Joerg and Lake were great! Communicated, and made me feel very at ease leaving my dog with them. My dog also got along great with their dog! Will for sure be using them again in the future!

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Thomas K.
Sitter Profile Image: Undram E.
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Undram E.
from
$50
per night
5.0 out of 5 stars
28 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: Rima B.
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Rima B.
Star Sitter
from
$39
per night
5.0 out of 5 stars
128 reviews
55 repeat clients
13 years of experience
SKOKIE, IL, 60077

Wonderful experience! Rima sent pictures everyday and took very good care of Bella! She was responsive and really cares for the dogs that are in her care! Would definitely send Bella to her again!

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Connie Y.
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 was accommodating and helpful, great communication and made our pups feel right at home. She didn't even flinch when one of them came right in and went #2 under her table! She sent a few pictures and overall was a great dogsitter. Thank you!

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Beth J.
Sitter Profile Image: Nicole G.
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Nicole G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
26 reviews
15 repeat clients
25 years of experience
Highland park, IL, 60035

Nicole is so caring and communicative. I needed to find coverage for my pet while I was going on vacation. Nicole was very accommodating and kind to my dog Fia. She sent pictures and updates frequently, and Fia had a blast at her place.

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Lokesh P.
Sitter Profile Image: Julia L.
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Julia L.
Star Sitter
from
$50
per night
5.0 out of 5 stars
60 reviews
15 repeat clients
20 years of experience
Lake View, Chicago, IL, 60613

Julia was amazing! Our pup had so much fun. She can be sensitive and Julia was great with understanding her dietary needs, medication, and need to balance activity with rest. We are so excited to have found Julia and Vali can’t wait to go back!

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

Diana and her family were amazing with our dog. So thankful for their help - will definitely be booking them again! Loved all the pictures she sent too :)

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Stephanie S.
Sitter Profile Image: Mario I.
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Mario I.
Star Sitter
from
$40
per night
5.0 out of 5 stars
20 reviews
7 repeat clients
30 years of experience
Des Plaines, IL, 60016

Hi , Kichu had a great time with Mario. He texted me and also replied my text in a timely manner so I could solve the problem easily . I was able to enjoy my trip peacefully. He sent me Kichu’s pictures and videos.I highly consider Mario next time. Thank you for your service.

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Rethimol R.
Sitter Profile Image: Tony C.
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Tony C.
Star Sitter
from
$38
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
4 years of experience
West Ridge, Chicago, IL, 60645

Tony is my go to sitter for overnight stays! He is very reliable and a great host. My fur baby is always excited to see him. I would definitely recommend!

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Norma M.
Sitter Profile Image: Brian M.
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Brian M.
Star Sitter
from
$38
per night
5.0 out of 5 stars
39 reviews
15 repeat clients
1 year of experience
Jefferson Park, Chicago, IL, 60630

Obi seemed to really enjoy his stay with Brian! Obi is sensitive, so he will get sick from separation anxiety after I pick him up from a stay or he will be very clingy. He’s been completely normal since I’ve picked him up and he is doing perfectly fine! Brian provided me updates daily that eased my own separation anxiety. Thank you, Brian!

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David W.
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

We were very happy with our dog's care from Karin and family! They were considerate and flexible, sent us just enough information while we were away, and took very good care of our pup!

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Cara D.
Sitter Profile Image: Debbie K.
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Debbie K.
Star Sitter
from
$80
per night
5.0 out of 5 stars
51 reviews
20 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: Jessica M.
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Jessica M.
from
$40
per night
5.0 out of 5 stars
1 review
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: Nicholas W.
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Nicholas W.
Star Sitter
from
$45
per night
5.0 out of 5 stars
18 reviews
2 repeat clients
10 years of experience
Albany Park, Chicago, IL, 60625

Nic took such good care of Bailey! Nic was so responsive, sent so many pictures, and was so sweet! Bailey got so much love and went on so many walks! I would recommend Nic to anyone and everyone!

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Kyrna M.
Sitter Profile Image: Clarissa B.
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Clarissa B.
Star Sitter
from
$45
per night
5.0 out of 5 stars
27 reviews
9 repeat clients
10 years of experience
Irving Park, Chicago, IL, 60618

Clarissa is absolutely amazing! She took amazing care of my pup and I’m looking forward to having her watch him again. She sent lots of pictures, communicated often, and just has amazing energy.

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Atiyana E.
Sitter Profile Image: Lori & Guillermo E.
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Lori & Guillermo E.
Star Sitter
from
$55
per night
5.0 out of 5 stars
39 reviews
17 repeat clients
15 years of experience
Des Plaines, IL, 60018

We had set up a meet & greet with Lori, Will & Winnie (their female Dachshund) prior to boarding. They were absolutely delightful & we were immediately comfortable with the whole family. Their home is one level, has just one small step to the family room & they have a fully fenced in yard. They were excellent hosts / playmates for our Greta. Lori provided multiple updates & photos daily via text. We will most definitely use them again.

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Mary K.
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

Thank you for taking such great care of, Birdie! She seemed very happy in your care, and we loved seeing pictures and videos of her having fun.

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Elise A.
Sitter Profile Image: Nicole K.
Verified Enhanced Background Check
Nicole K.
from
$30
per night
15 years of experience
Skokie, IL, 60077

About: I’ve always loved all kinds of animals! I’ve had a dog of my own, Lucy, for 13 years during my childhood. I’ve taken care of dogs for family members that included taking them on walks, feeding them, and enrichment. Last year, I volunteered at my local animal shelter and gained more experience on animal welfare. I am kind, patient, and very attentive. I’m currently working part-time remote and I’m flexible for pet care! I do prefer early in the weekdays, or I am also available on an early/afternoon Saturday. I have no pets at my house. Although, when I would be in charge of your pet I will be very responsible. I have plenty of experience walking dogs in the past. I will be certain that their collar/harness is on correctly and have them on a leash at all times outside. Volunteering at the shelter required all of us to leash the dog properly before exiting the building. Some of the dogs would be very excited, distracted, or hyper. I am confident in my experience and abilities to create a safe environment and give them the best care!

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Winnetka pet parents share their Rover experiences

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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.