Dog Boarding in Winnetka, IL

Find a loving dog sitter to watch your dog overnight at your sitter's home.

To ensure accurate availability & pricing, please add your drop-off and pick-up dates.
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1. Lexa Verified Enhanced Background CheckRover 101

Eat. PLAY. Love.

Evanston, IL, 60201

Dog Boarding, Doggy Day Care, Dog Walking

"Mickey had a great stay with Lexa! I loved getting the pix every day and he seemed to have a great time. Lexa was especially patient with his separation anxi... (more)"

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2. Kris & Mason Verified Background Check

Let Us Love Your Dog!

Wilmette, IL, 60091

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Just the best, they took care of Otis, sent some picture updates and made Otis feel relaxed and safe. (more)"

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3. Clyde Verified Background Check

Dogs are life!

Skokie, IL, 60077

Dog Boarding, Drop-In Visits, Doggy Day Care

"Clyde is a great sitter! He was very responsive, super friendly, gave many updates, and shared many photos. He was great with our dog and we would recommend... (more)"

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4. Kazuhiro & Akemi Verified Background Check

Dog loving- Work from home couple

Wilmette, IL, 60091

Dog Boarding, Doggy Day Care

"Kaz & Akemi are wonderful hosts! So caring, engaged & loving toward our dear Stella. Pictures & updates were frequent and a welcome relief to know our elde... (more)"

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5. Leavey Verified Background Check

I’ll Run with your dog!!

Wilmette, IL, 60091

Dog Boarding

"I know that Elle is well cared for and becomes part of the family here. I am kept up to date with photos and messages. I appreciate this family and highly re... (more)"

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6. Christine Verified Background Check

Your pups home away from home!!

Evanston, IL, 60202

Dog Boarding

"Molly had a great time with Christine again. She gets excited when she sees that she's approaching the apartment building & enjoys spending time with the oth... (more)"

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7. Denise Verified Background CheckRover 101

2 Adults, home full time

Skokie, IL, 60076

Dog Boarding

"Denise was an excellent host! My parents have been watching Jimi, and I was a little worried when they told me they'd be leaving town for 10 days. Denise liv... (more)"

Confirmed availability
Christmas and New Year
8. Janett Verified Background Check

Lots & lots of undeniable LOVE&CARE

Northfield, IL, 60093

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Janette was is Amazing! I got pics of Jellybean daily! And video as well. Janette was always quick and eaay to reach while i was gone for 9 days! Will use h... (more)"

Confirmed availability
This weekend
9. Gemma Verified Background CheckRover 101

I love dogs

Winnetka, IL, 60093

Dog Boarding, Doggy Day Care

"This was our dog's second stay at Gemma's place, and after an earlier weekend visit this time Mocha stayed a whole week. Gemma is a wonderful host, and she c... (more)"

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10. Lara Verified Background Check

Petsitting with love

Evanston, IL, 60201

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Thank you Lara! Loved the photos! (more)"

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11. Vivienne Verified Background Check

Student will board/ fenced yard

Evanston, IL, 60201

Dog Boarding

"I needed a dog sitter last minute for a few days and Vivienne came through for me. It was my first experience with her caring for my dog Reece and she was gr... (more)"

Confirmed availability
This weekend
12. Nancyanne Verified Background Check

empty Nester Dog Whisperer with Fen

Wilmette, IL, 60091

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"My two little doggies seemed to be quite happy in Nancyanne's home the weekend we were away. Nancyanne sent a picture too which was nice! We're planning anot... (more)"

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13. Ryan Verified Background Check

Trusted, Reliable, Flexible.

Wilmette, IL, 60091

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

"Ryan was awesome (more)"

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14. Janis Verified Background CheckRover 101

Let Us Pamper Your Pup With Love!

Evanston, IL, 60201

Dog Boarding, Doggy Day Care

"Janis did an amazing job with our three-month old golden retriever puppy. She sent us frequent updates and pictures. Bursley had a great time with and Janis ... (more)"

15. Maria Verified Background Check

Dog Boarding with a playful dog!

Evanston, IL, 60201

Dog Boarding, Doggy Day Care

"Maria is amazing. She took very good care for your pup and sent us timely updates with lots of photos and videos. I am definitely keeping my pup with her again. (more)"

Confirmed availability
Christmas and New Year
16. Alexis Verified Background Check

Home full time. Fenced in yard!

Evanston, IL, 60201

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"We had an excellent experience with Alexis. She was very flexible and made a complicated walking/boarding schedule very easy. We'll definitely use her again! (more)"

Confirmed availability
This weekend
17. Eleanor Verified Background CheckRover 101

Peace of Mind while you are away.

Glenview, IL, 60025

Dog Boarding, Doggy Day Care

"Happy always has a great time at Eleanor's house! We feel very comforted that Happy is well taken care of while we are not at home. Thanks again Eleanor fo... (more)"

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18. Karin Verified Background Check

Fun and cuddles from the family!

Skokie, IL, 60076

Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

"Wonderful family situation for a pet. Gave our dog great personal care for two weeks and also passed along cute photos. Even gave the dog a bath before pick ... (more)"

19. BARBARA Verified Background Check

Serene pet-friendly condo

Northfield, IL, 60093

Dog Boarding, Drop-In Visits

"Barbara was very accommodating with my flight times/Drop-off/pick-up times. My Tessa came home healthy and very happy which, in turn, makes me very happy. Wo... (more)"

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20. Sara Verified Background Check

Great Pet Sitter and Walker

Winnetka, IL, 60093

Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

About: Hi I’m Sara and I’ve lived with dogs my whole life. I learned how to take care of animals at a young age. I have had three cats and five dogs: chih... (more)


Rover.com is the simple, savvy way to find and book Winnetka pet boarding. It's easy to find the perfect dog sitter - many sitters on Rover have a long history of dog sitting, and 95% of reviewed stays have received a perfect five-star rating. When you book dog boarding on Rover, your dog will enjoy a loving staycation in their sitter's home. You'll get daily photo updates, and every stay booked through Rover also includes premium pet insurance, 24/7 support, and a reservation guarantee. Every dog sitter in Winnetka, IL has the option to complete a free background check. Stays are booked on Rover every minute of every day, and more than 92% of the population lives within a short drive of one of our dog kennel alternatives. When you book [city name] dog boarding on Rover, your dog gets the loving care they deserve, and you get peace of mind.

Looking for an on-demand solution to your dog boarding needs when you're short on time? Then you'll love the Rover dog boarding app. The Rover app features hundreds of highly-rated, trustworthy dog sitters, and you can scroll through the options or simply re-hire your regular dog boarder in no time. Your dog sitter can share real-time photo updates via the Rover dog boarding app, and with the app's cashless payment feature you'll be able to compensate your dog sitter quickly and safely, with no need for cash, checks or tips.

The cost of dog boarding in Winnetka may surprise you - in a good way. That's because there's a dog sitter on Rover for nearly every price range and lifestyle. Curious about how much you can expect to pay for dog boarding on Rover? Check out our average dog boarding rates to get an idea before you start a conversation with an individual dog sitter.

In short, when you book Winnetka dog boarding on Rover, your dog gets the loving care they deserve, and you get to relax, knowing that your pet is in good hands.

Interested in what it's like on the other side? Do you think you have what it takes to become a dog sitter for Rover? We're always looking for people with a passion for pooches to join our dog boarding roster. If you've been thinking about starting up your own dog boarding business, or even if you've been doing it on your own for a while, you'll want to check out our easy application process and consider joining the hundreds of awesome dog lovers who use the Rover dog boarding platform. When you become a Rover dog sitter, you get access to great support, including premium pet insurance and immediate, cashless payment (no more worrying about whether you'll get paid on time). Why not apply today?