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.
Confirmed availabilityChristmas and New Year
Gemma M.
1.
I love dogsWinnetka, IL, 60093
Dog Boarding, Doggy Day Care

Gemma is friendly, accommodating and seems like a genuine dog lover. Willy stayed with Gemma and her family for the 4th of July weekend. I received photo and t… (more)

from
$55
per night
Calendar Recently Updated
Kazuhiro & Akemi S.
Dog loving- Work from home coupleWilmette, IL, 60091
Dog Boarding, Doggy Day Care

My husband and I went to Japan and it was our first time traveling abroad while owning a dog. I was understandably nervous at the idea of being away from our fu… (more)

from
$40
per night
Calendar Recently Updated
Leavey B.
3.
I’ll Run with your dog!!Wilmette, IL, 60091
Dog Boarding

My dog Noguri has stayed with Leavey and her family a few times now. Each time, she’s sent lots of pictures and made me feel so comfortable. She allowed my dog … (more)

from
$50
per night
Confirmed availabilityChristmas and New Year
Geraldine L.
Dog lover familyWilmette, IL, 60091
Dog Boarding

Geraldine is an amazing dog sitter. She treats my dog as a member of her family. She doesn’t just let my dog out in the backyard, he is taken for multiple walks… (more)

from
$45
per night
Calendar Recently Updated
Natalie M.
Love caring for dogs!Evanston, IL, 60201
Dog Boarding, Doggy Day Care

We could not have been more pleased with how well Natalie and her family took care of our dog, Wrigley! This was our first time using Rover and our first time l… (more)

from
$50
per night
empty Nester Dog Whisperer with FenWilmette, IL, 60091
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Nancyanne was fantastic with our senior Yorkie on two occasions now. Our last booking was last minute and she was incredibly helpful and understanding. Our pup… (more)

from
$45
per night
Calendar Recently Updated
7.
Fun and cuddles from the family!Skokie, IL, 60076
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

My dog was so tired when he came back to me (which is exactly what I hoped for). Thanks for playing with my pup and being so flexible with scheduling. (more)

from
$30
per night
At home mom, nice fenced yard!Evanston, IL, 60201
Dog Boarding, Drop-In Visits, Dog Walking

Bella our Golden Retriever, had a great stay with Brittany. She came home very happy, and Brittany did a great job looking after her and making sure she got her… (more)

from
$29
per night
Calendar Recently Updated
9.
2 Adults, home full timeSkokie, IL, 60076
Dog Boarding

Denise took very good care of our two miniature/toy poodles. Both are quite shy and our littler one sometimes does not eat. This is not really different from wh… (more)

from
$40
per night
Confirmed availabilityChristmas and New Year
10.
Peace of Mind while you are away.Glenview, IL, 60025
Dog Boarding, Doggy Day Care

As first-time users of DogVacay, we are so pleased we chose Eleanor to watch our old boy. She is an experienced sitter and really helped him feel as comfortabl… (more)

from
$43
per night
Confirmed availabilityChristmas and New Year
11.
Lots of cuddling, lots of love!Evanston, IL, 60202
Dog Boarding

Barbara took care of our sweet little Toby. He is a lap dog and Barbara definitely gave him a lot of attention and snuggles while we were away. Barbara clearl… (more)

from
$40
per night
Confirmed availabilityChristmas and New Year
Fun for fluffiesEvanston, IL, 60201
Dog Boarding, Doggy Day Care

Vasilina has watched my dog several times and he is always excited to stay in her house. She has a nice big yard and my dog enjoys playing with her cute dogs. S… (more)

from
$35
per night
Confirmed availabilityChristmas and New Year
Fun, included in our familyNorthbrook, IL, 60062
Dog Boarding

Wonderful family. They sent a ton of pictures and gave our dog a lot of love while we were away. We will definitely use their services in the future! I highly r… (more)

from
$40
per night
Calendar Recently Updated
14.
Let Us Pamper Your Pup With Love!Evanston, IL, 60201
Dog Boarding, Doggy Day Care

Our two dachshunds love their time with Janis. The house is perfect for them, as they can see outside through the kitchen's floor-to-ceiling windows. The yard i… (more)

from
$50
per night
Let Us Love Your Dog!Wilmette, IL, 60091
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This was our first time boarding with Rover and we couldn’t be happier! Our mixed breed rescue terrier Zoey is very busy and has a sweet but often bossy persona… (more)

from
$60
per night
16.
Excellent Dog Care with extra loveGlenview, IL, 60025
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Another awesome stay at Leslie's house! Kaya bounded out of the car in excitement when we pulled up to Leslie's house for her stay! Always a comforting sign for… (more)

from
$60
per night
Confirmed availabilityChristmas and New Year
I’ve never met a dog I didn’t love!Evanston, IL, 60201
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Isabella was GREAT! She had last minute availability and was very friendly and easy-going. Hal immediately felt comfortable with her and she took him for a walk… (more)

from
$30
per night
I'll play with your dogNorthbrook, IL, 60062
Dog Boarding

Simply said, Jeanette rocks. While we were our vacation, our dog Riley went on a bit of a vacation as well. Jeanette is patient and caring. We really liked t… (more)

from
$40
per night
Calendar Recently Updated
19.
No Place Like Home Pet SittingRogers Park, Chicago, IL, 60626
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Marla sent me lots of pictures of my dog Dana while I was away and when I picked him up he didn’t want to leave. That showed me that he was in good hands and ve… (more)

from
$38
per night
Confirmed availabilityChristmas and New Year
20.
Animals Are LIFE!Evanston, IL, 60202
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Telaya is a wonderful sitter! She watched our Totoro for two weeks while we were away. Totoro loved staying with Telaya. We feel very fortunate to have found Te… (more)

from
$45
per night

Check out the Dog Boarding in your neighborhood:

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    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?