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.

Search Results

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Kazuhiro & Akemi S.
Dog loving- Work from home coupleWilmette, IL, 60091
Dog Boarding, Doggy Day Care

Kazu & Akemi are great! The mutual affection between them and our 2 dogs is obvious. They always send photos & are very responsive. Couldn't be happier with the… (more)

from
$45
per night
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Jessica M.
Fun, loving and caring dog loverSkokie, IL, 60076
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Jessica was very flexible and very interested in understanding Felix’s schedule. She was loving with him and sent us daily updates. We’ll be using her again for… (more)

from
$42
per night
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Ella V.
3.
OBSESSSSED with fur babies!🤩Winnetka, IL, 60093
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Ella was delightful and a real dog-lover. She works from home and does not have another pet, both of which were perfect for our very people-oriented small dog. … (more)

from
$60
per night
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Gaby K.
4.
All you need under one woof!Northbrook, IL, 60062
Dog Boarding, House Sitting, Drop-In Visits, Dog Walking

Gaby was great with our dog for his first time away from home. We got regular updates and she did everything she could to help out dog settled and comfortable.… (more)

from
$65
per night
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Jared & Amanda A.
Young Couple Who Work From HomeWilmette, IL, 60091
Dog Boarding, Doggy Day Care

Jared and Amanda we’re wonderful with our dog, Elli. They have a wonderful home and took Elli on many walks throughout the day. They sent videos throughout the … (more)

from
$70
per night
6.
Aly 
Verified Background Check
Animal Lover of all kinds!Evanston, IL, 60201
Dog Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking

Aly did a great job keeping my two pups. She communicated well and kept me updated on how they were doing, which was important for me as this was the first time… (more)

from
$38
per night
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Let Us Love Your Dog!Wilmette, IL, 60091
Dog Boarding

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
DOG LOVER WITH BIG YARD & HOME 24/7Morton Grove, IL, 60053
Dog Boarding, Doggy Day Care

Meghana took wonderful care of my 2 dogs, one of whom is a bit older with some medical needs. Both girls were very well cared for and had a wonderful time with … (more)

from
$45
per night
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9.
WFH Dog Lover in EvanstonEvanston, IL, 60201
Dog Boarding, Drop-In Visits, Dog Walking

About: Hello! My name is Emily and I’m the proud owner of Leo, a 1 year old golden retriever. He is my first dog, but I grew up with animals and have robust… (more)

from
$50
per night
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10.
Tim 
Verified Background Check
My home is Dog Heaven!Evanston, IL, 60201
Dog Boarding, Drop-In Visits, Doggy Day Care

Kerry was so excited to see Coach Tim again when we dropped her off. She had several other doggies to play with for the weekend and was very tired when she got… (more)

from
$40
per night
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We love dogs! All shapes and sizes!Wilmette, IL, 60091
Dog Boarding, Doggy Day Care

Scott and Elizabeth were great! They took great care of Brooklyn and sent many photos over the few days he was staying with them. Will highly recommend and loo… (more)

from
$50
per night
empty Nester Dog Whisperer with FenWilmette, 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 another… (more)

from
$50
per night
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13.
The Ultimate Pampered DogMount Prospect, IL, 60056
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

Linda is our go to sitter for our German Shepherd Zoey. Zoey is treated so well here and loves coming. I highly recommend Linda. She's excellent with animals an… (more)

from
$47
per night
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Designated Doggie SitterMorton Grove, IL, 60053
Dog Boarding, Doggy Day Care

Just a wonderful experience for me and my boy Baxter. I wonderful, calm home where the dogs can run around and play, plus a back yard and daily walks. Jacob is… (more)

from
$35
per night
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15.
Need extra hands? I’m here to help!Northbrook, IL, 60062
Dog Boarding, Drop-In Visits, Dog Walking

Maxie took very good care of Ollie. Ollie can sometimes be scared when he's away but Maxie was great at communicating and making sure Ollie was comfortable. (more)

from
$65
per night
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Trusted neighborhood dog sitter!Highland Park, IL, 60035
Dog Boarding, Drop-In Visits, Doggy Day Care, Dog Walking

This is the second time our dog stayed with Sue and Ben and we had another great experience. They provided adorable photos and updates throughout the stay. And … (more)

from
$40
per night
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17.
Affectionate and Conscientious CareMorton Grive, IL, 60053
Dog Boarding

Shannon, has an energetic and loving personality that will insure that your animal companion has a great caring experience while you are away. Our dogs Penny La… (more)

from
$50
per night
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18.
I have a 6 months old bunny!Glenview, IL, 60026
Dog Boarding, Doggy Day Care

Yilin takes good care of my dog! Great service and she was very great with my dog. Peep came back happy. Very quick with responding messages and always keep me … (more)

from
$52
per night
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Sauganash staycation for your pup!Forest Glen, Chicago, IL, 60646
Dog Boarding

Our pup absolutely loves Alyssa & Amanda, and we do too! They have an incredible fenced in backyard, took our pup to neighborhood dog meetups, and dealt with th… (more)

from
$50
per night
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20.
I choose dogs over humans, any day!Evanston, IL, 60202
Dog Boarding, Doggy Day Care, Dog Walking

This was my first time leaving my furbaby and far from home (Houston,Tx) we’re at Chicago for the weekend we decided to go to the Astros game ,so I need it a pe… (more)

from
$75
per night

Rover also offers in:


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?