Dog Boarding in Winnetka, IL

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Sitter Profile Image: Lee & Niv D.
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Sitter Profile Image: Lee & Niv D.
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1. Lee & Niv D.

Rover 101
Experienced and Reliable Sitter
Wilmette, IL, 60091
2.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
32 reviews
15 repeat clients
from
$59
per night

Bambi came home without an ounce of stress in her. I think she had a more relaxing vacation than we did! Thank you for spoiling her and treating her like family for a week.

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Sitter Profile Image: Graeme C.
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Sitter Profile Image: Graeme C.
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2. Graeme C.

A fairy-tail service!
Evanston, IL, 60201
3.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$45
per night

Graeme did a great job taking care of Sushi! He followed Sushi's meds, took him for a trip to a dog coffee shop, and made him feel really comfortable.

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Sitter Profile Image: Lisa C.
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Sitter Profile Image: Lisa C.
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3. Lisa C.

I’ll love them like you love them!!
Wilmette, IL, 60091
2.5 mi. away
Boarding
5.0 out of 5 stars
39 reviews
22 repeat clients
from
$57
per night

Lisa and her family of humans and dogs were wonderful hosts. Our dog looked like she was having a great time and was well cared for. We got photos and videos while we were away which put our mind at ease. We will definitely leave our dog with them again. Thanks!

Sitter Profile Image: Nancyanne S.
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Sitter Profile Image: Nancyanne S.
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4. Nancyanne S.

empty Nester Dog Whisperer with Fen
Wilmette, IL, 60091
2.6 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
104 reviews
48 repeat clients
from
$53
per night

Nancyanne took such good care of Jake and went above and beyond to make sure we were both comfortable. She is incredibly responsive and took care of everything and more! We will definitely come back!

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Andrew G.
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Sitter Profile Image: Andrew G.
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5. Andrew G.

Rover 101
Lifetime Dog Lover
Skokie, IL, 60076
4.2 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
106 reviews
49 repeat clients
from
$65
per night

Winnie had a great first doggie daycare session with Andrew! He did a super job making her feel at home and introducing her to other dogs, and sending us photos of her throughout the day. Not only did she seem to have a great time, she also was happily worn out, which is quite beneficial given her boundless energy :-)

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Sitter Profile Image: Kazuhiro & Akemi S.
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Sitter Profile Image: Kazuhiro & Akemi S.
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6. Kazuhiro & Akemi S.

Wilmette dog vacation home
Wilmette, IL, 60091
2.4 mi. away
Boarding, Doggy Day Care, Dog Walking
5.0 out of 5 stars
159 reviews
49 repeat clients
from
$85
per night

Kazu and Akemi took great care of my bestie for the weekend. They sent pictures of her on walks, relaxing, and enjoying watching their cooking. My Little Zoey enjoyed her mini vacay as much as I did.

Sitter Profile Image: Meggan B.
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Sitter Profile Image: Meggan B.
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7. Meggan B.

Trusting mom of 5 animals of my own
Glenview, IL, 60025
3.8 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
57 reviews
34 repeat clients
from
$60
per night

Meggan did a wonderful job watching my husky. She sent me pictures of him multiple times a day and was very easy to work with (dropping off and picking up). She is very personable and cares for dogs and cats!

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Sitter Profile Image: Anna L.
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Sitter Profile Image: Anna L.
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8. Anna L.

Your puppy's home away from home
Winnetka, IL, 60093
0.4 mi. away
Boarding
5.0 out of 5 stars
8 reviews
1 repeat client
from
$60
per night

Anna and her family made my dog very welcome and very comfortable. Her home is lovley and calm, which was perfect for my dog who is used to a quiet house with two retirees.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Cheri R.
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Sitter Profile Image: Cheri R.
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9. Cheri R.

Responsible and honest animal lover
Evanston, IL, 60202
5.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care
5.0 out of 5 stars
97 reviews
45 repeat clients
from
$50
per night

The meet and greet with Cheri made me feel very comfortable leaving my Pittie puppy in her hands. Sugar came home from her stay and slept the whole rest of the evening so I know she played hard and got plenty of attention and care.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: Debbie K.
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Sitter Profile Image: Debbie K.
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10. Debbie K.

Experienced-Reliable Dog Lover
Skokie, IL, 60077
4.6 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
5 reviews
3 repeat clients
from
$58
per night

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.

Sitter Profile Image: Fernando & Elizabeth R.
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Sitter Profile Image: Fernando & Elizabeth R.
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11. Fernando & Elizabeth R.

Ronderos NorthShore Pet Care
wilmette, IL, 60091
1.9 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
9 reviews
1 repeat client
from
$55
per night

Our pup enjoyed her stay and communicating with Fernando was easy! Will book again.

Confirmed availability: Memorial Day Weekend
Sitter Profile Image: cj s.
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Sitter Profile Image: cj s.
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12. cj s.

Different-Dog sitting
Morton grove, IL, 60053
4.7 mi. away
Boarding
5.0 out of 5 stars
37 reviews
11 repeat clients
from
$45
per night

CJ was my first rover sitter and I was impressed! He took very good care of my pup; provided daily updates and was extremely patient with her. I definitely recommend CJ.

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Sitter Profile Image: Ella V.
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Sitter Profile Image: Ella V.
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13. Ella V.

OBSESSSSED with fur babies!🤩
Winnetka, IL, 60093
1.3 mi. away
Boarding, House Sitting, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
71 reviews
55 repeat clients
from
$80
per night

The best thing about Ella is she me know when she’s coming and going and sends pictures of the dogs and followed my very complicated instructions very well, highly recommend

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Sitter Profile Image: Kristina G.
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Sitter Profile Image: Kristina G.
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14. Kristina G.

Rover 101
Your dog will have a great time!
Evanston, IL, 60202
5.5 mi. away
Boarding, Drop-In Visits, Doggy Day Care, Dog Walking
5.0 out of 5 stars
333 reviews
161 repeat clients
from
$60
per night

Kristina did such a great job taking care of my dog! She sent me photos and videos everyday so that I could see how my dog was doing, which was fantastic while my husband and I were on vacation. We will definitely hire Kristina again in the future. Highly recommend!!

Sitter Profile Image: Nik H.
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Sitter Profile Image: Nik H.
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15. Nik H.

Rover 101
Caring, Athletic, Loving Dog Owner
Wilmette, IL, 60091
2.5 mi. away
Boarding, Drop-In Visits, Dog Walking
5.0 out of 5 stars
5 reviews
1 repeat client
from
$45
per night

Highly recommend Nik for dogsitting. He agreed to meet up before booking at a park to make sure Winnie got a long with everyone and was a good fit with his pups, which was super helpful and put me at ease leaving Winnie with him. He also provided updates on how Winnie was doing while I was away. He’s a super easygoing guy with very sweet pups, which made the whole experience so much better.

Sitter Profile Image: Sandra & Sorin A.
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Sitter Profile Image: Sandra & Sorin A.
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16. Sandra & Sorin A.

Safe Friendly Environment
Skokie, IL, 60076
3.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
10 repeat clients
from
$60
per night

Sandra and Sorin are amazing dog sitters. My senior dog had a gastrointestinal issue during his stay. They tried multiple food products to encourage him to eat. Ultimately, Sandra cooked chicken and rice, my dog’s preferred meal when he is sick. Sandra and Sorin also pampered my dog when they suspected pain in his right hind leg. They are incredibly diligent and loving sitters. I am grateful for the extraordinary care they provided to my little boy.

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Sitter Profile Image: Patricia A.
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Sitter Profile Image: Patricia A.
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17. Patricia A.

Home Away From Home
Skokie, IL, 60076
5.1 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
30 reviews
13 repeat clients
from
$60
per night

So many thanks to Patricia and her family for perfect taking care of my dog for 5 days! Rusty was so comfortable in their home and with their dogs that he ate perfectly (very unlike him) and played hard all day long. I think it was as much of a fun-filled vacation for him as it was for us. We will definitely be back!

Sitter Profile Image: Jacob Miles F.
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Sitter Profile Image: Jacob Miles F.
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18. Jacob Miles F.

Designated Doggie Sitter
Morton Grove, IL, 60053
5.0 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
76 reviews
30 repeat clients
from
$65
per night

Jacob was exceptional. He took in our 9 week old puppy Stella for a few days and took incredible care of her. From the initial meet and greet through pickup, he asked great questions, adhered to our requested schedule, gave her lots of exercise and snuggles, all while keeping us in the loop with daily status updates via pics and videos. We felt immediate trust and comfort with him and he did not disappoint. Stella will absolutely see him again soon.

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Sitter Profile Image: Conor M.
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Sitter Profile Image: Conor M.
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19. Conor M.

Rover 101
Experienced Pet owner
Norwood Park, Chicago, IL, 60631
8.2 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
20 reviews
12 repeat clients
from
$45
per night

What a wonderful experience for our Thea! She is very shy and selective with strangers, but she definitely felt at home with Conor. Conor is very professional and has the perfect home for your dog! He sends updates and photos regularly and is just a really positive person and dog sitter! Not only we will we be back,but we are recommending our family members!

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Sitter Profile Image: Joerg & Lake Z.
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Sitter Profile Image: Joerg & Lake Z.
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20. Joerg & Lake Z.

Work-From-Home Dog Sitters
Edgewater, Chicago, IL, 60660
9.3 mi. away
Boarding, Doggy Day Care
5.0 out of 5 stars
43 reviews
26 repeat clients
from
$35
per night

I cant recommend Joreg and Lake enough. They were SO kind and able to take in my dog on very short notice. I knew he would be in amazing care. They sent pictures everyday and took him around town. They treated him so wonderfully! I will absolutely be using them again for any pet needs. THANK YOU!!

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How Rover works

  1. 1. Search

    Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
  2. 2. Meet & Greet

    Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs 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 dog sitter has to cancel, we’ll work with you to find a new sitter.

  • World-class support

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Winnetka Dog Boarding ratings

Overall Rating:
5.0 out of 5 stars

Dog boarders in Winnetka are rated on average 5 out of 5 stars based on 214 reviews.


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?

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