Dog Boarding in Winnetka, IL
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Loving dog boarding sitters in your neighborhood
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1. Lee & Niv D.
“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.”
2. Fernando & Elizabeth R.
“Thanks Fernando and Elizabeth for taking care of Chili. The updates and photos were perfect and it was helpful of you to get her socialising with the other dogs. Chili would definitely be keen for another stay. Thanks.”
3. Thao T.
“Our dog seemed so happy! Great at communicating and sending daily pictures. Made us feel comfortable when we were so far away from our little pup!”
4. Nancyanne S.
“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!”
5. Lisa C.
“Lisa was wonderful for our boy, Louie! She provided a calm and nurturing home and a great fenced in yard for him to run around. We loved receiving g her text and video during his stay.”
6. Jennifer S.
“Jennifer took great care of Jake! We received regular updates and photos and she answered all of my questions promptly and thoroughly. Communications was great! Thank you!”
7. Undram E.
“Undram took care of our puppy and put in genuine care and time into his sitting. She sent us several photo updates and was patient with our pup! Thank you!”
8. Kazuhiro & Akemi S.
“Regina George had another successful stay with Akemi and Kazu, this time for four full days and three nights. As always, they were exceptionally communicative with photo and video updates. They really put our mind at ease with keeping us posted on how she is eating, sleeping, and getting along with the other visiting dogs. Their updates are not only comforting, but a lot of fun as well. You can tell they truly care about and take great care of their guest dogs. This time we included the pick-up/drop-off service. Kazu kept us updated on timing and his progress along the way and arrived right when he said he would. Both pick-up and drop-off were easy and saved us a lot of racing around before and after our trip. We are so comfortable knowing Regina is in great hands and will absolutely book with them again!”
9. Amy & Lamar F.
“Amy is wonderful. We requested extra photos since it was a longer stay and she really went above and beyond. Bambi was clearly relaxed throughout her entire stay and not at all stressed when we picked her up.”
10. Julie T.
“Julie was available last minute, and even with the limited time she was swift to respond and easy to communicate with. We dropped Brutus off and met her two dogs and son who would all be hanging out - I could instantly tell this was going to be great for our Maltese. After receiving a few fun photos throughout the stay, Brutus was happy and totally exhausted when we picked him up. Thanks for a great stay and highly recommended!”
11. Ella V.
“Ella took the best care of our old girl pip! She sent daily pictures and was an excellent communicator throughout her stay. Pip takes daily medication and has specialty food needs and we couldn’t have asked for a more patient perfect sitter for her than Ella. We will certainly be using Ella for all of our sitting needs in the future!”
12. Hanna O.
“Hanna was great. She accommodated us on very short notice and took great care of our sweet-but-anxious old pup Wembley. She was very responsive and easy to coordinate with. We'd gladly recommend her.”
13. Andrea K.
“Andrea and her family took such great care of our 5 year old King Charles Cavalier! She was responsive to messages, sent lots of pictures, and cared for him like he was one of her own dogs! Thank you Andrea! We will definitely be using her again for future dog sitting needs.”
14. Myriam B.
“Myriam and her family were patient and loving with my senior dog for overnight boarding. They really made her feel comfortable and cared for, and sent me good updates and photos. I would definitely book with Myriam again!”
15. Diane A.
“Diane is so great with dogs! She’s passionate and caring. Our cockapoo loved staying at her house & didn’t want to leave. She is our go to doggie caretaker for our vacations and quick business trips.”
16. Jin & Antai S.
“Our dog Beasley was very comfortable with Jin and Antai! They were very kind, responsive and communicated with me while caring for her. We hope to have Beasley stay with them again!”
17. Kristina G.
“We are very happy with our boarding experience with Kristina. We felt like she cared for our puppy like it was her own and provided loving care, attention, and fun walks. She sent pictures and updates everyday and answered any questions and concerns promptly. We will definitely use Kristina again for Daycare and Boarding. Thank you!”
18. Cheri R.
“Cheri was amazing! Very responsive, accommodating to a last-minute holiday weekend request, and so understanding of my dog’s separation anxiety. My dog had a great stay, and I had peace of mind knowing he was cared for and enjoying his time with new human and dog friends!”
19. Sandra & Sorin A.
“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.”
20. Volkan G.
“He was amazing with my dog and me, very communicative and informative. Marble was happy to be surrounded with a family kids and other dogs for company. Thank you so much ! He even spotted my dogs ear infection so thank you for everything ! Amazing sitter”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
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 boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2025, the median cost of dog boarding in Winnetka is $50 per night, including service fees. Boarding your dog for one week typically costs $350. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most Winnetka dog boarding rates can be found as low as $40 to as high as $77 per night.
As of Apr 2025, 4,727 sitters provided dog boarding in Winnetka. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of Winnetka dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winnetka have an average of 16 years of experience. Dog boarding sitters with repeat customers have an average of 8 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Winnetka.
Rover makes it easy to find Winnetka dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 4,727 dog boarding sitters in Winnetka on Rover, so you’re sure to find the perfect match for your dog! In Winnetka, 94% of sitters offer daily exercise, 95% offer medication administration, and 88% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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