Dog Boarding in Winnetka
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
The prices below are estimates per night for 1 adult dog, including fees. Pricing may vary based on your search.
Search Results
1. Alexis L.
“Alexis was amazing with my dog Milo the whole weekend through! It was the first time leaving my pup with anyone overnight. She kept me updated, sending me pictures & putting my mind at ease while I moved over the weekend. My first experience was a 10/10! I could not have asked for a better experience & will definitely use her again in the future!”
2. Sona G.
“Sona was absolutely wonderful. She was very responsive, and paid a lot of attention for our elder cat Butters. During his stay, our cat is not feeling well (this wasn't Sona at all, he was an older cat, and the anxiety got to him), Sona kept us up to date with his condition, and found different ways to feed him and comfort him. We are so grateful that Sona went way above and beyond to take care of Butters.”
3. Ori R.
“Excellent service. Maze acclimated well immediately. Charming fun environment for him. Host was so gracious and sent lots of good pics. Can’t wait for the next time!”
4. Ruby M.
“What a wonderful caring person Ruby is took such great care of my beautiful Big Dog Star. I would definitely recommend. Ruby was extremely flexible, professional and went above and beyond our expectations”
5. Evgeniia L.
“Evgeniia was an absolute savior! My apt flooded right before a major vacation, but she was able to save the day and take in Whitey for over a week. She regularly updated me and sent pictures. Whitey was as happy as could be, and in perfect condition when I picked her up. I highly recommend!”
6. Mariia V.
“Mariia was so good with my Dog and told me to bring her back! She was available and super nice! I’ll definitely use her again. Great with dogs!”
7. Frank B.
“Frank was great with Igloo, sent many pictures throughout the stay and my dog was very happy there! Definitely recommend Frank for anyone looking for a sitter.”
8. Lucas P.
“Thank you so much for watching Molly she had such a great time. I was really nervous leaving our puppy since we have only had her for a month and a half.i loved all the videos and photos that made my day. I will definitely be back”
9. Monet G.
“Monet is awesome! She took great care of my dog Bodhi! She is very responsive and kept me updated on how he was throughout his stay. We did a meet and greet and my dog loved her from the moment they met and I could tell he loved his stay with her. She is very experienced with dogs and knows how to handle them. Thank you, Monet! 🙏💐💞”
10. Melissa & Christopher M.
“Melissa & Christopher are awesome! They were so caring to our pup and are just overall great people. They sent videos and pictures daily while we were away and took the time to figure out what our dog likes, his feeding schedule, and took him out on walks daily. Will definitely be booking with them again!”
11. Bennie B.
“So glad I found Bennie. She is truly amazing. My Leo is very happy!”
12. Renata P.
“My dog Kaya staid with Renata and her family for 3 weeks. She is amazing and very much love what she does I highly recommend her my dog had great time with her. I got updates and photos on a daily basis. Will use her services again for sure.”
13. Nicholas & Laura W.
“We can’t recommend Laura & Nicolas highly enough! Overall wonderful experience from the minute we reached out until we picked up our happy and very well cared for pups…with new adorable handmade bandanas!”
14. Laura C.
“Laura is a wonderful sitter who was great with our dog when we had a trip. She communicated clearly and often, and was very attentive to all our needs. I mentioned that our dog didn’t get along with other dogs, and she was ready to adapt to than on their walks. I highly recommend booking with her!”
15. Ryan & Abbey K.
“Newman had a wonderful stay with Ryan and Abbey. He came back home comfortable and calm. Ryan also made sure that he ate, stayed hydrated and got timely breaks to go outside. Ryan communicated well and sent us photos and videos along the way. Thank you!”
16. Stanislava D.
“Stanislava is absolutely amazing. She kept me updated with pictures and videos of my baby boy. She took WONDERFUL care of Archie. She’s definitely my go-to sitter from now on ❤️.”
17. Edison R.
“Edison did an amazing job watching our two dogs while we were gone on vacation. They provided daily pictures and videos , updating us on how they were doing each day. Definitely recommend and will continue to use them going forward.”
18. Dana G.
“Dana is incredible!! I left my little pup with her for 6 days and I could just tell he had such a great time. She also sent me tons of photos and videos which I loved! It gives me such peace of mind knowing there is someone as wonderful as her available to watch Theo when I have to go out of town. I would recommend Dana and her home to anyone, it's pup heaven!”
19. Janeece F.
“Janeece looked after my girl Lucy over the holidays while I was vacationing overseas. Lucy could not have been in better hands. I was sent consistent updates and the most adorable photos! She really went above and beyond on Lucy's care, asked very detailed questions about emergency contacts, feeding routines, her general habits, etc. I could not have felt more relaxed about my dog's care throughout my trip. Will definitely be going to Janeece again for future stays! Thank you so much for caring my dog as if she were your own!”
20. Dane M.
“I am a return customer of Dane and continue to appreciate Dane’s family for their wonderful caretaking of my dogs. His in-laws are super sweet and caring. My fur babies were in really good hands.”
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 May 2025, the median cost of dog boarding in Winnetka is $63 per night, including service fees. Boarding your dog for one week typically costs $441. 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 $26 to as high as $72 per night.
As of May 2025, 7,255 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, 89% of Winnetka dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Winnetka have an average of 15 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 7,255 dog boarding sitters in Winnetka on Rover, so you’re sure to find the perfect match for your dog! In Winnetka, 93% of sitters offer daily exercise, 93% offer medication administration, and 87% 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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