Dog Boarding in Winnetka, IL
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Winnetka dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Nancyanne was a terrific sitter, her house is amazing and I had full confidence that she would take great care of my pup on our 7 day vacation. Would recommend her to anyone looking for quality boarding service for their dog.”
“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!”
“Norman’s stay with Naomi and Johann went off without a hitch. He felt at home with them and got along well with Milo. We enjoyed receiving the regular updates and pictures they sent as well!”
“Laura and Vldimir were great host and I can tell Ruby enjoyed her stay while she was there. They also sent out photos so I can see how Ruby was doing while she was staying with them. I would totally book them again for Ruby.”
“K & A were wonderful friendly hosts to our bernedoodle for 4 nights. We appreciate the daily photos and videos. Our dog seemed comfortable and well cared for with walks and playtimes. We highly recommend K & A.”
“We’ve been preparing for this long stay with a few overnight stays to get our dog Poppy To get acclimated. Poppy stayed with Noor and her family for 12 nights!! We got updates and pics regularly. Poppy seemed so happy and cared for with them when I came To pick her up she didn’t want to leave right away. Really appreciate all of Noor’s Communication.l Plus all the love her family members have to apply. We’re thrilled to have a found a caring sitter.”
“When we pulled up to drop Rigby off at Kristine’s he got very excited and ran right up to her. He loved staying with her. We appreciated all of the pictures and saw he had lots of time outside in the yard. Another great visit!”
“This was my first long trip away since getting Clifton and I was so lucky to find Jeff and Ron. They gave great updates and took great care of Clifton. I picked him up and he was happy and calm! Will not hesitate to send Clifton back for a stay.”
“Kim is responsive and friendly and sweet with my babies. She did some extra travel and pickup of meds I didn’t plan for without hesitation. Having her with my kitties gave me one less thing to worry about!”
“I just want to say how flexible Merrick family was with my schedule. This is my first time using any services for Harper. We had the meet and greet that went great. Then we booked the boarding with them. I was sent pictures and updates on Harper and I will definitely use them again!! Also they have a fenced in backyard!!! That’s a plus”
“Everything went smoothly from our meet and greet to the drop off, pick up and everything in between. We appreciated the regular photo updates with Rocky and his girlfriends, and his adventures in Cynthia's backyard with the other day care dogs. She took good care to make sure he had regular access to his crate for his frequent naps and need to go outside to do his business. Thank you Cynthia for taking on our old fella, Rocky!”
“My dog was well taken care of and had a great time with Rico! He was great about sending photos and updates. I was unsure of my exact timing for drop off and pick up and Rico was so kind and flexible with me. Excellent experience and I'd be happy to have Margo stay with him anytime!”
“Orel was awesome with my dog Charlie. Charlie for me can be a lot on the leash and Orel had him jogging with a bike. He was very impressive and I would highly recommend. Charlie even dropped a few pounds :)”
“Deb and Doug were incredible! This was only my second time using Rover and they made me feel very comfortable. They did a great job of learning about what would make Elly most comfortable during her stay. I could tell right away they genuinely cared and were happy to take care of her. I couldn’t recommend them enough!”
“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!”
“Marija was amazing! Our pup( senior dog) was unexpectedly just off of major surgery and barely off of restricted activity. And she made sure everything was perfect for him. She gave us daily updates many pictures. He was the happiest dog ever to have playmates. She has a lot of dogs come in and out, but they’re all really friendly. Highly recommend.”
“Sophie was so understanding and patient with our rescue dog who is afraid of new people and dogs. She kept us updated throughout his stay on how he was doing and sent photos. We felt like our boy was safe and secure while we were away. Thanks Sophie!!!!”
“Joerg and Lake are amazing sitters! My dog seemed to have such a good time with them and I was relieved to receive regular updates. Lizzie seems so sweet and like such a friendly and playful friend for any pup who takes comfort from having another dog around. It really seemed like Zadie was treated like part of their family even for the few days she was staying with them.”
Over 410 pet parents in Winnetka have booked dog boarding
Winnetka dog parents share their Rover experiences
They are just so wonderful! I feel really lucky that our dog Lucy gets to go to them whenever we are out of town -- great peace of mind. And this last trip included a flight delay which meant that we couldn't pick her up until the next day, and Lee and Niv were very accommodating -- more peace of mind!
We had the absolute best experience with Mia’s sitter. She was simply amazing, sending us regular pictures and updates, giving Mia a bath, making sure she was well fed, and treating her with so much care and attention. Mia clearly loved her home and her four-day mommy, and we felt completely at ease the entire time.
We used to leave our dog at a large dog boarding place when traveling, and she would be grouped with so many different dogs that I can tell she was traumatized and often took days to be back to her normal carefree self (and she would have dog drooling all over her). This time under Nancyanne’s care our dog was able to stick to a routine similar to at home, and I can tell she was quite comfortable and after 9 days it was seamless that her demeanor was like she never left home. We would happily recommend Nancyanne to anyone who needs help.
Popular requests near you
Select a filter and find qualifying Winnetka sitters!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
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The median cost per night for dog boarding in Winnetka is $50
Why Choose Rover?
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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.
Sitters in Winnetka average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Apr 2026, 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 $82 per night.
As of Apr 2026, 4,860 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, 90% 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 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 4,860 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, 95% offer medication administration, and 89% 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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