Dog Boarding in Winnetka
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 for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Shahrzad was absolutely amazing with my dog! I left my pup with her for boarding, and I couldn't be happier. Her backyard is fantastic—huge, secure, and perfect for dogs to run around and play safely. Shahrzad kept me updated and took wonderful care of everything. It's such a relief to find someone you can genuinely trust. Highly recommended, and I will definitely be booking with her again!"”
About: USE THIS CODE FOR $20 OFF YOUR FIRST BOOKING https://www.rover.com/sit/sofiaf58007 Over the years, I’ve cared for many different animals from dogs and cats to guinea pigs and fish. I share my home with my senior dog, Cushla, a very sensitive dog I’ve cared for since she was a puppy. Caring for her has given me experience managing allergies, stomach issues, prescription food, medications, and the extra attention sensitive dogs need. I offer a calm, one-dog-at-a-time environment where your pet will receive my full attention and care. Since neighborhood cats occasionally visit the yard, I only accept well-socialized dogs up to 20 lbs who are comfortable around other animals and suited for a calm, low-stress home environment. I work from home full-time, so your dog will have constant supervision, personalized attention, and senior-friendly features like pet stairs, plus plenty of care and companionship. Your dog will stay in a spacious, calm home with plenty of room to relax and feel comfortable. I have a large, fully fenced backyard where they can safely explore, play on the lawn, and enjoy fresh air. I also have plenty of toys and balls to keep them engaged and happy. Inside, all furniture is covered with soft blankets so they can rest comfortably wherever they choose, and I have pet stairs available for dogs who need extra support getting up. Dogs are never kept in crates, and I always use a gentle, respectful approach to care, focused on making them feel safe, relaxed, and at home.
“It will be hard to leave our pup with anyone else! They were the perfect family to take care of our Drew! Always sent updates, videos, and pictures. We felt really safe with Drew in their care!”
“Maryam was absolutely wonderful with Fiona. She was very accommodating when I needed to change the dates, which I truly appreciated. She also took the time to do a meet and greet beforehand so our dogs could meet, which made me feel even more comfortable. Her dog is very friendly and gets along well with small dogs, and Fiona fit right in. Maryam kept me updated with pictures and clearly took such great care of Fiona. It gave me so much peace of mind knowing she was in good hands. I would highly recommend Maryam to anyone looking for a caring, reliable, and thoughtful dog sitter. I will definitely be booking with her again.”
“Our dog was happy, so we were happy to see our pet satisfied! Thank you so much, Sonia. Hope to see soon! Definitely I will advise to choose Sonia as a sitter for your pet!”
“Annabelle and Ben were outstanding! They communicated clearly throughout the process - meet and greet, drop off, and pick up. During boarding we got lots of photos and updates...sooooo many walks for our girl Mabel. Got along great with their dog and had a blast! They were all wonderful!”
“Hasmik was great. I had never left my baby with anyone. She took such good care of him that he didn't even miss his mom and dad. He is our first (human or otherwise) so we were very nervous. She sent lots of photos and put my mind at ease. She will be my go to sitter.😊”
“Monica was fabulous with our Wolfie! She checked in often and I could tell he looked so happy and comfortable in her home. I would definitely recommend her to anyone!”
“Great experience , was able to help with medications as well and my dog is very energetic and he was able to take him on walks and made sure he had lots of exercise during his stay . He is very nice and great with communication and reliable”
“I was so appreciative of how flexible Renata was in regards to dropping off and picking up with last minute changes. She watched my pup over a holiday week and took such great care of him! I would definitely recommend her to anyone and look forward to using her again in the future!”
“If I could give a million stars I would! Stanislava has watched our German shepherd a few times, but this was his first overnight stay. He’s never slept anywhere but home so I was beyond anxious, but knew Rocky would have the best time there! Sure enough he did! They took such good care of our fur baby for the 4 nights he stayed there and sent so many photos and photos to keep me at ease! Can’t recommend enough!”
“Hayley and Arthur are very dedicated, professional and above all, they really love dogs! They understand animals and their needs. They have 2 dogs of their own and they were very attentive to properly introduce them to our pups. Beside having access to a large, safe backyard, our pups were taken for walks and offered plenty of attention. Hayley was so kind to take the time to send us daily updates as well as pictures and videos. It was so obvious that both Vanilla and Riley, our pups, were having a blast in their home! We are grateful to have found them, and we highly recommend their services.❤️”
“Patricia was great!! She was very kind and professional. I could tell she enjoyed caring for my little Zoey and gave her the attention and love she needed to feel safe in a new environment. I got lots of pics, which I appreciated. I will definitively be a returning customer. Thanks, Patricia!!”
“Beray did a wonderful job boarding my dog Mabel. She was very communicative, followed all of my care instructions, updated me with photos often and is very easy to work with. I would definitely have her board my dog again.”
“Love the attention Phil and Lauren gave Bailey. Taking her for walks, giving her treats and scratching her butt like she enjoys. They treated her like she was part of their family. Texting me photos of her off and on during her stay which made me feel comfortable. I will definitely use them again.”
“Loved booking with Ori. She was so sweet and took amazing care of Boo. I got daily updates and pictures of her. So happy to have found her and will definitely use her services again!”
Over 685 pet parents in Winnetka have booked dog boarding
Winnetka dog parents share their Rover experiences
I don’t normally leave reviews but Louella really stood out from other sitters I’ve used. She cared for my dog so well and made sure he was comfortable and happy the whole time. She kept me updated with messages, photos and videos, and always checked in to let me know how he was doing. She’s responsible, kind and very trustworthy, and it was clear she truly treated my dog like her own. I’m very grateful I found her and would highly recommend her to anyone looking for a sitter who truly goes above and beyond.
Thank you Shahrzad for taking such great care of Ollie! He usually needs to warm up with people but he loved you immediately and was so happy in all his videos! You were so accommodating and your home was perfectly comfortable and spacious for Ollie to run around and play. Thank you! We look forward to seeing you soon!
I was very nervous to leave our puppy, Reno, in anyone else's care besides family. But I was referred to Dana from a neighbor, and I'm glad we did. We finally found someone near our home to care for Reno! I was surprised to see that Reno was not nervous but seemed excited to enter her home. This gave me such peace of mind during my trip. Dana sent updates and photos at least once a day. I saw that Reno was making friends and having a good time. I was surprised to hear that he rarely barked or had any issues. I will be referring others to Dana, and will be using her services whenever I need. Thank you for taking care of our Reno!
Armando did an amazing job taking care of our 3 dogs. He was very responsive from the beginning and kept us updated throughout the entire stay with messages and photos, which gave us peace of mind. You can tell he genuinely cares about the dogs and makes them feel comfortable. When we picked them up, they were happy, relaxed, and clearly well taken care of. We would definitely trust him again and highly recommend him to anyone looking for a reliable sitter.
We boarded Kairo for 3 nights with Dane and Perla. Kai had not been out of the house on his own for over 2 years and we were nervous as we felt Kai’s anxiety of being alone. Dane and Perla generously allowed us to let Kai spend a couple hours on two days prior to our trip so Kai can get used to them and their house. Kai seemed to enjoy their nice backyard and the enclosed part of the house where the dogs usually stay. We were told of the company Kai would be having while we are gone and Kai seemed to have thoroughly enjoyed being with the other 2 dogs that were there who were the same size as him. Victor (Perla's dad) is who looks after them for the most part and walks them. We got to face time Victor and Perla when our times matched and Kai looked to be having a fun time every time we connected. Perla’s children too are lovers of days so we know Kai had a lot of affection that he needed while we were away. We were looking for a place as Kai’s regular vacation house and we think we found it. Thanks Perla, Dane, Victor and kids.
Maryam was absolutely wonderful with Fiona. She was very accommodating when I needed to change the dates, which I truly appreciated. She also took the time to do a meet and greet beforehand so our dogs could meet, which made me feel even more comfortable. Her dog is very friendly and gets along well with small dogs, and Fiona fit right in. Maryam kept me updated with pictures and clearly took such great care of Fiona. It gave me so much peace of mind knowing she was in good hands. I would highly recommend Maryam to anyone looking for a caring, reliable, and thoughtful dog sitter. I will definitely be booking with her again.
She did great with my 2 first timer dogs. She was able to calmed them and earned their trust. She provided us their daily progress how they’ve coped up with their separation’s anxiety backed with pictures and videos. Frankie and Benjie will definitely be back under her care. Thank you Tanya!
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The median cost per night for dog boarding in Winnetka is $63
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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.
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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 Jun 2026, 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 Jun 2026, 7,379 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, 88% 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 7,379 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, 93% 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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