Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Winnetka, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“i would give 10 stars if i could! Thao took great care of our puppy and we’ve never seen our dog so happy while away from us. We got so many updates and even with the severe weather that occurred during our dogs stay, Thao ensured our dogs safety and comfort! We are extremely grateful for Thao’s expertise and support and would 100% trust her for another stay in the future!”
“Ella took great care of our dog Sid! She’s very warm and clearly loves dogs. Communication was excellent, and we really appreciated the photo updates while we were away. Sid was in great hands. Highly recommend!”
“Once again, Regina George had a great stay with Akemi and Kazu, this time for a long weekend. She quickly settled in and they kept us updated with lots of adorable videos and photos. We always appreciate the care they show her and look forward to Regina staying with them again soon.”
“This was our first time our 6 year old dog, Kona, stayed over at another dog sitter's home. Our dog is anxious and slow to warm up to people. Jeff and Ron were very warm, welcoming, and patient with Kona. We received regular updates and pictures. Our dog was in good spirits when we picked him up. We will definitely contact Jeff and Ron in the future!”
“Five very waggy stars for Meghan (and her sweet pup, Ralphie)! Meghan is absolutely incredible. From the moment we arrived, it was clear that she is a true dog lover with tons of experience, and she knew exactly how to make our dog feel safe, happy, and completely at home. Our dog was treated like a member of her family and had the time of his life playing with Ralphie and the other dogs. The adorable photos and videos gave us so much peace of mind while we were away...and honestly, I think he was a little sad to come home, which is probably the highest compliment a dog can give. We will absolutely book again. Weekend at Ralphie’s is officially dog-approved!”
“My dog felt like he was at home with Lauren! Awesome experience throughout. I was given updates and pictures. Felt at ease during my vacation knowing my dog was well taken care of. Would definitely book again with Lauren!”
“Naomi was great!! She was very prepared and ready to learn about and to care for our dogs just the way they needed. Our dogs had the best time taking long walks, lounging, and looking out the big window. She took the time to introduce our dogs and Milo and they became great friends. The house was quiet, very clean, and perfect for our dogs. We loved seeing the daily photos while we were traveling. Definitely would recommend!”
“Great experience leaving our girl with Noor and her family overnight after our pet care fell through somewhat last minute. I got frequent updates and photos, and I felt Theia was well cared for. Wouldn’t hesitate to book again. Thanks!”
“Thank you very much for taking care of my Scout. It was so fun for her to have other dogs to play with. I appreciate the time you spent with her. I hope you enjoyed having her with you and cuddle. Pamela”
About: As someone who has raised my Havanese dog Oreo for 7 years, I have all the experience needed to ensure pets a comfortable and fulfilling time while you're away. Oreo, despite barking a lot, is friendly with dogs and children. He loves company and is very gentle. He is a great companion for dogs of all sizes needing a place to stay! Although I am working full-time, I usually come home earlier to walk and feed pets. During weekends and holidays, I am usually available all day to satisfy your pet's needs. I typically go for a walk before and after work. I also have cameras for when I am at work, to ensure that nothing goes wrong while I am away. I typically take dogs for walks around my neighborhood or nearby lakeside parks, where there is plenty of space and active and friendly dog communities. Pets can sleep wherever they feel comfortable. I have a fenced courtyard and backyard that pets can roam freely.
“Fantastic experience with Laura and Vladimir. Communication was great throughout. They sent pictures and updates on the dogs daily. Both my dogs seemed really happy when I picked them up. Would definitely recommend and use them again.”
“Best match! So so so happy we met Shak through Rover. Nearby location, super professional and attentive. We l9ved Shaks communication and picture videos and details. Thank you Shak for loving and caring for Hershey better than we could have imagined. Appreciate you accommodating his quirkiness too.”
“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!”
“We can tell our pup had a great time staying with Merrick! He was very communicative, sent pictures every day, and we could tell, cared very much about the comfort of our pooch. We definitely would book again and highly recommend”
“We really appreciated Sandra and Sorin's care for our dog August. I enjoyed our meet and greet to make sure we were a good fit for our dog and theirs. Our dog, August, is a high energy guy that needs lots of stimulation and Sandra and Sorin did a lot of activities to support August while we were gone. They provided daily updates and communication. I would highly recommend Sandra and Sorin.”
“Dasha loved her stay with Janette and Charles! They kept us updated with pictures and videos and our puppy couldn’t get enough of the other dogs and fenced in yard.”
“Sophie and Sean are incredible! They hosted our Regina George for six nights - the longest we've been away from her. Throughout the stay they provided regular updates, adorable photos, and were very proactive in updating us with how she was coping with her anxiety. They were patient with her and flexible in trying new things and administering her medication. We not only appreciated the regular news, but the fun energy that came along with each one! Regina was super calm when we picked her up, which is a very clear sign that she trusts and enjoyed her time with Sophie and Sean. Thanks to them both - we'll be booking with them again soon!”
The median cost per night for dog boarding in Winnetka is $50
Dog parents share their Rover experiences - Winnetka
We had our little Dachshund boarded with Kazuhiro & Akemi and found them to be extremely responsive, responsible and easy to work with. With lots of photos daily showing walks, playing and rest time, we felt reassured that our little sausage was being well looked after. I feel very comfortable recommending them!
Ella and Sidney took great care of my dog Sugar! They kept me up to date with photos and text messages for the 3 nights they had her. It’s always a little nerve racking leaving your baby in someone else care that you don’t know and someone your pup doesn’t know either, but it was all good. Thanks again Ella & Sidney !!
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.
Book with peace of mind
- Screened pet sitters have passed a third-party background check and show verified reviews from other pet parents, like you.
- Every booking is backed by the Rover Guarantee, which includes up to $25,000 reimbursement for eligible vet care. Learn more
- 24/7 support from the Rover team–here to help if you ever need someone to talk to.
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 sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Winnetka
Select a filter and find qualifying sitters offering dog boarding.Sitters in Winnetka average 10 repeat dog boarding clients
FAQs for Boarding - Winnetka
Frequently asked questions about Rover
As of September 2026, there are 5,003 sitters on Rover offering Dog Boarding across Winnetka. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
93% of Winnetka sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Winnetka landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winnetka home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Winnetka.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Winnetka sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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