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.
“Thao took great care of Murphy and Macy during my 3 night trip. She communicated well during both pick up and drop off - took the dogs to the park without me asking (which I so appreciated) - and they came back very happy. I'd gladly use Thao again when schedule align! THANK YOU! Murphy, Macy and Kyle”
“Cynthia is the best in the business, I can rest easy on my vacations knowing my dog is safe and having a blast on her watch. She’s always my first call for a sitter in Evanston!”
“Karin and her family took such good care of my Lilly. It’s hard to find a dog sitter that does not have a dog. Lilly does not get along with other dogs, she wants to be the one and only. They sent me pictures of all the fun Lilly was having. She had a smile in every one. It made me happy that Lilly was so well cared for. Enen got to sleep in Karin’s daughters bed.”
“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.”
“Ella is kind, enthusiastic, and responsive and took great care of our 11 mo old dog! This was our first time using Rover, and I would absolutely recommend Ella to care for a friend’s beloved pet.”
“I can’t say enough about how impressed I was with the care my dog received. As a first-time Rover user, I was very hesitant and nervous about leaving Rizzo with someone new. Both sitters immediately put me at ease by taking the time to meet Rizzo beforehand and allowing us to visit their home before his stay. Throughout the visit, they consistently sent photos, videos, and updates, which gave me complete peace of mind and allowed me to fully enjoy my time away. Their communication was excellent, and it was clear that they genuinely cared about Rizzo’s happiness and well-being. Rizzo came home happy and well cared for, and I truly appreciated how accommodating and attentive they were. I’ve already booked them again for another stay and would highly recommend them to anyone looking for trustworthy and compassionate pet sitters.”
“This was our first experience with Rover and Kimberly made it really easy! She answered all our questions and met our dog in advance of her stay to make sure she would be comfortable. Our dog was clean and well cared for and happy upon her return. We would be glad to book with Kimberly again!”
“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!”
“Perfect home and perfect care. We received pictures/videos all the time and they provided updates on activities. They treated melon like their own dog.”
“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.”
“Our Teddy had a great time with Jacob and his dog Murphy! It was our first time to board our dog and I was very worried being gone for a long time and hike it would affect him. Jacob is very experienced and took good care of Teddy and sent pics and videos. I could enjoy our vacation knowing he was being well cared for, safe, and getting stimulation. He came home unphased by our absence and in good spirits. I would recommend Jacob!!”
“Karla did a great job taking care of our dog, Lucky. We’ve only had Lucky for a few months, and as a rescue from Texas, he has a lot of separation anxiety. Karla was very understanding and made him feel relaxed and at home, while also being patient with all of his little foibles. She sent us lots of pictures and videos, which we really appreciated. She also has a great setup for dogs, including a large long condo with plenty of space for running around. We would definitely recommend Karla to others!”
“Doug and Debbie were great with my dog Pucha. Pucha came back happy and relaxed. They kept me updated throughout the stay and treated her with much care. I highly recommend Doug and Debbie.”
“Brian took great care of my dog and asked thoughtful questions to ensure my dog’s first stay with him would go well. He provided a picture daily and my dog was happy when I picked her up.”
“Julie is fantastic with dogs. She takes great care of Harlie, as if she were her own. Her sweet Pug Daisy is such a lovely companion for my dog. Such a great dog sitter!”
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
It's that easy! All payments are processed through Rover's secured platform
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 Dog 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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