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.
“Ella is outstanding! We've used her consistently over the past few years and always have the utmost confidence in her and know that Kona is receiving love and care that matches our own! I'd give her 10 stars if I could.”
“Absolutely lovely couple. This is my first time using Rover and I am so happy I chose Kazuhiro and Akemi. Your dogs will be in very good hands. Thank you both!!”
“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!”
“Kristina is great and Charli loves to stay with her. She always sends pics and videos to keep me posted. She takes her for walks all the time and on fun adventures to the beach. Kristina is great with communication and takes care of your pet.”
“Jeff and Ron took care of our standard, 4 1/2 year old Bernedoodle. It was our first time leaving her and we were cautious in who we chose to care for her. Jeff. And Ron lived up to their highly rated reviews! We set up a meet and greet and also decided to have our pup spend a day with them before leaving on our 4 day getaway. Jeff’s friendly demeanor with us and our pup put our minds at ease. We felt comfortable knowing our dog was in good hands!”
“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”
“Mocha had an awesome stay at Jiayi’s. She is well taken care of and had lots of fun hanging out with her other furry friends. Jiayi is very accommodating and she even replaced Mocha’s broken leash and took time to look for a similar one. Great sitter!”
“Tony was so great with our dog, Bean! Upon meeting him, our dog just walked with him and didn’t even look back! He also gave us constant updates - sharing photos and messages to make sure we know our dog is comfy and in great hands. We are so grateful that we didn’t have to worry about anything while we were away!”
“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!”
“Laura and Vladimir are wonderful, along with the rest of the family members that I got to meet. They are all very attentive dog caregivers! Our senior pup seemed very comfortable in their care and got along well with the other dogs that they were hosting.”
“Doug & Deb were absolutely wonderful with my dog, Mae! They gave her lots of attention, cuddles, and walks. It was a relief to know that she was getting such great care (and having a fantastic time) while we were away.”
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.
“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.”
“Diana and her family took such amazing care of my Estelle! This was the first time in almost 2 years my dog had to stay overnight outside of our home and Diana made her feel so comfortable. Their house is a perfect set-up to care for dogs and with a full family and 2 dogs to play with my Estelle was more than happy with her time there.”
About: I grew up with a collie and have experience caring for dogs of all ages, from puppies to seniors. I’m patient and highly attuned to their emotions and behavior. Experienced with senior dogs, dogs with cancer :-( , and even finicky picky dogs … you can count on me to follow your directions, with responsive communication… please read the initial testimonials/reviews for examples. I work from home, so my schedule is flexible and well-suited for pet care, allowing me to provide consistent attention, timely walks, and plenty of companionship throughout the day. I’m able to spend the whole do with them.. I have a fenced in backyard, and enjoy taking multiple walks a day, along with spending time playing and engaging with dogs in a safe, loving environment. I won’t let them be unattended in the backyard for obvious reasons.
“Brian did a fantastic job watching my dog, including giving medication 2x per day, and dealing with her anxiety being away from home. He was also flexible and accomodating when my travel plans unexpectedly fell through. Would definitely use Brian again in the future!”
“Kimberly helped us out with a super last minute 2 week boarding stay. Dallas was well taken care of and made a new little bestie in Kimberly’s son (probably because he had all the treats 😂)!”
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
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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 August 2026, there are 5,058 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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