Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 510 pet parents in Winnetka have booked dog boarding
Winnetka, Find top rated dog boarding
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Armando was awesome. He was already waiting for us outside when we were on the way to drop off Bella and the handoff was great. I could tell Bella enjoyed her stay too because she was happy when we picked her up. Armando also updated us during her stay. We are actually going to book him again for next weekend!”
“Mariia was so pleasant to work with. This was our first experience using Rover and we couldn’t be more satisfied. She sent us updates daily and made us feel comfortable keeping our pets with them the entire time. Highly recommend!!!”
“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!”
“Patricia was extremely attentive and caring for my dog Toffee as if she was her own. I usually don’t travel because of my senior dog and her needs but Patricia really put all of that to ease. Highly recommend her and would definitely re-book!”
“Our dogs stayed with Annabelle & Ben for one night as a trial before our longer, upcoming trip. Everything went really smoothly and we appreciated their communication with frequent updates and pictures on how they were doing.”
“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.❤️”
“Our Marshmallow loves his time with Renata. We get plenty of pictures and video while we are away so we always know he is doing well and having fun! We will definitely be using her again!”
“Marcella is awesome she is a very caring and nurturing individual! She is really great with animals. I will definitely be using her in the future for all my animals! Thank you so much Marcella! 😊”
About: What sets me apart is that caring for dogs isn't a side job—it's my full-time profession. As a professional dog trainer, I bring a deeper understanding of canine behavior, communication, and safety than the average sitter. Because I work from home, your dog receives consistent supervision, structure, and personalized attention throughout the day. My goal isn't just to provide a place for your dog to stay—it's to give them a safe, enriching experience where they feel comfortable, confident, and genuinely at home. Hi! I'm Carter, a full-time professional dog trainer with over four years of experience in dog training, boarding, and behavior. Working with dogs isn't a side job—it's my career and my passion. Because I train dogs full-time from my home, I'm able to seamlessly integrate every dog into my daily routine. Your dog won't spend hours alone waiting for me to get home from work. Instead, they'll receive consistent supervision, companionship, exercise, and individualized attention throughout the day. My home features a fully fenced yard where dogs can safely run, play, and explore under close supervision. At night, dogs sleep in my room with me, helping them feel comfortable, secure, and part of the family. As a professional trainer, I understand canine body language and behavior, allowing me to safely care for dogs with a wide range of personalities, energy levels, and needs. Whether your dog is outgoing, shy, or requires extra patience, I'll tailor my care to help them feel safe and at home. My goal is to provide a structured, loving environment where your dog can enjoy their stay while giving you complete peace of mind. I'll also keep you updated with photos and messages so you always know how your pup is doing. * 🐾 Full-time professional dog trainer with over 4 years of hands-on experience. * 🏡 Dogs are supervised throughout the day—I work from home full-time. * 🌳 Fully fenced yard for safe outdoor play and exercise. * ❤️ Dogs are treated like family and sleep in my room, not in isolated kennels. * 👀 Experienced in reading canine body language and preventing conflicts before they happen. * 🦴 Structured daily routine with exercise, enrichment, play, and rest. * 🐕 Care is tailored to each dog's personality, age, energy level, and individual needs. * 📸 Frequent photo and video updates so you can stay connected during your dog's stay. * 🤝 Safety, trust, and clear communication are my highest priorities. * 🛡️ Calm, clean, and low-stress home environment designed to help dogs feel comfortable and secure.
“Newman had a wonderful stay with Ryan and Abbey. He came back home comfortable and calm. Ryan also made sure that he ate, stayed hydrated and got timely breaks to go outside. Ryan communicated well and sent us photos and videos along the way. Thank you!”
“It is clear that Anna loves dogs and understands their behaviors and mannerisms. She was able to administer my dogs medication. She was responsible and reliable. I would book her again in a heartbeat. Thank you for all the comforting updates and the many pictures and videos.”
About: I have always enjoyed being around animals ever since I was a little kid. I have owned and cared for rabbits, dogs, fish, turtles and parakeets. I work full time as an educator so most of the year I am only available weekends. However I am currently available during weekdays due to spring break. I would be happy to care for your pet in my home or at your home if that is your preference. I have one dog at home which would be kept in a different area.
“Rachel and Preston sent daily videos/pics and updates and took great care of Moki. He even received a Christmas plushie during his stay over the holidays. Thank you!!”
“We have searched for a family like Nadia’s and are so grateful to have found them. Kona is a loving and energetic lab and loves to cuddle. Nadia is the first sitter to send pictures and updates without me asking. For the first time we can go away and know Kona is happy and loved. A Million Thank Yous to Nadia and her family. 🐾”
“Our elderly pug had a great stay with Dana! She sent regular updates and photos letting us know what he was up to. Drop off and pick up were easy and stress free for the pup as well. We’ll definitely be working with her again soon. Thank you!!”
“Candy was great. I felt she really cared about my pup and wanted to do the absolute best job she could. She was very attentive and sent me daily updates while I was out of town. I had some special requests and she was very willing to accommodate me. Most importantly, I truly felt like my pup was in safe hands and that was key for me to have a relaxing vacation... which I did. Thanks again Candy! ”
“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.”
“Great experience. Great place. My dog seemed happy and playful after leaving there. I am sure he had a good time. I received pictures throughout the day of him and what he was doing.”
The median cost per night for dog boarding in Winnetka is $63
Dog parents share their Rover experiences - Winnetka
Rachel took exceptional care of my dog Max, and I couldn't be happier with the experience. From the very beginning, she was kind, reliable, and genuinely caring. She treated Max with so much love and attention, and it was obvious he was happy, comfortable, and well cared for while he was with her. She kept me updated throughout his stay, which gave me great peace of mind. I truly appreciate her professionalism, kindness, and dedication. I highly recommend Rachiel to anyone looking for a trustworthy and caring dog sitter.
I can’t say enough good things about Louella. I left my 4 months old puppy and 13 years old senior dog with her and her husband for a weekend. She took such a good care of them and sent us pics all day long. We were worried about how our puppy would act, Louella kept us updated through text and pictures. When we picked up the dogs, they smelt so good and she even gave them each a small gift. I would def us her again in the future!
Dana is the best! She agreed to take Blue pretty last minute for a long vacation. As always, she sends pictures and videos every day and Blue always seems so happy!! I always feel good that Blue is safe and well looked after by someone who truly cares! Thank you, Dana!!!
It is clear that Anna loves dogs and understands their behaviors and mannerisms. She was able to administer my dogs medication. She was responsible and reliable. I would book her again in a heartbeat. Thank you for all the comforting updates and the many pictures and videos.
To say they go above and beyond is not enough. Stanislava and Mario have always been extremely flexible when travel plans change, and very accommodating of our rescue dog’s many needs. They are incredibly kind and understanding, both to dogs and humans and, as always, we recommend them 1000 percent to anyone looking for a sitter.
Teo thoroughly enjoyed his time with Brenda and her pups! Brenda was incredibly reassuring, especially since it was Teo’s first stay and we couldn’t meet before booking. She provided me with updates and photos multiple times a day, ensuring that Teo was well taken care of. I’ll definitely book again when I’m in LA next time!
Khrystyna and her son took wonderful care of Chapo! He looked genuinely happy and relaxed in the photos and updates she sent, which gave us great peace of mind while we were away. Drop-off and pick-up were both smooth and easy. We’d definitely book with Khrystyna again!
Mariia, & her family were amazing! We couldn’t have asked for a better dog sitter! She took amazing care of both of our dogs, communicating every day with pictures and how they were making themselves at home:) especially being knowledgeable with having a senior dog out Max. (16yrs old) Knowing they were in such caring hands gave us complete peace of mind. We came home to two happy pups and are so grateful. We highly recommend her!
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
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Popular requests near you
Select a filter and find qualifying Winnetka sitters!Sitters in Winnetka average 10 repeat dog boarding clients
FAQs for Boarding - Winnetka
Frequently asked questions about Rover
The average cost for Dog Boarding in Winnetka on Rover is $54.39 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 7,997 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.
94% 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 CA 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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