Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 527 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%.
“Indiana had a wonderful time! Armando was able to handle all his routines and personality quirks! He came back just as happy as before, and according to our boarder our pup was good as gold too! Even during a holiday weekend with fireworks, Armando pulled it off. Definitely will either rebook or recommend!”
“My senior dog was really well taken care of by Alexis and Melisa. I loved that they sent me photos several times a day and kept us updated with meals and daily activities.”
“Thank you Annabelle, Ben (and Ranger too) for taking wonderful care of my dog Luna. We will definetly use them again and recommend their service to family and friends. They are patient and kind and opened their home to our rambunctious dog. The photos of her playing, going for walks and "chillin" helped this fur mommy know she was happy and being well cared for.”
“It was our family’s first time using Rover and we’re so glad our dog stayed with Caira! Because we have a senior dog, we were worried at first due to our dog’s age but it was such a smooth stay with Caira. Caira was super kind to us and our dog from the moment we met her. She gave us a tour of her apartment and asked thorough questions about our dog’s habits + daily schedule. During our dog’s stay, she provided photo updates every day and we appreciated seeing our dog doing well. We would definitely have our dog stay with Caira again!”
“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! ”
“Jolie took amazing care of our dogs as always! One of our dogs started getting sick from nothing to do with her being at their house, but they notified me immediately so I could come and get her and continued to check in on her to see how she’s doing. They are incredibly caring and I highly recommend them for anybody that is looking for a loving, caring, and kind pet sitter!”
“Julieth and her family went above and beyond to make sure our dogs were cared for and had a great time. Their dogs got along great with mine and I could tell that had a great time by how tired they were when they got home. I can’t recommend them enough, your pups will be in great hands!”
“Lizet was wonderful with bear. She gives you updates and photos/ videos on your pet which it really appreciative of. She treats your pets like they were her own. Bear felt comfortable with lizet and you can tell she enjoyed her stay with lizet. Bear found her forever sitter and new friends 😁💙”
“Karina is amazing, she is the only one I trust with my nervous, skittish little rescue chihuahua mix Rupert. Rupert doesn’t trust many people but Karina’s calm and knowledgeable handling makes him comfortable. I don’t worry one bit when he is with her. She’s the best, I highly recommended Karina.”
“Dana has been fantastic watching over my pup. She’s great at sending daily updates consistently with both photos and videos. She often has other pups that my dog can play with during his stay which he loves. Highly recommend her for dog sitting”
“Larry always loves his stays with Camille! She is so sweet and attentive and sends the best updates. Larry takes time to warm up but he always seems sad to leave! Thank you!!”
“I highly highly recommend Kelsey for your dog sitting needs. I was nervous to have my dogs sat by someone who wasn’t family as that’s what we have been doing for years, but I really needed somebody this past weekend and Kelsey was recommended by a friend. She is absolutely amazing and I feel so safe to have my dogs be watched by her. She is very attentive and caring and nurturing and sends lots of updates about the doggies. it was nice that she was able to watch my dogs alone without other dogs around. She is truly helpful and wonderful!”
“This was my first experience using the app and Cammy made us feel very comfortable leaving our dog in her care. She was very responsive and communicative. I really appreciated and enjoyed receiving update photos of Kevin playing happily with other dogs in her care. We tried leaving him for a night a few days before our trip and we could tell he had form a bond with the family already. He was calm and happy when we picked him up. We will definitely try to book her again for future trips.”
“I've previously written a review and just want to chime in that we have only had GREAT experiences working with Barbara. Our schedules tend to change with our constant attempt to bypass the volume of traffic in the Valley and LA. Barbara has consistently gone out of her way to accomodate us. She is always pleasant and our furbaby, Raffle, has a great time when staying with her. THANK YOU for all you do!!! XO”
About: I’ve had dogs my whole life, so caring for them has always been a natural part of my life. I understand that every dog has their own personality, routine, and needs, and I treat every pet as if they were my own. I’m patient, attentive, dependable, and comfortable caring for dogs of different ages, from energetic younger dogs to seniors who may need a gentler pace and extra attention. As a nurse, I’m also very observant and safety-conscious, so you can feel confident knowing your fur baby will be in caring and responsible hands. Pet care is already a natural part of my everyday life because I’ve had dogs my whole life and truly understand how important it is for them to feel safe, comfortable, and loved. I only work three nights a week, so I’m home most days and can give your pet plenty of attention, walks, playtime, cuddles, and companionship. On the nights I do work, your pet will still have someone caring for them because a teacher and a grandmother are always home. Your pet will never feel forgotten or alone and will be treated like part of our family, with lots of love, supervision, and attention to their usual routine. When pets stay in my home, I want them to feel safe, comfortable, and loved from the moment they arrive. I follow their usual routine as closely as possible, including feeding times, walks, potty breaks, medications, playtime, and bedtime habits. Pets are treated like part of our family and receive plenty of attention, affection, supervision, and companionship. If your dog is used to sleeping in bed or needs that extra comfort at night, I’m happy to let them sleep in my bed. I want them to feel secure and at home, especially while they’re away from their family. I also pay close attention to any changes in behavior, appetite, energy, or comfort and keep owners updated so they can feel reassured while they’re away.
About: Being the son of longtime dog lovers, my love for dogs was inherited. I was given a dog at the age of five to learn discipline and responsibility. Since then, I have been owning, training, and loving dogs since! I use my highly trained dogs to help encourage yours! I am a student at CSUN, but I have mostly online classes and no work at the moment, meaning my schedule is very open for the time being I have always been the leader; oldest brother, oldest cousin, oldest kid on the street. With that I learned quick that only care and patience will achieve success. I give my pets a lot of love and affection, but also allow them to love themselves
The median cost per night for dog boarding in Winnetka is $63
Dog parents share their Rover experiences - Winnetka
Julianna was absolutely amazing! Leaving Willie in someone else's care isn't something we take lightly, but she made the entire experience so easy and reassuring. From the beginning, she was warm, thoughtful, communicative, and genuinely caring. What we appreciated most were the regular updates and photos she sent while we were away. Those little moments meant so much because we could see that Willie was happy, comfortable, and being well cared for. It's one thing to know your dog is being looked after, but it's another to feel like they're being treated as part of someone's family. Julianna went above and beyond, and we couldn't be more grateful. We would absolutely book with her again without hesitation. If you're looking for someone you can truly trust with your furry family member, Julianna is that person. Highly, highly recommend!
Armando was communicative and friendly throughout the process. We could tell our dogs had such a fun time with him. Ryder our GSD gets nervous around new people and environment, and Armando made him feel comfortable and allowed him to get to know him and sniff around his home before the stay. We were away for our wedding, and Armando was kind enough to transport one of our dogs to the venue as to be the ringbearer. We highly recommend Armand.
Yana genuinely took such amazing care of my dog, Remy! I felt so nervous about finding a sitter for Remy, because he is a very sensitive dog and can take time to warm up to people. Yana went above and beyond in her care and it showed - we could tell Remy LOVED her so much by the time we picked him up from her place. Yana has amazing communication - she sent us many updates on how Remy was doing and so many pictures of him looking happy, comfortable, and loved. I feel so relived to have found a sitter we can trust for future trips and would highly recommend Yana to anyone looking for a sitter for a pup that requires a little extra TLC!
So grateful to have found Susan to watch our senior Chihuahua! Susan gave us complete peace of mind during our vacation, sending periodic updates that were thoughtful and included photos. From the meet and greet, we knew that it would be a great fit. From the fully fenced in back yard and side entrance to the calm energy throughout the home, Susan provides a secure and loving environment that is a home away from home. The other dogs under Susan's care were balanced, calm, and playful. Overall, it is a happy and loving atmosphere. Our chihuahua requires a gentler environment, but still needs interaction and support. Susan offered all this and more. We are so grateful and thankful. Our lil' pup left the stay happy, rested, and in great spirits.
Maryam is so kind and caring! I would recommend her 100%. She goes the extra mile to ensure your babies are cared for. My dog is anxious and I am generally worried leaving him behind with anyone, this was the first time he was happy and not too stressed. She kept me updated which was highly appreciated:) I would definitely book again!
This was our first time leaving our two pups with Larissa, and they stayed with her for two whole weeks while we were away. From everything we could see, our boys had such a wonderful time! ❤️🐶🐶 Larissa gave them so much love, care, and company, which made us feel very comfortable knowing they were in good hands. Her adorable little pup, Levy, was such a sweetheart too, and it made us so happy to see that the three of them became little buddies. It means a lot to us to find someone we can trust with our boys, especially when we are away for such a long time. We came home to two happy pups, and that says everything. ❤️ We will absolutely be leaving our boys with Larissa again in the future. Thank you, Larissa, for taking such good care of them! 🐾💕
Tanya was fantastic, no other way to put it. We first met using a scheduled meet and greet through Rocer which gave us a chance to introduce our pup to Tanya and her home. She has a great space that is secure and with lots of room for running around and lounging. Tanya was really communicative and kept us updated with photos and videos without us having to ask for it. We very much enjoyed booking with Tanya and would easily recommend her for other pups. Thanks for taking care of our pup and we look forward to having her stay here again in the future!
We left our three dogs with Frank and had such a great experience! He watched our three dogs for 16 days and did an amazing job. All three were happy, comfortable, and clearly very well taken care of while we were away. It gave us so much peace of mind knowing they were in good hands. We would absolutely trust him with them again and highly recommend!
Madlena is a wonderful Dogsitter that I trust with my 2 beloved pups. She is very caring and attentive. I appreciated all of the questions she asked before and during their stay with her, and all of the updates and photos she shared. It’s easy to tell how much she adores dogs. My pets came home well rested and happy!
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.
How to book dog boarding
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
The average cost of Dog Boarding in Winnetka on Rover is $56 per night as of October 2026. Most bookings cost between $39 and $73 per night. sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 7,869 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in Winnetka can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Winnetka home-away-from-home, 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.
<b>Tip:</b> 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 , 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 .
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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