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%.
“So happy we found Armando! I was a little nervous about finding the right sitter because my dog can be unsure of new people and really hates being away from me. He was a bit hesitant when we first arrived, but Armando was incredibly patient with him and took the time to ask lots of questions about his habits, routine, and preferences to make sure he was as comfortable as possible during his stay. This was one of the first nights my boy had ever been away from me, so I was definitely an anxious dog mom! Armando stayed communicative throughout the entire overnight stay and sent me pictures and updates, which I was so thankful for and really helped put my mind at ease. When I came to pick him up, he was happy, healthy, and already so friendly and comfortable with Armando after just one stay! That alone says so much to me. I’m very happy with the care he received and feel so much better knowing we have someone we can trust with him. Highly recommend Armando! 🐾❤️”
“Patricia was great!! She was very kind and professional. I could tell she enjoyed caring for my little Zoey and gave her the attention and love she needed to feel safe in a new environment. I got lots of pics, which I appreciated. I will definitively be a returning customer. Thanks, Patricia!!”
“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.”
“Stanislava and her boyfriend were absolutely amazing with Minnie. My dog only eats homemade food and they were so happy to accommodate the requirements of being frozen and unfrozen for when it came to meals. They sent plenty of videos of Minnie running around with their dogs, which was awesome! I would absolutely book again! Thank you guys for taking such good care of her 🫶🏽🤍”
“My dog had a wonderful stay with Caira! She was very patient with him and took him for lots of walks! First time seeing my dog genuinely happy with a sitter! 10/10! ⭐️⭐️⭐️⭐️⭐️”
“Nadia was great! We had her watch 2 of our dogs for a week and they came back super happy! They had lots of play time and fun while we were out of town! Nadia sent pictures and videos daily. We will defintely use her again!”
“Candy has been wonderful at taking care of my dog Arlo. From the meet and greet, he was already comfortable in her home and the friendly, safe environment she created. She gave me updates on how he was doing and sent photos as well. I felt secure knowing he was doing well and was in good hands. I would definitely book another stay with Candy again.”
“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!”
“Maryam was fantastic with Comet! Super reliable, communicative, and incredibly sweet. It’s such a relief finding someone you can trust completely with your dog. Comet had a great time and we will definitely be repeat clients!”
About: I have taken care of many dogs. I used to have a Samoyed and a multipoo myself for many years previously. I love how affectionate dogs are. I am great at sticking to feeding schedules. I enjoy petting and playing with a dog kindly and gently. I have a big backyard that is fenced where a dog can run and play safely. I work part time, not everyday, and just a few hours a day, so I am a great companion to your sweet lovable pet. I am gentle, caring, loving, warm hearted. I am very empathetic to pets because they are loving beings. I will often take them for bathroom breaks, pet, and feed on schedule. I want the pet to feel safe and happy and the owner to relax and enjoy their time away. I have a fenced backyard. I accept cats or small dogs only. The pet will have space to run and play. I am gentle with my voice and my affection to the pet. I have a big heart and am also good at keeping a feeding schedule. I am warm hearted and responsible.
“Leda had a wonderful stay with Tanya! She had plenty of space to run around outside, lots of toys to play with, a comfy bed and couch to rest/sleep and other dogs for company. Tanya was kind enough to provide updates and pictures throughout Leda’s stay. We would definitely recommend others and plan to board with Tanya again in the future!”
“Louella is the best dogsitter I’ve ever had! She was super communicative, sent the sweetest photos and videos and took wonderful care of Paco. Her dogs were also very sweet and welcoming and made for great companions for my dog. Thank you so much, I’ll definitely book with you again!”
About: I take pride in providing the best care for each animal in my home. I love being active with all animals, whatever may look like for them. Walks, play time, cuddles, you name it, I'm there! I have given excellent puppy through senior care for all breeds of dogs and cats. Having extensive experience working with all kinds of personalities. I am a stunt double for tv and film so I don’t work every day a normal 9-5. Since our SAG strike a year ago work has been slower and my other love is caring for animals and my dog. Besides my daily workout, I’m free the rest of the day to care for my dog and (now) your furry friend! I can easily accommodate any needs your dog may have with communication from the owner and make your dogs stay easy and stress free for them and you! Communication is huge for me and super important so you will always be kept up to date through pictures and video throughout their stay. I encourage and questions or concerns you may have because I want us to always be on the same page and make it a good experience for everyone! :)
“Monica was a fantastic pet sitter. She took excellent care of my baby - took her on multiple walks a day, let her sleep in her bed, brushed her and gave her treats. She was a great communicator, too - updates every few hours with tons of pictures. Her apartment looked very tidy and comfortable in the photos and Teddy was happy. I appreciated her flexibility with drop off and pick up timing. I would highly recommend Monica and would definitely use her again!”
“Lisa is our go-to sitter! My pup is always happy, safe, and perfectly worn out at the end of his stay! Will definitely call on Lisa again for future travel. Thank you!!”
“Really nice and caring host. Took really good care of my Dog. Has two senior dogs that were really sweet with perfect temperament for my dog. I will definitely be using Adriana again.”
“Breanna was a great sitter. Very communicative and flexible. Our dogs were very well taken care of. Her home was a great fit for our large dogs, and we could tell that she really cared about them.”
“Laura is a wonderful sitter who was great with our dog when we had a trip. She communicated clearly and often, and was very attentive to all our needs. I mentioned that our dog didn’t get along with other dogs, and she was ready to adapt to than on their walks. I highly recommend booking with her!”
The median cost per night for dog boarding in Winnetka is $63
Dog parents share their Rover experiences - Winnetka
Carter was such a lifesaver and accepted a last minute booking! He was extremely responsive and we were able to work out any difficulties quickly. He did an amazing job dealing with any issues she had and provided a comfy stay for the night. Carter also sent me plenty of videos of my pup having a blast! I would highly recommend him to any other dog owners.
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!
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!
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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