Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 536 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! 🐾❤️”
“Thank you, Thank you, Thank you. Sonia, you were more than a special dog sitter, you were like a special auntie. I could tell by all the photos you sent me, that you made her feel so comfortable & safe in your home. You made sure she felt protected & loved & i really appreciate that. I will recommend you to anyone looking for a sitter & I will Bring Misty back to you again. Thank you again.”
“Rem loved her overnight stay with Young and her family! Young was super communicative and provided updates and photos. Rest assured that your fur baby will be in good hands :)”
“Alexis & Melisa were incredibly kind. They took care of our dog and he loves them so much. During the meet and greet my dog felt at ease which helped us trusting them without any worry. They kept updating about what my dog is doing and kept sending pictures and videos. My dog loved staying with them. Thank you Alexis and Melisa for hosting our dog. I recommend them for your dog.”
“I am a return customer of Dane and continue to appreciate Dane’s family for their wonderful caretaking of my dogs. His in-laws are super sweet and caring. My fur babies were in really good hands.”
“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! 😊”
“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.”
“Susan was great! She walked Blu each day, sent us prompt communications, was flexible when we needed to extend a day, and handled our very rambunctious and quirky golden with a lot of care and attention.”
“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 😁💙”
About: I work from home and can be with your pet during their entire stay. I have an elderly Pomeranian and am used to giving medication. Fenced yard and lots of walks and cuddles. I’m home during the week and most weekends. When your pet is here I will be available to let them out frequently. Available to go on multiple walks and if permitted the dog park. The entire house is fenced. Front and back yard. My Pomeranian is an escape artist and if he can’t get out neither will your pet. We keep an excellent eye on pets.
“Lisa was so good with my old man Hilo! He didn't want to leave when I came to pick him up. He played so well with Lisa's dog and cats and was clearly just as comfortable as he is at home. We will definitely be using Lisa to watch Hilo again!”
“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.”
“Almira went above and beyond in caring for our dog, Rocky! It was clear she treated him like a member of her own family. She provided regular updates, tons of love, and made sure he felt completely at home. Knowing he was in such kind and capable hands gave us total peace of mind. I’m so grateful for her and wouldn’t hesitate to book with her again. Highly recommend!”
“Jolie took incredible care of my two dogs, Loki and Sylvie, for a week while my husband and I were traveling. We had the dogs meet her at their house before we dropped them off the next day so they’d be more comfortable, and immediately you could see just how much they love animals. My two dogs even ran straight into the house because they felt so comfortable! Jolie was kind enough to let me come inside and see the house and they have plenty of space for the dogs to play, which Loki and Sylvie absolutely loved. I gave them very specific instructions for both dogs and they followed them perfectly. Every day I would receive plenty of pictures, updates, and even videos of our furry babies, who were so happy and felt right at home. I highly recommend Jolie to anyone looking for a fantastic, experienced, caring pet sitter! I will absolutely be booking them again next time!”
“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.”
“Monica was amazing from start to finish, an absolute dream!!! We are always nervous to leave our dog Rocky in someone’s care we are new too- but Monica relieved every worry we had! She was highly communicative with multiple daily updates with pictures, and treated rocky like a queen! I could see how comfortable and happy Rocky was in her care and that is no small feat as rocky is quite bossy at times hahahah. We will absolutely have Monica as our go to lady going forward and you should too!”
The median cost per night for dog boarding in Winnetka is $63
Dog parents share their Rover experiences - Winnetka
Five stars for Armando! We left our puppy Mochi with him for a full week and came home to a happy, well-cared-for pup. He sent daily updates, which gave us real peace of mind while we were away. He also kept our backyard looking great, a thoughtful touch we didn't expect. You can tell he genuinely cares about the pets he watches. We'd trust him with Mochi again in a heartbeat and highly recommend him to any pet parent.
We had such a wonderful experience with Louella and her husband! They are both so sweet, thoughtful and caring. They took amazing care of our puppy for almost a week and treated him just like their own. We loved receiving pictures and videos throughout his stay, which gave us so much peace of mind while we were away. We’re truly grateful for all the love and attention they gave him. We would absolutely recommend them and look forward to booking with them again!
Maryam is such an angel. She took very good care of our three dogs Leo, Ginger, and Johnny. She quickly eased our pups’ separation anxiety and fully relieved our worries thus allowing us to enjoy our holiday. Her prompt updates and photos of the dogs were greatly appreciated. A big salute to Mubeen, her mom, who raised a great dog sitter. We will definitely board our pups with Maryam again and highly recommend her.
Kiyarash was great! This was our first time boarding/leaving our puppy overnight and we were so at ease with the daily videos and pictures. They were easy to work with and accommodating. Our pup was happy and calm when we picked him up 4 days later. It’s clear to see Kiyarash knows how to manage dogs very well and is a dog trainer as well which is amazing. Will definitely be using them next time we go anywhere.
Ori took great care of my dog, Arthur for 3 weeks. Sadly, the week prior to dropping Arthur off, I had to put my 15 yr old dog down, which was heartbreaking for both me and Arthur. I was really concerned that Arthur would feel abandoned and not adjust well. Ori was very understanding and kind, and really seemed to "look out" for Arthur's well being. She sent photos, and updates which was so reassuring. He enjoyed spending time with other dogs at her house and adjusted well to the routine. I would highly recommend Ori if you need to leave your dog. Arthur was in good hands.
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.
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! 🐾💕
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 is $56 per night as of November 2026. Most bookings cost between $39 and $73 per night. On Rover, 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 November 2026, there are 7,918 sitters on Rover offering Dog Boarding across Winnetka. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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, 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.
Yes, you can find sitters who have experience with handling special pet needs in Winnetka. On Rover:
- 87% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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