Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 509 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%.
“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!”
“Annabelle and Ben are incredibly kind and professional. I had them watch my dog, Dante, for five days while I went out of town. I highly recommend them to anyone who is looking for a safe, fun, and loving environment for their dog. They welcomed Dante, who is not used to being away from the family, into their home and treated him as if he was their own. They even allowed Dante to sleep in their bedroom and relax on their living room couch. Annabelle and Ben have a large fenced-in yard where Dante was free to hang out and play with their very sweet pup Ranger. Dante also enjoyed fetching softballs from their kids and taking walks around their neighborhood. Annabelle and Ben were incredibly professional throughout the whole process. Annabelle invited me over for a meet and greet before booking and sent pictures daily while I was away. I could tell from the photos that Dante was very well taken care of. Dante came home calm and happy which is a true testament to the expert care that Annabelle and Ben provided. I will definitely use them again. In fact, I will be bringing Dante back in a few weeks!”
“Ryan and Abbey were wonderful with Oreo!! They updated me on how he was doing, which was so nice! The communication was great - very easy and responsive! When I picked Oreo up, he looked very comfortable at their home, which is so reassuring to me. A home away from home for your dog!! Thank you, Abbey and Ryan!!”
“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.”
“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!!!”
“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 :)”
“I had to take a trip and all my family members were not available. This was my first time using Rover or any other dog-sitting app. I was very fortunate to find someone that I felt very comfortable leaving my older German Shepherd with. Patricia's personal experience with her own pets made me very comfortable in trusting Tyson with Patricia. We met to introduce our dogs and everything from there was smooth sailing. Patricia was fantastic in keeping me up to date with everything and she sent pictures throughout the process. I feel like I now have someone I can count on to care for my dog when I am not available. And that is a great feeling to have!! Patricia is great!”
“My dog literally jumped into his arms the moment they met. He's a natural. He was patient and understanding with my fears of leaving my boy with someone new. I was able to see his yard and where he would play and Cosmo had a great time. He was also kind enough to send pictures and videos. I will feel safe with leaving Cosmo in his care in the future”
“Ori was so good with our two pups while she cared for them for a week. She clearly loves dogs and is so good with them. The week our pups had with her was like summer camp for them. Thank you so much!”
“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! 😊”
“I appreciated Melisa and Alexis daily review and they followed my pet’s routine. He was a bit nervous as it was his first time boarding but they kept on sending me pictures and updates every few hours. I appreciated that they let me know about his anxiety his first night, with restless sleep and offered to correct what was causing his anxiety which worked the 2nd night. He slept better and I really appreciated their proactiveness with it. I am at ease now knowing that I found a loving family to take care of my lil Cinco when I need it. Thank you so much Melisa and Alexis.”
“Ziggy had a great time with Arthur & Hayley! We received lots of updates throughout the stay, and they were very communicative during the entire process. Easy decision!”
“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!”
“We couldn't be more happy with Julieth and her family. They took care of Eros beyond professional. They were like family to Eros. He definitely had the time of jis life with them. Looots of active exercise, lots of walks, lots of love and lots of pictures and videos and updates. Eros is a big dog and not everyone can handle that, but they loved Eros. And Eros loves them too! Julieth is the right choice for your dog, don't even think about it!”
“Sonia did an outstanding job caring for my two dogs. She was able to take them in at the last minute for a full week, communicated quickly, and sent multiple videos and pictures every day. It really gave me peace of mind knowing they were safe, happy, and well cared for. I highly recommend her to anyone looking for a reliable and caring sitter. We’ll definitely be booking with her again!”
“I was so appreciative of how flexible Renata was in regards to dropping off and picking up with last minute changes. She watched my pup over a holiday week and took such great care of him! I would definitely recommend her to anyone and look forward to using her again in the future!”
The median cost per night for dog boarding in Winnetka is $63
Dog parents share their Rover experiences - Winnetka
I was very impressed with Carter. His communication and transparency is top-notch and I felt completely at ease boarding my dog with him. I appreciate that he’s a trainer and understands dogs very well. My dog came home exhausted and happy. Excited to continue booking with him and highly recommend!
Amazing! I found Susan through the Rover app and chose her based on all her outstanding reviews. I adopted my dog just 2 months prior to my trip. I was so concerned she would feel abandoned again. We had a meet and greet with Susan and Kona loved her! She suggested I bring her for a few hours prior to my trip so she would know I was coming back! We were gone for 2 weeks….she sent pictures and updates which I really appreciated. When we picked her up a few nights ago…she didn’t want to leave! I know she was well loved and cared for while we were gone! I have found my dog sitter for all my future trips! Thank you Susan!!
I feel so lucky to have Tanya right in my neighborhood! My dog Booker has been staying with her for years. She is wonderful with dogs and vets all the dogs which makes me feel super comfortable. Its literally like a mini vacation for him, he runs straight to the door and is so excited. She always sends pictures and updates and he's always smiling huge in every one. I cant recommend her enough!
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!
This was our first time leaving Ginger with anyone for an extended period — almost a week — and we were nervous going in. Armitee put us completely at ease. She sent regular updates with photos, treated Ginger like her own dog, and Ginger came home happy and relaxed. We'll definitely be booking with her again.
Larissa is so amazing with my puppy Cali , she loves going over to Larissa so much! Shares photos always - She’s been so helpful with me while I am traveling for work recently and trying to keep my 4 month puppy in a comfortable home . Will always use her when available !
Thank you so much Louella and Bryan!! You guys took such good care of Philip, and we are so grateful! We are very blessed to have found such capable and loving individuals like yourselves to look after our beloved pet while we were away. Receiving your daily updates and photos of our dog being so comfortable and relaxed in your home, put our hearts at ease and we were able to enjoy our vacation. Thousand times thank you!!! Anyone who needs someone wonderful to look after their dog, look no further, Louella and Bryan are the best, you will certainly not regret!!!
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
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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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 Dog Boarding - Winnetka
Frequently asked questions about Rover
The average cost for Dog Boarding in Winnetka on Rover is $55.5 per night (as of September 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 September 2026, there are 7,938 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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