Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 487 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%.
“This was our second visit. Alexis and Melissa are wonderful caregivers! Gunner can be very anxious in new environments and not only was he relaxed but he was very happy on his visits. Alexis and Melissa send updates and photos throughout the day and certainly keep us notified about anything going on. We will certainly return.”
“Mariia took such great care of our pup! We received pictures every day and she was so responsive. We’d love to book with her again, we can tell our dog loved his stay!”
“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! 😊”
“Zues loved his time with Carter. He was treated so well, my mom was afraid he would not want to go home with her. The smile on his face said it all. Cater played with him, sent us pictures. Some great actions shots. Our Zues is very active and loves the attention. Thank you Carter for an amazing week with Zues.”
“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!”
“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.❤️”
“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.”
“Kiyarash was a wonderful host! Our two dogs came home from a 4 night stay very happy. His home is spacious with lots of room for the dogs to play, and Kiyarash was very accommodating and replied to messages quickly. We will book with him again!”
“Our dog was happy, so we were happy to see our pet satisfied! Thank you so much, Sonia. Hope to see soon! Definitely I will advise to choose Sonia as a sitter for your pet!”
“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.”
About: Ive taken care of dogs mainly some cats, for over 10+ years from my own personal dogs to friends and family neighbors, walking, feeding etc. I’m currently working from home so I have a lot of time on my hands to take care of not only my dogs but yours as well. My availability is open! If you are deciding to board, we have a two bedroom apartment and a whole dog park that is fenced off to take your little one for potty breaks, etc.
“Patricia was wonderful with Sherman! Her communication was excellent from start to finish, and she sent photos in a timely manner that really put me at ease while he was with her overnight. She went above and beyond by meeting me during her lunch break so I could pick Sherman up, which I really appreciated. Sherman was clearly well cared for, and I wouldn’t hesitate to book with Patricia again. Highly recommend!”
“Mariia was amazing to work with and treated our pup with love and care. We had peace of mind while on vacation with Mariia sending us pictures and videos of our pup. She was also very engaged when it came to administering medication and keeping us informed of our pup. Would totally come back for the next time and wholeheartedly recommend her. Thanks Mariia”
“We have sent both of our dogs to Ori and her family. They are super responsive and constantly send us updates which eases our minds while on vacation. I also really appreciate how patient they are with our pups who can sometimes be hard headed. I love that they treat them like their own and shower them with hugs and love. I notice my dogs hardly even miss me when I’m gone when they stay with Ori. LOL! I will always come back to booking with Ori and her family.”
“Tate would be lucky to get to stay with Candy and her Vizsla again. Candy is very knowledgeable about dogs and their habits. Her calendar fills up quickly so book ahead!”
“Susan was amazing with Hope! My senior dog can be a bit anxious. But Hope fit right in with the other pups, I’m sure due to Susan’s calmness and caring. Susan communicated well with me while we were away…relieving my bit of anxiety as well! I will definitely use Susan’s services again!!”
“Larissa was great with my Timothy. She provided me with updates and pictures before I even asked for them. Timothy seemed to have a great time with her pets, I would not hesitate to book her again. He seemed to be well taken care of and I felt relaxed and at ease while he was under her care.”
The median cost per night for dog boarding in Winnetka is $63
Dog parents share their Rover experiences - Winnetka
Rachel was absolutely amazing! I was nervous at first because it was my first time leaving my dogs with someone, but she took great care of them and gave them so much love. She also gave me lots of updates and pictures which made me feel more comfortable knowing that they were safe and happy. I will definitely be using her again. So glad that I found her!!!
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!!!
Susan was absolutely wonderful with Louie! From the moment we met her, we knew he was in great hands. She welcomed him into her home, kept us updated, and gave us complete peace of mind while we were away. When we picked Louie up, he was happy, relaxed, and honestly seemed so comfortable that he barely cared we had arrived—which says everything about how well he was treated! 😊 Susan told us he was affectionate, kind, and such a good boy, and even said he’s more than welcome to come back anytime. That meant so much to us. We’re so grateful for the love and care she gave Louie, and we wouldn’t hesitate to book with her again.
We are so happy that we have found Maryam. She is by far the best sitter we have had. She is so sweet and Toby was immediately liking her and feeling comfortable at her place. Maryam sent us photos and updates about Toby several times a day. One day she texted me and asked if it’s okay to give Toby some homemade soup without salt and seasoning; the other day she asked if it’s okay to give him In-N-Out puppy patty; one day her mom was boiling chicken for their dogs and Toby had some, too. Honestly, we felt that Toby was vacationing at Maryam’s place at the same time while we were vacationing elsewhere. From the pictures we received, Toby was so relaxed and so happy! Another great thing about Maryam is that she can read dogs’ expressions and their characteristics. From what she sent us, we know she really understands Toby. We highly recommend her!
Janiece was great with my dog Freddie and was very welcoming to him! She has a great yard for the dogs to play in and stated the importance of keeping an eye on the different personalities to avoid any conflicts. My dog came home tired and happy, as if he'd returned from a sleepaway camp situation where he had a lot of fun, made new friends and was well taken care of!
Zues loved his time with Carter. He was treated so well, my mom was afraid he would not want to go home with her. The smile on his face said it all. Cater played with him, sent us pictures. Some great actions shots. Our Zues is very active and loves the attention. Thank you Carter for an amazing week with Zues.
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 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 Boarding - Winnetka
Frequently asked questions about Rover
The average cost for Dog Boarding in Winnetka on Rover is $55 per night (as of August 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 August 2026, there are 7,851 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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