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%.
“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.”
“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!”
“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! 😊”
“Marley had a great time with Young and her family! Throughout the stay I received updates and photos which is very important to me and I knew my fur baby was in good hands. I highly recommend her!”
“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!”
“Armando did an amazing job taking care of our 3 dogs. He was very responsive from the beginning and kept us updated throughout the entire stay with messages and photos, which gave us peace of mind. You can tell he genuinely cares about the dogs and makes them feel comfortable. When we picked them up, they were happy, relaxed, and clearly well taken care of. We would definitely trust him again and highly recommend him to anyone looking for a reliable sitter.”
“Alexis and her husband took great care of my 4-month old pup, they were communicative and very easy to talk to! I would definitely feel comfortable boarding my dog with them again.”
“Levi was SO HAPPY here!! He was in the best hands and they gave us the best updates and sent him home with a packet of report cards and goodies ?? we are so grateful to have found somewhere that we felt Levi absolutely loved ! (He may not have wanted to come home ?) we will absolutely be booking 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!!!”
“Everything went great! The sitter was very attentive and responsible. My puppy made friends with her dogs and had a great time playing with them. The schedule was followed perfectly, which gave me peace of mind. Thank you so much — I’d be happy to book again.”
“Great experience , was able to help with medications as well and my dog is very energetic and he was able to take him on walks and made sure he had lots of exercise during his stay . He is very nice and great with communication and reliable”
“We are so happy we found Ryan and Abby. They watched our 2 rescue dogs and our puppy is terrified of strangers and sometimes screams. Ryan knew to sit down and let him come to him and fed him treats and before you know it, it was a love fest. I couldn’t believe it. Then he showered us with pics and videos and our pups had so much fun! We will definitely be back! Thank you so much for taking such great care of our pups! Highly 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.❤️”
“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!!”
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.
“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!”
“Beray did a wonderful job boarding my dog Mabel. She was very communicative, followed all of my care instructions, updated me with photos often and is very easy to work with. I would definitely have her board my dog again.”
“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.”
“Hasmik was great. I had never left my baby with anyone. She took such good care of him that he didn't even miss his mom and dad. He is our first (human or otherwise) so we were very nervous. She sent lots of photos and put my mind at ease. She will be my go to sitter.😊”
The median cost per night for dog boarding in Winnetka is $63
Dog parents share their Rover experiences - Winnetka
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!
Rachel is passionate about dogs and has put a lot of thought and effort into making her home a place that visiting dogs will enjoy. It is a plus that she works from home. We left our dog Lola with her for 4 nights, and knew she would be well cared for. Rachel gave her a lot of attention, and Lola got along just fine with her two adorable Yorkies. Rachel followed our instructions and sent us photos and updates, and is just a really sweet lady.
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!
Ori is a pro. She took really good care of my girl when I was on vacation for a whole 2 weeks. She was always careful and attentive when doing dog introductions, and was sure to give my dog lots of play time but also rest time as needed. I appreciated her updates while I was away. My dog obviously likes Ori and her husband, and they like her too. I felt comfortable leaving her with them.
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.
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! 🐾❤️
Caira was absolutely amazing! She was responsive from the time of booking, all the way to pick up. It was my first time using Rover, and she gave me a great overview of what I needed to provide. She sent me updates and pics during his boarding time. And made it super easy to coordinate drop off and pick up. It gave me so much peace of mind knowing he was looked after for and happy! If we’re ever back in LA, I will be using her again! Highly recommend!!
Carter is by far one of the best pet sitters I’ve found since moving to Los Angeles. I was immediately impressed by his experience with dogs of all breeds, sizes, and ages, along with his knowledge of dog behavior and training. His entire property was extremely clean and well maintained, including the house, yards, crates, and areas where the dogs stay. He’s very attentive when the dogs are outside and takes their care and safety seriously. I have a very large dog who is strong, can be stubborn, and can be difficult for some people to handle, so I’m very particular about who I leave him with. I trust Carter to watch him anytime, and I’m even considering having him train my dog as well. I would absolutely recommend Carter to anyone looking for a responsible and capable person to care for their dog.
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!!!
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!
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
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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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