Dog Boarding Winnetka
Find a loving dog sitter to watch your dog overnight at your sitter's home.

Over 785 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%.
“We highly recommend Cedric. He and his family took exceptional care of our dog while we were out of the country. He kept us updated and it was evident our dog was very happy and comfortable in Cedric's home. We look forward to rebooking with Cedric for our next trip. Cedric and his family are wonderful.”

“Patricia was absolutely amazing, not only taking care of our dog, but stopping by our house to check in on our cat to make sure she was alright. I wouldn't hesitate recommending Patricia to anyone looking for a reliable petsitter.”

“dana was very flexible on the drop off/pick up times, very polite overall, and responsive to my texts. she also sent me videos and pictures of my dog during my vacation. very awesome!”
“Abby had a great time! Her first stay went so well that we brought her back the following week and she ran right up to the door with her tail wagging! She was so happy to be back. It was an excellent experience for both stays so there will definitely be more!”
“They took such great care of my Daisy girl and sent lots of pictures every day! You can tell they truly love dogs. Can’t wait to book with 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!”
“I had the most wonderful experience with this lovely family. I tried Rover couple times before but they are at another level!!! They really took care of Lily and sent me tons of videos and photos. They took my dog to walk twice a day and even went to see Christmas lights!!! I would definitely 110% recommend Kalani to anyone!”

“Just the most lovely family! They took such good care of my pup while I was away. I highly recommend them! Thanks so much for your patience and kindness with my pup.”

“When I picked my dog up, he was happy, relaxed, and clearly well cared for. I would absolutely trust them again and highly recommend their services to anyone looking for a reliable and loving pet sitter.”

“It was my first time using Chase as a sitter, while I have used the Rover app before he seemed very sweet, knowledgeable, and cared for my pups well being. We just rescued Bonzai not too long ago from the shelter and we were worried about leaving him with just anyone. Chase was very open and Bonzai loved him! I got updates and pictures throughout my trip and Chase responds in a very quick and timely manner. Very flexible with drop off and pick up, unfortunately I was running late due to traffic, but he was more than accommodating. Definitely recommend.”

“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!”


“Maryam was absolutely wonderful with Fiona. She was very accommodating when I needed to change the dates, which I truly appreciated. She also took the time to do a meet and greet beforehand so our dogs could meet, which made me feel even more comfortable. Her dog is very friendly and gets along well with small dogs, and Fiona fit right in. Maryam kept me updated with pictures and clearly took such great care of Fiona. It gave me so much peace of mind knowing she was in good hands. I would highly recommend Maryam to anyone looking for a caring, reliable, and thoughtful dog sitter. I will definitely be booking with her again.”

“Jolie and her daughter took great care of my senior pup; he needed antibiotics during his stay and they were able to manage that as well. They kept me updated daily with pics and videos, were patient with him on their daily walks and even took him to the lake with their family. I would definitely leave my Henney with them again.”

“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
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!

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?
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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.
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