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

Over 283 pet parents in Winnetka Heights have booked dog boarding
Winnetka Heights, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“I was lucky to have found such a great sitter for my dog at very last minute. Grayson was very clear on communications and gave me generous amount of updates for a short stay Charlie had. It appears he’s very accommodating to specific needs for each dog. Charlie can’t wait to have another sleepover with him again!”


“Our labs had a blast at Mike’s house! You can tell he genuinely LOVES dogs, and he was very accommodating when we had a few scheduling issues that kept him up way later than he should have been! The pups loved getting in the water and we really enjoyed the awesome action shots Mike sent us during the stay. The pups came home happy and exhausted, just like it should be :)”

“Denise is a great pet sitter! She let me do a meet & greet before booking to help us feel comfortable. She was patient with my dog who is skittish with new people. She sent good pictures and updates throughout my dog’s stay. She had a nice home and a fenced-in yard that my dog enjoyed. Denise is kind and responsible and after my first booking with her, I would definitely book with her again and recommend her to others!”

“Meghan & John were so communicative while we boarded Webster! They have the perfect area/backyard for pups to play in! Webster came back happy & ready for a nap!!”

“We were visiting from out of town, we were nervous to use this app and just leave our dog with someone. But i can tell you that Tabitha made this experience so good. Am really glad I found her. If you have any doubts… don’t trust me she will take care of your dog”

“Awesome experience with Tainara! She took great care of my dog for almost 2 full weeks while we were out of town for Christmas. She sent pictures, made sure I was in the loop, and took excellent care of my dog. He was happy and healthy when picked up!”


“They did such a good job watching my two dogs while on vacation! They sent awesome pictures and videos to keep me updated, which I loved, and the dogs came back exhausted because they’ve been playing for days! I will definitely be leaving my dogs with them my next vacation!”

“Kiki was amazing! She took him out for walks, played with him in the backyard, and sent us pictures everyday to make sure we knew how we was doing. Our dog had a great time and we would definitely recommend her to anyone looking!”

“Bridget and Trevor are amazing! I am so happy to have found them. Bridget was so accommodating and communicative and made me feel at ease leaving my boy in her care. I have never seen Dante so tired after a stay - he clearly had the best time running around with Kaia and Zoe. ♥️”

“I can’t say enough great things about Nakeya . She was able to step in last minute after my previous sitter canceled, and I’m so grateful she did. She took amazing care of my dog—sending me daily pictures and updates so I always knew how things were going. She made sure my dog got plenty of outdoor time and attention throughout the day. It was clear she truly cared, and my dog absolutely loved her. I’ll definitely be booking with her again and highly recommend her to anyone looking for a reliable, caring sitter!”

“Rebekah provided an absolutely amazing experience. It was the first time using the service for me and came with a little trepidation. Rebekah provided updates daily as I needed them and took excellent care of my little man. She’s very friendly and attentive to the details you provide for your pet. I would recommend her to any….EVERYONE.”

“This was my first time using the app Rover. I was a little nervous leaving my dog with stranger but Tesia was absolutely AMAZING. She sent updates constantly and pictures, which really put all my worries at ease. My dog, Belle, absolutely adored her! We definitely will be using her anytime we go out of town, 10/10!”

“Highly recommend Miriam! Aspyn had such a great time with her during her stay. I was constantly updated on how she was doing with videos and pictures. Thankful that I found Miriam to take care of her. My Aspyn girl was so happy and tired.”

“Samantha is amazing! I've booked her for multiple, multi-day boarding and my baby, Kyrie LOVES his time with her and her family. I highly recommend her services. We'll be booking play dates just because going forward ☺️🐶.”

“Cairo and her husband, Philip were AMAZING with Murphy. To start, they accepted a very short notice sitting request and were flexible right away. Lots of pictures shared exercise given, and he was such a happy boy! Murphy can be a high energy handful as a puppy but they were so amazing. He was sad to come home and leave them and Luna! Murphy would LOVE to come stay again if needed. Thanks again!”

“This was our second time leaving Leo with Nyree and Kevin for a week! We regularly use their daycare as well. As always, Leo had the best time and was very well taken care of. Wouldn’t leave him anywhere else!”

“Great experience! I was consistently updated with pictures and videos. My dog Capone was well taken care of and had a blast. I would highly recommend for your dog sitting needs. We are planning to use again on our next trip out of town.”

“Jamila was extremely superb in her ability to work with animals as well as care for them. We were absolutely blown away by the attention she gave our babies. Amber and Libby looked as though they were right at home. Jamila was sure to send us constant updates as well as beautiful pictures of our dogs while we were away. We will certainly, without a doubt ask her to sit our animals again great job Jamila.!! 😊”

“As always, Justin and Brent continue to provide A+ service, and always come to the rescue when I need a last minute sitter. Thanks for treating Bo as one of your very own pet family!”

The median cost per night for dog boarding in Winnetka Heights is $40
Dog parents share their Rover experiences - Winnetka Heights
Rachelle took great care of our dog Maple!!! She has a great set up for dog-sitting with a spacious house and fenced-in yard with a friendly, sweet, dog of her own who Maple loved playing with!! Rachelle sent us photos and updates frequently and we never had to worry or stress while we were out of town. 10/10 recommend! Would definitely book with her again!

Denise took wonderful care of Lucy while we were away! She kept us updated, sent pictures regularly, and made us feel completely at ease knowing Lucy was in good hands. She was kind, communicative, and very easy to work with. We would absolutely book with her again and highly recommend her to others!

Miriam always takes such good care of our dog. She sends regular updates and the communication is great. Always reassured that she keeps an eye on her and keeps her safe along with the other dogs our pup loves to interact with. Coco looked great after our 2 week trip, we were sad to leave her behind but felt good having her stay with Miriam.

Gloria was such a sweetheart!! I was able to see how much she truly loved and cared for my dog, she kept me updated with photos and always responded back to me. Nala was so happy when we picked her up from Gloria’s and she kept jumping and giving Gloria and her kids kisses so I know she had a blast there! I will 100% keep using Gloria to take care of Nala.

Alana has watched my dog Lulu for over a year, including an extended stay when I had to work abroad, and she is fantastic! I’d recommend her no questions asked, particularly for large dogs that may need a calm handler. She is responsive, has a safe and secure home, and has volunteered to help when I didn’t need to ask.

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.
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