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

Over 280 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.

“Tedee had the best time staying with Michael!! He has never stayed at someone’s home before or been around other big dogs but he recently became an only child and I wanted him to get some other interactions. Michael sent great pics of him each day which really helped relax me that Tedee was better than good. He met some new friends and was like a puppy again. Tedee is looking forward to his next visit!”

“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!”

“My baby enjoyed Mrs.Tabitha and her family, and the family really enjoyed my fur baby. I really appreciate Mrs.Tabitha because she is very flexible and understanding. It’s good to know I will always have someone to lookout for my fur baby”

“This was my first time using Rover and my sweet boy Cyus had an amazing time with Meghan & John! They send frequent updates with pictures and videos on how your pup is doing! He was so tired when he got home from all fun he had with their other dogs. 10/10 I definitely recommend Meghan and John!”


“Repeat customers!! We love Alan & Reagan. They are so good with our dog and she loves it here. I never have to worry and they send so many pictures. 😁Thank you!!!❤️”
“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!”

“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. ♥️”

“My puppy Suky was so happy and incredibly well taken care of. Nakeya was very attentive and even helped with her medication. This is my second time booking with Nakeya, and I would obviously leave Suky with her again. Thank you so much for taking such good care of her and giving her her medicine! 💌”

“Pratima Aunty was absolutely wonderful! She sent me updates every single day without me having to ask. Leo seemed to have a great time—he always looked calm and curious in the pictures and videos she shared. I highly recommend her and her family, and I will definitely use their services again if they’re willing to watch Leo in the future. Thank you so much! 🐾😊”

“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.”

“We can’t say enough good things! She was extremely responsive and an incredible home for Woody while we travelled for the long weekend. Brittani send us pictures throughout our time away, and Woody seemed to be having the best time. We are so lucky to have found Brittani.”

“Denise was great! She went above and beyond expectations with her communication, sent photos and kept us in the loop our whole trip! Daisy looked happy and loved and enjoyed her stay with Denise!”


“Andrés and Roberto have taken care of Teo twice already, and I seriously can’t recommend them enough. They are incredibly caring, attentive, and loving with him. Teo absolutely loves staying with them, which gives me so much peace of mind whenever I leave him in their care. They always keep me updated with pictures and messages, and you can truly tell how much they love dogs and enjoy taking care of them. They treat Teo like he’s their own and make sure he feels comfortable, safe, and happy at all times. I’m very picky about who I trust with my dog, and I would 100% book with them again. Highly recommend them to anyone looking for trustworthy and genuinely loving sitters!”

“I couldn’t be more pleased with the care my dog received! From the start, she was attentive, professional, and truly compassionate. She sent frequent photo updates, followed all of my care instructions, including food preferences and tips for managing my dog’s anxiety and remained open to any suggestions I had. My dog seemed so comfortable and happy during her stay, and I especially loved that she had a friendly companion to play with! The environment was clean, safe, and welcoming. It’s clear this sitter genuinely loves what she does. I highly recommend her services and will definitely be booking again in the future!”

“Celeste was so wonderful to work with! We received frequent updates and felt at ease during our trip. We will most definitely be booking Celeste again!”

“Miriam loves my lil buddy while I’m gone and I’m soooo grateful to her. He always has fun and gets excited to go back! Keeps me updated with cute/fun photos and videos along the way. And takes excellent care of him, even when I forget stuff!”


“Roy was great with our Shadow. He kept us informed on what he was doing periodically through text and photos. Shadow had s blast. He's tired now. I will use Roy again and will recommend him in the future!!@!”

“I am so glad I found Pavi, she is very sweet and Mico didn’t get mad at me to leaving her so that is the best way to know she was very happy as well plus Pavi take awesome pics!! ❤️”


“Kiki was an amazing sitter for our two pups! She sent photos every day and had excellent communication. She even went above and beyond and was willing to help in an unexpected situation with one of our friends dogs. She made our vacation stress-free knowing our girls were having a great time. They can’t wait to come back and see their fun aunt Kiki!!”

“I had to book last minute for a week and I was so nervous but Danielle was so kind and accommodating even with my dogs anxiety and all. I’m grateful for all the fun photos and updates that made me feel like a friend was taking care of my sweet Moxie girl!! 100% recommend and will do again!!! ❤️”

The median cost per night for dog boarding in Winnetka Heights is $40
Dog parents share their Rover experiences - Winnetka Heights
There are not enough words to adequately explain how much we trust and recommend Kiki. This was our second time using Kiki, and she watched our two dogs for two weeks during our honeymoon. A few days before, our dog Peaches had a seizure. Before even dropping them off, Kiki worked with us to make sure she understood our seizure plans, precautions, and chain of communication. Unfortunately, on the last few days of their stay, Peaches’ seizures escalated to a dangerous level and Kiki sprung into action and literally saved Peaches’ life. She went to two different vet visits with her, one being in the middle of the night, calmed Peaches during seizures, took detailed notes, coordinated with our loved ones, and went above and beyond to take care of our girl. We cannot thank her enough and will continue using her for pet sitting.

Michael is truly the best! We were a little nervous about leaving our dog with someone for more than a week, but Michael was incredibly responsive from the very beginning, which put us at ease. It turns out all of the reviews are absolutely right. Michael is a dog whisperer. When we dropped Nova off, he warmly welcomed us into his home, showed us around, and introduced her to the other dogs. We left hoping for the best, and it exceeded all of our expectations. During our 9-day trip, Michael sent daily updates with photos and sometimes even cinematic videos set to music that showed Nova having the absolute best time. It was clear she was happy, comfortable, and well cared for. When we picked her up, she was so happy and seemed like she had the time of her life. To make things even better, when our flight was delayed on the day we were supposed to pick her up, Michael was incredibly understanding and kindly hosted her for an extra day. We could not have asked for a better experience and will absolutely be booking with Michael again. Highly recommend! ⭐⭐⭐⭐⭐

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?
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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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