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

Over 262 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.

“This was my first time boarding Stella-Boo.... Michael was really knowledgable and had a lot of experience working with dogs. He dog-sits anywhere from five-ten dogs on average at his place - It was like a doggy-day-camp and Stella came back better socialized and super happy. Would recommend Michael to anyone!”

“Denise always takes such great care of our pups! She is so kind and we know they are in good hands and spoiled rotten while with her. Will absolutely continue to book with her!”

“Meghan and John were amazing. Took great care of my pup. Constant communication. They have a bunch of their own dogs and are all friendly. Would absolutely use them again.”

“Super great with our little pup. Even offered for pickup and drop off. Sent pictures and updates daily. Even got my little pup to feel comfortable to walk on a leash ❤️ highly recommend and will continue booking with them!”


“My senior dog loves visiting with Reagan and his family. Reagan takes very good care of Elvis for my vacations, conferences, and surgeries. Elvis makes new friends and is very tired when he gets home. Reagan is a fabulous choice for taking care of my pup.”

“Tianara provided exceptional care for our dogs, Elizabeth and Candy, during the Thanksgiving holiday. From the moment we arrived, it was clear that she is a dedicated and attentive caregiver who treats every pet as if they were her own. She communicated consistently, shared updates, and ensured our dogs were comfortable, safe, and well looked after throughout their stay. Her professionalism and warm personality made the entire process seamless and reassuring. Her home was spotless, welcoming, and perfectly suited for boarding. We were especially pleased to see how friendly and well-mannered her own little dog was, which made Elizabeth and Candy feel at ease right away. It’s rare to find someone who creates such a positive and caring environment, and we couldn’t be more grateful for the quality of care she provided. We highly recommend Tianara to anyone looking for a trustworthy and outstanding Rover caregiver.”


“First time Rover user and I’m so pleased with my experience! Kiki was so kind and understanding of my anxiety of leaving my dog with a sitter. She sent lots of pictures and even bought him a new toy to use when he comes to visit since most of her toys were for big dogs. I knew my quirky weirdo dog was in good hands after the meet and greet. She has a warmness for dogs that’s apparent when you meet her. 5 stars from me and Stoney!”

“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! 💌”

“Bridget and Trevor are amazing! They have daily updates while we were in vacation, were always available when we reached out, and we felt good knowing they were being well-cared for. Thank you both!”

“Pratima took wonderful care of my pup who came home happy and well-nourished, even though he’s not a very food motivated little guy, especially in new surroundings. She was very accommodating of my late pickup as I got stuck out of town later than expected, and I wouldn’t hesitate to leave Bhaloo with her in future. I especially appreciated the many photos and videos during his stay, along with the walks that Bhaloo loves, which let me know that Bhaloo was in good hands. Thanks Pratima!”

“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.!! 😊”

“Marquette was the absolute best! I needed help taking care of my dog last minute and Marquette asked all the right questions before booking to make sure she understood my dogs needs and best way to take care. During the stay, she sent multiple pictures and videos (including slomo shots) and provided updates from neighborhood walks and her observations of Rumi as she explored new environments. All the updates helped me feel at ease. Will definitely be rebooking with her. I highly recommend booking Marquette!”

“Valerie is AWESOME ! My little pup loves her and is in a paradise during every stay. She responds to messages quickly , sends great photos and understanding with accommodations. Can’t wait to book again😊”


“Cynthia was absolutely wonderful and took such great care of our dog, Dobby, while we were away for over two weeks. Leaving your pet for that long can be stressful, but Cynthia made us feel completely at ease from the very beginning. She was reliable, communicative, and clearly treated Dobby like one of her own. We loved receiving updates and knowing he was happy, comfortable, and well cared for the entire time. When we returned, it was obvious he had been given so much attention, love, and care. We are so grateful to have found someone we trust with our fur baby, and we wouldn’t hesitate to book Cynthia again in the future. Highly recommend her to anyone looking for a caring, dependable, and professional pet sitter! Thank you, Cynthia, for taking such amazing care of Dobby! 🐾❤️”


“As a helicopter dog mom, it’s hard to leave our little pug behind when we go on trips. Roy makes it so much easier! He does such a great job with our Frankie . Very communicative and attentive. Highly recommend to everyone!”
“I cannot express the utmost gratitude I have for Lilivette! I am often worrisome when I leave my Chuckie when I go on vacation but from beginning to end, Lilivette has made the process so very smoothe. She met with me ahead of time with her dog to ensure they met and were friendly. She was very communicative about her picking up Chuckie from daycare and gave constant updates which relieved a lot of my anxiety. But I want to mainly mention that she was beyond accommodating for when I had to pick up Chuckie. She understood that I was traveling and was going to be tired the next day and she was so considerate about picking him up later in the evening so I can decompress from my long trip back home. Again, I cannot express how grateful I am for Lilivette and her family for allowing Chuckie to stay and feel so welcomed!! Everyone got along so well and I think Chuckie made a new best friend with her dog! I would definitely be using Lilivette again for any of trips where I may have to leave Chuckie!!! if I could give more stars I would!!!!!”

“Stacy is a caring and reliable host. She is always communicative, easy to arrange, and frequently send photo updates of my doggie. Jennie loves her too. Definitely will come back next time.”

The median cost per night for dog boarding in Winnetka Heights is $40
Dog parents share their Rover experiences - Winnetka Heights
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
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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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