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

Every sitter passes an enhanced background check. Learn about RoverProtect
Top rated Winnetka Heights dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Grayson was great with our dog, Chance! We are new to the area and he helped us feel at ease leaving our boy with him. During his stay Grayson communicated really well and sent great photos! He has a great yard and took care of Chance very well. When we picked Chance up he was as happy as can be! We will be using Grayson the next time we need help with Chance!”


“During my time away, Michael sent regular updates and photos, which gave me peace of mind knowing my Willow was in such capable hands. I highly recommend Michael to anyone looking for a reliable, kind, and attentive pet sitter! I’ll definitely be booking him again in the future.”

“Lulu had a great time! Meghan and John sent lots of pictures and kept me updated the whole time! Lulu can be a bit shy, but she had no issues adjusting and came back happy! 😊”

“I can’t say enough great things about Tabitha! She was able to accommodate my puppy on very short notice, and even picked him up, which was such a huge help. From the moment she took him in, I could tell he was in great hands. She made him feel completely at home, which gave me so much peace of mind. What really stood out were the thoughtful daily updates—pictures, little notes about how he was doing, and reassurance that he was happy and comfortable. It’s clear that Tabitha truly cares about the dogs she watches, and her home is the perfect environment for any pup. I wouldn’t hesitate to book with her again, and I highly recommend her to anyone looking for a reliable, loving dog sitter. Thank you, Tabitha!”

“Denise was amazing with my Dolce! Super reliable and kept me updated with pictures every day! My dog came back happy, and clearly well cared for. It’s such a relief to have someone trustworthy, responsible, and genuinely caring to count on. I’ll definitely be booking with Denise again!”


“As always, Remi and Colt have the absolute best time and never want to come back home after being with y’all. We always feel confident having them staying with y’all while we are away and you always take such good care of them. We love the pictures and videos too! Thank you so much!!”

“This was my first time using Nakeya for my baby King. He will definitely be back. I love how she sends videos and photos updating me on my baby. He seemed so happy and loved. We will be back”

“She was amazing! She kept in touch with videos and pictures. She even checked in to us know how is day was. You could see he was integrated with the family 🐾❤️ I 100% recommend!!”

“Absolutely Amazing Dog Sitter! We couldn’t have asked for a better dog sitter than Yesenia. She was absolutely amazing with our dog Maverick. From the moment we did a meet and greet before his stay, we knew he would be in great hands. She made sure Maverick was comfortable and took the time to get to know him beforehand, which really put us at ease. Throughout the week long stay, Yesenia was in constant communication with my wife and I. She sent tons of pictures and detailed updates every day, which kept all of our worries at bay. It was so reassuring to see how happy and well cared for Maverick was. Yesenia and her husband went above and beyond. They took Maverick on daily walks and gave him plenty of playtime with other friendly dogs they were caring for. It was clear that he enjoyed every moment and was treated like family. We are so grateful for the love and attention Maverick received. Without a doubt, we know exactly who we will rebook any time we need someone to watch over our boy. Thank you, Yesenia!”

“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!”

“She was great with our Jolene. Jolene has anxiety and she was patient with her. She updated us with photos and had all the supplies that our sweet girl needed.”

“Celeste was amazing! She took great care of K&R and kept me updated with photos and messages. They came home happy, relaxed, and clearly well cared for. I’d definitely trust her again and highly recommend her!”


“Kiki is amazing.. Oreo stayed with her for 4 days and when I picked him up, he looked like he had a lot of fun (not very common when he’s with someone new). I got constant updates and pictures and she was very accommodating in her schedule. I will definitely look for Kiki when I need to leave Oreo again.”

“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.”

“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!!!!!”

“Shawndreal was so patient with our dog! She sent tons of pictures and updates throughout the weekend and even thoughtfully suggested buying some treats after we forgot to send some along. Would highly recommend her!”

“I hadn’t used a service in ages and had to find one quickly to go out of town. I actually found several good choices (so that was reassuring!) but connected with Zachary - and he was close by. His reviews were TOP NOTCH with 70 reviews (anyone who can please 70 people and result in a still perfect 5.0 is amazing! I was initially nervous but after meeting him I never gave my animal’s care a second thought. You can tell he LOVES animals and is patient and puts their care at the very top. I can’t say enough positive things about him. I hope he isn’t going anywhere anytime soon! Thank you Zachary!!!!”

“If you want confidence knowing your baby is cared for, Celeste & Dane is the place to go. They send pictures and videos, constant updates of my boy playing and having such a good time! We will definitely be using them again.”

Winnetka Heights dog parents share their Rover experiences
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.

We haven't been on a vacation in over 5 years. We found Scott online through Rover and couldn't have chosen a better person to take care of our fur babies. We appreciate all the care he provided, especially with the recent spate of storms in Dallas while we were away. Now that we know Scott and the dogs get along well, we can now take vacations without worrying about where to leave our dogs. Thanks again Scott.

Popular requests near you
Select a filter and find qualifying Winnetka Heights sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available in Winnetka Heights.
Rover makes it easy to find Winnetka Heights dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.






