Dog Boarding in Sleepy Hollow, IL
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Sleepy Hollow dog boarders
“I found so much comfort with leaving our dog Garcia with Derek. He truly cares for these dogs as if they were his own. He provided updates of there day as well as there walks. He provided photos and always left open the door of communication. He was super flexible with us in a time of need and I very much appreciated that. Garcia can’t wait to see him and his precious dog Elle again. Thank you guys for being great.”
“Anne did a great job with our puppy. It was his first time staying away from home and he was warmly welcomed by her and her dogs. I got frequent updates about him while we were away and he was spoiled rotten (in a great way). I had no worries about him the whole time we were gone. It is the best feeling knowing you have someone you can trust watching your pet. We will definitely be booking her again in the future!”
“Cheryl took great care of my dog! She and her husband are very kind people and it was an absolute pleasure to be able to have them watch our dog. I would 100% recommend them to anyone who needs a dog sitter. Clean house, great people. My dog Lucy felt very comfortable at Cheryl's house and we could tell she had a great time! We will definitely go back to Cheryl the next time we need a dog sitter.”
“Jessica took great care of Avery. She was boarding another rat terrier at the same time and took steps to ensure the two dogs got along at feeding time. Her daughter made sure Avery got lots of love and exercise. She came home happy & healthy. Overall it was a great experience.”
“She is so kind and patient with our dog! We knew she was the right one as soon as I saw the house skies in the pictures as we have a Husky. We would highly recommend her!”
“After meeting Jeannie, we knew she would take great care of our little poofy. We never left her with someone other than family. Jeannie sent us a daily update along with some adorable pictures of poofy. We can count on Jeannie and her family to care for her again when we go on our next vacation!!”
“June took great care of my dog. She sent pictures every day and my dog looks happy in every picture. I’ll definitely come back to her if I ever need to board my dog. Highly recommended!”
“Jessica took special care of our dog that tends to be very timid and nervous with new people. She sent pictures and gave updates on how he was doing that make us confident in the care that was being provided. We definitely recommend and trust having Jessica watch our Winston!”
“Jayla took great care of my dog. She had so much fun and enjoyed her time. My dog enjoyed her big space. She was easy to communicate with and followed up regularly. Will def use her again”
“Shalyn, Joseph and their family were awesome with our Jazzi and Lady! Sadie, their dog is super friendly and easy going. They all got a long great! The kids pampered our fur babies and we're so gentle with them. Fenced in yard and plenty of room to run. They walked them regularly and updates were super. We are lucky to have found them here on Rover. Highly recommend!”
“Jackie is beyond amazing. My very anxious fur baby has become so much more comfortable (and happy!) with overnight stays thanks to the patience Jackie and her family have taken to make her feel at home. There’s no one else I trust to take such great care of her!”
“Penny looked after Ginger as a trial night before we go on a longer trip this summer. I could tell Ginger had a blast and Penny is very caring with the dogs. I’m not concerned with leaving my pup with Penny when I have to be gone this summer. Thank you Penny and Ginger and I will see you again soon!”
“Gavin was very patient , kind and understanding of my crazy schedule for this weekend and also my first time pet parent anxiety, and my dog loved being in his carelol I would gladly book with him again!”
“Katina was amazing! Very communicative, flexible, and makes sure your dog is in the best of hands. Biscuit had alot of fun with her and I would highly recommend as a sitter. Will definitely be booking again with her!”
“Ashley took great care of our husky, Cleo. We got so many pictures and videos which was really appreciated! Ashley was very communicative throughout the stay. We would definitely board Cleo with her again and highly recommend her services to anyone looking for doggie daycare and boarding in the area!”
“Carolyn was amazing with Wrigley. Her communication was wonderful and she was extremely flexible when an emergency arised with our family. We will definitely use her again!”
“I don't know where to start. They took care of our dog for 8 days and we were able to enjoy our vacation without worrying. I received daily updates with pictures, videos and kind words. They are wonderful! I would highly recommend Shauna & Peter’s family and I will use them again without doubt. Thank You!!”
“Mylo had a great stay at Wendy and Bill's during our 10 day international trip. They took really nice care of Mylo. Wendy was very responsive and sent updates, photos and videos on a daily basis. In addition to that, she also sent adhoc photos and videos based on our request. Wendy also took care of his medication and other care needs. By the end of his stay, Mylo became great friends with Sadie as well. We would definitely drop Mylo at Wendy and Bill's place in the future.”
Sleepy Hollow dog parents share their Rover experiences
We are so pleased with the care Derek and his family provided for our senior dog, Aly, during her extended stay. Derek was incredibly attentive to her specific needs and went out of his way to support her. His communication was impeccable, and he kept us updated throughout her entire stay. We would not hesitate to book with Derek again and highly recommend!
Popular requests near you
Select a filter and find qualifying Sleepy Hollow 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!
The median cost per night for dog boarding in Sleepy Hollow is $50
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.
Sitters in Sleepy Hollow average 13 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Nov 2025, 1,272 sitters provided dog boarding in Sleepy Hollow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 93% of Sleepy Hollow dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Sleepy Hollow have an average of 19 years of experience. Dog boarding sitters with repeat customers have an average of 13 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Sleepy Hollow.
Rover makes it easy to find Sleepy Hollow 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
There are 1,272 dog boarding sitters in Sleepy Hollow on Rover, so you’re sure to find the perfect match for your dog! In Sleepy Hollow, 94% of sitters offer daily exercise, 98% offer medication administration, and 92% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
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.
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