Doggy Day Care Sleepy Hollow
Drop off your dog at your sitter's home in the morning, and pick them up in the evening.
Over 1 pet parents in Sleepy Hollow have booked doggy day care
Sleepy Hollow, Find top rated doggy day care
Prices are estimates per day. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Jacqueline was a pleasure to work with to arrange daycare for Brutus. She was communicative; responded in minutes with very clear questions. She double checked that Brutus had all the necessary shots. I didn’t go inside, but from the outside the house looked perfect for dogs in a nice neighborhood with grass and a yard. Her two dogs in the house must have had great personalities, because Brutus came home exhausted from playing. Thanks again, Jacqueline! I’ll message you next time.”
“Jackie was treated with love and attention—the tail wags said it all! Everything was clean, and well-organized, and felt like a second home for my pup. I’m so grateful and will definitely be coming back. Thank you Jackie! Highly recommend!”
About: I've been around pets me whole life. I have always loved dogs of all sizes. My parents owned Shih Tzus since I was a kid and I was constantly around close family members' German Shepherds as well. I've done drop-ins countless times over the years for cats of friends and family. Now along with my husband, we live with our dog, Melon, and our cat, Amy. Melon is a 50lb 1-year-old mix breed, and Amy is an 11-year-old senior cat. They can be hectic and they keep us on our toes, but I wouldn't have it any other way! When your pets are in my care, I'll always treat them with all the love and adoration I give my own. I am currently between full-time jobs, so my schedule tends to be open and very flexible for caring for your pets, whether it be on weekdays or the weekend. For pet care at your home, I will prioritize sticking to whatever routine keeps you and your pets comfortable and happy! I know how stressful it can be when family members aren't home, and will do whatever your pets need to know that they are safe and loved even in your absence. If your dog comes to stay at my house, you can take comfort in knowing they'll have access to a fully fenced back yard to run and play in, so they are secure and entertained. My dog, Melon, LOVES other dogs and nothing would make her happier than a new friend coming over to hang out with her.
“June came to our rescue as we had an emergency and needed her last minute and saved us with watching pablo and her new fur friend Veloui! Thank you so much! SHE IS THE BEST!!!”
“Cleo had a lot of fun playing with Niratcha’s dogs especially Happy. We did daycare with her for the day and got lots of pictures and amazing communication. Really appreciate all the updates!”
“Kristina was amazing! Her home is fully dog-proof, safe, and clearly designed with dogs in mind. She’s caring, attentive, and trustworthy—I could tell my dog was happy and comfortable. I highly recommend her doggy daycare!”
“Kaya really enjoyed her first visit with Elizabeth!! This was the first time she’s had dog sitting in a sitters home and it went really well! I felt very comfortable with Elizabeth and Kaya really likes her 😊”
“Jackie took care of our furbaby well. She updates me with photos and making sure that our dog is having a great time. Thank you Jackie for taking good care of Pebbles. We will surely use her service next time if we need her.”
“Monica and Eric were absolutely fantastic! The took the time to talk with us on a meet and greet a few days before we dropped our dog off. Our little guy had a great time with them and they sent multiple picutures thoroughout the day. We will definitely be using them in the future!”
“Our dog easily warmed up with Steph the first time she met her! Steph was great and so accommodating. We agreed to an out of town trip and had to leave early and Steph, with no hesitation, accepted our booking. She really took good care of our dog, that our fur baby went home happy that day. We will use her services again in the future!”
“Carolyn was great with Bella and Lincoln. She provided pictures and updates throughout the day. It's comforting knowing our pups were in good hands while we went into Chicago. I'm glad they spent the day having fun and going on walks with Carolyn 😊”
“Sana was amazing with Jesse! She really got to know him, and I could tell from the photos and messages that Jesse was feeling safe and cared for. As a first-time dog mom, it’s tough to leave my furry baby behind, but knowing more about him and getting updates during and after pick-up really put my mind at ease and made it even better than I had hoped. If you are looking for.a reliable, caring and professional pet sitter, I highly recommend Sana!”
“Pepsi had a lot of fun at Erin and Eddie’s. It was our first time using Rover and our first time leaving Pepsi with a sitter. Erin and Eddie were so caring about his needs and followed through the care instructions. They made sure Pepsi had a great time and slept well until it was time to pick him up.”
“We loved working with Katey! We left our fur baby in her care and we couldn’t be happier!!! She was absolutely fantastic! She went above and beyond in keeping us updated. It was the first time we had to leave our doggo in someone else’s care. So the texts and pictures meant a lot! :) Katey is super kind and sweet! And she has an awesome family! We have already booked her again!”
The median cost per day for doggy day care in Sleepy Hollow is $40
Dog parents share their Rover experiences - Sleepy Hollow
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.
How Rover works
1. Search
Browse profiles of sitters near you who offer doggy day care
2. Meet & Greet
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform
Popular requests near you
Select a filter and find qualifying Sleepy Hollow sitters!Sitters in Sleepy Hollow average 4 repeat doggy day care clients
FAQs for Doggy Day Care - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Doggy Day Care in Sleepy Hollow on Rover is $42.18 per day (as of June 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Doggy Day Care easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Doggy Day Care. For more information on service fees, click here .
As of June 2026, there are 1,998 sitters on Rover offering Doggy Day Care across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.
Sitters on Rover can offer flexible scheduling, so you can coordinate times that work best for you and your pet—whether that’s early drop-off or later pick-up to match your Sleepy Hollow commute.
If your schedule changes, it’s best to let your sitter know through the app as early as possible. Many sitters can adjust pick-up and drop-off times when needed.
Think of doggy day care as your dog’s fun, supervised play date that happens to fit into your workday. Day care through Rover takes place in a real home. This offers a calmer and more personalized environment for your pup.
A typical day can include companionship, one-on-one attention, and same day pick-up and drop-off. Many sitters can also offer structured routines and exercise throughout the day. For recurring, weekly day care, sitters will include photo updates so you can see your dog in their element.
Here are tips for finding the ideal day care fit for your dog:
- For some small dogs: In-home day care can be the perfect fit. Look for sitters whose "can host" section only lists dogs weighing 0–7 kilograms and/or 7–18 kilograms. During your Meet & Greet, ask about play areas based on dog size and energy level.
- For high-energy dogs: The ideal doggy day care can offer scheduled breaks and outdoor spaces or activities. You can also find sitters who host multiple dogs to satisfy your pup’s socializing needs.
- For dogs who prefer human-only companionship: Use the filters "Doesn't own a dog" and "Only accepts one pet at a time" to find the right care.
Play groups can be an option when you book with a day care sitter through Rover. Many sitters do host a small number of dogs at the same time. Smaller dog packs are generally safer, more fun, and ideal for dogs who enjoy playtime but also want to relax throughout the day. When looking for your dog’s pack, check the sitter’s profile to see if they "Accept multiple clients" or have their own dogs. Then during the Meet & Greet, you can see whether your dog is a good fit for their social circle!
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in IL ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page .
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
Yes, Rover is well-suited for finding sitters who can care for your pet within 24 hours. With 1,998 sitters in Sleepy Hollow, 87% respond to messages in under an hour.
You can message multiple sitters simultaneously to find the fastest available match. If you need care today or tomorrow, you can look for sitters with a "calendar last updated" notice on their profiles.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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