Dog Boarding Sleepy Hollow
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 63 pet parents in Sleepy Hollow have booked dog boarding
Sleepy Hollow, 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.
“June did a wonderful job taking care of my pup! She was very prompt in response time, and was very attentive and sent updates and multiple pictures while she took care of my pup. Thank you so much, June!”
“Shauna and Peter were amazing! The reviews are all accurate and I'm so glad we found them. They took such good care of our puppy and sent us daily updates (photos and videos). The whole process was super easy and we were worried since this was our first time using Rover. When we picked up our puppy all his stuff was packed nicely and he was waiting for us at the front, ready and fed. We couldn't believe how great this app is and the loving families who opened up their home to our fur baby. Thank you Shauna and Peter for taking such good care of Leo.”
“Jacqueline and Uriel were both amazing! They gave me hourly updates with photos and helped me stay at ease since it was my first time leaving my pup with anyone. They spent a lot of quality time with him teaching him tricks, taking him out every hour, and making sure my little guy was well taken care of. I can’t say enough good things about them both and I am so grateful I found them! I would def recommend them to anyone looking for a reliable sitter! 10/10 🙏”
“I am so happy I found Niratcha! She is friendly and very caring. She sent me pictures and videos throughout the day and was very flexible and accomodating with my drop-off and pick up times. Absolutely recommend her.”
“Derek and his family have been really caring with my dog Adele. She has enjoyed the stay playing with their lovely dog Elle. Derek has sent us pictures and updates so it has been a relief to see how happy was my dog with this family. We will repeat for sure!”
“Patricia took amazing care of Zoey. She was great with sending us video and photo updates which gave us peace of mind. I highly recommend Patricia and look forward to having her watch Zoey again.”
“Dorothy is amazing and we couldn’t recommend her enough. She took the time to get to know my pup and her needs, and sent many updates while we were away. We are happy to have found someone we trust so much!”
“Jorge and Susie took wonderful care of my dog. They treated her as if she was their own. I will book them for any future trip and feel secure in knowing my baby will be in good hands ❤️❤️❤️”
“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!”
“We love Carolyn. But most important our dog loves her too!! He is happy to be there and we feel like he is at a best friend’s home. She truly loves the pets she cares for. She always goes above and beyond to make the stay the best possible!”
“David and Mary were very communicative throughout Bender’s stay. We were gone for a week and Bender had a difficult time adjusting and got sick. They went the extra mile to care for him by changing his diet and providing him medicine. I appreciate their efforts and for keeping me updated throughout! Would definitely recommend them for future stays!”
“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.”
“Hannah is probably one of the best dog sitters I’ve met. Piper would rather stay with her than come home! Without a doubt will be using Hannah as much as possible. She sends daily updates and her timely replies and flexibility is unmatched.”
“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!”
The median cost per night for dog boarding in Sleepy Hollow is $50
Dog parents share their Rover experiences - Sleepy Hollow
Derek is an outstanding sitter. I trust him and his family to care for my dog Bear whenever we are out of town and I know Bear loves spending time with them. I love the updates and picture Derek sends to keep me posted how Bear is doing. I would highly recommend Derek as a sitter.
We had a great experience boarding our dog with Jackie! She was very thorough and respectful of all of our dog's needs and preferences. We received updates and pictures a few times a day, which gave us so much peace of mind while we were away. It was clear our dog was having a wonderful time—especially having Jackie's dogs as playmates. She was very capable and attentive, and we felt very comfortable leaving our dog in her care. Marty is looking forward to staying at Jackie's again!
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 dog boarding
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 12 repeat dog boarding clients
FAQs for Dog Boarding - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Dog Boarding in Sleepy Hollow on Rover is $52.17 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding 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 Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 2,830 sitters on Rover offering Dog Boarding across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
92% of Sleepy Hollow sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Sleepy Hollow landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Sleepy Hollow home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Sleepy Hollow.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Sleepy Hollow sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 .
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.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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