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.
“I can’t speak highly enough about Shalyn, Joe, and their family. We went away for an extended period of time and were adamant about finding the perfect dog sitter for our girl Lucy, and that’s exactly what we found. From the moment they took her in, they made Lucy part of their family. Not to mention, she found a new best friend in their German Shepherd, Sadie. Every single day, I received photos and videos of them playing nonstop. It was incredibly heartwarming, and I couldn’t have been happier knowing Lucy was in such loving and capable hands. Just to put things in perspective, Shalyn, Joe, and family are about a 40 minute drive from our home, but they will always be our go to whenever we need care for Lucy. Thank you so much for everything. You are sincerely the best.”
“Jessica was flexible and reliable. We felt very comfortable leaving Selah in her hands an we would definitely use her again. Selah seemed to love being with Jessica and her daughter. They even took her in the car for an outing which she loves.”
“June is a fabulous calm and aware mother hen. I have an anxious 10 pound dog and she took very good care of her. She was worried about her. I knew my dog was doing well when I saw her tail up rather than between her legs. June sent beautiful photos of her relaxibg at her home. It was worth the hour drive to find someone as attentive and caring as June.”
“We had Maverick, our 7 months old Husky, with Shauna & Peter for 10 days..They took such a wonderful care of Maverick and shared many photos and videos every day..They took Maverick for multiple walks and lot of outdoor activities. He was very much loved and enjoyed his stay with Shauna, Peter and their daughters. We are glad we found them on Rover. They are wonderful! I would highly recommend Shauna & Peter and would definitely have them to take care of Maverick next time!”
“Jacqueline and Uriel loved my dog just like she was their own. I really appreciated the photos and videos throughout her time with them! I highly recommend and will visit again!”
“Niratcha has been great. Very informative, sent me pictures and videos daily, I truly felt so comfortable leaving Kahu with this family. Highly recommend, and will definitely be back next time ?”
“Sitter was absolutely fantastic. Very responsive whenever I had a question. Is very knowledgeable about her craft in watching the dogs. Sent me constant updates to let me know when she fed, walked or gave meds to my dog. She has an extreme attention to detail. I mentioned the reason for the sitting and then she messaged us wishing the person a happy birthday and it was very heartfelt. All in all outstanding experience and will use again.”
About: I have had a yorkie growing up named Daisy! She had a long 16 year life before passing Christmas of 2018. She loved to play with her toys and run around the back yard. I'm looking to care for others pets like I did my own. My fiancé and I adopted our current dog Piper in 2024 she is a 20 pound mixed poodle/ King Charles cavalier and a few other breeds all into one. I would say she is our soul dog. She has brought us so much joy and laughter!! I love being outside with dogs, going on walks and playing with toys. The joy they get when being active brings me happiness. I want to be able to provide those services to people who are in need due to time constraints or other life obligations. Absolutely it does! With my flexible sales schedule I am always around to give my dog Piper the care and love she needs. Which is exactly what your dog will get! Some would say piper (my dog) gets treated like royalty. She is a princess and is cared for like no other. This is exactly how your pet will get taken care of.
“Jorge and family are wonderful people! Stanley had a great time and was well taken care of. Jorge’s home is perfectly suited for our dog’s needs and we will definitely be back when needed in the future. Thank you!”
“Patricia took great care of Tess for us! She was very communicative and send lots of updates. Tess came home happy and healthy! We would definitely ask Patricia to help us with Tess 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!”
“Excellent and attentive service! We really appreciate the time and care Rosie showed our dog. She made sure to keep us informed and shared pictures of his stay. We will definitely use her services again.”
“Carolyn was fantastic with our dog Ace during our 5 day long vacation! She sent daily photos and updates, followed his routine perfectly, gave him plenty of walks and playtime. Ace came home happy, tired, and clearly loved. We felt completely at ease the entire time. We’ll definitely book Carolyn again soon!”
“Danielle and her family took wonderful care of Olly over a holiday weekend. He’s an older dog who is sensitive to his care and surroundings and we are grateful for the careful, thoughtful care Danielle provided!”
The median cost per night for dog boarding in Sleepy Hollow is $50
Dog parents share their Rover experiences - Sleepy Hollow
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.
Meet local sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog boarding
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit
3. Book & Pay
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Popular requests for dog boarding - Sleepy Hollow
Select a filter and find qualifying sitters offering dog boarding.Sitters in Sleepy Hollow average 12 repeat dog boarding clients
FAQs for 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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