Dog Boarding Sleepy Hollow
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 79 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.
“Absolutely amazing, my dog has stayed with and friends anx family before and usually for at least a few days she wont eat, she wont come out from under a bed, she was out and eating before the first day was up. I was absolutely stunned and so was my family. Will 100% use again for my next trip!”
About: Hello, I’m a mother of one, and we own a Siamese cat named Atlas. We had a dog a couple of years ago and he has since passed due to an accident and as we’re opening our hearts to the thought of a new member we’re also opening our doors to care for pets while we go on our own journey of finding our own Canine Best Friend. We reside in a a very safe- family friendly neighborhood.( Elgin, IL) Our cat; Atlas stays indoors and in his own room as he likes his privacy so there is no worries about anccidental ill encounters. Since I am a home-maker, a have a lot of time on my side. My regular routine with a toddler is very active in terms of going outside, going for walks, running etc and we wake up everyday with the same goal. “Be tired by the end of the day” 🏃🙏 Yard is UNFENCED. All dogs will be on their leash when playing in the yard. If they have an EXTENDED length leash, it’d be great for them to run around more freely!
“Sonia and Greg were great with our dog! He had a good time and we got updates with photos throughout his stay. They also helped get our picky dog to eat while we were away. Definitely wonderful people to take care of your dog!”
“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.”
“Bailey enjoyed his winter vacation with Cheryl! I felt confident Cheryl met all his needs as a senior dog. She gave him his medicine and made sure he was comfortable and offered lots of snuggles on the coach. She sent updates with pictures so I felt reassured that he was having a good experience. Bailey was with Cheryl a week and a half, and I would not hesitate to use her again!”
“Jacquelin and Uriel did a fantastic job watching our dog Esco for the second time. We come from out of town, but we would definitely use them again in the future if possible. Thanks again guys.”
“Kent really cares. Such a kind man! He was great with Penny, so thoughtful and attentive. He had lots of questions and wants to know everything he can so he can provide the best care. When I had questions or just wanted to check in he was so fast to respond. Thanks so much! Highly recommended!”
About: A lifelong animal lover with experience from puppies to parrots, I provide devoted, joyful care. Treating every pet like family and spoiling them with love and attention. I am a mother with grown children; therefore I am flexible with my schedule. I can even do last minute check ins in the event you cannot be home on time to potty your pup. As a life long pet owner of various breeds, species and personalities, I can guarantee safe and trustworthy care to your pet tailored to your needs .
“Becca took great care of Avery. She's a very energetic terrier with "little dog" syndrome and I worry about how well she will get along with larger dogs. Becca had the foresight to have a separate room prepared for Avery's meals, so there wouldn't be any altercations over mealtime, allowed the two dogs to get acquainted under supervision so they could set their own boundaries, then kept in touch with me & sent pictures to show the two dogs playing happily together. Avery came home happy & well loved and I was able to relax and enjoy my cousin's wedding. All in all a great experience.”
“Treated the dig like gild Sent lots of pics and videos. The dog had so much fun i didnt think he would want to come home. They truly love the dogs they carr for.”
“We had boarded our 14-year-old Springer with her breeder only. Due to an emergency we found Jo'ell on Rover. Liz had a great stay for 5 days and we were most pleased with the daily communication and great care she received. Thank you again Jo'ell.”
“Giselle and her family was great at taking care of my dog while I was away for the weekend. The moment my dog would just follow Giselle without the need of treats to bribe her, I know she’s in good hands. Giselle was great with updates and fast on responding when I had any questions, great and reliable sitter. :) I’ll definitely let my puppy girl stay with her again if needs be.”
“This was our second time boarding Haru with Hannah and we can not express how excited Haru was. At first he was a bit hesitant since it was his first time, but after his first experience he was just so ready to have fun! Hannah and her family are so kind and such a wonderful family. It was such a relief seeing the photos and updates Hannah sends showing that Haru himself is having a vacation with his friends. Our family is so grateful for Hannah and her family! Thank you so much! \(^-^)/”
“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!”
“Cecilia is the best! She's been watching my older pittie on and off for over a year. My husband and I just went away for 2 weeks overseas and she was amazing caring for our dog. Highly recommend her!”
The median cost per night for dog boarding in Sleepy Hollow is $50
Dog parents share their Rover experiences - Sleepy Hollow
Once again, Derek and his family took really good care of my dog Bear for two weeks while we were in Europe.. He made sure to send me pictures almost every day, and I could tell when I picked him up that he was very well cared for. Finding Derek on Rover has been so good for us, as we know, we can travel knowing that Bear is happy and loved.
Amazing sitters! Our first time boarding and they were extremely communicative and sent a lot of pictures to put us at ease! They were great with our older/reactive dog and provided tips as well to help with training! Great quiet neighborhood which was perfect for our dogs. They were great at following the feeding/walking schedule and my dogs had a great time!
Absolutely amazing, my dog has stayed with and friends anx family before and usually for at least a few days she wont eat, she wont come out from under a bed, she was out and eating before the first day was up. I was absolutely stunned and so was my family. Will 100% use again for my next trip!
Brian is a great host. He reached out quickly upon my request and the provided information so I was able to book within about 30 minutes. He was proactive and reached out the night before to confirm arrival time and it was very responsive to all my requests and inquiries over text message. He was able to accommodate my daytime doggy daycare request His neighborhood is great and they even have a small dog area that’s fenced in for some off leash time. Basically, the best experience you could ask for when handing off your fur baby.
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 to book dog boarding
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
It's that easy! All payments are processed through Rover's secured platform.
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 Dog Boarding - Sleepy Hollow
Frequently asked questions about Rover
The average cost of Dog Boarding in Sleepy Hollow is $52 per night as of October 2026. Most bookings cost between $32 and $67 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,719 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 routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in Sleepy Hollow can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Sleepy Hollow home-away-from-home, 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 , 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 .
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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