Pet Boarding Sleepy Hollow
Find a loving Sleepy Hollow pet sitter to watch your cat or dog overnight at your sitter’s home.

Over 69 pet parents in Sleepy Hollow have booked pet boarding
Sleepy Hollow, Find top rated pet boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.

“Kenzie had another great stay with Katey and family! She came home happy and tired. We love that she got to play with doggie friends and got good exercise. Loved receiving updates and pics while we were away.”

“Allis made my outdoor-loving Beagle feel right at home! Every video and picture she sent showed my little girl having the time of her life. She is definitely my go-to sitter forALL of my work trips!!”

“David & Mary are the best!!! They took the best care of my dog, Fry, while we were out of town. They are kind, communicative, and flexible - thank you so much!”

“We boarded our two pittie mixes at Hannah's for a week after she took such great care of them at our home a few weeks back. We were honestly super nervous about it because one of our pups has had very little socialization with other dogs. Hannah put us at ease and assured us all would be well....and it was. If you are nervous like we were, choose Hannah, she can handle it! She's a true professional!”


“Yaqi was amazing! She took great care of my dog and kept me updated throughout the stay. I felt very comfortable knowing my dog was in such good hands. Everything went smoothly, and my dog came back happy and well cared for. I truly appreciate her attention and kindness. Highly recommend!”

“All good! Thank you for taking care of Steely, our quirky and a bit anxious boy. He hung out with Danielle and a good-natured golden doodle. Sounds like it was a perfect pairing that calmed him down and brought out his playful side. Thanks for everything, Danielle!”

“Jackie took great care of my dog Emma! She made sure Emma was comfortable as I was leaving, providing treats and distractions to make the handoff smooth. She sent updates throughout Emma’s stay so I felt informed and knew everything was going well. Thank you Jackie!”

“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.”

“Kent has watched buddy twice now and he’s been great! Buddy can be particular and Kent has took good care of him. He’s always communicative when we check in as well, thank you Kent!”

“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!”

“Thank you Judy for an outstanding experience for our beloved dog and for all of us. Your love and caring for Tesla was so wonderful. You communicated twice a day with pictures and updates and they were detailed and reassuring. We really looked forward to our mini chats. Your responsiveness was also great. We knew we could reach you at any time, not that we needed to 😊. You also provided a safe and happy environment for him and he loved being in your home. He was a truly contented pup while he was with you. Words cannot express how grateful we are to you, for providing a home away from home for our dog. Thanks also for grooming him and keeping him in a tip top condition. We cannot say enough about the wonderful service and care you provided. We enjoyed our vacation so much more knowing he was in the best care we could have arranged for him. Thanks again and any dog is lucky to have a home with you while their owners need to be away. We certainly were. I cannot recommend you enough. You are truly the best!!!! 🐕💕🙏🥰”

“Rosie's love and care for our two dogs, Charlie and Peanut, was excellent. We boarded our ten-year-old special-needs dog (Peanut) and our fourteen-year-old senior dog (Charlie) for a few days with Rosie. She was able to administer medications and handle the different needs of each dog. We also greatly appreciate the help of Rosie's little dog, Bella and her daughter, Ruby. We have already booked a second boarding stay with Rosie due the confidence we have in her care for our doggies. Hooray!”

“Jackie is the absolute best! She and my pup have become best buddies. She takes such good care of him. I feel so confident when he’s there and she’s amazing at sending updates and pictures too. I would highly recommend!”

“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!”

“Carla did a great job watching and taken care of our dog Lizzo while we were out of town. She always provided amazing updates, photographs and videos of our pet, so we had a peace of mind. Lizzo seemed very happy and comfortable at her home. She play with her two dogs, especially her sweet heart Stella. At night, Lizzo slept with Carla. We are luck to have her because Carla really went above and beyond to take care of our dog. She is very trust worthy and caring and definitely recommend her.”

“Tosha is located near the Bartlett, IL commuter train station. We visited Chicago for the weekend. Tosha responded promptly to all of our notes and questions. She was responsible when caring for our 12 yr old Jake for 2 days. Thank you!! Will use Tosha when we are in the area again.”

“the perfect place for a pup! my dog seemed to have the most fun time and was immediately snuggling with the family :) they made him (and myself) feel so comfortable and safe! I will definitely be coming back :)”

The median cost per night for pet boarding in Sleepy Hollow is $50
Pet parents share their Rover experiences - Sleepy Hollow
Jacqueline and Uriel are the sweetest! They sent multiple updates, photos, and videos to let us know how Johnny was doing throughout his stay with them. They have such a genuine love for animals and we couldn't have asked for better people to care for our little boy. Will definitely rebook. Thank you both again!

Jorge and family kept amazing care Toby! From status updates to pictures, it seemed like he enjoyed his stay and we were up to date on everything! We always have anxiety leaving Toby, but Jorge and his family were able to make it easy on us! Definitely recommend.

Derek has been fantastic to work with, so easy to communicate with and incredibly responsive. We left our 7 year old chocolate lab with him for a weekend out of town and he sent me lots of pictures and updates, which really put our mind at ease. My dog came home happy and clearly has a great time. Highly recommend!

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 pets like family

1. Search
Browse profiles of sitters near you who offer pet 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 pet boarding - Sleepy Hollow
Select a filter and find qualifying sitters offering pet boarding.Sitters in Sleepy Hollow average 12 repeat pet boarding clients
FAQs for Boarding - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Pet Boarding in Sleepy Hollow on Rover is $52.17 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Pet 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 Pet Boarding. For more information on service fees, click here .
There are 2,808 sitters on Rover for Pet Boarding in Sleepy Hollow. About 92% of Sleepy Hollow sitters can respond to requests in under 60 minutes. Whether you’re planning ahead for holidays, need last-minute care, or need same-day coverage for an urgent trip, you can message multiple sitters at once to find available care.
Once you find the right match, you can arrange a Meet & Greet to ensure they are a perfect fit for your pet’s personality before confirming.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
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 pet, 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.
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. Cats may be required to have Feline Viral Rhinotracheitis and Rabies up to date.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
Emergency support is available by phone or email in English 24/7. When an incident occurs, we recommend that sitters contact our Trust & Safety team immediately so that they can connect your sitter with a board-certified veterinarian or offer other resources to help.
If a sitter needs to cancel at the last minute, Rover’s reservation protection means our team will work with you to find a suitable replacement as quickly as possible.










