Pet Boarding Sleepy Hollow
Find a loving Sleepy Hollow pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 64 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.
“Danielle and her family were absolutely incredible with my dog, Pretzel! From the moment I dropped him off, I could tell he was going to be fully embraced as part of their family. She provided timely updates, photos, and messages that truly put my mind at ease — and honestly made me miss my boy even more in the sweetest way. Pretzel was active, engaged, and showered with cuddles — exactly the kind of love and attention he receives at home. It genuinely felt like while I was on vacation, he was on one too! The level of care Danielle and her family provided was exceptional. When I brought Pretzel home, I could even tell he felt the “void” of leaving them — which speaks volumes about how loved and comfortable he was in their care. I am beyond grateful and already looking forward to my next trip knowing Pretzel will be in such amazing hands. Highly, 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!”
“Jeannie did a fantastic job with our sweet girl Laurel. We got pics and an update each day and her and her family gave her lots of belly rubs! We will be booking Jeannie again!”
“My multipoo stayed with Eric over the weekend. Eric sent a photo daily and was always quick to respond to questions. My dog returned home healthy and happy. I highly recommend Eric for boarding! Jan”
“April was Awesome & took great care of our Senior boy Bear Bear!!! Only his 2nd time away from home ever & he was as calm as can be so I know he was comfortable with her & her family!!! Thank You April🙏🏽”
“Tosha was an amazing dog sitter! She cared for my dog, Maggie, like her own, giving her so much love and attention. I could tell Maggie was happy and well taken care of when I got her back. Communication was great, and I felt completely at ease knowing Maggie was in such good hands. I highly recommend Tosha to anyone looking for a reliable and caring pet sitter!”
“Alicia was the best! I knew from our meet and greet that she was going to be great with Tig and of course she was. I had no worries while we were out of town as she sent updates and photos of our Tig often. I can tell he is going to miss his new hangout and all their love & cuddles. I will absolutely book again if I need to in the future.”
“Hannah is wonderful with dogs. Our dog stayed three days with her and seemed to have a great time. Hannah shared many photos with us during his stay and kept us updated along the way.”
About: Hello! We absolutely love all dogs. We have a beautiful 4 year old Weimaraner who we came into our life as a pup. We also have had two prior to her. We are comfortable with all aged dogs from the feisty puppies to the more quiet seniors. We have lots of experience with young puppies, senior dogs who need medication (oral pills or otherwise), and shy or energetic dogs. Linda even worked as a Vet Tech in high school and was a dog walker in college. We both are retired and love to sit outside with our dog and go for walks. As a visitor to our home, we are open to whatever method you employ for your dog’s safety. We have experience with crate training and are happy to continue those practices if you wish. Otherwise, your dog is free to roam our fenced yard and home. We are both retired, so have lots of time for your pup. Our dog always gets to go out whenever she wants. So will yours. We usually walk our dog in the morning afternoon and evening. If your dog is up to that, we will have her join us. We have a fenced in yard for the dogs to enjoy whenever they want. Our house is very dog friendly. Our dogs are allowed on the furniture. We do not leave any food out and have a dog proof garbage can too.
“The best. Keeps you updated on how your dog is doing the entire time. Has a great place for the dogs and the dogs seem to have a blast. Big fenced backyard. Great experience overall and she is so nice.”
“Katie is a dog lover's dream sitter! Bruno adored her, and I appreciated the regular updates and photos. She's trustworthy, reliable, and gave me peace of mind while I was away. Thank you, Katie!”
“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 :)”
About: My husband and I have had dogs our entire lives. We have been fostered dogs in the past and our children and current dog both love friendly furry pets! I have very open availability- I am a stay at home mom and 2 of my kids are in school. So outside of drop off and pick ups I have open availability! I have a fenced yard and a friendly small dog to keep your pet company! We enjoy going on walks around the neighborhood and playing fetch in the backyard.
“When I picked up my dog she was very happy so I am pretty sure she did a great job taking care of Nalla. She was helpful with updates and I will definitely use her service again.”
“Allis is the best! She took such great care of my dog, as always. I love the pics and videos each day. She really cared about him, especially making sure he felt safe on 4th of July!”
“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!”
“Kaylee was super great!! Edy loved staying there and got tons of energy and excitement out too! We got tons of pictures from her overnight and lots of updates. Our dog came home super happy and tired!”
“Everything went well included meet and greet before boarding. My 8 month puppy Mochi enjoyed playing and get along with their dog Loki. Mr and Mrs. Ganesh took care of Mochi nicely and being patient even she had accident then tied for more often potty breaks for solution. They shared Some videos and pictures .”
“Thank you so much for taking such good care of our Pup. He came back happier than he came which puts a lot of pressure on me as his owner. Jayda was amazing and was communicative throughout Hiro’s entire visit.”
The median cost per night for pet boarding in Sleepy Hollow is $50
Pet 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.
Meet local sitters who will treat your pets like family
1. Search
Browse profiles of sitters near you who offer pet boarding2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit3. 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 pet boarding clients
FAQs for Dog 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 July 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 2,914 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.
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