Pet Boarding Sleepy Hollow
Find a loving Sleepy Hollow pet sitter to watch your cat or dog overnight at your sitter’s home.
Over 80 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.
“Thank you for taking such good care of our senior frenchie, Duke. He had a great time and I had no doubt he was in great hands while we were out of town. Marta was quick to respond to messages and sent great pictures and updates throughout the stay.”
“This was our first experience with an extended boarding time and we were completely comfortable leaving our pup knowing she’s in her best care! Rhondarose gave us daily updates and pictures and even gave our pup a bath before pick-up! She’s the best.”
“I wanted to leave a 5 ⭐️review and a BIG thank you to this wonderful family who watched my dog . I spent my whole trip getting to see my dog and follow her day through pics and videos. I actually found out my dog likes toys and activities that i did not know about. My dog was treated with love and patience and was so busy with exercise and activities, she was like a new dog when i got her home . I just cannot be more appreciative to this sitter for going above and beyond for my dog, who is my ❤️⭐️⭐️⭐️⭐️ i would give 100 stars if i could . Thanks again for being so kind and attentive to my dog”
“Jo’Ell put me at ease from the moment we met! I was nervous sourcing outside family for our old pup’s care. A week away from him was stressful, for us and our Diesel, a very new experience. But the communication and pics were a great comfort, while we were away. Diesel fit right in at Jo’Ell’s warm home. Her daughter, Blythe, pitched in to keep Diesel feeling welcomed and cared for! Their love of dogs and the experience was very evident and reassuring! The Rover site was easy to use, the many listings and information provided made finding and working with our new “go to sitter” a breeze…Thank you all!”
“Robert looked after my dog Loki really well. He sent daily updates with photos and videos to keep us informed. Loki had fun during his stay. I’ll definitely be using his services for future needs.”
“My dog Olly had his best vacation at Allis' place. Allis was pleasant to work with, very responsive and regularly shared videos and pics of Olly too. I would love go back to her in future too and also recommend her to anyone in need.”
“JoAnne is the best! She provided updates and pictures throughout the stay. Ralph had a blast with the whole family and was spoiled with Hunny play time and snuggles. We will continue to come back to JoAnne as long as she provides the service. Thank you!”
“Sarah was a great host, our dog Sammy had a wonderful time. She was caring, sent constant updates, and supported him as he adjusted to her home. I highly recommend!”
“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!”
“We left our 5-month-old Sheepoo with this sitter for the first time while we were away on a weekend trip, and we couldn't be happier with the experience. Communication was excellent from the start—the sitter was always quick to respond and kept us updated regularly. Most importantly, it was clear how much they genuinely cared for and loved our puppy, which gave us complete peace of mind while we were away. Before his stay, our puppy was very hesitant during walks and would often get scared by passing cars. To our surprise, after spending time with this sitter, he became much more confident and comfortable on walks. We were amazed by the improvement. Thank you so much for taking such wonderful care of our pup. We truly appreciate everything you did and would absolutely book with you again!”
“Jae and her family were amazing to my sweet puppy. I could not have asked for a better family to take care of my dog; we felt absolutely blessed to have such a perfect home when we were gone. The entire family treated her like she was part of the family, and I always felt comforted on my vacation to receive pictures of my dog enjoying her days with her interim family. I will absolutely only use Jae now. And our dogs have become great friends too, so what an incredible bonus!”
“We would absolutely love to have Sonia watch our 11 year old pittie again. She was wonderful with my dog and gave us peace of mind while we were overseas on a long trip. I would absolutely recommend her!”
“Giselle is a fantastic dog sitter! She has taken excellent care of my dog on more than one occasion. My dog is excited to see her and her daughters every time—to me that is everything! Highly recommend!”
“We are so glad Mocha stayed at Keith’s house over the holidays because he was treated like “family”! Keith took the time to get to know Mocha’s needs and took excellent care of him. As Mocha gets older, we worry more about leaving him, so seeing pictures of him curled up on a lap let us know that he felt happy and safe! Keith was flexible and easy to communicate with. We hope Mocha will get the chance to stay with him again!”
“Lynda is the best! She cared for our Muffin like family and was super communicative and flexible around our schedule (especially when our plans changed and flight home was cancelled). So glad we found her and would recommend her highly to anyone looking for a helping hand with their pooch. Thank you, Lynda!!!”
“Kim took such wonderful care of our Pug. She even put the dog show on TV and Millie loved it. Kim sent photos throughout the week and it let us enjoy our time away knowing she was in a loving home”
“Leigh and Richard were great! It was our first time using Rover, and Leigh and Richard exceeded all expectations. They provided updates regularly and it was very evident that our dog, Lucy, was very well cared for and loved. We can’t wait to use them again!”
“We just want to say thank you to Molly she was really a great pick for our Australian Shepard named auggie he has separation anxiety really bad and Molly did all that she could to make him feel at home we are very thankful we found her to make our vacation a lot enjoyable knowing auggie was in good hands thanks Molly”
The median cost per night for pet boarding in Sleepy Hollow is $50
Pet 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 pet boarding
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 Pet Boarding - Sleepy Hollow
Frequently asked questions about Rover
The average cost of Pet 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.
There are 2,802 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 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 , which provides up to $25,000 in eligible veterinary care reimbursement.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first .
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. 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.
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, means our team will work with you to find a suitable replacement as quickly as possible.
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