Dog Boarding Sleepy Hollow
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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.
“My dogs loved the yard and I could tell they played hard! They were tuckered out when they got home, which after traveling is how I like them to be! They didn't have any issues, and will be letting them stay at Ron's again. This weekend even!”

“The best sitter we ever had our pups stay with! Lily was so great and kept us updated with our fur babies! They loved her just as much! Thank you and we will see you soon!”

“I recently had the pleasure of entrusting my dog with Keitel, I couldn’t be happier with the experience. From the moment I dropped off my dog, I knew he was in excellent hands. Communication was seamless throughout the entire process. I received regular updates and photos, which put my mind at ease knowing my dog was happy and well-cared for in my absence. , I highly recommend Keitel, to anyone in need of reliable and compassionate dog sitting services.”

“Samantha was great watching my cats last minute. She ensured they had a cooldown space and company when they were ready. On top of all that, she’s just super cool person.”

“We left our cocker spaniel, Honey with Aurora and her family for a few nights while we were away on a trip. We had the most at peace mind knowing our Honey girl was very well taken care of with pictures and videos! Will definitely be re booking for future trips! Thanks again ☺️”

“Was our first time having Anubis boarded and he seemed to have really enjoyed his stay. Eric and Hailey are very sweet people. Feel bad our dog kept peeing on their Christmas tree but over all was a great experience. He gave us daily updates and photos which helped with his daddy's anxiety. :)”


“This is the first time we left our babies in someone else’s care. We visited many kennels while trying to make our decision. Those options never felt right. A friend recommended Rover and specifically Debbie. She felt right and eased my apprehension. We received frequent pictures and status reports on how they were doing. Thank God for Debbie and Rover.com!! We will definitely use her services again”

“I can tell Aoki had a blast !! Just got home and baby boy is sleep already ! I really enjoyed all the pictures that were sent AND the cute video as well ! 🥰 Aoki came home smelling and looking clean with a nice trim and blow out 🥰 best services to date !!”

“Kylee was great with our dogs. One of our pups can get very anxious, but Kylee was so patient and loving with her. I got frequent updates and pictures. They always looked so happy!”

“The dogs had bloomed with Cheryl, playing and running with other dogs. The shy dog I have did wonderful under Cheryl’s supervision. I’ll definitely send my dogs to Cheryl to take care when I go out of town!”

“Amazing dog sitter. I had never left my dog anywhere and Tanya did outstanding with her. Plus her amazing welcoming family helped a lot to. Definitely will be rebooking with her in the future.”

“Hannah and Dylan are truly amazing!! They were so thoughtful and responsive! We received lots of updates and pictures of our dog! I will definitely be using them again!”

“We are repeat bookers with Heather and her and her family always do a wonderful job. Our pup was well loved and was excited to see her again! Will be booking with Heather again in the future!”

“Sasha does a great job watching Peggy for me when I need to go out of town! Peggy loves Sasha and was very excited for her to pick her up for this visit. Sasha makes sure to take good care of Peggy and to give her lots of love ❤️.”

“Sam was great with Daisy and super to work with. She puts a great deal of energy and effort in the care of the dogs. I highly recommend Sam and look forward to utilizing her services in the future.”

“I am so glad that I found Paige. She did an awesome job with Charlie! Charlie gets a little worked up when he is boarded so he almost always has diarrhea when he comes home. This time he did not have any stomach issues when he returned home! That’s a plus for us. Paige is flexible and her communication is on point. She sent us pictures, videos, and kept us updated on how Charlie was doing. Charlie looked so happy! I would definitely use Paige again!”

“This is my first time using Roverand and after meeting Dennis and his Wife I knew my adventure buddy was in great hands. I was able to enjoy visit with family and see I wasn't the only one on vacation 😂. Boarding is no longer a stresser, thank you Dennis and bee will be seeing you soon!”

“Kylie is simply amazing. You can tell that she truly cares for the pets in her care by their reactions because they are calm and so happy. When my babygirl is with her, I have no worries because I know shes safe and loved. I’m sure Cleo will miss being around her and her family. I know I will🥰”

The median cost per night for dog boarding in Sleepy Hollow is $35
Dog parents share their Rover experiences - Sleepy Hollow
Kylie is simply amazing. You can tell that she truly cares for the pets in her care by their reactions because they are calm and so happy. When my babygirl is with her, I have no worries because I know shes safe and loved. I’m sure Cleo will miss being around her and her family. I know I will🥰

I felt so comfortable having my pets stay with Shelby! She was extremely understanding and did everything possible to make my pets comfortable while they took a bit to settle into a new space. She was very responsive when I texted her and she gave me plenty of updates and pictures. I could tell in the pictures that my pets really liked her and eventually relaxed

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
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2. Meet In Person
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3. Book & Pay
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