Dog Boarding in Sleepy Hollow
Find a loving dog sitter to watch your dog overnight at your sitter's home.
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Top rated Sleepy Hollow dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Maureen is wonderful!! Caring, great communication, very personable. We received photos and updates every day, and Wallace came back to us happy, calm, and clearly well taken care of! Will definitely board with Maureen again!”
“My Libby adapted to Doreen the first time she met her. So when I left her there for the overnight plus, I was really at ease to know my girl was in good hands! I will certainly have Doreen watch my Libby the next time and hopefully she’ll be available.”
“Diana is friendly, caring, responsible and she is a great dog sitter. She sent photos and videos everyday and went above and beyond to take care of my shiba inu. In addition, her dog Wendy was a wonderdul playmate for my shiba. She provided a safe, clean and fun environment for the care of my dog.”
“Robert was awesome and made sure my pup Blue had as much fun as possible. He gave him exactly the care, attention, and exercise he needed playing with other dogs. The updates about how much fun he was having gave me great peace of mind. Blue came home happy and tired. Will happily book with Robert again.”
“Jennifer and James are lovely and it’s obvious they absolutely adore dogs. Gaucho was thrilled to be there (I know this because he’s never looked happier in the daily photos they sent me!). I was able to relax on vacation because I knew Gaucho was in the best care. I will definitely use their services again.”
“Kevin and his family always take such great care of Jax putting us at ease while we travel. Great communication and always responsive. Great family so happy we found them”
“Nina, Augustine, and baby Nala took amazing care of our little Sadie. If you want to be sure your fur baby is in good hands, book with this wonderful family!”
“Really grateful to have found them. They were able to take care of my pup last minute and Sophie had an amazing time. I will definitely be using them again. Highly recommend!”
“We were worried that our Laima would have a hard time with separation anxiety, (first time away from us in the 2 yrs since we rescued her) but Rene and her pups made her feel right at home. The pictures she posted spoke volume on how well Laima enjoyed her stay! We hope to use Rene again soon!”
“Would definitely use Richard again! Really liked that Nibbler was able to engage with other dogs. Richard is very responsive and thoughtfully sent us pictures of how she was getting along.”
“Scooter had the BEST holiday week with Tabitha and her family. It’s nerve-racking leaving your dog somewhere new for the first time, especially for a full week. We got so many picture updates of scooter having a blast and playing throughout the week and he even made a new doggie friend which can be hit or miss for him. We will happily send him to her family again anytime they are up for hosting. Highly recommend!!”
“We loved having Rafaelina and her family watch Turbo for the weekend. She provided lots of love and exercise for Turbo and she came home very happy and tired. Rafaelina provided many photo and updates throughout the weekend and made sure she understood our dogs schedule and preferences. Would definitely book again. THANK YOU!!!”
“Danae was absolutely amazing!!!! Pictures and videos everyday were awesome and the way that she communicated with us was so above and beyond what we expected, were used to!!!! Totally a reassuring experience that when we need/want to leave and can’t take Miley with, she has a safe, high quality and loving 2nd home where we can leave her and not be worried!!! The only way to accurately describe this experience is Absolutely Amazing!!!!! Thank you Danae!!!!!!!!”
“Evelien was genuinely the best! I felt comforted the whole time due to her constant updates and adorable photos! She was responsive and extremely friendly! My Ducky came back happy and in the best mood!!! I will definitely be sending my little boy back to Evelien for future stays and would recommend to anyone else looking for a sitter!”
About: The Ace Ventura of Rover, I love animals. I have taken care of pets for my family, close friends and friend of friends, from small cats to large dogs. I have Monday through Friday most weeks free while I’m studying throughout the week. I’m pretty active so I love going outside frequently for walks, getting fresh air and enjoying nature. I am very organized, clean and mindful. I’ll respect your home and space and do my best to leave it better than I found it.
“I had a fantastic experience with Samantha! She took excellent care of my dog and went above and beyond to keep me updated with regular messages and adorable pictures throughout the day. It really put my mind at ease knowing my dog was in such caring hands. Samantha was also very easy to communicate with, accommodating, and professional from start to finish. I highly recommend her to any dog owner looking for a reliable, trustworthy sitter. I will definitely be booking with her again!”
Sleepy Hollow dog parents share their Rover experiences
Jennifer and her husband took wonderful care of our dogs. From the initial meet-and-greet to drop-off and pick-up, everything was smooth and easy. We received updates, and it was clear our dogs were happy, well cared for, and treated like part of the family. We would absolutely trust Jennifer with our dogs again and highly recommend her to anyone looking for a reliable sitter. 🐾💕
Doreen has cared for Lola three times now, and I wouldn’t hesitate to leave her with her again. If you’re looking for someone who will treat your dog as if it were her own, Doreen is that person. She is kind, attentive, and genuinely loves dogs. Knowing Lola was in such caring hands gave me great peace of mind while I was away. I highly recommend her to anyone looking for a trustworthy and loving dog sitter.
We left our baby with Stephanie for 2 weeks and we enjoyed how she sent us daily pics & videos. Our dog looked very comfortable and settled in. She walked and played with her. Seeing my 11yo senior dog playing made our hearts smile. She doesnt play in her own home which reminds me that I need to ask her, 'what toy was that'!! We are very happy with Stephanie and will use her services again ❤️
I am beyond grateful Zaina was able to accommodate my last minute request for a two week boarding, due to our last sitter having canceled two days before our trip. Zaina sent me photos and videos everyday to reassure me my dog was having a good time and being cared for properly. They have a lot of space for a large dog (I have a golden retriever) and she was able to run around in their backyard and live her life. I was able to have a very peaceful vacation knowing my dog was in the right hands, and would absolutely trust Zaina to care for my dog pudding again :)
Popular requests near you
Select a filter and find qualifying Sleepy Hollow sitters!How Rover works
1. Search
Read verified reviews by dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for dog boarding in Sleepy Hollow is $60
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 dog boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Sleepy Hollow average 6 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, 11,999 sitters provided dog boarding in Sleepy Hollow. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 88% of Sleepy Hollow dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in Sleepy Hollow have an average of 14 years of experience. Dog boarding sitters with repeat customers have an average of 6 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in Sleepy Hollow.
Rover makes it easy to find Sleepy Hollow dog boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 11,999 dog boarding sitters in Sleepy Hollow on Rover, so you’re sure to find the perfect match for your dog! In Sleepy Hollow, 96% of sitters offer daily exercise, 94% offer medication administration, and 86% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog boarding sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
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