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.
“I’m so grateful to have found Maureen to care for my sweet Lola while I was away! Lola can be a bit shy and isn’t always great with other dogs, but Maureen knew exactly how to handle her with so much patience and love. She really took the time to understand Lola’s needs and quirks, from giving her the cuddles she loves to making sure she had her peaceful walks without any stress. I could tell how happy Lola was when I came back—she was relaxed, content, and clearly well taken care of. It’s not easy to find someone you can fully trust with your fur baby, but Maureen exceeded my expectations in every way. I can’t thank her enough for giving Lola the attention and care she deserves. It was like she was on her own little vacation! It’s clear Maureen genuinely cares and goes the extra mile to ensure pets are happy and well cared for. I’ll definitely be booking with her again! Thank you Maureen!!”
“Doreen was great! My dog immediately felt comfortable with her. I was able to get pictures of my dog during her stay and I could tell she was happy. Doreen was also accommodating to special requests for my dog. I would use her again and recommend her!”
“Elizaveta was wonderful with our dog! She is warm, genuinely loves dogs, and was very flexible with scheduling. We especially appreciated the daily photos and videos she sent. Highly recommend her to anyone looking for a caring and reliable dog sitter.”
“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 was great about giving updates on our dog Cali while we were away for the weekend. Cali got along very well with her dog, Clem, so Cali had a great time! Thanks again Nina and Augustine!”
“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!!!!!!!!”
“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!!”
“OMG!! Joey is simply, THE BEST!! He is so genuinely CARING, RESPONSIBLE & seriously INVESTED in the ‘Well-Being’ of my little furry companion! In my absence, he was treated LOVINGLY, as if he were his ‘own’ family! I am truly grateful & my pup gives a “2” paws 🐾 up in approval too! And the location is PERFECT, both inside & out! I highly recommend Joey, to feel comfortable & safe in who you choose to watch over your pet!”
“Robert was great! Always stayed in communication, he sends pictures and videos of my pups while I am away. Plus, the dogs have so much fun in his big, fenced in yard and they get to go on hikes at a local park! I would definitely recommend Robert!”
“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!”
“Sara was the perfect choice for Dory while we were visiting town. She was focused on ensuring she understood Dory’s needs before and during her stay. Dory came home happy and tired… and Sara provided us with great reports during her stay and at pickup. We highly recommend!”
“Richard was great. He’s friendly and took great care of Rosie. Often she’s stressed out after being boarded but she came back happy and relaxed, which has not happened in years. We couldn’t be more pleased.”
“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.”
“Jessica and her husband were clearly so patient and understanding about sitting for a senior dog. Salto came back happy and excited! They sent regular photos and updates. I would absolutely have Salto stay with them again if we are in the area.”
“First time boarding with Randi and it was an incredibly smooth experience. Randi is extremely flexible and was a life saver for when we were away on a multi city driving trip. We were watching the weather in case we needed to abandon our plans and come back home mid trip. Randi was extremely flexible and accommodating and I am so grateful for that. Our dog is a picky eater and is also on some tricky meds…and Randi kept in touch with regular updates. She persevered with attempts to get her to eat both food and meds, until our dog did finally start to eat! Our dog came home happy and healthy! We will definitely board with Randi again!”
“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!”
Sleepy Hollow dog parents share their Rover experiences
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 :)
Alex was a super kind and friendly pet-sitter. My dog is a bit on the shy side, but she warmed up to Alex's dog Toby and they were able to play outside. I also appreciate that there is a fenced yard, so there's a lot of room and freedom to play. I recommend Alex as a pet-sitter, we're planning to book with him again!
I had a fantastic experience with Andrew while he watched my dog for the week. Andrew truly cares about the dogs he looks after. He was very considerate of our dog’s needs and extremely responsible throughout her stay. She got in plenty of walking time, which she loves. It was great to hear how well she got along with his dogs and he sent picture everyday and kept us informed of her experience. It made me feel more at ease knowing she was in such a comfortable and friendly environment. I wouldn’t hesitate to book with him 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 Apr 2026, 12,216 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, 89% 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 12,216 dog boarding sitters in Sleepy Hollow on Rover, so you’re sure to find the perfect match for your dog! In Sleepy Hollow, 95% of sitters offer daily exercise, 93% 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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