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
“Samantha was so wonderful! She was able to take my two dogs Remy and Piper on short notice I was in town for my son’s wedding and Samantha came to my hotel to meet us and then was able to care for them during all the festivities. She picked them up and also brought them back. She was so loving and kind to them. I just fell in love with her. I couldn’t have asked for a better experience! Thank you, Samantha, from the bottom of my heart!”

“Ron is incredibly friendly and clearly loves being around dogs. He has a huge backyard, which our dogs obviously loved. He sent updates with photos and there appeared to be no shortage of spoiling our dogs. We'd have no problem reading out to Ron in the future.”

“Kylie was great with our dog who was a little nervous at first being left in a different environment and meeting new doggie friends and a cat. Kylie took the time to let her get comfortable. Will definitely use her again”

“Lilly was GREAT with my little fur baby while I was gone. She kept me up to date with everything that was going on, and my baby looked like she had a blast! Lilly was also so kind to accommodate last minute.”

“Kylee was amazing!! We have 2 high energy dogs and she handled them beautifully, lots of attention and activity. She was communicative and very easy to work with. Definitely recommend!!”


“Athena LOVED her stay!!! She played tons of fetch—-which is never enough for her. She can’t wait until her next stay. Deb and Michael followed the medication instructions and kept her happy and entertained. ❤️❤️”

“Eric and Halie were amazing pet sitters for my dog, Obi! Obi can be a bit anxious, but they were amazing at setting both him, and his mom, at ease! They kept me updated on how he was doing with pictures and messages every couple of days. They were also very good about this nervous mom and her first boarding experience. Very friendly. Wonderful sitters. 10/10”

“Unfortunately, Pepper's stay was cut short due to a canceled flight. However, for the short period of time that she was in Keitel C.'s care, she was well taken care of. I checked in to see how Pepper was doing and I received an immediate response with pictures of Pepper. Keitel C. is very responsive, which is important.”

“Amy was amazing with my dog, Brownie. He can definitely be a barker, but he’s a sweet, lovable boy, and she was so patient and understanding with him. She really treated him like he was part of her own family. She kept me updated the whole time with messages and photos, which meant so much to me. I never had to worry about how he was doing. She even asked about his preferences and routines to make sure he felt comfortable and at home. It’s clear she genuinely cares about the dogs she watches. Brownie looked happy and relaxed, and that says everything. He totally didn’t miss me when I picked him up lol. You won’t find anyone like her. I’d trust her again in a heartbeat.”

“Sasha was very patient with our schedule. Early drop off late pick up. I think she treated our dogs like her own! They were very tired when we picked them up, wore them out!”

“Zhou sent great photos of my dog and was attentive, messaging questions and updates on my dog’s behavior. He went above and beyond when my flight was cancelled, watching my dog an extra day and being so kind and understanding about the situation.”

“When my dog is at Aurora‘s home, I don’t worry about the care that she’s going to receive. It’s always excellent and they generally seem to really like my dog. I recommend her highly. She does a great job.”

“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!”

“I cannot say this from the rooftops loud enough, but Kate was amazing! From the moment she got our dog Abbey, I received photos and updates throughout our trip. She was able to spot check a few things at our house when she picked up our dog and even checked on the cat without us asking. We could tell Kate cared a lot about our dog and was very considerate with the time to pick up our dog. We are grateful that our dog loved her and her pets so much, she slept like a rock after their visit! This makes our next stay out of town a breeze, because we know who we are going back to!”

“Madi is an absolutely spectacular human & takes phenomenal care of our gal. Her photo updates are especially appreciated. We are continually saying how fortunate we are to have her as a reliable sitter.”

“My dog was very well cared for and came home from his 4 day stay happy and tired! Halie sent pics and videos everyday. It was obvious he was very comfortable and felt right at home. He can be anxious especially when away from home so I am super happy with Halie!”

“Excellent communication and quick responses. Misty sent lots of pictures of the doggies and kept us updated. She took fantastic care of my dogs and I would definitely book her again!”

“As usual, Muggsy had a wonderful time staying with Naomi. She treats him like her own. She's our go-to sitter from here on out. Thank you, Naomi for always taking excellent care of our pup!”

Sleepy Hollow dog parents share their Rover experiences
Samantha was absolutely perfect for us and our doggo, Ziggy. She was consistent with the updates and super friendly to interact with. She went above and bey9nd our expectations. This was the first time we ever used a sitter, let alone Rover. Overall a wonderful and easy experience.

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

Popular requests near you
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1. Search
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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
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Why Choose Rover?
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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.
Dog Boarding FAQs
Frequently asked questions about Rover
Typically, dog boarding sitters on Rover respond in under an hour, so you should be matched with the perfect sitter for you and your dog in no time!
Experience can vary widely from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when comparing sitters available 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
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.










