Dog Boarding in Sleepy Hollow
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Top rated Sleepy Hollow dog boarders
“Great experience for Millie. She usually gets nervous starting at new places but by the time I went to pick her up I could tell she was incredibly comfortable and cared for. Thanks Jaun!”
“Great service! Was away on a cruise for a week barely had service but everyday received videos and pictures of my 2 dogs. One a little crazy but loving so I'm glad it worked out and he was taken good care of. Will definitely use her services again.”
“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!!”
“First time we ever had to leave for a whole month and could not take Hattie with us. So happy to have found Nina and Augustine. Their little family took Hattie right in and gave her a home away from home. Hattie and Clementine just hit it off too. Constant photos and videos of Hattie that made us wonder if she might get bored when we took her back home. If you are looking for a relaxed family atmosphere for your dog with a built in playmate in a safe place look no further. Recommend very highly.”
“Sunny was a wonderful dog sitter! She was friendly and attentive. She made our family feel comfortable leaving our 15 year old dog when we were away on vacation. She communicated daily sending updates and pictures. We can tell Caesar had a great time. Thank you Sunny for taking such good care of our dog. We will definitely use Sunny again in the future!”
“Yuri took amazing care of Jolie while she was sitting for her. She sent me pictures daily and updates about her well being and any concerns she had. I will definitely be booking with her again! Thank you so much Yuri!”
“Danae was amazing! I was looking for a sitter for my babygirl very last minute and Danae was SO flexible, and accommodating. She took great care of my baby and sent me daily photos! Definitely recommend and will be booking again!”
“Cindy was very responsive and helpful when it came to the booking process! She did a great job caring for my two dogs and provided photos throughout their boarding stay. She lived in a nice quiet area perfect for dog walks!”
“I cannot say enough good things about Anat. Our dog was treated like one of the family. It’s clear that she has a true passion for dogs, and the fact that she has her own dog made us feel so confident. We also appreciated all the updates - it was clear Max was having a great time!”
“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!”
“Janna and family were excellent hosts for our fur baby! Very accommodating and communicative, sent pictures everyday of her adventures and made efforts to stick to her regular routine. She came back to us happy about her vacation as well and looks forward to the next 😁❤️.”
“Doreen was just amazing. She took care of our Lola - who can be anxious - and updated us everyday while away with pics and comments. Lola was happy and relaxed. Doreen is very caring, professional, precise and always available. Looking forward for more stays with Doreen for Lola. Massimo.”
“Vibeke is lovely and has a wonderful home and yard. Kira had a fantastic time playing with Vibeke's dog and in the back yard. Vibeke called me on Thanksgiving day (1 day into the visit) to let me know everything was going well and that Kira even slept in a dog bed in their bedroom. It was reassuring and made our Thanksgiving more relaxing. We were traveling to Vibeke's town and would love to bring Kira to her again when we are in the area. I highly recommend her!!”
“Liana and her husband were amazing! This was the first time ever leaving my dog with anyone. Liana sent me pictures and updates everyday without me even asking which i loved. I recommend her to anyone who needs a loving place for their pup !”
“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!”
“Ashley took amazing care of our puppy chase. She was loving and very attentive. She gave me updates throughout his stay with her family. I will definitely be rebooking again. Thank you for everything Ashley !”
Loving dog boarding sitters in your neighborhood
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Juan N.Star Sitter
“Great experience for Millie. She usually gets nervous starting at new places but by the time I went to pick her up I could tell she was incredibly comfortable and cared for. Thanks Jaun!”
Jocelyn J.Star Sitter
“Great service! Was away on a cruise for a week barely had service but everyday received videos and pictures of my 2 dogs. One a little crazy but loving so I'm glad it worked out and he was taken good care of. Will definitely use her services again.”
Maureen G.Star Sitter
“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!!”
Nina & Augustine C.Star Sitter
“First time we ever had to leave for a whole month and could not take Hattie with us. So happy to have found Nina and Augustine. Their little family took Hattie right in and gave her a home away from home. Hattie and Clementine just hit it off too. Constant photos and videos of Hattie that made us wonder if she might get bored when we took her back home. If you are looking for a relaxed family atmosphere for your dog with a built in playmate in a safe place look no further. Recommend very highly.”
Woof L.Star Sitter
“Took great care of Bella, very nice and comfortable accommodations with well maintained property and fenced in backyard. Provided comforting video clips and pictures.”
Sunny L.
“Sunny was a wonderful dog sitter! She was friendly and attentive. She made our family feel comfortable leaving our 15 year old dog when we were away on vacation. She communicated daily sending updates and pictures. We can tell Caesar had a great time. Thank you Sunny for taking such good care of our dog. We will definitely use Sunny again in the future!”
Yuri Paola C.Star Sitter
“Yuri took amazing care of Jolie while she was sitting for her. She sent me pictures daily and updates about her well being and any concerns she had. I will definitely be booking with her again! Thank you so much Yuri!”
Danae G.
Star Sitter
“Danae was amazing! I was looking for a sitter for my babygirl very last minute and Danae was SO flexible, and accommodating. She took great care of my baby and sent me daily photos! Definitely recommend and will be booking again!”
Cindy B.
“Cindy was very responsive and helpful when it came to the booking process! She did a great job caring for my two dogs and provided photos throughout their boarding stay. She lived in a nice quiet area perfect for dog walks!”
Anat W.
“I cannot say enough good things about Anat. Our dog was treated like one of the family. It’s clear that she has a true passion for dogs, and the fact that she has her own dog made us feel so confident. We also appreciated all the updates - it was clear Max was having a great time!”
Lorenzo P.Star Sitter
“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!”
Janna W.Star Sitter
“Janna and family were excellent hosts for our fur baby! Very accommodating and communicative, sent pictures everyday of her adventures and made efforts to stick to her regular routine. She came back to us happy about her vacation as well and looks forward to the next 😁❤️.”
Doreen V.Star Sitter
“Doreen was just amazing. She took care of our Lola - who can be anxious - and updated us everyday while away with pics and comments. Lola was happy and relaxed. Doreen is very caring, professional, precise and always available. Looking forward for more stays with Doreen for Lola. Massimo.”
Vibeke A.
“Vibeke is lovely and has a wonderful home and yard. Kira had a fantastic time playing with Vibeke's dog and in the back yard. Vibeke called me on Thanksgiving day (1 day into the visit) to let me know everything was going well and that Kira even slept in a dog bed in their bedroom. It was reassuring and made our Thanksgiving more relaxing. We were traveling to Vibeke's town and would love to bring Kira to her again when we are in the area. I highly recommend her!!”
Liana S.Star Sitter
“Liana and her husband were amazing! This was the first time ever leaving my dog with anyone. Liana sent me pictures and updates everyday without me even asking which i loved. I recommend her to anyone who needs a loving place for their pup !”
Eva E.
“Eva and her family are very kind and caring! My dog had a great time with them and everything went really smoothly! I’ll certainly book with Eva again and I highly recommend her!”
Rene P.
“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!”
Coralie O.
“Coralie is a LOVELY human being all around with a beautiful home and yard! Our dog had a wonderful 2 week staycation and we were updated daily. ❤️”
Ashley N.Star Sitter
“Ashley took amazing care of our puppy chase. She was loving and very attentive. She gave me updates throughout his stay with her family. I will definitely be rebooking again. Thank you for everything Ashley !”
Nikki J.
“Nikki was amazing! Kept us updated on our Remi girl throughout her stay and sent lots of pics. Remi was in great hands! Would definitely book Nikki again ?”
Sleepy Hollow dog parents share their Rover experiences
Our dog - Peaches - stay with Nina and Augustine went very well. Our dog had so much fun with their dog and other boarding dogs that she didn’t even notice that we were leaving her with a new family. She was well entertained and taken care off. We were getting updates and pictures from our dog stay regularly. They really took a great care of Peaches.
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.
Kat was great. She was very accommodating from start to finish - meeting up briefly before the actual dog-sitting, available for an early start the first day and late finish the last day. She sent regular updates and pics while watching our dog, Rudy, for a 10 day stay. Her dog, Toby, is sweet and got along well with Rudy and it was great Rudy had a playmate the whole time. Her home was clean and neat and looked like a safe environment for a guest dog. Nice fenced in yard for the dogs to play in. Will definitely plan to book with Kat in the future when the need arises.
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 Aug 2025, 11,768 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 11,768 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, 92% offer medication administration, and 85% 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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