Dog Boarding Sleepy Hollow
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 28 pet parents in Sleepy Hollow have booked dog boarding
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.
“Dorren was extremely friendly and helpful with Sebastian. He had the best time in her yard. He was literally smiling in the pics. She assured me he would be fine and was very understanding. Highly recommend”
“Stephanie was fantastic! Super easy to work with and was very communicative. She was kind enough to bathe our dog sunny after they went outside and had some tics. Sunny seemed to have a very good time and loved Stephanie 😊”
“Elizaveta took such good care of Storm! She sent me pictures and videos throughout Storm’s stay and she along so well with Elizaveta’s puppy. Having just moved to the area, I’m so happy I found someone I feel comfortable leaving my baby with.”
“Brittany was wonderful with my dog Stark. She took time to get to know him before he spent the week with her, introducing him to her dog, which was especially important as my dog can take a little while to warm up to people and pets. He went immediately to her! She listened to what I said about my dog's fears, as he is a rescue and he became part of the pack of dogs she was watching because of how great she was with him. He had a wonderful week and I loved getting picture and video updates.”
“Chialing was friendly, communicative, and professional. She had our timid dog high fives within the hour. It was comforting knowing our dog was in good hands with the regular walls, a clean home, and of course a great host. Thank you so much!”
“My dog scampi had a great time with Rhinesca and her family. She sent plenty of pictures and kept me up to date with how he was doing. I would bring scampi to her again.”
“Fantastic dog sitter! Kiara responds quickly to any messages and we loved getting pictures of our dog while away. Our dog looked happy when we returned--we've already booked Kiara for a couple more weekends!”
“Great host. Has an outdoor fenced in area, very easy to communicate with, no issues handling medications or other specific needs - all in all a great dog sitter. Thank you so much.”
“Raymond and his family were fantastic with our puppy golden doodle. He provided daily updates and pictures and went above and beyond with incorporating the pup into their family activities and routine. We were nervous to leave our boy for the first time, but the experience with Raymond and family could not have been better”
“Melissa did a great job with my puppy Callie! She made it a very easy and simple process with dropping her off and picking her up. I felt very comfortable with leaving her knowing she was going to receive such great care! Melissa sent plenty of updates which I loved and made me feel even more comfortable knowing Callie was doing great! We will definitely be back!”
“We've used Ann's in-home dog sitting several times now for our Mini Goldendoodle, Penny, and every experience has been great. Ann is incredibly responsive — she always answers questions quickly and puts us at ease when we're away. She sends regular updates and photos while Penny's in her care, so we never have to wonder how things are going. Most importantly, she's completely reliable; we know we can count on her every time we book. Highly recommend Ann to anyone looking for a trustworthy, communicative dog sitter!”
“Alarie and her family were absolutely wonderful with our dog. From the moment we met them, we felt completely at ease leaving him in their care. They created such a warm, loving environment for him, and it was clear throughout his stay that he was well cared for. Alarie was highly responsive and shared frequent updates and beautiful photos throughout his stay, which we really appreciated. We’re so grateful to Alarie and her family for treating our pup like one of their own. We would absolutely recommend them and would be very happy to have our pup stay with them again!”
About: Animals have been a part of my life for as long as I can remember. I’ve cared for both dogs and cats my entire life and genuinely enjoy building a connection with each pet I meet. I’m responsible, attentive, and patient, and I understand that every pet has their own personality, routine, and needs. Whether your pet needs a walk, playtime, meals, companionship, or simply some extra love while you’re away, I’ll make their comfort and well-being a priority. I’ll follow your instructions carefully, respect your pet’s routine, and provide regular updates so you can feel confident knowing they’re in caring hands. My goal is to make every pet feel safe, happy, and right at home. Pet care is a natural fit for my daily routine, and I’m available full-time to give your pets the attention and care they deserve. With a flexible schedule, I’m able to dedicate plenty of time to walks, playtime, feeding, companionship, and keeping your pet comfortable in their normal routine. I understand how important consistency and reliable care are, especially when you’re away. I’m happy to work around your pet’s individual schedule and provide plenty of love, attention, and supervision throughout the day. Your pet’s safety and well-being are always my top priorities. Having cared for dogs and cats my entire life, I understand how important it is to create an environment where pets feel comfortable, secure, and cared for. I have a secure, fenced-in yard where dogs can safely enjoy some fresh air and playtime. I also have a small Havanese who loves having a furry friend around and can provide friendly companionship for dogs who enjoy being around other pets.
“We only used Arsenii once so far but will definitely be going back. Oscar has a bit of separation anxiety but Arsenii's place provides a relaxed vibe and Oscar made himself right at home.”
The median cost per night for dog boarding in Sleepy Hollow is $61
Dog parents share their Rover experiences - Sleepy Hollow
Catherine was amazing with us and our two dogs. We hardy leave them so finding someone who would give them the care, attention, and love they're used to getting always seems daunting. Not with Catherine from our meet and greet, to drop off, pick up, and the time in-between she was fantastic! She sent text, photos, videos, comforting us all along the way. Through those videos we saw wagging tails and smiles, we knew they would in great hands and could relax from worry about them while away. I would highly recommend Catherine, she's professional, kind, knowledgeable about dogs and is highly sought after. We will certainly be using Catherine again. Thank you so much for taking such good care of our little loves ❤️
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.
How to book dog boarding
1. Search
Browse profiles of sitters near you who offer dog boarding.
2. Meet In Person
Schedule a free in-person Meet & Greet to find the perfect fit.
3. Book & Pay
It's that easy! All payments are processed through Rover's secured platform.
Popular requests for dog boarding - Sleepy Hollow
Select a filter and find qualifying sitters offering dog boarding.Sitters in Sleepy Hollow average 7 repeat dog boarding clients
FAQs for Dog Boarding - Sleepy Hollow
Frequently asked questions about Rover
The average cost of Dog Boarding in Sleepy Hollow is $48 per night as of November 2026. Most bookings cost between $41 and $65 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 13,405 sitters on Rover offering Dog Boarding across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in Sleepy Hollow can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their Sleepy Hollow home-away-from-home, we recommend packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your Sleepy Hollow.
Tip: You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your Sleepy Hollow sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
The Rover Guarantee is Rover’s commitment to your peace of mind every time you book. It includes 24/7 customer support, sitter access to advice from qualified veterinary professionals for diagnostic issues, and a reimbursement program for eligible veterinary care in the rare event something goes wrong.
All bookings are backed by the Rover Guarantee, which provides up to $25,000 in eligible veterinary care reimbursement.
Every sitter on Rover is required to pass a background check before listing their services. This process confirms their identity and indicates they are not on the Department of Justice’s National Sex Offender Public Website or have any disqualifying offenses.
Beyond ID checks, you can review each sitter's star rating, read verified reviews from other pet parents, and see how many repeat clients they have. Every booking is backed by the Rover Guarantee, which includes up to $25,000 in eligible veterinary care. For more details, visit Rover's Trust & Safety page.
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in NY ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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