Dog Boarding Sleepy Hollow
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 29 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.
“My dog is so comfortable here. Nina & family really do everything to treat your dog like a beloved member of the family. Daisy comes home healthy, happy and loved. We can go on vacation with no guilt because it’s like a vacation for her too! I so appreciate all the photos and updates about how Daisy is doing. I wholeheartedly recommend Nina and family for any dog lover!”
“This was Phoebe’s second stay with Kevin. He took great care of her, and I can tell she’s always happy to see him. Kevin was careful to keep to Phoebe’s schedule, which I appreciate!”
“We are very happy to ask Maureen for our Chamonix. Maureen was waiting for us in front of her house to do a first meeting before sitting. She’s very reliable and responsible. She kindly updated how Chamonix’s doing through her stay. We will definitely return to her if we needs someone next time.”
“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.”
“Happy came back in a good mood. She appeared not ready to leave. Videos showed her being energetic and playful especially running free around the yard. . Her adjustment with Doreen and return home was easy. Will highly recommend Doreen.”
“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.”
“Anat was great with Bodi. He’s a puppy and she was super responsive, attentive to his needs, and followed my instructions to a tee. He had fun play dates and we received lots of fun videos and pictures.”
“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.”
“Rene always takes great care of Cory. She noticed that he was itchy and has some skin irritation so asked if he could have some Benadryl, and always sends pics and videos of him playing and having a great time.”
“Jennifer was wonderful. Communicative and extremely flexible. Received daily pictures of our pup who was happily exhausted on pickup day. Will definitely leave Fleur there again.”
“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!!!”
“Alexis and her husband are great! Always answers questions, provides photos and videos, and Murphy always has attention and someone to play with. Highly recommend.”
“Jocelyn was great with communication and accommodating specific requests. You can tell she genuinely loves dogs. I highly recommend her and will absolutely be using her services again.”
“Wow, Karine and Ryan were such attentive caregivers for our small pup, Mikoh. We felt totally at ease leaving him with them for a week while we traveled outside the country. Karine was meticulous in caring for Mikoh, and sent multiple updates daily informing me of Mikoh's play times, eating habits, and overall wellbeing. It was also nice knowing that Mikoh was having some nice social time with other pups while we were away. I would wholeheartedly recommend their care for your pup, and look forward to working with them again in the future. Thank you!!”
“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!!”
The median cost per night for dog boarding in Sleepy Hollow is $60
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 ❤️
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. 🐾💕
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 :)
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.
Meet local sitters who will treat your dogs like family
1. Search
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Popular requests near you
Select a filter and find qualifying Sleepy Hollow sitters!Sitters in Sleepy Hollow average 7 repeat dog boarding clients
FAQs for Dog Boarding - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Dog Boarding in Sleepy Hollow on Rover is $48.15 per night (as of July 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of July 2026, there are 13,222 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
95% of Sleepy Hollow sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which Sleepy Hollow landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
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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