Dog Sitting Sleepy Hollow
Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.
Over 107 pet parents in Sleepy Hollow have booked dog sitting
Sleepy Hollow, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: As a firefighter, my entire career is built on safety, reliability, and handling high-stress situations with a calm, focused mind. I bring that exact same dedication to pet care. Whether your dog needs a high-energy workout, your cat prefers a quiet companion, or your pet requires strict medication schedules, you can rest easy knowing they are in highly capable hands. I have experience with our furry friends ranging from puppies with enough energy to power our houses to our senior dogs that need very specific special care instructions throughout the day. Whatever is needed to be provided throughout the day to your family, it will be delivered as if they were my own. Due to my firefighter shift schedule I typically have entire, unbroken days where I am 100% available to dedicate my time and energy to your furry family members. When not on shift there is nothing more I look forward to then spending time with animals. My profession requires a clean background, absolute integrity, and a high level of public trust. You can feel completely secure letting me into your home to care for your furry family members. I treat every member as if they were my own family, ensuring they get plenty of affection, exercise, and routine care no matter how meticulous. Being a professionally trained emergency responder any unexpected situation that arises you can have confidence will be handled in a calm and efficient manner.
About: Hi there! I am so excited to finally be making my pet-sitting official with Rover. I am still new-ish to the area after having moved back in with my parents a little less than a year ago (originally from New Jersey, then moved to California for college and work). I have had the pleasure of taking care of my family dog (Winnie the Cavapoo) since we got her 9 years ago. Hanging out with her is one of my favorite things to do, and she truly makes each day better with every walk we go on and every cuddle we share. I've also gotten to dog-sit for some of my best friends and locals while I was in college, and it really helped me whenever I was missing my Winnie girl! My only hope is to provide you with peace of mind that your pup is in good hands with me! My schedule is pretty wide open and flexible! If there is a time/day on my schedule that looks unavailable, message me and I'll see if I can move things around to make it work (as I share a car with a family member). If you need me to come over and pet-sit at your home, I will respect all the rules you provide me with so you are comfortable with having me in your home while I watch your fur baby. Please let me know in advance to your booking if your pet is allowed on furniture, or in certain areas of your home, and what/where are absolute no-go's, so I can remember to keep them away from those areas. If you use a crate with them, please let me know how you use it with them - if they must be crated the entirety of time while indoors aside from meal and potty times, or if for certain periods of time. If you have a backyard that is fenced and secure, I am comfortable with letting them of their leash (if you permit it) so they have free reign to run around, but if it is not an enclosed space, I am not comfortable letting them off their leash, even if they are trained perfectly - just want to be safe and take all the precautions I can to make sure they are safe while with me!
“Stephanie very clearly cares about the animals she looks after and it is easy to see she has their best interest at heart. She also is able to read the personalities of different animals and caters her care to each specific animal. I am so glad she is around and will definitely call her again!”
About: I grew up taking care of my 2 collies and helping out with family members pets. I am experienced with managing large breeds and high energy dogs. I am currently on summer break from university, so I have a lot more free time. I am available on weekdays after 11 and weekends I have full availability. Once I return to school in late August, my schedule will change slightly. I’ll be available on weekdays after 1:30 PM and on Saturdays from 10:00 AM to 3:00 PM. If I happen to get out of class early, I may also be available before 1:30 on some days. Safety is my top priority. I treat every pet as my own, maintaining a calm, clean, and safe environment. Ahead of time, I ask about any triggers your pet may have and make sure we walk in comfortable environments.
“Samantha was so great with both my dogs. I have a little dog nervous around new people at first but he just loved her. Will definitely book in the future with Samantha.”
“Not only is Karen just a lovely and super nice person, my shy cat came right up and introduced herself! That speaks volumes! She had respect for my place and even watered my plants!! Above and beyond. Highly recommended!”
About: Hi there! I’m Shaifali — a lifelong animal lover and proud dog mom to two friendly pups, Lali and Phoebe. 🐾 I have over 11 years of experience caring for dogs, cats, rabbits, and guinea pigs of all ages and sizes — from playful puppies to sweet senior dogs. As a full-time nurse who works nights, I’m available during the day and have a flexible schedule to give your pets the time and attention they deserve. What I offer: • Lots of love, cuddles, and playtime • Safe, fun walks (I love going on long walks and exploring nature trails!) • Experience with administering medications • Knowledge of special diets and health needs (my own dog is on a GI-friendly diet, so I understand how important it is to follow food schedules carefully) Your pet’s safety and happiness always come first. I’ll keep you updated with photos and messages so you can feel at ease knowing your best friend is in good hands. Let’s set up your pup’s next walk or playdate — I can’t wait to meet them! 🐶💛 I currently work full time as a nurse on night shift. I have a lot of flexibility in the day to watch dogs due to working at night! I have 2 friendly dogs Lali and Phoebe in my home. Dogs are leashed at all times when outside. If you have a special diet for your pet please let me know as well as a food schedule! I understand special dietary needs for pets. My dog Phoebe herself is on a low fat GI diet due to chronic pancreatitis.
About: What sets me apart is my 20 years of hands-on experience caring for my own childhood dog who is now a senior dog, giving me a strong understanding of patience, compassion, and specialized care for aging pets. I have an open and flexible schedule, so I’m happy to work around your routine and what’s best for you and your pet. Will adjust accordingly. I’ll stick to your pet’s usual routine and follow your instructions carefully, so they feel comfortable and at ease while you’re away. My priority is always your pet.
About: My family and I love dogs. We also love cats, but unfortunately I’m allergic to them. We’ve raised three dogs over the years and currently have a 4-year-old Golden Retriever named Jax. I pretty much work from home and have a 4 year old Golden Retreiver named Jax so our routine is already made for a dog. I have a fenced in back yard. Your dog will have a playmate in Jax. I enjoy going out and playing fetch with Jax although he's not much of a fetch guy. He enjoys me faking like I'm going to chase him and then he gets the zoomies and runs around the yard like a crazy boy.
About: I am new to professional pet care, but I have a genuine love for animals and enjoy spending time with dogs. I am responsible, patient, and attentive to each pet’s needs. I am excited to provide safe, caring dog walks and drop-in visits and treat every pet like my own. My work schedule varies from week to week but I’m flexible and always make time for pet care. I’m usually able to fit in dog walks and drop in visits on most days, depending on timing. I enjoy being active and spending time with pets, so I will do my best to accommodate requests and keep communication clear. Your pet’s safety and comfort are my top priorities. I provide a calm, attentive presence during walks and drop-in visits, making sure each dog feels secure and cared for. I stay alert to surroundings, use safe handling practices, and always respect each pet’s individual needs and personality.
“Miranda was fantastic. She stopped to meet Zelda before the scheduled walks. She kept me updated and everything went perfectly. Zelda feels comfortable with her already and they get along great. Highly recommended!”
About: I have been taking care of animals from a young age of 15. I grew up with a German shepherd which started my love for dogs. I use to volunteer at an animal shelter in Iowa when I was going to college. I would walk every single dog because it would break my heart to see them stuck in such a small space. I also rescued around 20 dogs, 50 cats, and one monkey when I was living overseas. I am very empathetic towards animals especially because they are such innocent beings. I also worked with different rescue groups overseas. I currently have 3 dogs I rescued from Peru South America. Their stories are pretty crazy but now they are living the dog dream. So I am very excited to work with animals! I am a stay at home mom looking to help owners with their pets. Having 3 dogs myself I know how necessary it is to have help! 1st I would like to come meet the pet first so we can create a trust. Then I would make sure they were comfortable in their home with plenty of food and water. I would just follow all the rules the owner has for me especially if there dog is on a specific diet. If it is okay with the owner also carry training treats with me for walks.
About: I’ve always loved animals and pets and have been taking care of them my entire life. I’ve had a few jobs where I was a doggy day care specialist and have worked as one for 3 years. I have a good sense of how dogs act when anxious nervous or even excited. My job included staying over night with dogs along with walking them and feeding them. I do work at restaurants in the afternoons during the week and weekends till 8. I have three days off a week in which I can daycare dogs and watch over them. Normally Tuesday and Wednesday. Walking is no big deal my availability is always open for walking I provide attentive, personalized care for pets both in my home and in clients’ homes. I make sure each pet stays on their normal routine as closely as possible, including feeding schedules, fresh water, walks, playtime, and any specific care instructions. In a client’s home, I also focus on keeping pets comfortable in their familiar environment while maintaining a clean and respectful space. In my home, I create a safe, calm environment where pets get plenty of supervision, attention, and exercise. My goal is always to make pets feel comfortable, cared for, and stress-free while their owners are away.
About: I’m a caring and dependable person who genuinely enjoys spending time with dogs. I’ve cared for my friend’s dog while they were away on vacation, including making sure they were fed, walked, comfortable, and given plenty of attention and companionship. I understand how important it is to know your dog is in good hands while you’re away, and I’ll treat every dog I care for with the same patience, attention, and care I would want for my own. My schedule is currently very flexible, which gives me plenty of availability for walks and dog care during the week and on weekends. I’m typically available mornings and afternoons and can be flexible depending on your dog’s routine and needs. I’m happy to care for your dog in the comfort of their own home and follow their normal routine. I can take them on walks, play with them outside, give them plenty of attention and companionship, and keep them active throughout the day. With the owner’s permission, I’m also happy to take them on outings to places like Petco or the dog park. My goal is to make sure your dog feels comfortable, happy, and well cared for while you’re away.
The median cost per visit for dog sitting in Sleepy Hollow is $20
Dog parents share their Rover experiences - Sleepy Hollow
Eloise was amazing with my dog and cat and I know they are in such good hands with her! I really appreciate her flexibility and attention to detail with both of my babies and their various needs. I was able to fully enjoy my time away because I knew they were well taken care of. I will absolutely be booking with her again!
Amanda is the best she’s been doing drop in visits for me for four months now M-F very punctual, great communication, has never canceled or missed a scheduled visit and she treats my dog birdie like her own. Amanda has exceeded all expectations I can’t wright a good enough review for her. Thanks Amanda - Adam & Bird
Iryna took wonderful care of my dog during twice-daily drop-ins. She is warm, friendly, and clearly compassionate — my dog was happy and relaxed after every visit. One afternoon she was about 30 minutes late because her car broke down, but she messaged me right away and kept me updated, so it was no problem at all. I would happily book her again and recommend her to anyone looking for a caring sitter. Thank you, Iryna
We were thrilled with Karlie’s first drop-in visit today. Her kindness and attentiveness were truly remarkable. As soon as I stepped through the door, DixieBelle was bouncing up and down more than usual, and I’m certain she was expressing her immense joy and excitement about having a new friend. She can’t wait to see Karlie 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
Browse profiles of sitters near you who offer dog sitting
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Popular requests for dog sitting - Sleepy Hollow
Select a filter and find qualifying sitters offering dog sitting.Sitters in Sleepy Hollow average 7 repeat dog sitting clients
FAQs for Dog Sitting - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Dog Sitting in Sleepy Hollow on Rover is $18.87 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of September 2026, there are 6,625 sitters on Rover offering Dog Sitting across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Sleepy Hollow stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Sleepy Hollow choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter or the new environment. During the Meet & Greet, you will have a chance to walk through your pet's routine, medical needs, and unique quirks. Take the time to ask your sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters on Rover welcome Meet & Greets because the process can give confidence and peace of mind for service experiences, especially for longer stays or first-time bookings.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Sleepy Hollow with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Sleepy Hollow. On Rover:
- 92% of sitters can help with special care needs
- 96% can help with giving oral medications or injections
- 95% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
Sitters on Rover set their own cancellation policy, which you can find on their profile under their calendar availability.
Cancelling before a booking begins and before the sitter's cutoff time qualifies you for a full refund. Same-day cancellations for walks, day care, and drop-ins follow the full refund policy. Otherwise, for dog boarding and house sitting, you will receive a 50% refund for the first seven days of the booking and a 100% refund for the remaining days when you cancel the same day a booking should begin.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means our support team works with you to find a replacement sitter.
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