Dog Walking Sleepy Hollow
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 34 pet parents in Sleepy Hollow have booked dog walking
Sleepy Hollow, Find top rated dog walking
Prices are estimates per walk. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Fred has been an absolute blessing to our family. Moochy like him immediately and trusted him. She’s usually pretty skittish. Fred was always on time, willing to be flexible if needed, and was just really good with Moochy. I needed someone who was strong to walk mooch because she’s big and strong. Fred had no trouble with it. I had absolute faith in Fred’s ability to handle her. And when Mooch saw his car pull up, she was so happy. I have no trouble recommending Fred to be your dog walker.”
About: I am 19 years old and I like to go by Leslie. Growing up on a farm along with multiple giant dogs, I've learned my fair share of pet care. Learning to handle and bathe dogs from the smallest Toy Poodle all the way to the largest Great Dane from volunteering. Speaking of Danes; I share my home with two rescue Great Danes and a Sun Conure. I specialize in dogs and am a former volunteer at Anderson Animal Shelter and Anderson's Wildlife Rehabilitation Center. I can sit for your pets almost any day! I'm free most of the time, other than when I'm out meeting other pets. I provide a large yard for my dogs, a seperate room for my bird, frequent vet checkups, healthy diets, all day access to water and outdoors, moderated chewys and toys, and a personal dog cage for sleeping in at night. In a client's home, instructions and routines are taken very seriously, no matter how specific, to ensure that a pet is well taken care of at all times.
“I've booked Jacqueline and Uriel a few times now and they are always great. Super flexible, communicative, reliable, and my dachshund Ladybug LOVES them. Thank you! 💗”
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.
“Absolutely love Katelyn. I am very protective of who I allow to walk my Zoey since she is known to be quite a puller and loves to bark. After the meet and greet I felt completely comfortable with Katelyn walking Zoey.”
“Thank you for walking amber again. She is always so excited to walk with someone other than me and she loves it when you take her to the park. Hope you continue to enjoy Amber”
“Jessica did an amazing job walking my pitbull! She was punctual, professional, and clearly experienced with handling dogs. My pup came back happy and well-exercised. She was also very communicative, giving me updates during the walk, which I really appreciated. I highly recommend Jessica to anyone looking for a reliable and caring dog walker. Will definitely be booking with her again!”
About: Hi, my name is Valerie Petty & I graduated from UIC in 2016 with a bachelors in Criminal Law & Justice. I am very outgoing and caring. I love animals more than anything. I had an 8 year old boxer who was with me starting at 6 months, she was my baby and best friend. Unfortunately she passed away October 5, 2018 from lymphoma. I now have three other dogs, Nugget, Delilah and Roo. Nugget was found and we adopted Delilah and Roo after fostering them. Nugget is a labrador retriever, rottweiler mix, Delilah is a boxer mix and Roo is an Amstaf mix. I have also grown up with cats, frogs, birds, hamsters, turtles and all types of reptiles. I love all different types of animals and love meeting new pets. I am allergic to cats and dogs but that has never stopped me from being around them! I promise to treat and care for them as my own. I try to help out as many families as I can but I have to make sure mine comes first! I will always make sure they get enough play time and attention, they can never have enough! Make sure they are always happy, feel loved and taken care of! Pet care is my other job I love! I don't really have a day off which I don't mind, if I'm not with my babies I'm with others. I make sure I keep your pet on schedule as best I can. I will give them the best care possible, their happiness is mine!
“Samantha is AMAZING! She took care of our 2 dogs for a full week. She sent fotos and updates each day. The dogs loved her!! We will definitely ask her to take care of our dogs for any future needs.”
“Stephanie is so wonderful! She is energetic, warm, and very loving to our pup. She is reliable, communicative, and treats our boy like her own. We could not be more pleased with her service and will absolutely use her in the future.”
“Olivia has been wonderful with Bear and Bella! She’s only walked them a couple of times so far, but I’m already very happy with her. She’s reliable, caring, and does a great job with both of them. I feel very comfortable having them in her care and would definitely recommend her! 🐾❤️”
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!
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’ve had a love for animals since I was small. This kept me active as a volunteer in animal shelters throughout high school, in addition to being a reliable sitter for my family and friends’ fur babies. I would love to go on walks and give lots of love to your furry friend(s) whenever you need! Please check my availability through my calendar! I update it consistently. I am full time studying at home postgrad, so I have a very flexible schedule! I will be diligent in keeping your dog safe by walking with a leash and always keeping a close eye on them. I have no other pets at home and am graduated, so your pet will get my full attention.
“Jessica is professional and kind. My dog liked her upon meeting her. She is good with messaging promptly. She has followed my requests for how to go about interacting with my dog and locking up the house. 5 stars!”
About: Dog sitting is new to me, but my love for dogs is not. After recently losing my own dog, I felt called to give back the same unconditional love he gave me. I provide calm, loving, and reliable care, creating a safe and comforting environment for every pup. Pet care fits naturally into my daily routine. Although I work full time, I’m able to step away throughout the day for check-ins, cuddles, potty breaks, and quality time. Mornings, evenings, and breaks are fully dedicated to making sure each dog feels comfortable, loved, and cared for. I focus on keeping pets comfortable, safe, and loved. I follow feeding and care instructions closely, provide regular potty breaks, playtime, and cuddles, and make sure they feel secure in their environment. My goal is always for pets to feel at ease and cared for, just like family.
The median cost per walk for dog walking in Sleepy Hollow is $20
Dog parents share their Rover experiences - Sleepy Hollow
Fred has been an absolute blessing to our family. Moochy like him immediately and trusted him. She’s usually pretty skittish. Fred was always on time, willing to be flexible if needed, and was just really good with Moochy. I needed someone who was strong to walk mooch because she’s big and strong. Fred had no trouble with it. I had absolute faith in Fred’s ability to handle her. And when Mooch saw his car pull up, she was so happy. I have no trouble recommending Fred to be your dog walker.
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 walkers who will treat your dogs like family
1. Search
Browse profiles of walkers near you who offer dog walking
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 walking - Sleepy Hollow
Select a filter and find qualifying sitters offering dog walking.Sitters in Sleepy Hollow average 4 repeat dog walking clients
FAQs for Dog Walking - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Dog Walking in Sleepy Hollow on Rover is $18.87 per walk (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Walking 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 Walking. For more information on service fees, click here .
As of September 2026, there are 6,716 sitters on Rover offering Dog Walking across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.
Whether you want a solo or group walk depends on your dog's personality. Solo walks can be beneficial for dog parents with reactive dogs, puppies, or dogs who are anxious around unfamiliar animals. Many dog walkers on Rover offer private, one-on-one walking services.
Group walks are a good fit for social dogs who enjoy structured walks. If your dog prefers the energy of a group stroll, ask your dog walker about group walks in your Sleepy Hollow. Since all dog walkers are local, they may have a neighborhood dog who is a good walking companion to yours.
For dog walking services, you can request a report card update with specifics about your dog’s walk. Report cards require photos and can include a map of the walking route , total walk time, poop and pee breaks, and distance traveled, so you know exactly where your dog has been walking in Sleepy Hollow.
Got specific details you'd like the dog walker to include? Message them in the app before your dog’s walk begins.
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 walker 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 .
Yes, you can find walkers who have experience with handling special pet needs in Sleepy Hollow. On Rover:
- 92% of walkers can help with special care needs
- 96% can help with giving oral medications or injections
- 96% 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.
A Meet & Greet is a short introductory meeting between you, your dog, and a walker. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your walker 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 walker questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and walkers 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.
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 walker.
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