Dog Walking Sleepy Hollow
Book a dog walker to give your dog a 30-minute walk around your neighborhood.

Over 17 pet parents in Sleepy Hollow have booked dog walking
Sleepy Hollow, Find top rated dog walking
Prices are estimates per walk for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
About: My mother raised me alongside a puppy in an area dense with wildlife. Along with our growing dog, we often had rodents, birds, or stray cats to take care of. In high school I took care of mice, and owned two sets of rats. The dog I was raised with passed at age 20, and I am experienced in taking care of senior pup needs. I'm currently working part time, and my ideal days to hang out with your pets are Tuesday, Friday, Saturday, and Sunday. This will be the case until college starts again in the fall. I have a fenced in home as well as lots of access to pet supplies. I love all parts of animal care, whether it be active play or just snuggling on the couch. Having a senior dog, I am also experienced in handling minor medical situations.
About: I have had cats since I was 2, they are amazing. I give my cat medication everyday. I may not have a dog but I wish I did. I love being with dogs and going on their “sniff walks”. I am currently in college right now as a second year. I have a fair amount of free time. I am free all weekend, when not at home. At my home I have a fully fenced backyard. At your house, I will follow the directions you give me to a tea, to give everyone peace of mind. 🙂
About: I’ve grown up with dogs my entire life and just recently said goodbye to my 17 year old pit bull rescue. I’ve been the go to sitter in my neighborhood for the past 15 years and I’m lucky to have been successful in our local fur community by word of mouth. I am well versed in senior dogs, dogs with physical limitations, dogs with allergies, administering medication, and handling reactive behaviors. I live in a large home with no roommates or pets, and have a large fenced yard with lots of areas to explore. There’s a hiking trail just feet away from my front door and I miss having my 4 legged companion to walk the trails with. Being the fur mom of a rescue, I understand that each dogs comes with instructions and I take that seriously. I understand the importance of activity in high energy dogs, and that new sitters need to be extra affectionate in the absence of a dogs owner. I love spending time outside and will love your fur baby as if it were my own! I generally work from home which allows for ample walks and mid day snuggles! If I need to go into the office, I am use to making time before and after work for walks. In addition the that, if owners are comfortable, dogs can have access to the fenced yard throughout the day. I have a large completely fenced yard. I have an extra large crate if that is preferred. There are no other pets on the property. There are no kids on the property and I have no roommates.
“Edward is a true dog whisperer and so much more than a dog walker. He was extremely patient with our stubborn pittie and knew exactly how to handle him. We are happy to say we found our #1 guy when we go on vacation.”

About: Ever since I was a little kid I always had love for dogs they bring a lot of happiness in my life and care for them so much I currently free to work all day with dogs also on my free time I walk my own dog so any time works for me The way I take care of my own dog is most of the time she spends at big yard at my house or I walk her outside in my neighborhood
About: With years of experience caring for neighbors' and family friends' pets, I’ve become a trusted pet sitter for both weekend stays and extended vacations. Whether it's keeping pets company during a short weekend away or ensuring they're well-loved during long trips, I always prioritize their comfort, safety, and happiness. I treat every pet as if they were my own, providing them with the attention and care they deserve. Since I’m a student taking remote classes, my schedule is flexible and allows me to dedicate plenty of time to pet care. I can easily fit pet sitting into my daily or weekly routine, ensuring your pets get the attention they need throughout the day. Whether it's walks, playtime, or just some extra cuddles, I'm available to keep your pets happy and comfortable while you're away. In both my home and my clients' homes, I prioritize safety, trust, and a comfortable environment for pets. I make sure that the space is pet-proofed, free of hazards, and stocked with everything your pet might need—from toys to treats. When caring for pets in my home, I maintain a clean, calm environment where they can relax and feel secure. In clients' homes, I follow any specific instructions provided to ensure consistency in their routine and comfort. I also keep an open line of communication, sending updates to ensure peace of mind. Your pet’s well-being is my top priority.

About: I’ve had pets my entire life and I’ve been caring for animals since I was young. Growing up surrounded by pets gave me a genuine love and understanding of their needs. I know every has a unique personality, and I am committed to providing safe, loving, and dependable care. I’ll treat your pet with the same kindness, patience, and attention that I’ve given to mine. I’m currently working part-time, so I’ll have plenty of time to play with your pups! I’m available for walks, and to take care of your pets. I am available weekdays and weekends at any time. I promise to provide safe and responsible care for each pet, always respecting the clients home. I am a reliable person, organized and attentive to details. I maintain open communication with the owner and do everything possible so that both they and their pets feel calm and safe.
“Ryan was super patient with my dog as it can take a while for her to warm up to other people. Great communication and definitely a dog person. I highly recommend booking with him!”

About: I have currently been training and walking dogs since 2008. Before that I worked at a dog boarding facility for 3 years. I have grown up with dogs and currently have a pitbull, GSD, husky mix as well as our 1 yo gray tabby. I currently work as a dog trainer and walker. Any time not spent with my clients is spent with my wife, daughter, and our two animals. Any care in your home will be to your specifications. I believe in respecting what is yours and how you do things. Your home is your castle.
About: I've grown up around dogs my whole life, and have had experience walking and taking care of them for years. I love dogs and want to make sure your dog feels safe and comfortable. I am currently available on both weekends and weekdays. I'm always flexible and I can accommodate dog walking and sitting into my regular schedule. Safety always comes first. I'll respect your space and make sure your pet feels comfortable above all. I want to communicate with you to understand your pet's needs and your rules about your space.
About: Soy amable, responsable y paciente, con experiencia cuidando mis propios perros y mascotas de familiares. Brindo cariño, atención y seguridad, respetando sus rutinas. Me encanta. Tengo bastante disponibilidad durante las mañanas y también por las tardes, lo que me permite dedicar tiempo y atención a las mascotas y adaptarme a sus necesidades. Cuido a cada mascota con mucha responsabilidad, cariño y atención. Me aseguro de que estén siempre seguras, cómodas y acompañadas, respetando sus rutinas y necesidades.
“Veronica is THE BEST! She is a great communicator, is on-time, has great energy, and most importantly, my dog loves her. Can't say enough good things. Highly recommend for dog walking and pet care.”

About: Hi, I’m Jackie! Animals have always been a big part of my life- from mini lop-eared rabbits to horses, and I now have a 8 year old Beagle, Finley and my 1 year old Beagle, Kenzie whom go just about everywhere with me. I have extensive experience caring for senior pets, administering medication, and working with deaf and blind dogs. I understand that every pet has unique needs, and I will provide patient, attentive care to ensure they feel safe and comfortable. I will also encourage good listening and good behavior with rewards while they are with me. For house sitting, I’m neat, and quiet, treating your home as if it were my own. Whether you need a trustworthy, reliable sitter or a dog walker, I’ll care for your house and pets as if they were my own. I am currently available full time. I am happy to come to your house and stay there if needed but would need to bring my beagle, Finley, with me. I treat my clients’ pets and homes with the same care and respect as I would my own. For pets, I ensure they receive plenty of attention, exercise, and affection, while also following any specific routines, dietary needs and medication schedules they may have. With extensive experience caring for senior pets, including those with special needs, I’m comfortable administering medication and providing extra patience and care for aging or anxious animals. For home care, I am neat, responsible, and quiet, treating each home as if it were my own. I keep spaces clean and organized, water plants, bring in mail, and ensure everything remains secure. Whether clients are gone for a few hours or an extended period of time, they can feel confident that their pets and home are in reliable and trustworthy hands.
The median cost per walk for dog walking in Sleepy Hollow is $28
Dog parents share their Rover experiences - Sleepy Hollow
Jesse's the absolute best dog walker! My Australian Shepherd Wonder loves him. In the past wonder has been reactive towards guys, but he loves Jesse and looks forward to weekly walks and occasional overnight boarding on the weekends. Jesse's super flexible and a great communicator, highly recommend him for your pup. Jesse tends to have a bunch of doggies around, so if your dog is social like mine, they'll make lots of new friends and have a blast hiking around Marin

Ariela was great on her walk with Grady! I needed a very last minute walk and she responded quickly and was even able to come over and do a meet and greet before the walk the next day. I felt very comfortable having her walk Grady—he can be a lot and she was very capable. I’ll definitely have her visit for future walks!

I highly recommend Lauryn for your pet sitting needs! She is reliable, on time and amazing with my 7 month old puppy. She took the time to learn about him and his needs and also sent me pictures and updates each time she walked him. We felt extremely comfortable and safe having her in our home. He was a happy boy when I got back home to him!

Jaimi and her daughter were amazing with my two dogs, Bumi and Lily. They took them on 30-minute walks to a dog play area, spent time playing with them, and even stayed longer to make sure both dogs were fully walked and able to use the bathroom. Communication was great throughout, and they were incredibly kind and attentive. Bumi and Lily were genuinely excited to see both Jaimi and her daughter, which says a lot. I’ll absolutely be booking them again for dog walking and pet care

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 walking

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 of Dog Walking in Sleepy Hollow is $22 per walk as of October 2026. Most bookings cost between $21 and $28 per walk. On Rover, walkers 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 October 2026, there are 9,801 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 bookings, your dog walker can send a Rover Card with details about your dog’s walk. Rover Cards require at least one photo and may include , the total walk time and distance, and any pee or poop breaks recorded by the walker.
The route map lets you review where your dog was walked in Sleepy Hollow after the booking. It is not live GPS tracking.
Have specific details you would like included? Message your dog walker in the app before the 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 , 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 .
Yes, you can find walkers who have experience with handling special pet needs in Sleepy Hollow. On Rover:
- 86% of walkers can help with special care needs
- 89% 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.
A Meet & Greet is a casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your walker interacts with your pet 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. Meet & Greets are a great way to prepare your pet and walker for longer stays or first-time bookings. Read our tips for your first .
walkers on Rover set their own , which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work with you to find a replacement walker.




















