Dog Walking Sleepy Hollow
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 18 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: I grew up with dogs and I’ve been a dog owner most of my adult life. I’ve also been a dog owner from the puppy age of eight weeks all the way through mature life. I can take care of other pets as well, and I can be available for dog boarding, dog sitting, dog walks, and other pet care during your weekends and travels. I am a part-time parent and establishing this as additional income since I am a single income household in Marin county. I am available for dog walking and boarding on alternating weekends, and during periods of your travels when I am in town. I am an outdoors woman, and will get pets outside and active regularly. I know several local dog parks and dog-friendly trails since I’ve been a dog owner myself for years (I no longer have a dog as of early 2025). I have a fenced front and backyard. I can house a pet with all of your personal items for the pet anywhere in my home, and I can provide highly personalized care since I live alone (part time parent with alternating weekends on my own).
About: A little about me: I'm a lifelong critter lover - dogs, cats, rats - you name it, I love it. For 4+ years, I ran with dogs at an animal shelter in Chicago (PAWS, for those who are familiar), allowing me to work with dogs with all types of breeds and temperaments from nervous, anxious dogs, to high-energy assertive dogs. I'm a careful observer around any new animal (particularly dogs), making sure I understand their personality, comfort level, and needs. Most of my time is spent walking, hiking, or running with best friend and roommate of 2+ years, Fennec. I adopted him from a border collie rescue to be my running companion and since then, has humbled me (daily) with his endless enthusiasm and energy. He's the bestest boy. What to expect dog-sitting or walking: My approach will be to make your dog comfortable, happy, and fulfilled. In our initial meeting, I'll ask a ton of questions to understand your dogs likes, dislikes, schedule, and personality. Then, I'll make sure to fill in where I'm needed (couch cuddles, play time, sniffy walks, etc.) - giving your loved one (your dog), a great experience while giving you peace of mind. Afterwards, you can expect pictures and a quick summary, so you know exactly how the visit / walk went. If a walk isn't enough for your dog, consider this: I own a border collie, so I know how hard (i.e., impossible) it is tire out a high-energy dog. If your dog is like mine and needs WAY more than a walk (or three), let me take them on a run at their distance, at their pace. I'll just ask that you have the proper equipment (harness, leash) for your pup and I've got the rest. If you’d like me to run with your pup, select dog walking services and note you’d like a run. Note that running is a flat $5 surcharge (for either a 30 or 60-minute run). If your dog is friendly / likes other pups, I'll bring Fennec along too. #packrun Pet care fits right into my day to day right now. I'm currently taking a break from work, so I've got a lot of flexibility with my schedule and can work around whatever days and times suit you and your dog best. I tailor my approach to each dog and each owner. Before anything starts, I like to get a sense of your dog's routine, habits, and preferences, along with any specific instructions you have, and I'll work around all of that. Whether it's a walk, a run, or sitting in your home, my goal is to keep things as close to your dog's normal routine as possible so they feel comfortable and cared for the whole time.
“Jesse has been great with our very active and sometimes reactive dog. He built a relationship with our dog quickly and we are very pleased to have such a reliable person to help out with Cooper! Jesse is also super responsive and works with our scheduling changes as needed.”
About: I've cared for dogs for years and would love to ensure your pup gets all the love and exercise they need to be happy and healthy! I'm also very active myself so I can also take your pup on a fast-paced walk or run to get their energy out! Very flexible schedule with lots of availability during weekdays or weekends ! Open to repeat visits as needed. I work part-time / at home providing me an versatile schedule for whatever timing works for you and your pup. During drop-in visits and dog-walks, I emphasize gentleness, attentiveness, and building trust with your animal to ensure their needs are tended to with playfulness and adaptability to your pet's unique temperament.
About: Hi! I’m a dedicated animal lover with two cats of my own, and I absolutely adore caring for pets of all kinds. Whether you have energetic dogs that need daily walks and playtime, independent kitties who want some extra snuggles, or any other furry (or scaly!) friends, I’m experienced and confident giving them the attentive, affectionate care they deserve. While you’re away, I’ll keep your pets happy and comfortable in their familiar environment, stick to their normal routines, provide plenty of love and exercise, and make sure your home stays safe and tidy. You can relax knowing your beloved companions are in trustworthy, caring hands! I work from home with a flexible schedule, so I’m highly available for drop-ins, overnight stays, and house sitting whenever you need me. Your pets will always receive prompt and attentive care! I prioritize your pets’ safety and well-being above all else. In your home, I follow your exact instructions and routines to the letter — from feeding schedules and medication to favorite toys and walk routes. I’m a responsible, non-smoker with a clean background, and I treat your space with the same care as my own.
“Thomas is super reliable and flexible with our last minute walk requests! He’s clearly a natural with dogs — our 75lb chocolate lab loves him and comes home happy and ready for nap.”
“Lydia is great! She helped us walk Nova while we were on a trip and had my mom staying with Nova. My mom cannot handle Nova due to her reactivity to other dogs, squirrels, and cats. Normally they would just play in the back but our yard was too flooded to permit it. Lydia jumped in to help on very short notice and in the middle of some crazy weather. She was punctual and took Nova out on a different walk each morning that we needed her. She is communicative, responsible, and took good care of our spoiled princess baby. I highly recommend her!”
About: I’ve been around dogs my entire life, and caring for them comes naturally to me. I have years of hands-on experience as a lifelong dog owner, and dogs seem to connect with my calm, positive energy. Whether it’s playtime, walks, or simply providing companionship, I’ll make sure your dog feels safe, loved, and well cared for while you’re away Im currently looking for as many opportunities as possible as my schedule has opened up. Currently im taking same day booking but I am open to consistent weekly work. I first ask what is expected of me , and going from there. In the past I’ve taken care of dogs in kennels, fenced off, indoor, and anyway the owner sees fit ensuring the safety of the pet ❤️
“Janaki did a great job for us . She arrived on time and was able to make friends with our dog that has a bad tendency to over react when greeting newcomers, but Janaki was able to handle this well. We liked her photos on the walk especially charmed with phot of her holding two bags of poop.”
About: I treat every dog like they’re my own. I stick to their feeding schedule and make sure they get the attention and care they deserve. I also love running, so if a dog is up for it, I’ll happily take them on a jog with me. I build my days around the pets I care for. I usually set aside specific blocks for walks, feeding, and playtime so nothing gets missed. It actually helps me stay structured and active throughout the week. I provide all pet care at the client’s home, never at mine. I follow their normal routine, keep their space clean and comfortable, and make sure they feel safe and cared for in their own environment.
“We had Jennifer walk our sweet 14 year old Beagle while we were traveling for a month. She showed up on time every day and our girl had a great walk every time! Jennifer is a true animal lover and just a very nice girl to take care of your dog.”
About: I have been taking care of dogs since I was 7 years old when I had my first fur friend and also my family and neighbors always relied on me when they were away to take their dogs on the walk, feed an play! I'm currently finishing my master’s degree and have lots of flexibility. I’m available most of the days from Monday to Friday starting at 8am. I can take care of your furry friend at your house and also walk it, feed it, and play or socialize at the dog park.
About: I have years experience watching friends and families dogs as well as my own 8 year old pit bull. I love all animals and would love to spend time with your doggy :) I am available weekday nights after 6:00 pm and full day weekends Saturday and Sunday. On weekends I am available to spend unlimited time with your pet. Your pet will be well taken care of. I will make sure your pet has the right amount of exercise, attention, and that their needs are met.
About: I have had cats for over 10 years personally as well as house sat for dogs, and volunteered for a local shelter in my hometown to care for and walk dogs with a variety of backgrounds including under-socialization. I currently work from home and able to give lots of care and attention to your pet. I have availability for multiple check-ins or walks a day. I have a cat who gets along with other cats and dogs and do have the ability to keep her in a separate space if your pet does not get along with cats. I work from home so can give your pet more attention throughout the day.
The median cost per walk for dog walking in Sleepy Hollow is $26
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.
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 $22.2 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 9,887 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:
- 91% of walkers can help with special care needs
- 93% 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 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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