Dog Walking Sleepy Hollow
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 30 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.
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.
“Katelyn did a fantastic job. She did a great job with my dog, Morgan, and went the extra mile to make sure she had water in her bowl before leaving. Our dog has a hard time going to the bathroom with new people, but she went both with Katelyn. 5 stars and will book her again :)”
About: I’ve spent the past 5 years caring for my two dogs and truly treat them like family. I’m experienced with daily routines, walks, playtime, and lots of love and attention. I’m patient, gentle, and always focused on keeping pets happy, safe, and comfortable. 🐾💛 I currently have a full-time job and looking for a part-time during the weekends. As of right now I’m available afternoon and nights and fully available on the weekends. care for pets as if they were my own by following their routines and giving them plenty of love, attention, and supervision. I make sure they feel safe, comfortable, and happy in both my home and my client’s home.
“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.”
“Had the opportunity to have Jaime watch my dog overnight after using Jaime as a walker. I can tell you we couldn't be more pleased after having Ernie spend 3 nights at Jaime's house.”
“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: I’ve had dogs in my life since I was born. My first dog was a 100 pound German Shepard mix, then we got a miniature border collie mix, then a hound, and now we have a one year old german shepard belgian malinois. I have helped train and take care of all of our family dogs and we take our dogs on at least 2 walks a day! I can take care of any type of dog and I will of course love every animal I take care of. I have no problem picking up poop on walks! I would love to help you take care of your Dogs! I am currently a college student at Judson University studying Architecture. I would be able to take care of your pet before 7:45am and I am available during lunch time. I am also volleyball player and practices are normally from 4-6 so I would be able to go over after that. MWF I have class from 1-5 so I wouldn’t be able to go in that time frame and my volleyball games are normally Tuesday and Thursday nights which I could go over after those. I have a fenced in yard at my house but I also have energetic dogs so I take them on walks every day twice a day. They both love to play fetch and obviously they love to go on their daily walks. I can do anything from just letting them out and throwing the ball for them to walking around the block or even a mile. I am flexible with what kind of service your pet may need!
About: I am the go to girl for ALL of my friends cats and dogs when they need help. I have a 2 year old dachshund who loves friends and lots of flexibility in my schedule to help out as I work remote. Also have 2 large dog parks at my apartment complex on ground level! Work fully remote, available anytime! I have weekends available as well just let me know what you and your let need and I’m there! My dog is crate trained as well to provide space for your dog as well if need be. I have 2 dog parks down stairs with a quiet neighborhood to go for walks in and plenty of room for your pet to play!
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!
“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”
“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’ve been around dogs my whole life and have experience caring for dogs of different personalities, ages, and energy levels. I genuinely love spending time with animals and making sure they feel safe, comfortable, and cared for. Whether your dog needs a relaxing walk, some extra playtime, or lots of affection, I’m happy to follow their normal routine and give them plenty of attention. I treat every pet with patience and care, and I’ll keep you updated with photos so you can feel comfortable while they’re with me :) I’m a college student and healthcare worker who genuinely enjoys caring for animals and giving pet parents peace of mind while they’re away. I’m patient, attentive, dependable, and understand how important it is to have someone you can trust with both your pet and your home. My schedule gives me availability throughout the week, including many weekends, and I keep my Rover calendar updated so you can easily see when I’m available. I’m happy to help with walks, drop-in visits, feeding, playtime, potty breaks, and keeping your pet comfortable with their normal routine. Every pet has their own personality, so I take the time to learn what makes yours feel safe and comfortable. I’ll follow your instructions closely, keep doors and gates secure, and send plenty of photos and updates so you know how your pet is doing. Whether you have an energetic dog ready for a walk, a senior who needs a little extra patience, or a cat who prefers affection on their own terms, I’ll care for them with the same kindness and attention I’d want for my own. 🐾🤍 When caring for pets in your home, I follow your instructions closely and keep your pet’s routine as normal as possible. I’m gentle, patient, and very attentive to each animal’s comfort level. I make sure food, water, and potty breaks are handled safely, and I always keep doors and gates secure. I also send updates and photos during every visit so you can feel confident that your pet is safe, happy, and well cared for while you’re away :))
“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: My name is Kaileigh and I live in the Pingree Grove area. I have been around dogs my entire life! Before moving into my town home I would house sit my family, friends and co-workers dogs. Just looking for a little extra cash on the side and what better way to do that then walking dogs! I love being outside and will take your dog on a walk for however long you would like. I am super friendly and outgoing. I do work a full time job over in Elgin, IL so I'm looking for walking gigs in the evening or anytime during the weekends. I do not currently have a dog because of my small living space and full time hours, I just feel too bad which is why I think Rover is such a great service! I will love and care for your pet just as much as you do.
About: I have been an animal lover my entire life and shown it in the care I give. I started my pet care experience at 14 by watching family members' pets, as well as my mother's coworkers' animals. From there, I expanded into word-of-mouth clients from friends, and finally opened up a Rover account when I entered my 20s. I treat all pets I care for like my own, and have experience with several animals, including dogs, cats, birds, fish, reptiles, small mammals, and even horses. I love learning and continue to expand my knowledge for caring for animals by researching and taking classes where I can. I currently work full time, which is Monday through Thursday from 9:00 A.M. to 6:00 P.M. and Saturday from 10:00 A.M. to 2:00 P.M. I am always willing to work things into my schedule, so please contact me to do so. I love when owners leave me notes regarding their pets care and little trick and habits that will help the pets feel more comfortable. I ensure safety and care to any pets I sit or walk.
About: My husband and I have had dogs our entire lives. We have fostered dogs in the past and our children and current dog both love friendly furry pets! I have very open availability- I am a stay at home mom and 2 of my kids are in school. So outside of drop off and pick ups I have open availability! I have a fenced yard and a friendly small dog to keep your pet company! We enjoy going on walks around the neighborhood and playing fetch in the backyard.
“Jennifer is absolutely wonderful, so attentive and thoughtful with our pup. She’s the perfect peace of mind to know our pup is happy, safe and having a great time. Her communication is superb and her kindness is unmatched. So grateful for her!”
About: - Volunteered in various pet shelters for cat care such as PetSmart for litter, re-feeding, and playing - Have 3+ years personal experience with caring for cats as I'm currently a proud owner of 2 cats. - Currently working from home and with my pets the vast majority of the day. I'm available throughout the weekday and weekends anytime to take care of your cats as I have the capacity to care for your pets while handling my daily responsibilities. I live in a gated condo building where it's safe and comfortable for your pets. The Alexandria area is an excellent dog-walking city to ensure your pet has adequate amounts of exercise and bathroom breaks. *NOTE* I do have two cats within my household; I prefer to have pets that are comfortable with other pets in the house.
The median cost per walk for dog walking in Sleepy Hollow is $20
Dog parents share their Rover experiences - Sleepy Hollow
Catarina has a general niceness about her and was able to connect with our dog Miley quickly. She understood the little things that would help make Miley feel comfortable. We truly appreciate having found her and will miss her, as we have moved to Florida, but we will continue to let people know about her. Thank you Catarina for everything, especially the peace of mind you gave us while we were away from our girl.
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 August 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 August 2026, there are 6,836 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:
- 93% 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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