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.
“Grace was wonderful for our pet. I needed her for an out of town get away! Ariel loved her. Grace was very nice, attentive, and communicative relative to our dogs needs. Thank you Grace! I would highly recommend Grace for your pets 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.”
“Julia was wonderful with our dogs, and her communication was excellent throughout the entire process. She was incredibly patient, quickly bonded with them, and made us feel completely at ease while we were away. It was clear that she genuinely cared about our pets. We highly recommend Julia and would gladly have her care for our dogs again! Shannon”
“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 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.”
“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 :)”
“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!”
“Hayley was patient with Jillian as she’s gotten older and a bit stubborn on her walks. There was also medication this time and Hayley was great with making sure Jilly was taken care of. Loved all the photos.”
About: I have about one year of hands-on pet ownership experience and have been around animals my entire life. I’ve helped train and care for dogs, including Collies and Hounds, with experience in basic obedience, leash walking, crate training, and puppy training. I enjoy walking dogs and providing enrichment to support their physical and mental well-being. I also love bathing dogs too! I have experience with a range of dog personalities, including puppies, senior dogs, and those with special needs, such as medication schedules or mobility considerations. I’m adaptable, patient, and willing to adjust my care style to fit each dog’s individual needs. I try and build my routine that balances and fits my dog and me! This includes daily walks, 10 minute sessions of training, playtime, and decompression time. I also give snuggle and cuddle time, but only if the dog I work with initiates. I also love giving my dog a well balanced diet and hydration especially in this hot weather. I also believe that a dogs world is as big as we allow, and so I love bringing dogs to new adventures, like hiking or a day at the beach. I try to include these at least weekly or bi-weekly. I also love having doggie play dates, and have some minor experience with dogs meeting for the first time! I currently live in an apartment, so I only service for home visits and walking right now. I’m familiar with fenced or semi fenced yards and crating. I have my own dog that I love taking out for walks and training, so if you don’t have a yard that isn’t an issue! I work great when I’m giving instructions in writing or verbal that best helps your doggie!
About: As a dedicated pet sitter, my commitment goes beyond basic care. I bring a unique set of skills and a genuine love for animals that ensures your pets receive the highest level of attention and care. I understand that every pet has its own personality, preferences, and needs. I take the time to get to know each pet individually, tailoring my care to ensure they feel comfortable and loved. I believe in keeping pets active and entertained. Whether it’s playing fetch, going for walks, or engaging in interactive toys, I make sure your pets have fun and get the exercise they need. My schedule is flexible during the weekend During the week I’m not available in the morning but I am flexible in the afternoon or if we need to add another week day. I am well-versed in pet first aid ensuring your pet’s safety at all times. I also keep a close eye on their health, looking out for any signs of distress or illness.
About: As a Mommy and animal enthusiast - I take immense pride and joy in my care for ALL babies! We tend to forget that It takes a village to raise ‘em right and I’d be honored to be the chosen addition to helping you raise yours. I currently work “on-call” meaning I have ample amount of free time to invest in to my relationship with your fur babies. Whilst I am a devoted stickler when it comes to scheduling, I also understand that life happens and flexibility is a necessity. I can't allow pets in my apartment because they have a no pet policy allowed but I'm more than able to house sit in the client's home.
“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: Had dogs when I was young, now my wife and I have two cats. I've also lived with birds, rabbits, and rats, via roommates over the years. I'm an independent developer looking to supplement my savings while working on a personal project. I can make my schedule work around yours and provide the care you need. I know how nerve-wracking it can be to leave your pets, and I know what a breath of relief a good sitter is. I'm attentive and careful.
“Nicole is awesome! She is very good with dogs. She bonded with our dog Milo for a week. Milo loves walking with her. I'm so glad we found her last minute. She was a great help. We would definitely recommend her.”
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 July 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 July 2026, there are 7,131 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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