Dog Walking Sleepy Hollow
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 11 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.
“Catherine went above and beyond for our dog, who was a little nervous when Catherine first arrived. She was very communicative and spend extra time trying to make our dog comfortable. Highly recommend Catherine!”
About: I’ve worked with dogs of all sizes at a pet care facility for over 2 years. I also have an animal science degree and have worked with many animals especially cats, dogs, and horses. l would love to get to know your furry friend! I’m a recent college graduate currently taking a gap year before graduate school. This means I have plenty of time to follow your schedule, and take care of your furry friends. I have experience giving pilled medications, and have also administered insulin for a diabetic dog. I can prepare raw food or kibble with any supplements or toppers you’d like. Additionally, I love to teach dogs new fun tricks and playing fetch in the yard.
“I felt at ease having Caleigh walk our brand new baby, Leo. She was communicative and right on time which was important for us with an 8wk old puppy. Will be using again. Thank you!”
“Christine was fantastic: Our dog didn’t have a chance to meet with Christine before their first walk and Christine patiently won her trust and managed the situation wonderfully. We’re very happy to have found Christine and hope to have many more dog walks with her!”
“Victor is always great with our boys. We booked a last minute walk and appreciated that Victor was available. He communicates really well and takes beautiful photos.”
About: My whole life I have owned dogs, so I am very confident dealing with dogs of any size/age. Additionally, I am an animal lover and will make sure you always have updates on your pet! I am currently a college student on break, so I am available at almost all times of the day! Having two dogs of my own, I am used to frequent walks and playtime. I love taking care of my dogs, whether that includes going on long walks or running around the house playing, I am always interacting and keeping them entertained.
“Abhilash always takes good care of my dog. I can tell she enjoys it a lot, and he also always takes pictures, and I really like seeing her enjoying the walk in the pictures!”
“Margaret has been a great walker for our German shepherd. She’s considerate and goes the extra mile! I really appreciate being able to see the walk timer and the map that comes along. Thank you dear!”
About: I have two dogs and have dog sat and walked many times before. I love to go to the waterfront with my dog and take long walks! I am first aid certified in humans and dogs. i hope you plan to book me ! Ps I also work at an emergency vet! I currently work full-time at one vet office . I know all the basics of dog struggling and such but I love to take long walks. I work at an and a primary veterinarian and understand dog behavior. Safety is the number one priority for me. Never let them be off leash
“Lorenzo did an amazing job walking our baby! Latte doesn’t need much: just a little walk to pee and poop and then he’s ready to head back in. He did just that and it was a great help as I work a hybrid schedule so I’m unable to walk Latte when I’m in office. Having someone come over while we’re out of the house and tend to our baby’s schedule is just something we need, especially with such a trustworthy dog handler! Latte was very amicable with Lorenzo, so this is definitely a great start to something new.”
About: Hi! I'm a dog mom to an 8-year-old pittie mix and have experience working with all types of dogs (big and small, young and old). I've previously walked dogs for shelters in my hometown and have also fostered NYC rescue dogs in need. I mostly work from home these days and have wide availability during the week + on weekends. Just let me know what you need! I currently work from home with a flexible schedule and have fairly wide availability during the day and evenings. I am also available most weekends for walks, boarding, and drop-ins. I don't currently offer pet-sitting services at this time, but I'm happy to cater to your dogs needs for any walks, boarding, or drop-ins.
“April was so nice and our girls loved her. Very easy to work with! She took them both on long walks and didn’t mind their puppy energy at all. We will def use her again!! Thank you very much April for taking good care of our girls.”
“Yasmeen did a great job walking our two pitties. She arrived on time and followed all of our instructions perfectly. We appreciate that she asked great questions at the meet and greet. Yasmeen has great availability and we would trust her with our babies any day. Thanks so much!”
About: My parents got me my first dog Tokyo, when I was 9 , a beautiful short-haired black and brown mutt and I've been dog-crazy ever since. I recently moved to New York leaving my 10-year-old Great Dane, Maxine, with my parents, which breaks my heart . I mostly work from home, so I absolutely jumped at this opportunity to walk and look after other people's dogs. From dogs that are larger than life, and drag you from place to place (like my own), to the smallest and petite of canines (my sister had a Maltese terrier), I have a life-time of experience . I'm really feeling the absence of my friend and will happily take your dog for some fresh air. I'm an artist, I work from home, so I am fully flexible. I write at night as that's when I'm most inspired so I'd love to use to my days to do something I love. I have a lot of experience with larger dogs, I can crate them, walk them and give them their medication. When it comes to cats, I let them do their thing and give them attention should they ask.
The median cost per walk for dog walking in Sleepy Hollow is $24
Dog parents share their Rover experiences - Sleepy Hollow
Erin is responsible, communicative, mature. She also tells me what my dog really did - not necessarily what I want to hear, such as “Pebbles only wanted to be out for five minutes so we sat together on the couch for the rest of the time.” I know exactly how stubborn Pebbles can be if she doesn’t want to stay outside and I really appreciate being told what actually happened. I look forward to a long relationship with Erin, including regular walks, as well as last minute walks and possibly boarding or petsitting as needed.
Drew walked our 2 dogs (a Lab and a Cocker Spaniel mix) every day for a week and it worked out great. He was very thorough in his communications and punctual on each visit. Our dogs can be anxious, but Drew was great with them and they instantly became comfortable. I would highly recommend Drew.
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?
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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 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 26,839 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:
- 87% of walkers can help with special care needs
- 92% 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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