Dog Walking Sleepy Hollow
Book a dog walker to give your dog a 30-minute walk around your neighborhood.
Over 14 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.
“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!”
“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!”
“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!”
“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!”
“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!”
“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.”
“Lorenzo has been an amazing dog walker for my energetic dog! He is reliable, always on time, and I could tell right away how much he truly loves dogs. My dog was always so excited to see him and came back from walks happy and well-exercised. I highly recommend him to anyone looking for a trustworthy and dependable dog walker!”
“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.”
“Juan was great with Ozzy, took him for a nice long walk and tired him out. All my instructions were followed to a T and my pup was safe and happy! Will definitely he asking Juan to walk ozzy again!”
About: I have had experience with dogs of all breeds since I was 16 years old when I worked as a kennel tech! I was also a volunteer at the Human Society and mostly worked in the cat room - spending time and cuddles and cleaning their living area. I know that the care of your pet is the most important thing to feel secure about when going on vacation or out of town. In addition to years of care sitting for both cats and dogs, I volunteered in South Africa and cared for baby baboons! I know your pet is unique and I will follow all instructions given to ensure your peace of mind, your pet’s safety, and will send pictures daily! I transitioned from the corporate world to and now do this full time, so I am flexible and available at all times to keep your pet’s schedule on track! I care and respect your home just as much as I love animals. If I am in your home, I will follow all instructions as given and am happy to send as many pictures as you request during my stay. This is my full time job so making sure your pets stay on schedule is my priority! It can be overwhelming when owners leave, so maintaining their routines helps ease everyone’s anxiety! I respect your home as if it were my own! I ensure to keep areas clean and respect all areas of the house! I am also happy to do light tasks such as watering plants and brining in your mail. :)
About: Hey there! I’m a passionate dog lover with over 10 years of experience boarding and walking dogs. I absolutely love dogs and can’t stand the thought of them being left alone for too long. I do this together with my partner, Aliyah, who helps me care for and look after the dogs. We both love spending time with pups and making sure they feel safe, happy, and comfortable while they’re in our care! I do this with my partner, Aliyah. She works from home, so she’s always around to help with the dogs and keep them company while I’m at work which is from Mon-Fridays 7-3 . My schedule also gives me plenty of flexibility to board and take care of your pet. We can board any day of the week, and we’re happy to do pick-up and drop-off when needed. We just want your dog to feel comfortable, cared for, and like they’re part of the family while they’re with us. I live in a home with a fenced-in backyard that dogs tend to love! They have plenty of space to play, but I never let them outside unsupervised. I can also crate your dog if needed, but if they usually prefer sleeping in bed with you, that’s no problem at all. I’m happy to keep their normal routine and make them feel comfortable while they’re here.
“Another great week with Tara! She came by three times at lunch and, as always, took awesome care of our pups. She’s super reliable, keeps us in the loop with pics and updates, and our dogs are always so happy after their walks. We’ve been using her since November and every experience has been seamless. Couldn’t ask for better care💞💞🐶🐶”
“Was able to take my last minute booking and they were both absolutely amazing because they walked my dogs in the pouring rain making sure my girls fully used the restroom before bringing them back inside. Would highly recommend them you can just tell how much love they have for animals.”
The median cost per walk for dog walking in Sleepy Hollow is $24
Dog parents share their Rover experiences - Sleepy Hollow
TERESA was fantastic and I highly recommend her! She and TONY are extremely communicative and responsive. TERESA was wonderful with my golden retriever who can sometimes pull during walks. It was easy to see how much he loved her and enjoyed his time with her. She posted pictures and when above and beyond. You can rest assured, knowing that you’re furry family member is well cared for!
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?
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 26,949 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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