Dog Sitting Sleepy Hollow
Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.
Over 11 pet parents in Sleepy Hollow have booked dog sitting
Sleepy Hollow, Find top rated dog sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Grace has been a tremendous help with taking care of Bianca. She is always punctual, reliable, and great at communicating. We feel very fortunate to have found someone as kind, caring, and trustworthy as Grace. We highly recommend her to anyone looking for someone they can truly trust with their pet.”
“Alexandra is wonderful! Our dog loves her, and is always excited to see her. Alexandra has been great at taking intros slow and working with us to get our dog used to her entering the house when we are not home. Her calm demeanor and patience are perfect for an anxious pup.”
“Tamette and Ahn were wonderful with Daisy when they stopped by to meet her for the first time before we were going to be away. They were gentle and patient with her and she warmed up to them quickly. Tamette let me know how it went in detail when I asked, which I really appreciated. We would definitely use her again, and hope to leave Daisy with Tamette and Ahn at their home when we go away for a week in January.”
“Maria took excellent care of our cat for a week, 2 visits a day. She was there like clockwork - and sent us photos, which we loved. I appreciated how communicative she was, especially with a snowstorm coming. Would 100 % use her again.”
About: I have 20+ years of pet boarding, pet sitting, dog walking and now my whole family shares the love - and some of the responsibilities! I am experienced with dogs, cats, guinea pigs and other small creatures! I view all pets as family members. I live in NY and looking for a house sitting gig during my trip to Arizona during this spring break. My schedule is flexible - I am planning to take our four legged friends on lots of adventures outdoors. I work from home and my schedule is flexible so I spend most time with our furry clients.I can’t wait to go on a walk or play with my furry clients! We are happy to come to your home or board your pets in our home. We don't have a fenced in yard but we frequent the dog park and the park near-by. In my day job I regularly work with NYPD, the court system and other federal and state agencies - therefore I have a high level security clearance.
“Alyssa saved the day when our flight was cancelled and we were away an extra night! She’s such a gem and so easy to work with!! We can home to a very happy bunny who was clearly well taken care of.”
About: Surrounded by doggy siblings growing up and now as an auntie to my nieces and nephews, I love to care for your furry children! Your pets will be in great hands. I currently work in a hybrid schedule at my 9-5. I enjoy caring for doggy friends on the weekends and before and after work when needed. I am constantly on top of making sure pets feel at home and comfortable in a new space. I will also make sure pets feel safe and loved when in their own space.
About: We've had 2 puppies come into our home since 2013 and I have LOVED loving them & being loved by them more than anything in the world. I was one of those kids who wanted a dog more than anything else growing up and to finally have had a puppy was the best day of my life! However, I have been a student in the area for a few years now and have been missing having a pet to share my love with. Though this is my first time as an official pet caretaker, I have cared for my own dogs as well as many of the dogs in our family as if they are my own throughout the years. I’m a medical student with senioritis so I will be pretty flexible in the coming months! I will most often be available for early mornings, evenings, and weekends, unless I am traveling or working a busy schedule that week! I do not have a yard or ability to care for pets in my home as it is not pet-friendly; however, I am in close proximity to the parks of Tarrytown/Sleepy Hollow!
About: I am a just starting at Pace Law and missing my animals deeply. I have made a summer job the past few years dog sitting. I have a wide variety of experience, from caring for three 60lbs+ lap dogs for a week to three cats I would barely see. I love every animal like it is my own (smothered in love) and I make sure to take lots of pictures (I can’t help it!). I am starting my law school journey and I am looking to schedule in some animal time. I am completely free after 4 most days for walks or dinner time and have open weekends. I have lots of experience with animals of many different needs and can easily adapt to instruction. I will be sure to love your baby and provide care above and beyond.
“Hannah is absolutely amazing! She took exceptional care of my two dogs, Max and Romeo, and they both adored her from the moment she walked in. Her kindness and warmth were immediately evident, and I could see how comfortable my dogs felt around her. Hannah went above and beyond to ensure they were happy, and received plenty of attention and playtime. It’s clear she genuinely loves animals, and her gentle approach made such a positive impact. I couldn’t have asked for a more caring and responsible pet sitter. Highly recommend Hannah for anyone looking for someone who will treat their pets like family!”
About: Hi! My name is Jenn and I rescued Jasper 3 years ago. We love taking walks at the Kensico Dam, going to the beach and the dog park. I am a reliable dog walker and animal lover with experience caring for happy pups. I treat every dog like my own family. You get safe walks, fun playtime, and great photo updates every single time. I am currently working from home with a flexible schedule, so I have plenty of time to care for your pet! I am available daily for walks and sitting on the weekends. Your pet will get maximum engagement and company during the all services as if they were my own. Caring for pets requires following their specific routines and keeping them safe during walks or daytime sitting. I have a friendly dog to keep your fur baby company and I will provide photos and messages about your pet's service.
“Klaudia was such an amazing Rover! She was so responsive and helped us out in a pinch. Our dog loved her and she made sure to keep us updated every time she checked in on him. Can’t recommend her enough. We absolutely plan to use her again!”
“Jacqueline is not five but six stars! She truly goes above and beyond! She’s not only reliable—sticking to our schedule perfectly for 10 days, even on Christmas, or during a snowstorm, and freezing cold—but also a sweet, pleasant person to deal with. Her excellent communication, updates, and heartwarming cat photos eased our anxiety as first-time users leaving our fur babies. She’s now “our” cat sitter. Highly recommend her! Thank you from the heart.”
About: Hi! I’m Kelly, a lifelong animal lover, professional treat-giver, and former dog mom to my sweet girl, Princess, for 13.5 amazing years. From daily walks to medication routines, I’ve handled it all with love and care. Whether your fur baby needs a snuggle buddy, a midday walk, or someone to keep an eye on them while you’re away, I’ve got you covered! I live in a pet-friendly community with plenty of green space and have my own vehicle, so I’m reliable and flexible when it comes to pick-ups, drop-offs, or emergency needs. I know how important it is to find someone you can truly trust with your pet, and I treat every animal like my own. Let’s connect! I’d love to meet your pup and become their new favorite human! Pet care fits into my routine pretty seamlessly. Honestly, hanging out with animals is one of the best parts of my week! I have a flexible schedule, my own car, and I live in a pet-friendly community with lots of green space, so walks and visits are easy to work into my day. Whether it’s a quick drop-in, a walk around the block, or a weekend stay, I make the time because I truly love being around animals. After 13.5 years with my own dog, it just feels natural to keep giving that kind of love and care to other pets. I live in a pet-friendly community with lots of green space, so walks and visits are easy to work into my day. I'm also more than happy to pet sit in your own home if that's what you prefer.
“Our dogs love Andrea! She is always prompt, kind, and loving towards our dogs. We know that they are in excellent hands when she is taking care of them. We cannot recommend her enough!”
“Kathy was very reliable and always responded in a timely manner. Unfortunately, our kitty is very shy so she didn’t get to see him, but we knew he was eating, using the litter box, etc. we appreciate Kathy’s care.”
About: My family has had big dogs our entire lives so I learned to take care of them from a young age. I love all kinds of animals! I work from home with a very flexible schedule so I can generally make most times work :) Happy to work around any schedule if needed! It’s definitely a priority to keep your dogs safe during a walk or a visit - my full focus and attention is on them 100% of the time!
About: I am a dog mom who believes that the dogs are our greatest companions and deserve the best! I will treat your dog with utmost respect, care, and love. I currently work remotely on a part-time basis which affords me the flexibility to be available to care for your pet/pets. I have a car so I can easily get to/from your home. I am very responsible, considerate and respectful. I will care for your pet as if it were my own. I will provide your pet with plenty of exercise, attention and love if there are any special requests, I can also accommodate those.
The median cost per visit for dog sitting in Sleepy Hollow is $25
Dog parents share their Rover experiences - Sleepy Hollow
Corinne was extremely professional and reliable while dropping in on our dogs when we were away. Her updates were very thorough and she gave me peace that my house and my dogs were doing great the whole time we were away. She sent updates on how much they ate, drank and if my dog took her medicine. I really appreciated her check ins and all the photos she shared.
Tamette and Ahn were wonderful with Daisy when they stopped by to meet her for the first time before we were going to be away. They were gentle and patient with her and she warmed up to them quickly. Tamette let me know how it went in detail when I asked, which I really appreciated. We would definitely use her again, and hope to leave Daisy with Tamette and Ahn at their home when we go away for a week in January.
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 sitters who will treat your dogs like family
1. Search
Browse profiles of sitters near you who offer dog sitting
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 sitting - Sleepy Hollow
Select a filter and find qualifying sitters offering dog sitting.Sitters in Sleepy Hollow average 6 repeat dog sitting clients
FAQs for Drop-In Visits - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Dog Sitting in Sleepy Hollow on Rover is $22.2 per visit (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Sitting 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 Sitting. For more information on service fees, click here .
As of September 2026, there are 24,978 sitters on Rover offering Dog Sitting across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.
A pet sitter can provide focused care sessions, help your pet’s routine stay on track, or keep you updated on your pet’s mood and energy levels.
Whether you’re at the office for the day or traveling for a few nights, a pet sitter can offer potty breaks during a Sleepy Hollow stroll, cleaning the litter box, or making sure your pet has on-time food or water refills. For daytime services like walking and drop-ins, you can also request sitters to send a report card with every visit.
Tip: You can discuss your specific arrangements with a pet sitter on Rover to what fits you, your pet, and your sitter’s needs. To find what their special skills are, look at the "Skills" and "Pet care experience" sections on their profile.
Key handling is entirely up to you and your sitter to agree on during the Meet & Greet or in the Rover app. Most pet parents in Sleepy Hollow choose to hand over a spare key or digital fob in person, while others arrange a lockbox or unique access code. Don't forget to discuss key returns as well!
Every sitter 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 .
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.
A Meet & Greet is a short introductory meeting between you, your dog, and a sitter. It can take place in person or virtually, although we recommend in-person so that your pet can get to know your sitter 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 sitter questions about their skills and expertise, and make sure the fit feels right for everyone. Most pet parents and sitters 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.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in Sleepy Hollow with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in Sleepy Hollow. On Rover:
- 88% of sitters can help with special care needs
- 92% 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.
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 sitter.
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