Dog Sitting Sleepy Hollow
Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.
Over 90 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.
“Lauriel was wonderful! My pets were very well taken care of and I don’t even know how much they missed us. They enjoyed her so much! That is how I want to be! She was professional, prompt, and always sent pictures of my dog and cat! We will definitely use her again. She was wonderful.”
About: I’ve always loved animals and pets and have been taking care of them my entire life. I’ve had a few jobs where I was a doggy day care specialist and have worked as one for 3 years. I have a good sense of how dogs act when anxious nervous or even excited. My job included staying over night with dogs along with walking them and feeding them. I do work at restaurants in the afternoons during the week and weekends till 8. I have three days off a week in which I can daycare dogs and watch over them. Normally Tuesday and Wednesday. Walking is no big deal my availability is always open for walking I provide attentive, personalized care for pets both in my home and in clients’ homes. I make sure each pet stays on their normal routine as closely as possible, including feeding schedules, fresh water, walks, playtime, and any specific care instructions. In a client’s home, I also focus on keeping pets comfortable in their familiar environment while maintaining a clean and respectful space. In my home, I create a safe, calm environment where pets get plenty of supervision, attention, and exercise. My goal is always to make pets feel comfortable, cared for, and stress-free while their owners are away.
“Stephanie was fantastic! This was our first time using Rover, and she immediately helped us feel confident that we could count on her. We were able to relax and not worry about our kitty while we were away. Highly recommend!”
About: I grew up taking care of my 2 collies and helping out with family members pets. I am experienced with managing large breeds and high energy dogs. I am currently on summer break from university, so I have a lot more free time. I am available on weekdays after 11 and weekends I have full availability. Once I return to school in late August, my schedule will change slightly. I’ll be available on weekdays after 1:30 PM and on Saturdays from 10:00 AM to 3:00 PM. If I happen to get out of class early, I may also be available before 1:30 on some days. Safety is my top priority. I treat every pet as my own, maintaining a calm, clean, and safe environment. Ahead of time, I ask about any triggers your pet may have and make sure we walk in comfortable environments.
About: hihi I'm Ariel! I have owned, fostered, and rehabilitated animals my whole life. I have grown up in a home full of dogs and cats at all times and fostering even more! My family currently has 3 dogs, 2 small dogs and 1 big boy cane corso! I have experience with dogs big, small, old, young, disabled etc. I have fostered and pet sitted for plenty of cats, kittens, adults, seniors! I have experience caring for small animals such as guinea pigs and rabbits as well! I am experienced as well in administering medication for pets either orally or a shot. My schedule is very open for overnight stays, drop ins, and dog walking! I have always loved and carried a deep understanding and respect for all animals. I love caring and providing the best care for them 🧡 Im currently a part time artist with a very open and flexible schedule so I have plenty of time to fit your pets into my schedule providing the best care! I always triple check things are locked (doors, fences, etc). And things cleaned and put away neatly! I will always prioritize safety for your pets!
About: I’ve taken care of different kinds of dogs since I was 10 years old. I trained both of the dogs I was gifted (Labrador/Boxer mix & Pitbull) as well as grooming them. They both mean very much to me and now that they are older and I no longer live in my old house it would be my pleasure to give care to someone else’s pet! I’m currently working part time so the vast majority of the week I’m available and own my own reliable source of transportation. Extremely flexible with my schedule and times. Very good at playing with dogs and other types of animals as well. Will do anything your dog likes and make sure they enjoy having me around!
“Jackie was so great with our pup Ted. We set up a meet and greet beforehand and he got to feel comfortable with her before we left. She sent lots of pics and videos which made my day!! She even brought him a peanut butter filled treat. Their visits were filled with lots of playtime and a walk. Thank you so much Jackie, we look forward to having you over again soon!!”
About: Im a perfect fit to care for your dog .Because my schedule is flexible. I focus on positive reinforcement ensuring your dog feel safe with me . I currently working partime .some days im free to car for you pet..im available on weekends also. If you have errand I can watch your pet I have a fenced yard .neighborhood is great.your pet can run freely . Play catch with me theirs no kids just me and my husband
About: My husband and I have had dogs our entire lives. We have been 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.
About: I love animals. I used to have three Shar Peis, which can be fairly temperamental, but I think I was their favorite walker. I've walked dogs with Wag for years and have cared for dogs ranging from tiny pups to large Anatolian Shepherds. I work from home most days, so having a dog or two in the house is not an issue. And, i don't mind sitting at other folks' homes, if the dogs are more comfortable in their own environment. I've recently fenced our backyard with a 6 foot privacy fence, so that visiting dogs will be secure during off-leash play. I live in a quiet neighborhood and there is a large park down the street, so walks can be quite lengthy, if the dog is up for it. I have a few chickens in a coop / run in the backyard. The app asks about my pets but then when I said ‘yes’ only allowed me to pick either ‘dog’ or ‘cat’ - and I couldn’t list birds so I couldn’t update it. 😕. Apparently Rover thinks there are only two kinds of animals??? Visits to the backyard are always supervised to keep everyone safe.
“Samantha was a wonderful sitter for our two rescue cats who are very skittish. She sent numerous photos every day which really put our minds at ease while we were away. She followed the care instructions perfectly and responded quickly for every step communicated. We will defintely have Samantha back!”
“Perfect 10 !!! Danielle went out of her way for me. 100 % satisfaction! Received my report every walk and a picture of my dog. This was my first time leaving my dog without family, was nervous, but she put me at ease. Thank you again!! I highly recommend Danielle.”
About: I have felt a calling towards dogs for quite some time now. I have a few dog friends, and feel a very deep, genuine, and pure connection with them. I hope that it's the same with your beloved furry friend, and I'm confident that it will be. Please allow me to respond to your booking request before sending your request to multiple parties.. This is appreciated! My schedule really is pretty packed right now, but mid-afternoons are pretty open most days.. I will take new clients if I am able to find a time slot for you, though! For now, I'd like to keep care either in your home, or outdoors. I will treat your home like it is my own. Thank you!
The median cost per visit for dog sitting in Sleepy Hollow is $20
Dog parents share their Rover experiences - Sleepy Hollow
Eloise was amazing with my dog and cat and I know they are in such good hands with her! I really appreciate her flexibility and attention to detail with both of my babies and their various needs. I was able to fully enjoy my time away because I knew they were well taken care of. I will absolutely be booking with her again!
Amanda is the best she’s been doing drop in visits for me for four months now M-F very punctual, great communication, has never canceled or missed a scheduled visit and she treats my dog birdie like her own. Amanda has exceeded all expectations I can’t wright a good enough review for her. Thanks Amanda - Adam & Bird
Iryna took wonderful care of my dog during twice-daily drop-ins. She is warm, friendly, and clearly compassionate — my dog was happy and relaxed after every visit. One afternoon she was about 30 minutes late because her car broke down, but she messaged me right away and kept me updated, so it was no problem at all. I would happily book her again and recommend her to anyone looking for a caring sitter. Thank you, Iryna
We were thrilled with Karlie’s first drop-in visit today. Her kindness and attentiveness were truly remarkable. As soon as I stepped through the door, DixieBelle was bouncing up and down more than usual, and I’m certain she was expressing her immense joy and excitement about having a new friend. She can’t wait to see Karlie again.
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 7 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 $18.87 per visit (as of July 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 July 2026, there are 6,955 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:
- 92% of sitters 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.
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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