Pet Sitting Sleepy Hollow
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

Over 168 pet parents in Sleepy Hollow have booked pet sitting
Sleepy Hollow, Find top rated pet sitting
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“So glad you were there to help Payton get through her first visit without her sister. I was stress free leaving her home. Thank you very much for the extra love.”

“Amanda is great excellent communication and dependable. It’s such a relief knowing that while I’m at work my dog birdie is getting exercise and attention. Thanks for everything Amanda”

“This was the first time I was leaving half of my cats alone and one of them required daily medication. Rachael did an amazing job. I got thorough reports and a lot of photos, all of which really eased my anxiety. She was so communicative. Thank you again!”


About: I’ve been taking care of dogs for the last 7-8 years for my family, friends, and neighbors. They have trusted me with walking, feeding, and overall loving their furry friends! When my family first got our dog in 2020, I assisted in training him and learning how to take care of a puppy. I have also helped to take care of my roommates pet dog and cat in these last few months as well! During the summer of 2024, my dog suddenly went paralyzed and lost function of his back legs. We had to learn how to take care of him and walk him using unconventional ways, while teaching him how to learn to walk again, so I have experience with a dog who has been partially disabled (but he has regained his ability to walk and is doing great!!) I recently graduated from Miami University, Ohio with my masters degree in speech-language pathology. I just moved back to Illinois and am looking to do some dog walking and pet care/love this summer before starting a new job in the schools this upcoming August as a speech-language pathologist. I will adhere to any requests that the client has. I am willing to put them in their crates, give them treats, play with them in the yard, or go for a nice long walk with them. It really comes down to the clients preference and I will stick to their normal routine!!
“Audrey was fantastic with our cats, Ben and Chloe! Her professionalism and communication were top-notch. We were impressed by her dedication and care, which made our time away worry-free. Highly recommend Audrey!”

“So happy Jessica was available to drop in for my Golden Retriever on short notice. She fed and walked her and provided lots of photos throughout. Thanks for caring for Samantha!”


“Jamie was amazing with our senior cat!! She was patient and understanding and earned her trust quickly 🙂 she also sent lots of pictures and updates which we really appreciated!! We’d definitely recommend her!!”


“Jamie is great! Whenever I have to leave my fur baby, knowing she is caring for him puts my mind at ease. She is a responsible and loving sitter and her daily updates are so considerant when I'm missing my cat Casanova.”

“We had a last minute long day trip and Jessica was happy to help us out on short notice. She was great at communicating with us and we appreciated her spending time with our senior dog! Baylee loved her!”

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.
“I appreciate Katelynn's flexibility with agreeing to take on my request last minute. She always sent plenty of check in pictures, and it was obvious that all three of the pets were being kept happy in our family's absence. Would book her again.”


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.

About: I’ve grown up taking care of both cats and dogs, including small and large breeds. I currently have a chocolate lab who I walk, feed, and play with every day. I also have experience caring for senior dogs and cats, and I understand the extra patience, attention, and care they may need. I love cats and am comfortable feeding them, changing litter, playing with them, and giving them lots of attention. I’m reliable, caring, and truly enjoy being around animals! I’m home from college until August 10th. I’m available all day on Mondays, Wednesdays, and Fridays from 8 AM–3PM for dog walking, pet sitting, and drop-in visits for both cats and dogs! I’m also available on weekends and am flexible with timing. I’m happy to work around your pet’s normal routine to make sure they feel comfortable, cared for, and safe. I’m always mindful, respectful, and responsible when caring for pets in someone else’s home. I make sure to keep a clean and safe environment, follow instructions carefully, and handle everything with care. I understand how important trust is when someone is caring for your pets and home, and I’ll always do my best to make both you and your pets feel comfortable and secure.

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.
About: I have taken care of animals for it seems like my whole life. I have experience administering medication both orally and through syringes and love to spoil dogs when walks and cuddles. I work for a school district so I my school day runs from 7:30-2:30, so no pet would be alone for long. I can do weekdays and weekends. I have experience going into someone’s home and watching their animals from there. I find it’s easier for on them when they are in their own home environment. I follow your routine and instructions and will let you know if I have any questions or anything comes up.
The median cost per visit for pet sitting in Sleepy Hollow is $20
Pet parents share their Rover experiences - Sleepy Hollow
Jessica did an amazing job being a first time sitter for my 2 cats one of which is very shy. She sent photos and updates each day after drop in visits which made me feel so at ease while on vacation. She went above and beyond caring for my house, bringing in the mail and watering 2 flower pots. I will absolutely hire Jessica again! I wish I could give her more than 5 stars! She treated my pets as her own.

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

Zach did a fantastic job! I booked him to clean out for very dirty litter boxes and replace them with fresh letter. I was very impressed with his ability to get right to the work at hand, get the job done, and leave everything looking great. He was so fast, he had time to tackle one of two of the cats water fountains, which were also overdue for cleaning and refilling. My kitties will love that their favorite fountain is working again. Next time, he’ll tackle the other fountain and I have no doubt that that will be done efficiently as well. Thank you, Zach! Nice to meet you, and you’ll be number one on my call
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 pets like family

1. Search
Browse profiles of sitters near you who offer pet 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 near you
Select a filter and find qualifying Sleepy Hollow sitters!Sitters in Sleepy Hollow average 7 repeat pet sitting clients
FAQs for Drop-In Visits - Sleepy Hollow
Frequently asked questions about Rover
The average cost for Pet 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 Pet 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 Pet Sitting. For more information on service fees, click here .
As of July 2026, there are 7,225 sitters on Rover offering Pet 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.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Many pet parents provide a spare key or arrange a lockbox. You can also exchange keys during the Meet & Greet and show your walker how to use digital fobs or personalized codes. It helps to arrange access to your home, from spare keys to concierge introductions, before pet care begins.
If you live in an apartment or condo, don’t forget to discuss details like buzzer access, codes, or elevator etiquette. These details can help a pet sitter feel more comfortable going in and out of your building.
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.
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.
A Meet & Greet is a short introductory meeting between you, your pet, 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.
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.













