Dog Sitting Sleepy Hollow
Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.
Over 7 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.
“Shawn is great with Max, my cat. Max has diabetes and has to eat before he can have his insulin. Max can be fussy sometimes with his food, and Shawn has made it a point to make sure he eats his food. He has gone so far as to spoon feed Max! He really does take good care of Max!”
“I honestly love your visits and from the start I could see that Fumacinha remembered you and was comfortable. Thank you for taking the time to walk him in the visit and be so kind to him. It makes a difference and I always feel at ease even traveling. Thank you”
About: With over 10 years of hands-on experience caring for dogs, cats, and other animals, I provide loving, reliable, and attentive pet sitting services. I’ve worked with pets of all ages and temperaments, including seniors and those with special needs, ensuring they feel safe and happy while you're away. Pet care is a natural part of my daily routine. I prioritize morning walks, midday check-ins, and evening playtime, ensuring pets receive consistent attention and affection. Weekends often include longer outings or special enrichment activities, making sure each pet feels loved and engaged throughout the week. In my home, pets enjoy a safe, clean, and cozy environment with plenty of playtime, cuddles, and routine care. In clients’ homes, I follow their specific instructions closely—maintaining feeding schedules, administering medications if needed, and keeping pets comfortable in their familiar surroundings. I treat every pet like family, ensuring they feel secure and loved.
About: I’ve been caring for pets since I was in school—neighbors and friends would often ask for my help and thank me with small tips, which I used to buy school supplies. Over the years, my love for animals grew, and I eventually adopted my own dog, whom I’ve been caring for for the past nine years. I offer flexible availability on weekends at any time of day, which can be especially helpful in case of last-minute needs or emergencies. I kindly ask that you notify me at least three days in advance for any pet-sitting requests. I prioritize caring for pets in the comfort of their own home, as familiar surroundings can help reduce stress. I also enjoy taking them for walks in their neighborhood to keep them active and happy. I would have flexibility on weekends at any time of the day for greater comfort or if an emergency arises. 2 days before let me know about day sitting. Thank you I would care for your pet in the comforts of their space, sometimes it is easier when they recognize the space and additionally take them out for walks in their neighborhood.
“CeCe did a great job looking after and playing with my very shy cat. She was also very responsive and kept a close eye on things. As a result, I could enjoy my time away from home without stress.”
“I have used April once, but intend to use her again soon. She is responsive and thorough whenever I contact her. She sent an adorable photo of my dog from her drop-in visit. I feel overall that I can trust that she will be there when she needs to be and do what I have asked of her.”
“Joseph always goes above and beyond as a pet sitter. He is an incredibly good communicator and I know that my dog is being well loved and taken care of under Joseph’s care. My dog is very active and still has lots of puppy energy, but Joseph remains patient with him and makes sure that my dog can safely get his energy out.”
About: My family is proud to have adopted several dogs from local shelters and make them a part of our family. When our Ziggy (Golden Retriever) passed away in 2017 after 9 years, we picked up Loki (a black lab mix) and he's bringing us joy on a daily basis. Since I moved away to start medical school, I have been looking for ways to connect with animals, and this has included going to visit friends with dogs and cats, and is also the reason I've signed up with Rover! I look forward to meeting your lovely pets, and to working with you! The best options for me will be dog-walking or house-sitting considering my school schedule, but mornings/evenings would probably work best for me. However, I don't have a set schedule, so there is possible availability at any time during the day, depending on what mandatory events I need to attend. I am unable to care for pets in my home but I am happy to house-sit. I can ensure that your pet is getting the proper amount of water, food, exercise, rest, and attention for the entire time I am booked.
“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.”
“Jessica took great care of my two shy kitties while we were away. We got detailed updates throughout the week and she made sure they got their wet food and some treats. She even managed to lure them out of hiding, which for these two is saying a lot. We hope to have her watch them again in the future.”
About: I provide daily updates with pictures and videos, so pet owners feel comfortable and connected with me while I care for their pets and have a peace of mind while separated I currently work part time for an after school program from 1:30-5:30pm. I’m available to do walks/drop in visits with your pets in the mornings and evenings during the week. As for the weekends I have open availability. I care for every pet based on their individual routine, with a focus on safety, comfort, and building trust. For dogs, I follow their walking schedule, exercise needs, and any specific instructions, always providing water and breaks when needed. For cats, I respect their comfort level, keep their food, water, and litter box clean, and provide playtime or quiet companionship based on their personality. I always follow the owner's care instructions and provide updates for peace of mind.
“Thandi was AWESOME—we were so grateful to find her! We were in town for a wedding with our pup and she went above and beyond to make sure he was well taken care of and it was an easy process for us. Thank you Thandi!!”
“MaryAnn was wonderful! She took great care of our older cat while we were on vacation and sent regular updates on how he was doing. We’d definitely recommend MaryAnn!”
“Martin was amazing with my two dogs. He spent the time to built their trust and love and took them on long and engaging walks which left them exhausted. I 100% recommend him.”
About: Since a very young age taking care of animals have been a passion of mine. Always trying to rescue and adopt all the doggies and kitties off the streets and helping them with anything I could. I currently work in an animal hospital as a veterinary nurse and I take care and treat pets on a daily basis. I can handle pets of various sizes and temperaments, is all about making them feel safe and comfortable. Making sure they get the respect love and care they deserve is my priority. I’m very passionate about pets and love them and care for them as if they were my own. I currently work full time at an animal hospital. When it comes to boarding doggies I’ll take them to work with me during the day and during the night they will be at my home. My days off they will be free around the house under supervision. At work they will be in a room or cage according to their size but they get to go out at least 3 times a day while I do my work shift. We have a yard in the animal hospital and they get to run and play. Once I’m home I have a semi fenced yard and they get to play and run some more under supervision. I have cats in my home so during the night the doggies will have to sleep in a crate for safety reasons.
“Jacqueline is a great pet sitter! Very reliable, kind and sends the funniest check-in pics of my cat (lol). Would absolutely recommend her to anyone looking for a pet sitter!”
“Wow. I can’t say enough about the quality of care Brandon provided to our active dog Coco (who needed medicine administered and extra TLC during his visit) and our kitty Cora. His communication with us and the animals was wonderful, he updated us in real time, and everyone was in great shape when we arrived home. We’ll definitely be rebooking with Brandon!”
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 August 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 August 2026, there are 24,888 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
- 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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