Dog Sitting Sleepy Hollow
Book a Sleepy Hollow dog sitter to watch your dog in your sitter’s home or yours.
Over 94 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.”
“We had the pleasure of working with Erika for the first time. She arrived early, communicated well and ensured our dogs were well fed, active and comfortable. We appreciated the updates and photos. I highly recommend Erika for anyone looking for a responsible and caring sitter!”
About: I am experienced in administering medicinal injections, nail trimming and teeth brushing of larger breeds, lifting 60+ lbs, pad and potty training, and assisting senior and special needs dogs. I currently work remote and spend most of the day with my own pup by my side. We go to the nearby dog park at least weekly, go on two 20-25 minute walks (1mi+) daily, and play regularly throughout the day. He is very friendly and happy to tag along for any walks or play times, if the company is welcomed. I have a large crate available, if needed, and an in ground stake in the front and back yard with 30ft leads attached, allowing for plenty of time outside in shaded and unshaded areas. Food bowls are cleaned after every meal and pet waste is cleaned up after every trip outside.
About: My family and I love dogs. We also love cats, but unfortunately I’m allergic to them. We’ve raised three dogs over the years and currently have a 4-year-old Golden Retriever named Jax. I pretty much work from home and have a 4 year old Golden Retreiver named Jax so our routine is already made for a dog. I have a fenced in back yard. Your dog will have a playmate in Jax. I enjoy going out and playing fetch with Jax although he's not much of a fetch guy. He enjoys me faking like I'm going to chase him and then he gets the zoomies and runs around the yard like a crazy boy.
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.
“Miranda was fantastic. She stopped to meet Zelda before the scheduled walks. She kept me updated and everything went perfectly. Zelda feels comfortable with her already and they get along great. Highly recommended!”
“Stephanie was great! We have two crazy dogs with a lot of energy so it was great that Stephanie was so flexible with her schedule so the dogs weren't cooped up in the house all day. She fed them and let them run around in the yard. I will definitely have her come by again in the future!”
“This was our first time using a pet sitter, and Valerie was amazing! She dropped in on our elderly cat while we were on vacation, fed her and administered medication, and sent us pictures every day. We were so grateful to know our pet was in good hands!”
About: As a dedicated pet sitter, my commitment goes beyond basic care. I bring a unique set of skills and a genuine love for animals that ensures your pets receive the highest level of attention and care. I understand that every pet has its own personality, preferences, and needs. I take the time to get to know each pet individually, tailoring my care to ensure they feel comfortable and loved. I believe in keeping pets active and entertained. Whether it’s playing fetch, going for walks, or engaging in interactive toys, I make sure your pets have fun and get the exercise they need. My schedule is flexible during the weekend During the week I’m not available in the morning but I am flexible in the afternoon or if we need to add another week day. I am well-versed in pet first aid ensuring your pet’s safety at all times. I also keep a close eye on their health, looking out for any signs of distress or illness.
About: I have been taking care of animals from a young age of 15. I grew up with a German shepherd which started my love for dogs. I use to volunteer at an animal shelter in Iowa when I was going to college. I would walk every single dog because it would break my heart to see them stuck in such a small space. I also rescued around 20 dogs, 50 cats, and one monkey when I was living overseas. I am very empathetic towards animals especially because they are such innocent beings. I also worked with different rescue groups overseas. I currently have 3 dogs I rescued from Peru South America. Their stories are pretty crazy but now they are living the dog dream. So I am very excited to work with animals! I am a stay at home mom looking to help owners with their pets. Having 3 dogs myself I know how necessary it is to have help! 1st I would like to come meet the pet first so we can create a trust. Then I would make sure they were comfortable in their home with plenty of food and water. I would just follow all the rules the owner has for me especially if there dog is on a specific diet. If it is okay with the owner also carry training treats with me for walks.
About: My love for animals hasn’t changed since I was a kid. I have babysat for several family members, staying at their houses, housing their pets for months and visiting them. I am attentive to their needs, if they need extra attention for house training or have separation anxiety, I intend to help them through it. I will never do something the pets don’t trust and I can follow any request from the owners, if there is something special. I work part-time and going to school, so my schedule is a bit everywhere. However, I keep Tuesdays open all day and can open days up if I’m capable! I will try my best to make time for those who need loving. I am very attentive to my clients pets in their home. I like to go where they feel most comfortable, adhere to the routine they are use to and keep everything safely away. I double check any entrance before leaving, ensure nothing is left on the floor or in rooms for the pets to grab and check the food/ water bowls for proper amounts.
About: I trained my Australian Shepard for 8 years and have lots of patience with dogs of all breeds🫶🏽I’ve had dogs my whole life and I’m very experienced. I am free everyday at least 2 hours a day to walk at different hours of the days( mornings, nights and days). I have lots of availability I always make sure to take my pets to the bathroom at least every 2 hours or as needed. Walking my dog is key to keeping the dog in shape and away from illnesses while also having a clean eating and playtime environment.
“Amy continues to be a delight caring for Birdie with drop-in visits. We feel so confident leaving her in Amy’s hands. She’s flexible, friendly, and respectful of our home, Once again, thank you!”
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!
About: I will send photos of your dog to show you how they are doing. I will stay with them 24/7, go on walks with them and overall do the most to make sure your dog is well kept up! My job is online so im able to work with the pets all day every day. Which is also good becuase i love snuggles and playing with animals! I lock doors, and make sure other animals arnt around of we are on walks, overall just watching your dog and their cues to make sure they arnt getting overwhelmed
About: My husband and I have had dogs our entire lives. We have 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 great for taking care of Shelley while we went on a 4 day trip. She’s very knowledgeable on how to deal with our fur baby. We are gladly to recommend her to our friends in our neighborhood. She’s also on time to her schedule drop in visits. Thanks so much for an excellent job.”
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
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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 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 6,723 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
- 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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