House Sitting Sleepy Hollow
Find a loving house sitter to watch over your pets and your home.
Over 25 pet parents in Sleepy Hollow have booked house sitting
Sleepy Hollow, Find top rated house sitting
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Bhavika was super sweet and Lola took to her right away. So grateful she could watch her with such short notice. Very communicative and gave updates throughout the evening. Would definitely use Bhavika again, highly recommend!”
“Becky was a fantastic dog sitter for us! She over communicates, shows our pups authentic love and just went above and beyond for our home outside of what we agreed too! Would highly recommend her! Just don’t overbook her schedule, then I won’t be able to book her services :)”
About: I have taken care of dogs since I was a child, all my life I have been surrounded by pets, therefore I know their care and I love them, friends and family have trusted me to feed them, walk them, bathe them or show my affection towards them, I describe myself as a person responsible, honest, patient and very kind. Nowadays I’m working part time, so I’m available to take care of your pets on weekends the full time or mornings 8am to noon during the week days. I am willing to take care of them in the house of my clients, I am a very organized person so I can easily follow instructions and know important things about the house and location of the necessary utensils for pets according to your likes
“We had some last minute changes because I got sick and Brandon was super flexible and responsive. He’s great with our dog and our dog adores him. He takes him on long walks, very on top of food, water and medication. Took excellent care of the house as well.”
“Jalyne did a fantastic job taking care of our dog while we were away for a week. She followed all our instructions, left the house clean, and our dog happy and well cared for! Highly recommend Jalyne.”
“Joyce accepted my last minute request for house sitting on New Years, and she was great with the pets and followed all instructions thoroughly. We would love to have her again!”
“Joe did a great job taking care of Luna. We felt comfortable that our dog and our house were in good hands. It seemed like Joe really bonded with Luna and that he genuinely enjoys working with animals.”
“Eric did a terrific job taking care of our senior pup. Our doggo was extremely relaxed and happy when we came back from our trip, so it was obvious that Eric took amazing care of him. Eric was also very thorough about following instructions and asking questions about our dog's routines and preferences. And the house was in great shape as well!”
“Julia was amazing with our dog who is very anxious. We left her with Julia for 5 days and we were very satisfied. She sent daily pictures and updates. Our dog is 11 years old and has separation anxiety, Julia was great keeping her calm. We will definitely ask her again to take care of our pet.”
“Maggie was great! She sent lots of pictures and detailed updates throughout the stay, which I really appreciated and made me feel comfortable knowing my dog was in good hands. She was super nice, communicative, and took great care of him. I would definitely book with Maggie again!”
“Gabriella was wonderful with our puppy, Benita! She was very caring, reliable, and made us feel comfortable leaving Benita in her care. We would definitely be happy to have her watch Benita again. Highly recommend!”
“Grace was an incredible find!! My dog loved her from the moment he met her! I was totally at ease leaving her with him for the weekend. She sent a ton of pictures and was in constant contact with me. My dog looked so happy with her taking care of him. I highly recommend her if you are looking for a caring sitter for your pet!!!!!”
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.
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.
About: I grew up with dogs and have been hands-on with them my entire life. I was raised with two Australian Shepherds, later had two doodles, and I personally trained my dog Eli from the ground up. I also groom Eli regularly and groom friends’ dogs, so I’m comfortable with handling, coat care, and reading dog behavior up close. I currently live with three dogs — Eli, Leo, and Nala — and manage different sizes, temperaments, and energy levels every day. I’ve never been bitten by a dog and take pride in staying calm, aware, and respectful of each dog’s boundaries. I genuinely love dogs and spend a lot of time outdoors. An active, structured, routine-based lifestyle is natural for me, and that aligns closely with how dogs thrive. Caring for dogs isn’t just something I do — it fits my lifestyle and mindset. Pet care is fully integrated into my daily and weekly routine. I brush all three of my dogs every week and regularly groom each of them. Because we go to the beach multiple times per week, I also wash and dry them weekly to keep their coats and skin healthy. They are all different breeds with different coat types, which has given me strong hands-on experience managing a variety of grooming and care needs. Daily exercise is a priority — I walk and rollerblade with them every day, making structured activity and outdoor time a consistent part of our routine. I provide a structured, calm, and consistent environment. I actively monitor and work with all three of my dogs every day, reinforcing good behavior through positive reinforcement. Dogs naturally pick up on each other’s behaviors, habits, and rewards, so maintaining a balanced pack dynamic is a priority in my home. I focus on clear expectations, routine, and calm leadership so dogs feel secure and relaxed. By consistently reinforcing positive behaviors and addressing issues early, I help create a safe, well-managed environment where dogs can thrive together.
“Belkys was amazing! Our first time leaving our elderly dog with a sitter for so long, so we were nervous at first. So glad we chose Belkys- she did such a great job keeping us updating and making sure our pup was well taken care of. Would definitely book again”
About: I have had pets since I was young, taking care of them and others, It was my bread and butter. I now working in an emergency hospital as a surgical assistant. I have a good balance between my work and personal life pet setting fits into my schedule, also having my own transportation and part-time schedules I provide care as needed and instructed, with my best judgment otherwise. Working in VetMed I have a good idea of standard pet care regardless of size, age, or breed
About: I’ve had pets from as young as 6 years old which were my parakeet tweety but even growing up I had different pets as in iguanas and hamsters and had a dog up to roughly two years ago my neighbors and friends typically have me be the go to person to care for they pets just off the facts of the love and care I always had for them growing up I work Monday - Friday 9 am -6 pm and weekends im fully available will be glad to assist with any thing after work also I will care for your pets as needed with unconditional love just don't get jealous if they start loving me more lol Jk .. but definitely will provide the best support and care I can
The median cost per night for house sitting in Sleepy Hollow is $60
Pet parents share their Rover experiences - Sleepy Hollow
Grace did a wonderful job housesitting with our beagle, Henry, and our two cats. She's responsive, reliable, and punctual. Grace took Henry on nice walks and adventures, and he even got to meet her dog as well. As a bonus, Grace is going to school to become a veterinarian, and you can really tell how much she loves animals. Henry has been whimpering since she left, because he misses her. Additionally, my home was well taken care of; everything how I left it, and seemingly Henry didn't have a single accident in the house, which sometimes happens when I'm not around. If you want a sitter you know you can trust, you'll be in good hands with Grace.
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 house 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 house sitting - Sleepy Hollow
Select a filter and find qualifying sitters offering house sitting.Sitters in Sleepy Hollow average 3 repeat house sitting clients
FAQs for House Sitting - Sleepy Hollow
Frequently asked questions about Rover
The average cost for House Sitting in Sleepy Hollow on Rover is $34.43 per night (as of September 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of House 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 House Sitting. For more information on service fees, click here .
As of September 2026, there are 18,375 sitters on Rover offering House Sitting across Sleepy Hollow. Enter your ZIP code to see which available sitters are closest to your home.
Beyond belly rubs and feeding schedules, a house sitter’s presence may provide an additional layer of security for your home. However, you will need to arrange overnight stays and other household tasks with your sitter when reaching out to them. Not all sitters offer the same services. Common household tasks you can negotiate include:
- Mail & deliveries: Collecting letters and packages so they don't pile up.
- Plant care: Keeping your indoor or outdoor garden hydrated.
- Trash & recycling: Taking trash cans to the curb on scheduled pickup days.
- Home security: Sitters can stay overnight to keep your home occupied.
The best way to align on expectations is during your free Meet & Greet. Use this time to provide a "home cheat sheet" that includes your preferred Sleepy Hollow walking routes, the location of your favorite pet store, and any specific quirks about your home’s security or appliances.
It’s helpful to think of house sitting as a "home base" service. Most sitters in Sleepy Hollow maintain their normal daily routines, like running errands or heading to the office, meaning your pet should be comfortable being alone for a few hours at a time. If your pet needs a little extra company, here is how to find the perfect match:
- Look for "WFH" sitters: Many sitters mention "Work from Home" on their profile to indicate they’ll be present for the majority of the day.
- Update your pet’s profile: Write down how long your pet can comfortably be left alone. This helps sitters quickly determine if their schedule aligns with your needs.
- Communicate 24/7 needs: Standard house sitting usually doesn't include constant supervision. If your pet requires round-the-clock care, be sure to discuss this upfront.
Tip: Use the Meet & Greet to confirm a sitter's typical "away" windows. Transparency ensures your pet stays happy and your sitter can plan their day effectively!
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!
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.
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 .
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your pet to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your pet is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.
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.
Yes, you can find sitters who have experience with handling special pet needs in Sleepy Hollow. On Rover:
- 89% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 97% 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.
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