House Sitting Sleepy Hollow
Find a loving house sitter to watch over your pets and your home.

Over 9 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.
“Norma was so fantastic! Not only was she able to meet and chat over video last minute, but she was really great at asking all the important questions to make sure it was a good fit. The handoff was smooth and my kitty slowly warmed up to her and her dog! She made sure I knew that if they didn’t get along that was okay, her pup just wouldn’t stay at my place. She helped calm my cat down and get back to eating (he gets a little stressed in transitions) and he was happy and playing within the day. Norma sent lots of pictures and updates about everything. I felt really good knowing my baby was in good hands ❤️ 10/10 reccomend”

“Kira was very thorough and detail-oriented. All of my animals loved her, even with their strange personalities. She sent me a lot of updates and made sure we knew what was going on all the time. I would definitely hire her again!”

“Caitlin took great care of my pups! I really loved that she took additional time for a meet and greet to ask necessary questions about my fur babies & provided lots of updates while I was away!”


About: I’ve taken care of my family members fur babies for the last three years when they go out of town, etc. I also stay overnight at their homes so they know someone is with their babies all the time. Ready to expand my love onto your fur babies and spoil them rotten! I am currently not working and have time in my schedule to help you with your fur babies. I can housesit and stay overnight all the way down to just coming in and checking in on the babies for you. I have a fenced yard for my own furbabies. One of my dogs likes to only potty in the fenced yard and the other one likes to be on a leash to potty. If you prefer for your dog to be in a crate, I can do that as well. I want to make sure you and your fur babies are as comfortable as possible! I’m a huge animal lover!

“Professional, reliable, and clearly loves dogs- even nervous little Yorkies who bark a lot :) I returned from vacation to find my house cleaner than I left it. Highly recommend!”

“Rose is a gem. 💛 This was our first time using a pet sitting service and I was honestly hesitant about having someone stay in our home for five nights. But the second we did the meet-and-greet and Biscuit (my heart in Labradoodle form) immediately decided Rose was a good person… I knew we were going to be okay. While we were gone, Rose kept us so well updated and made it easy to actually relax. She took Biscuit on walks, gave her lots of love and attention, and she was so sweet and thoughtful with our senior schnauzer, Piper. You can tell she truly cares. We came home to happy pups and peace of mind, and that’s everything. We’ll 100% book Rose again.”

“For a first-time Rover user with a slightly anxious Cat, it was important for me to find the right sitter. Cherie is kind, empathetic and caring and set my mind at rest. I asked for more communication and she kept me updated on how my cat was doing. I plan to use her again in the coming weeks, but from this initial experience, I highly recommend Cherie to anyone looking for a genuine and warm cat sitter who takes care of your pet (and home) in a personable and trustworthy manner. Thank you, Cherie!”


“After our regular pet sitter canceled on short notice I found Taylor through the app. She was extremely responsive and even offered to come meet the pets prior to watching them for the weekend. She took great care of our pets at our home, and communicated with us to let us know the pets were doing well while we were gone. I highly recommend her. We will be using Taylor again for sure.”

“My Bandit loves Aiden! He is great with dogs and so dependable. After staying with my dog for 10 days, he left the house in perfect condition. I will use him often and highly recommend him.”

About: I love spending time with dogs, cats and all babies alike. Your babies will be my babies and I will love them and treat them as my own. I have cared for pups and cats of all ages and circumstances. Your wish is my command I am retired and have a flexible schedule to be able to care for your babies. I will enjoy spending time with them fully for sure! I have a fully fenced backyard and am always aware of the surroundings to make sure that they are always safe and well care for.

“Meg is fantastic, our animals love her. She sends great update photos and get consistent updates on how everyone was when she drops in. I’d be happy to rebook her anytime we needed someone to watch our pets.”

“We used Shanna to housesit our two doggos (a senior 85 lb healer mix and a young 15 lb poodle mix). Shanna was so easy to work with and kept us updated with pics and details of their time together. She went above and beyond and it gave us such wonderful peace of mind knowing our pups were in her care. We’ll absolutely be using Shanna again the next time we need to travel out of town for a few days.”

About: I started dog walking and pet sitting at 18 as a way to pay rent during COVID. Like anyone learning on the job, I made some mistakes in the beginning, but over the past 6 years, I’ve made a complete 180 — gaining valuable knowledge and refining my skills to care for animals the right way. Now at 24 and working toward becoming a veterinarian, this has grown from a job into a true passion. I combine experience, education, and genuine love for animals to provide the best care possible for your furry friends. My schedule varies weekly, so I update my calendar regularly to ensure you can easily book dog walking and sitting services whenever you need it. When walking dogs, I always bring a water dispenser and doggy bags, so you don’t have to worry about a thing. For dog boarding, your dog will feel right at home! Dogs are welcome on the furniture unless you prefer otherwise, following your training guidelines. I provide potty breaks every 2–4 hours and extra walks for energetic pups to burn off energy. Bedtime is at 8 PM, with the last walk of the day to help your dog settle in comfortably.
“Melinda was absolutely amazing! She went above and beyond caring for our 3 large pups post-spay, giving them gentle, attentive care every single day. Melinda sent daily pictures and detailed report cards so we always knew how our girls were doing, which gave us complete peace of mind while we were away. Melinda even helped improve our puppies’ leash manners with one-on-one attention and patience — such a thoughtful touch we didn’t expect but deeply appreciated. We couldn’t have asked for a better sitter and will absolutely be booking with her again!”

“Stacy took great care of my fur baby! She sent me daily updates and pictures of him, and made sure to spend so much time giving him attention. This was my first time leaving Bentley, and I felt so comfortable leaving him in such great hands! She even took him on extra walks, and I couldn’t be more grateful :)”


About: I took care of my sweet black lab Winnie from puppy to senior. I know what it takes to love and care for a fur baby. I crate trained her, she lived in houses, and apartment with me through my 20’s and lived into loving my daughter. Who now wants to be a vet when she grows up. I am a teacher but also have my retired mom with me. We have not dedicated ourselves to a pet since the passing of my senior Labrador. I can commit to walking, playing, and someone being around 24/7 for your fur babies if you choose to board. I can crate your dog and having a large yard and country road for walking. I’m willing to go to dog parks. Whatever your pets needs are I can help with.
“Alexis was amazing with our very demanding puppy! She sent frequent updates and spent lots of time with her. We feel so much better traveling now that we have met Alexis and know our puppy will be in good hands!”


“Jordyn was awesome! My dogs loved her. She was responsive, attentive, cautious and overall made me feel very comfortable leaving my dogs in her care for my time away. I will be rebooking. Thank you Jordyn!”

The median cost per night for house sitting in Sleepy Hollow is $45
Pet parents share their Rover experiences - Sleepy Hollow
Malachi was wonderful! He house sitting our two dogs for a week and everything went so well! He sent us pictures and kept us updated. We highly recommend Malachi, our crazy dogs absolutely love him. He is a great dog sitter, very respectful and responsible.

I could not be more pleased with Caitlin‘s care of my two pups! I was able to go on vacation for a week and have no worries. One of my dogs is diabetic and needed twice daily blood checks and insulin injections. Everything went seamlessly. She gave me twice daily updates and several pictures per day. Caitlin also watered potted plants for me and took excellent care of my home. I can highly recommend her to anyone needing a house or pet sitter!

Anna was reliable, attentive and genuinely affectionate with my cats. I returned home to happy cats and a well-cared-for house. I would not hesitate to book her again and highly recommend her to anyone looking for a trustworthy and compassionate pet sitter. It gave me tremendous peace of mind knowing they were in such capable and caring hands.

Nicole and her husband came to visit the dogs beforehand and are very nice people! Took a little too long to reply for us at some times but kept us updated as things arose. We had some damage, from the dogs that was communicated to us, on the baseboards that were a little excessive so we were a little upset about that. The house was very clean when we did come back though!

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 4 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 $44.4 per night (as of August 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 August 2026, there are 3,009 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:
- 95% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 98% 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.





