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

Over 11 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.
“Amazing job!!! Our dogs took to her right away on the first meeting and that was all I needed. She took wonderful care of our dogs and home. Updates and pictures throughout our time away. I really can't say enough good things. Having Rayven come and stay with our dogs made it possible for us to travel without worry. We are lucky to have found her.”


About: Hi! I’m a British animal lover who’s recently moved to The Woodlands, and I’d love to help care for your furry family! I’ve grown up around dogs of all shapes and sizes, so being around animals has always been a huge part of my life. I’m also a proud dog mum to two mini dachshunds (my little weiner dogs!), so I know just how much our pets mean to us and how important it is to find someone you can truly trust with them. I regularly volunteer at Montgomery County Animal Shelter, where I’ve gained valuable experience caring for animals with different personalities, needs and temperaments. Whether your pet is energetic and playful, shy and nervous, or simply loves a good cuddle, I’ll make sure they feel safe, comfortable and loved. I’m happy to care for both dogs and cats and will treat your pets as if they were my own. I understand that every animal is different, and I’ll always take the time to get to know their individual routines, quirks and needs. Whether it’s walks, playtime, feeding, cuddles or simply keeping your pet company while you’re away, you can count on me to provide loving, reliable care and plenty of updates for your peace of mind. I can’t wait to meet you and your four-legged family! ❤️🐶🐱 I have a very flexible schedule as I’m not currently working, so I’m available for pet care throughout the week, including weekdays and weekends. I can accommodate a variety of schedules, whether your pet needs regular walks, drop-in visits, day care or overnight sitting. I’m happy to discuss your pet’s routine and work around what suits you both best! 🐾 I offer loving, reliable pet care in the comfort of your own home, helping your pets feel safe and settled in their familiar surroundings while you’re away. I’ll follow your pet’s usual routine, including feeding times, walks, playtime and any specific care or medical instructions. Whether your pet is full of energy, a little shy or simply loves company and cuddles, I’ll make sure they receive plenty of attention, affection and care. I understand how important it is to feel confident leaving your pets with someone you trust, so I’m happy to send regular photo and video updates to give you peace of mind. I’ll treat your pets as if they were my own and respect your home as if it were mine. Every pet is different, so I’m always happy to do a meet and greet prior to the booking, discuss their individual needs and routines beforehand to ensure they have the best possible experience! 🐾❤️
“We had such a great experience with Kira! Our dogs absolutely loved her. It was clear from the start that she genuinely cared about them and made sure they were comfortable, happy, and well cared for while we were away. She kept our home just as we left it - clean, organized, and respected our space fully. She was also communicative throughout the stay, sending us updates and checking in as needed, which gave us great peace of mind. We’re so grateful for her help! We will surely be booking her services again, and would absolutely recommend her to anyone looking for a kind, responsible, and caring sitter!”

“Dominic was amazing. He was kind, respectful and responded promptly. One of my dogs has high anxiety and tends to hide from sitters, with him it is not an issue. He made sure they were played with, felt comfortable, and that they got more than enough attention. It was obvious that the dogs were happy and after we got home they promptly fell asleep after the excitement of our return wore out. Both of the dogs are very hyper and usually take a long walk before bed.”


“She took great care of out dogs, as promised! And her daughter was awesome to have around for extended stays and time with them. They were snuggled, loved on, happy and healthy when we came home! I will always go to Jaye and her daughter to care for our babies. Thank you!”
About: I am passionate about animals and have years of experience walking and caring for dogs of all sizes and breeds. I ensure every walk is safe, active, and tailored to your dog's energy level. I always keep owners updated with photos and messages for complete peace of mind. Pet care is my daily schedule hahaha I have open availability for dog walking and house visits during mornings, afternoons, and weekends. I dedicate quality time to make sure your pet gets plenty of exercise, attention, and proper feeding on time. I treat your home and your pets with respect and care. I make sure your pets stay safe in their familiar environment by sticking to their usual routine, securing all entrances, and avoiding risky situations on walks. You can expect clear communication and regular photo updates during every visit.
“Alexis watched our pup while we went out of town on vacation and I couldnt recommend her enough. She’s knowledgeable, communicative, prompt, clearly cares for animals, and left our home in better shape than we left it. Will absolutely book her again!”

About: Hey! I’m Karissa. I’m a proud girl dog mom to two amazing pups—Chayse and Shadow. Because I know how much peace of mind matters when you're away, I wanted to open up my home to give other local dogs a safe, fun, and loving environment. I work a hybrid schedule, which means I'm home full-time on Mondays and Fridays, and available for weekend sleepovers (Friday through Monday). I have a fully fenced backyard for endless fetch sessions, and my downstairs area is completely set up as a dog-friendly zone with cool flooring, toys, and a secure layout. And for those hot Houston days, I have a sprinkler and splash pool. Your dog’s safety is my top priority. I require a mandatory meet-and-greet in our secure, fully fenced backyard before any booking is accepted. My dogs are fully vaccinated, and I only accept social, dog-friendly pups. I also have a crate available if your dog needs a structured nap or bedtime routine.
“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: About Me: Hello! I'm Cathy,a passionate pet lover dedicated to providing a safe, nurturing, and fun environment for your beloved fur babies while you're away. As a responsible and trustworthy pet sitter, I understand that each pet is unique and deserves personalized care and attention. With my extensive experience in pet care, I am here to ensure your pets feel loved, happy, and comfortable in their own home. What I Offer: - Trustworthy Care: I prioritize your pet's well-being and safety, treating them as if they were my own. You can rest easy knowing they are in capable hands. - Customized Attention: I cater to the specific needs and routines of your pets, whether they love long walks, playtime, or just some cozy cuddles on the couch. - Clean and Safe Environment: I maintain a clean and secure environment to give you peace of mind while you’re away. - Open Communication: I believe in keeping you informed during your pet’s stay. I send regular updates, including photos and feedback, so you can feel connected even from afar. - Responsible and Helpful: I'm here to assist in any way possible, whether it's administering medications, following special dietary needs, or simply showering your pets with love and attention. Customer Feedback: I value feedback from my clients, as it helps me improve my services and ensure every pet feels cherished and well-cared-for. Here’s what some of my clients have said: "Absolutely amazing! Our dog came back so happy and well-cared for!" "Reliable and trustworthy! We received updates and photos every day." "Our cats were so comfortable and happy, we’ll definitely book again!" When you choose me to care for your furry family members, you’re choosing a responsible friend who will treat them with the utmost love and respect. I look forward to meeting you and your pets! Let’s Connect! Feel free to reach out if you have any questions or if you’d like to schedule a meet-and-greet. Together, we’ll ensure your pets have the best care possible💖 I am retired now I am home 80% of the day! Out for little errands I have a fenced back yard and a dog door. I also have a dog Blue Heeler friendly with other dogs! Lots of love play feed water give meds if needed brush and walk! I have a dog door no children! Non smoking environment loving environment

“Shanna did an amazing job taking care of our three fur babies! She kept us updated throughout our time away and made sure we knew how each one was doing. She even went above and beyond by giving one of our pups a bath when he was feeling a little itchy. It was clear that she truly cared for them and treated them like her own. Honestly, I think our pups were almost disappointed to see us come home so soon because they were having such a great time with her! We also came home to a house that was cleaner than when we left it, which was such a wonderful surprise. We highly recommend Shanna and will absolutely be booking with her again. Thank you for taking such great care of our pups!”

“They are the best dog sitters! We received a lot of photos of our pups and what they were up to. The house was clean and smelled fresh when we walked in. Wonderful dog sitters, highly recommend!”

“Alyssa took excellent care of my home and our Aussie! She sent pics and provided updates and we could tell our baby doggy was well cared for. I will absolutely use Alyssa next time we leave and highly recommend her to anyone looking for a safe, loving, clean and competent home and dog sitter!”

“We had Ekaterina stay in our home and watch our dog while we traveled. She came to our house to meet and I knew right away I would book her. She was lovely, great communication, and just seemed like a genuinely nice person. My boys loved her videos and pictures she sent us while away. ! Our flight coming home was delayed another 24 hours and after reaching out to her to stay another night she responded right away and had no problem staying! We truly appreciated her accommodating our last minute flight headache and would 100% book her again! Our dog Cali seemed in great spirits when we got home and I knew she was taken well care of. Thanks again Ekaterina! 😃”


“Blair did a fantastic job of looking after our two mini daschunds. She provided regular updates and lots of pictures and they seemed very happy and content when we got home from our trip, confirming they had been very well cared for! Would absolutely recommend to anyone and will certainly use Blair’s services again in the future.”

About: Animals have always been an important part of my life, and caring for them comes very naturally to me. Over the years I’ve had the opportunity to care for dogs and cats with a wide range of personalities, routines, and needs — from energetic pets who love long walks and playtime to senior pets who require a calmer approach and extra patience. I understand how important consistency and routine are for animals, especially when their owners are away. I take the time to learn each pet’s habits, comfort levels, feeding schedules, and any special instructions so they feel safe and relaxed in their own environment. I’m comfortable with administering medications when needed, providing attentive companionship, and making sure pets receive plenty of affection, exercise, and care during each visit. I also respect clients’ homes and maintain clear communication so owners feel confident their pets are in good hands. My goal is always to provide dependable, thoughtful care so both pets and their owners feel comfortable and supported. I am currently working full-time 9a-6p and I am off on Sundays and Mondays, short days on weekends, and 10a-5p on Saturday! I’m happy to go on my lunch breaks as well. I feed my fur baby Walli twice a day, before and after work. He also gets tons of love and sleeps with me every night. :)
“Haley exceeded all of our expectations. Our dogs absolutely loved her from the first meeting. Excellent communication between Haley and us on everything. Highly recommend Haley for in your home pet sitting.”

About: I have worked with animals for years now and am confident handling and caring for them. I am currently a veterinary technician and have experience in medication administration and special handling. I’ve interacted with high-energy and low-energy dogs. I’m very patient and attentive when it comes to learning about your dog’s personality and traits. I’m currently a vet tech so I’m able to do in house visits during lunch and before/after work. I would be available all day on Thursdays and Saturday mornings/afternoons. In my clients home I will follow instructions as to what my clients want and show your dogs lots of love and affection. I will make sure they are given enough attention and activities to keep them entertained and happy.
The median cost per night for house sitting in Sleepy Hollow is $45
Pet parents share their Rover experiences - Sleepy Hollow
Absolutely wonderful!! We booked Samantha for the first time for a 3 week stay at our home to look after our lab Marley. Samantha was so great! She gave us daily updates, photos and videos. She is really easy to communicate with and an absolute gem of a person. She has such a sweet personality and my dog absolutely loved her❤️🐶 Samantha made the whole process easy! In addition to looking after our sweet dog, our home was just as we left it. Tidy and clean. I will definitely book her again and would recommend her to anyone as well!!!

Bettina is the best dog sitter we have ever had! She sent pictures and videos at every visit. She is incredibly kind and our dogs loved her so much. She played with them, cuddled with them, and really spent time with them. I can not recommend her enough. She is wonderful!
Anna did a great job taking care of our furbaby Bridget who is a very spoiled mixed breed doggy. She was all happy and healthy upon our return home. Thank you Anna. Anna did have a couple of surprises while at our home including an a/c problem and a truck surprisingly starting by itself! She handled everything with calm nerves and common sense. I give her 5 stars for that alone! She also was kind enough to water a few potted plants for us and collect our mail every day. I had never used a dog/house sitter before and was quite apprehensive about it. Now I will not hesitate to call Anna again. Thanks again.

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.

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.
How to book house sitting

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 of House Sitting in Sleepy Hollow is $44 per night as of October 2026. Most bookings cost between $25 and $53 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of October 2026, there are 2,943 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 casual meeting to vet potential sitters and communicate care needs for peace of mind before a booking begins. Only sitters who have never booked with you before can schedule a Meet & Greet on Rover; however, you are welcome to coordinate one in Rover messages with sitters you have previously booked. This can be helpful if you have a new pet or routine you want to go over with your sitter.
Meet & Greets can take place in person or virtually. If you are booking with a sitter for the first time, we recommend in-person Meet & Greets to get a clearer sense of how your sitter interacts with your pet 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. Meet & Greets are a great way to prepare your pet and sitter for longer stays or first-time bookings. Read our tips for your first Meet & Greet.
sitters on Rover set their own cancellation policy, which you can find on their profile under their contact information. Sitters may set a same-day, one-, three-, or seven-day cancellation policy. Cancelling within your sitter’s cancellation policy qualifies you for a full refund.
Same-day cancellations for recurring services, which include walks, drop-ins, and day care, follow the full refund policy. Otherwise, for pet boarding and house sitting, if you cancel after 12 pm on the applicable cancellation deadline, you’ll receive a 50% refund for the first seven days of the booking and a 100% refund for any remaining days.
If your sitter needs to cancel within seven days of the booking's start date, then our reservation protection will kick in. This means you will get a full refund and our support team will work 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
- 94% 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.



