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.
“Since we meet Raven we feel very comfortable she is a nice and well educated lady. We were very please having her with our dog Lucy at our home for 4 days and night. Lucy get close to Raven very fast. Tku Raven 😊✨”
“Hands down book Norma! She was so attentive with my nine month old dog and followed all the instructions I left her. I had so much peace of mind while away. Will without doubt use her services 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!”
“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 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!”
“Wendy has been amazing! So flexible and willing to adjust when our plans changed. Our dog has been well cared for and Wendy gave us peace of mind while we were traveling.”
“Kathleen is an incredibly kind, calm, and genuine person. I had the privilege of meeting her two times before she came to stay at our home: in which, she instantly made a connection with my pups. She kept me posted daily with pics and videos, and I was so thankful that she considered everything for our dogs as if theu were her own. Great person and I highly recommend!”
About: I've had anything from sugar gliders to dogs for 4yrs that I've maintained care for and am looking to expand my experience in more pets I work full-time Monday through Friday, so I'm free after 6 and before 8am on weekdays. My schedule is wide open on weekends until the evening. With years of experience with different pet personalities I cater to them and their needs I give them patience and intend to build close bonds
About: Growing up, animals were always a big part of my life. I’ve had hands-on experience caring for a variety of pets, including dogs, chinchillas, rabbits, turtles, frogs, ducks, and chicks. Being around so many different animals taught me how important it is to be patient, attentive, and understanding of each animal’s unique personality and needs. I genuinely enjoy spending time with animals, whether that means going on walks, playing, providing meals and fresh water, giving them attention and affection, or simply keeping them company. I understand that every pet has their own routine and comfort level, and I’m happy to follow their specific care instructions. I want every pet in my care to feel safe, comfortable, and loved. I’ll treat your pets like they’re my own and make sure you feel confident knowing they’re in good hands while you’re away! I do work full time so this is definitely more of a part time job for me :) but I will work best with you as my schedule allows! Im over the top when it comes to love and caring for animals so I will make sure to meet the necessary standards on making you feel comfortable and safe leaving your animals in my care.
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.
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!
About: I have hands-on experience caring for dogs from my previous work at a doggy daycare, where I cared for dogs of all sizes, personalities, and energy levels. I’m comfortable with feeding, walks, playtime, cleaning, and providing plenty of attention and supervision. I’m patient, responsible, and genuinely love spending time with dogs, and I always treat every pet with the same care and attention I would want for my own. I have a dog of my own, so pet care is naturally part of my everyday routine. From morning walks and feeding to playtime, training, and evening wind-downs, I’m always hands-on and attentive. Caring for my dog has taught me consistency, patience, and the importance of keeping pets happy, healthy, and engaged—skills I bring to every animal I look after. I care for pets by keeping their routine consistent, making sure they’re fed, walked, and comfortable, and giving them plenty of attention and playtime. In a client’s home, I follow their instructions closely and keep the environment safe, clean, and familiar so each pet feels relaxed and well cared for.
“Jaye was great to communicate with and was very flexible in helping us figure out exactly what and when we needed her to come. It was nice to see pictures of the dogs and get updates from her. The dogs seemed happy and healthy when we returned. We’ll definitely be using Jaye again!”
“Amber does an amazing job at taking care of our girls while we’re away. She takes the stress of not being home out of the equation. Highly recommend to anyone needing someone trustworthy and caring.”
About: I’ve worked at dog daycares for almost 2 years. As well as done dog bathing at a grooming salon for 6 months. I have 2 small dogs of my own both almost 7 years old! I also just really enjoy taking care of animals, it’s my passion. I’m free any day and time! Just shoot me a message and i’ll reply as soon as I can. Also very flexible with your schedule. Because of ny experience with dog behaviour I can catch any signs of stress, aggression, excitement, ect. I act accordingly and do my best to make the best day ever for your pet.
“Kristen & Jeffrey are wonderful! Go above and beyond with your pet and keep you posted with plenty of pictures and insights with your pet while they are there. Great communication and easy to work with, I highly recommend these guys to anyone.”
The median cost per night for house sitting in Sleepy Hollow is $45
Pet parents share their Rover experiences - Sleepy Hollow
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.
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!
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 of House Sitting in Sleepy Hollow on Rover is $44 per night as of October 2026. Most bookings cost between $25 and $53 per night. 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 2,982 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.
<b>Tip:</b> 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:
- 94% of sitters can help with special care needs
- 98% 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.
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