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

Over 28 pet parents in Sleepy Hollow have booked house sitting
Sleepy Hollow, Find top rated house sitting
Prices are estimates per night for 1 dog. Pricing may vary based on your search and includes a booking fee of 11%.
“Kathryn was wonderful! She took excellent care of our pup, giving him lots of love and attention, and keeping us updated with sweet photos and text messages. We already have her booked for our next weekend away.”

“I can't thank Orrya enough for watching my little Georgia while I was gone. Not only did she spend the day/night with her, the house was spotless when I came home....And, she left DoggieTV on for her:). What a wonderful touch!!”
“Monica took great care of my aging, somewhat needy pittie and her sister kitty, and kept me informed with messages and photos. Great communication! My house was left clean and linens washed. My deck plants were also well taken care of. Hope for a repeat someday.”


“After meeting Zach we knew that he was the one who we wanted to watch our home. You could really tell he takes what he does seriously. It was so amazing to leave town and know that our home and pets were being taken care of.”

“Nicole was great in every way - she was quick to respond throughout our entire experience, but she was also perfectly fine on her own, and we felt assured she could handle anything that might come up with our dog, Bolillo, in the moment. He has a medical condition which flares up every now and again, but Nicole understood perfectly enough the special care entailed, that we felt more than safe leaving him in her hands. And he warmed up to Nicole right from the beginning. We really appreciated everything, and will be requesting her for future jobs. Thank you, Nicole! 🙏”

About: I have watched animals for neighbors since I was a teenager with multiple families for 20+ years! I am here for you and your pets needs!! Our pets are just as much of our family and need all the love. I look forward to helping you and your pet! I am currently available to work my schedule around you and your pets schedule. Whether it be going for a walk, bathing them, or over night care - I am your person! I grew up in Marin and know great hiking trails and paths to walk your animals. With cats - I am well versed in understanding their body language and daily routine! I look forward to meeting your pet and helping any way I can! At a clients home I will follow instructions for what works for that family, pet and home life. I am very trust worthy and have been working, watching and staying at people’s homes for 20+ years. I look forward to meeting your pet and keeping them safe and happy!!
“This was Kat's first time sitting for our kitten Peanut, and she exceeded our expectations across the board. Communication was excellent — she shared regular updates and sent us genuinely fun photos that we loved getting throughout the trip. When we hit an unexpected schedule change, Kat was completely accommodating and made it a non-issue. The house was just as clean as we left it. She followed everything we asked, from the litter box routine to stripping the bed before we got back. Most importantly, Peanut was visibly happy and well-adjusted when we returned — you can always tell when a sitter has actually engaged with your pet, and she clearly had. Peanut was so comfortable with Kat that we were able to fully relax and enjoy our vacation. We will absolutely have her sit for Peanut again. Highly recommend.”


“Lauren was great! She watched my home and two dogs for a week and everything was perfect. Walked the dogs daily, kept them loved and happy, and I came back to a spotless home. Good communication. She has walked the dogs a couple of times as well and was fantastic! Definitely recommend if you’re looking to leave your home and dogs with someone trustworthy so you can have stress free time away.”

“Jodi was fantastic! She went above and beyond to make sure our dog, Bocce, was comfortable and well cared for. Before our trip, she even came over to meet him so he’d know her. Jodi took the time to understand who he is and what he needs, which meant a lot since he’s a young, high-energy Rottweiler mix. She has a deep understanding of dogs, their behavior, and training. While we were away, she checked in regularly with updates and pictures that showed how happy and relaxed he was. Her genuine care and attentiveness gave us complete peace of mind. We were able to enjoy our trip without worry, knowing Bocce was being cared for as if he were her own. We highly recommend Jodi!”

“Lara was a great dog sitter. I hired her while I took a long weekend trip. She walked my dog Magnet multiple times per day and even took her to the dog park. She left my house in great shape and I would definitely use her again. Thanks Lara!”

“Brady is the best! He's super communicative and provided regular updates on my two pups. One of my dogs is incredibly anxious and Brady has been great with him, which put me at ease while I was away. I will absolutely continue booking with Brady!”

“Jody was just great, my dog wagged her tail at the door before ever meeting her, I was totally at ease with leaving our house and dog with her and she exceeded our expectations”


About: Over the course of my life, I have gained extensive experience in animal care. My expertise encompasses a diverse array of species, including, but not limited to, kittens, puppies, adult mammals, and reptiles. As I do not have children and stay at home, I have flexibility throughout the day. I am available from approximately 10:00 AM after my morning routine until around 11:00 PM. Although my yard is fully enclosed, it does feature a pool. My house is in close proximity to a dog park, which offers abundant opportunities for outdoor engagement with your canine companion. I am fully prepared to comply with all guidelines you establish for your residence, as I recognize the significance of clearly defined parameters.
About: Peacefulpawsforever I love all animals! I am gentle and kind but also strong, so can handle all personality types and breeds. I would love to take care of your pet <3 My work is extremely flexible so I have most times of the day open. I love hanging out with animals at their or my home, going to a park or taking a hike. I would take the most amazing care of your animal. Would let them stay in my house and give them everything they need, including lots of love, pets and attention.
About: Hi, I'm Nick, a Kentfield local who's home for the next few months and looking to spend them outside with dogs. My dog's name is Holly (short for Hollywood - we've named all of our dogs after Top Gun characters ((don't ask)) and I look forward to hiking and walking her every day! Whether your dog is a high-energy pup who needs to burn off steam or a mellow senior who prefers a slow sniff around the block, I'll tailor each walk to their pace and personality. I'll keep to your dog's routine, follow your instructions, and send you an update after every walk so you know how it went. For five years I worked at a camp as a counselor and lifeguard, which means I'm used to staying attentive, responsible, and calm while looking after others. When I'm not walking dogs, you can usually find me playing guitar or getting out on the trails around Marin! I'm currently looking for full time positions in New York City, but am back home until I find something. That also means I'm more than happy to hang around at all hours of the day! I keep dogs securely leashed and stay alert on every walk. For overnights, I follow your dog's routine, keep your home secure and tidy, and send regular updates. My camp counselor and lifeguard background keeps me calm and responsible.
About: I love cats of all shapes and sizes, and they seem to like me back! I was the go-to pet sitter for friends who traveled often. My schedule is flexible! I am willing to devote a lot of time to your cat(s) on weekdays. I am open to pet sitting on weekends as well! I like to keep a constant eye on all cats under my care. PET-CAMS WELCOME! Your pet's safety and your peace of mind are my top priorities! I maintain a respectful distance until rapport has been established. I take lots of pictures!
About: I’ve taken care of my own dog for 14 years and my past roommate’s new pup for 7 months. Always in the mood for furry friends! I am a graduate student at Dominican and I’d love to destress from my courses by hanging out with furry friends in my free time! Any time I’m with an animal, they are the center of my attention, not only because I enjoy their company, but for safety as well!
The median cost per night for house sitting in Sleepy Hollow is $75
Pet parents share their Rover experiences - Sleepy Hollow
Alisha was fantastic! Not only did she take the time to come meet us, see our space and routine a few days before her stay, but she was incredibly communicative and responsive. She took great care of our pup and our space, sent plenty of updates and was very responsive. We would welcome her back anytime.

Ariela was dependable, responsive and had great communication. She messaged us with daily updates and photos. She took Brodie on daily outings for walks and to the dog park. I felt comfortable with her staying in our home and did not worry about our dog while we were away. Brodie and the house were in good shape when we got back. I would definitely use Ariela again for our pet.
I am so glad I found Lydia. She went above and beyond. She even helped my sister when she needed to find some things at the apt for me. She sent photos and updates everyday. She took Rosco for a lot of walks, out to the park and to run errands with her. I really feel like she treated him like her own pup.

Juliana was a fantastic pet- and house-sitter. She took our dog on many fun outings and spent lots of time with her. Our dog actually seemed a little sad to have Juliana leave at the end of the week-long stay. Juliana took great care of the house as well, and communicated extremely well when a couple of minor issues came up. We highly recommend Juliana without any hesitation.
We could not have asked for a better cat sitter than Marilee, she not only took exceptional care of our kitten, but also went above and beyond to ensure he was stimulated and happy while we were away. She brought him things like string toys and newspapers to play with- which kept him really active and entertained. In addition to her A++ care, she also was great communicating with us. I loved getting little videos and pictures of him every day. I highly recommend Marilee- she really is a cat whisperer! Marilee also

Kora was an excellent dog/house sitter. She was very responsive and sent us updates and photos of our dog throughout our trip. I felt very comfortable having her in our home and she was very respectful of it. We will be sure to book Kora for all of our future dogsitting needs.

Susan was amazing. We were very concerned about leaving our three dogs for the first time in years especially our 16 yr old with health issues. However, Susan did an incredible job handling the special needs of all three dogs from food issues to medications. On our first meet and greet we could see she was truly an animal lover and had the patience and disposition we were looking for as a dog/house sitter. We would highly recommend Susan to anyone who is looking for to care for their fur babies while out of town. We will definitely be using Susan again!

We feel like we hit the jackpot when we discovered Claire! And we would not hesitate to book her again to stay with our two pets!!! Claire came by ahead of time for a meet-and-greet, and even our kids immediately loved her. They actually asked if she could come back and babysit, which she very kindly offered to do. While we were away, Claire sent photos and videos of our dog and cat, and clearly gave our pets loads of TLC. Our cat, who is usually pretty fussy with strangers, seemed completely relaxed and happy, which says everything!!! Our coonhound can also be a handful on walks and Claire handled her without a single issue all week!! When we got back from our trip late at night, the pets were calm and cozy, and it was such a relief to walk in and feel like everything had been so well cared for. We had such peace of mind with Claire at our house, looking after our pets, and we look forward to working with her again soon. Thanks again, Claire!!!!

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 $47 per night as of October 2026. Most bookings cost between $38 and $63 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 7,094 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 , 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 .
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 .
sitters on Rover set their own , 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:
- 88% of sitters can help with special care needs
- 91% 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.














