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.
“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!”
“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 :)”
“Norma was great! Super communicative and sent great pictures and videos of my pup while she was watching him at my place. He seemed very happy! She also paid good attention to details I left her about his care, which I appreciated. Would definitely use her again.”
“Kira was a fantastic house guest and dog sitter for my cat and dog. My dog is extremely shy with new people and Kira took the time to get Mia to warm up to her. We will be using her again in the future!”
About: I've been caring for animals of all shapes and sizes for as long as I can remember, and I'm the go-to pet sitter for friends, family, and just about everyone in my circle. My experience includes working in doggy daycare and animal shelters, where I cared for pets with a wide range of temperaments, energy levels, and needs. Because of that, I'm comfortable handling animals of any size and confident administering medications/taking care of any special needs. Beyond professional experience, I spend my time fostering both cats and dogs, helping them feel safe, loved, and cared for while they waited for their forever homes. Whether your pet is playful and energetic, shy and reserved, or requires a little extra attention, I strive to provide compassionate, reliable care and treat every animal as if they were my own. i'm currently working full time, i have a dog of my own who i take care of. most of my off the clock hours revolve around making sure she is happy and content! i plan to add your pets needs to that schedule! I have a dog park I use at my complex for some free roaming as well as walks at my nearest park. in home, i can crate if needed or your pet is welcome to hang out around the house with us!
“John was professional, easygoing, and communicative. He stayed in our home with our pups for a week and they are all healthy and happy. He was very respectful of our home as well. We will definitely rebook!”
“Abigail was absolutely amazing! My dogs loved her, and she kept me at ease the entire time with consistent updates, messages, and photos. She truly went above and beyond—not only taking great care of my dogs, but also leaving my home spotless. She washed the sheets and towels she used, cleaned up, and handled everything with so much care and attention to detail. I couldn’t have asked for a better sitter and will definitely be booking with her again!”
About: I’ve taken care of family dogs my entire life and have had my own dog for the past 5 years! I love being outside so anytime the option is available I’ll take advantage of it! I’m currently working full time for the state so I work 8-5 during the week and have every weekend off. I also have all county and state holidays off as well so can be available evenings, weekends, and holidays. I have a fenced in yard with locks/gates so the environment is protected! I typically don’t let my dog outside alone for too long and keep an eye out just in case.
“We had such a great experience with Olivia! Our boy is pretty easy peasy, but he can get a bit sad when we leave. We could tell he had a great weekend and was so content with her staying with us! I’m so grateful for Olivia! She was communicative and sent photos and was so sweet and kind. We are so happy to have connected with Olivia and can’t wait to have her back!”
“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.”
“Gabby did a great job house sitting and taking care of our three dogs for an entire week over the Christmas holiday. She was attentive to details, kept us informed every day, and sent us tons of photos. We will definitely ask Gabby to sit our dogs again!”
“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! 😃”
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.
“Cathy was an amazing house/dog sitter! She was extremely responsive, sent so many pictures and spent so much time with our fur baby. She left our home in great condition and was helpful with anything we asked! We will definitely be using her again and would recommend her services.”
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!
Samantha watched our 3 dogs for a full week while we were out of state, and we are so thankful for the peace of mind she was able to provide is! She sent us pictures and updates throughout our trip. The dogs loved her and were in great spirits upon our return! The house was left spotless and she even offered to take the trash cans out to the curb on trash day. We will definitely be booking Samantha's services again. Thank you!
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 July 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 July 2026, there are 2,980 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.
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