House Sitting Sleepy Hollow
Find a loving house sitter to watch over your pets and your home.
Over 24 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.
“Andrea provided the best care to my two kitties! She was amazing in giving updates, following instructions and immediately made friends with my girls, who don't warm up to strangers quickly!”
“Joe was not kidding when he said he will be your dogs “new best friend”! My pup loved him! They went through a heat wave together and Joe was very careful to make sure Harry was hydrated and happy even in the extreme heat. Joe sent lots of pictures so I knew that Harry was well cared for. Highly recommend!”
“Brandon F. was FANTASTIC! He gave regular updates and sent photos of our Lucy to us. It was so great to be able to relax and know that our beloved pet was in good hands with Brandon. Would absolutely book him again!”
“Becky was a fantastic dog sitter for us! She over communicates, shows our pups authentic love and just went above and beyond for our home outside of what we agreed too! Would highly recommend her! Just don’t overbook her schedule, then I won’t be able to book her services :)”
“Yosef was an extremely thoughtful sitter. He learned the needs and habit of three demanding dogs. He worked to meet each of their needs. It was not an easy job caring for the trifecta of chaos but he did it and kept the house in order. Would highly recommend Yosef to anyone needing someone to sit their precious pets.”
“We were fortunate to have Dana house sit for us on relatively short notice. She watched our 13 year old dog and 2 cats. We received updates and came home to some happy pets and a tidy house.”
“Tenielle watched our 3 dogs, who can be a handful. One older grumpy dog and 2 young high energy working dogs. She was fantastic with them all. She also has excellent communication and is prompt and informative with picture updates. Will definitely be using her again.”
“Corinne did a fantastic job watching our 8 month old Bernedoodle for the first time while my husband and I were out of town! She was communicative, sent us pictures, gave her lots of activity, and snuggles. Would definitely book Corinne again for dog sitting!!”
“She was great with our pups. One fairly energetic, but in need of calm because he was recovering from knee surgery, and the other a 17 year old diva who is mostly blind and mostly deaf. Will definitely book again.”
“I’m not kidding, I’m tempted to gatekeep but won’t because Alyssa deserves all the love and dog jobs in the world. Seriously, best dog sitter ever. Thoughtful, sent daily summaries and photos, my reactive dog was so HAPPY!!! I feel truly lucky to have found her. 10/10. She is the best. Will rebook again and again and again as long as she wants to keep watching pups.”
“Ariana came and stayed with my pup while I was away over the 4th of July weekend. She was great with my pup who is afraid of loud sounds and fireworks. Ariana treated her like she would her own pup. I can't recommend her highly enough.”
“Joyce was an absolute pleasure to stay at our house and take care of our pup! She was great at communication, taking pictures, and loving our sweet dog. We will definitely be using her again! Highly recommend.”
About: I’m an animal-lover and proud pawrent of 13 years with experience caring for all kinds of dogs with all kinds of personalities (even the occasional cat). Whether you need frequent walkings, short to long-term sittings, or the occasional drop-in, I’ll make sure that your doggo feels loved, cared for, and most importantly, knows they’re a good girl or boy ❤️. I am currently a student and work part-time at my school during the academic year. In the summertime, I have open availability. During the academic year, I create a flexible schedule allowing for adequate time to focus on pet care. I like to meet dogs where they are at while applying safety awareness. I focus on identifying triggers for reactive furry friends. I also implement safeguards to ensure the security and safety of our furry friends.
“Preston watched my 2.5 year old sheepadoodle Archie for just under 2 weeks while I was traveling. I highly recommend Preston to anyone who needs a house sitter. He was great with Archie and provided me updates as needed and was easy to get a hold of. He even began training Archie on some different skills. He even left my house cleaner than when I left it. Preston was a great choice for house sitting and I will definitely try to use him again if I ever need someone to watch my pup and house!”
“I was out of the country for ten days and had never used a sitter in this area before. I am fortunate to have found Janelle. Not only was she a joy to communicate with, but she was also highly professional and kept me in the loop the entire time. My dog Luna has separation anxiety (which has worsened with Covid since we work from home and rarely leave her alone). To be completely honest, I can be a bit neurotic when it comes to leaving Luna with anyone - and I was very anxious about my trip. Janelle went above and beyond - sending videos and pictures and keeping me informed every day. I had a wonderful trip, and the peace of mind she provided was priceless. I HIGHLY RECOMMEND her services and hope to use her again in the future.”
About: I have taken care of dogs since I was a child, all my life I have been surrounded by pets, therefore I know their care and I love them, friends and family have trusted me to feed them, walk them, bathe them or show my affection towards them, I describe myself as a person responsible, honest, patient and very kind. Nowadays I’m working part time, so I’m available to take care of your pets on weekends the full time or mornings 8am to noon during the week days. I am willing to take care of them in the house of my clients, I am a very organized person so I can easily follow instructions and know important things about the house and location of the necessary utensils for pets according to your likes
The median cost per night for house sitting in Sleepy Hollow is $60
Pet parents share their Rover experiences - Sleepy Hollow
Grace did a wonderful job housesitting with our beagle, Henry, and our two cats. She's responsive, reliable, and punctual. Grace took Henry on nice walks and adventures, and he even got to meet her dog as well. As a bonus, Grace is going to school to become a veterinarian, and you can really tell how much she loves animals. Henry has been whimpering since she left, because he misses her. Additionally, my home was well taken care of; everything how I left it, and seemingly Henry didn't have a single accident in the house, which sometimes happens when I'm not around. If you want a sitter you know you can trust, you'll be in good hands with Grace.
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 3 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 $30 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 18,269 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:
- 89% of sitters can help with special care needs
- 93% 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.
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