House Sitting Sleepy Hollow
Find a loving house sitter to watch over your pets and your home.
Over 20 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.
“Alyssa watched our home and dog for 5 days. She did an excellent job with keeping our dog entertained, taking care of the home, and keeping us updated. She treated our dog as if it was her own and it showed as our dog - that gets anxiety when we’re away - looks like he was having a blast! Her updates were super comprehensive and frequent to allow us to enjoy our vacation knowing our home and dog was in the right hands. We’d book Alyssa again and definitely recommend booking if you’re looking!”
“Jordyn was amazing! She was great at communicating and sent photos a few times a day. She didn’t mind answering the million questions I had prior to staying with my dog. I would definitely use her again.”
“This was the first time that I had Isaac watch my dogs. I had him house/dog sit for me. I originally chose him because of his professionalism in our texting discussions and his promptness with returning messages. We had an initial meet and greet, which he was on time for, and the dogs seemed to like him right away. While I was gone, Isaac sent pictures and updates of how things were going. When I got home, I was amazed at how clean my house was. Typically when I get home from a trip there is dog fur everywhere because my dogs shed very badly. I usually tell my dog sitters where the vacuum is in case the hair starts to bother them, but I do not expect them to vacuum the house for me. However, I never mentioned any of this to Isaac, he just took it upon himself to vacuum the house. The blankets were folded nicely on the dog beds, and on the couch. He even got my mail out of the mailbox and left it sitting for me in the house. These were all extra things that I never asked of him, he just took the initiative to do these things on his own. It was nice coming home to a house I didn’t have to immediately vacuum! I can’t say enough good things about Isaac, I will definitely check with him first when I have to leave town again!”
About: I’ve had dogs and cats my whole life. Currently live with 2 dogs and 2 cats, and my family has 3 other dogs! I’ve dog-sat for many years, both staying at homes and frequently checking in. I have a natural way of connecting with animals, and I love spending time with them! During the summer, I will have availability to walk dogs, let dogs out, and care for pets during the day and evenings on weekdays. June weekdays I am available after 12, and July weekdays I am available all day. Weekend availability is not consistent throughout the summer. I live with two dogs and two cats. I walk the dogs frequently, feed them breakfast and dinner, and keep their spaces clean and safe! I monitor pets as they chew on toys, and throw away toys that could be dangerous. Managing 4 pets is a handful, but I love it!
“THANK YOU so much for taking such good care of Freya! We had Katelynn stay at our house for 5 days and we got so many updates about how Freya was doing. Will ABSOLUTELY continue to book Katelynn, especially since we have a major surgery coming up for Freya and there might be days where I cannot come home and check on her during work. Thanks again!”
“Valerie did an amazing job with our three doggos. She was very easy to communicate with, sent us daily pics and we came home to a clean house and very happy pups! We would 100% use her services again and recommend anyone who is looking for a very caring individual who will treat your pets like her own!”
“Our first visit with Avery and it was Great! Avery seemed to bond with our Dog Harley almost immediately from first meet and greet. She was prompt with communication and photos . We will definitely will not hesitate to use her pet care again in the future.”
“Skyler was awesome! She communicated well and responded quickly. Augie loved playing and spending time with her. We would definitely recommend Skyler and use her again. Thank you!!”
“Cannot say enough good things about Grace's house-sitting! She was kind and patient with my weird dog, kept me updated, and left my home in great condition. Have already booked her for another stay!!”
“Stephanie is a fantastic dog sitter! She took care of our two dogs in our home for six days. We were sent photos and videos of the dogs during our stay and could clearly see how happy they were under her care. Stephanie asked all the right questions before our stay, and we knew we were leaving our dogs with a true "dog person". We came home to very happy dogs (and a clean house!). It was such peace of mind to know that our dogs were being so well taken care of in their own home while we were gone. We can't recommend Stephanie highly enough - she was wonderful!”
“Grace was excellent! She provided updates when needed and was very helpful and attentive to our requests and instructions. We came home to a happy, healthy puppy and a clean house. All we could ask for in a sitter! We will definitely be booking Grace again! Thanks, Grace!”
About: hihi I'm Ariel! I have owned, fostered, and rehabilitated animals my whole life. I have grown up in a home full of dogs and cats at all times and fostering even more! My family currently has 3 dogs, 2 small dogs and 1 big boy cane corso! I have experience with dogs big, small, old, young, disabled etc. I have fostered and pet sitted for plenty of cats, kittens, adults, seniors! I have experience caring for small animals such as guinea pigs and rabbits as well! I am experienced as well in administering medication for pets either orally or a shot. My schedule is very open for overnight stays, drop ins, and dog walking! I have always loved and carried a deep understanding and respect for all animals. I love caring and providing the best care for them 🧡 Im currently a part time artist with a very open and flexible schedule so I have plenty of time to fit your pets into my schedule providing the best care! I always triple check things are locked (doors, fences, etc). And things cleaned and put away neatly! I will always prioritize safety for your pets!
About: I am experienced in administering medicinal injections, nail trimming and teeth brushing of larger breeds, lifting 60+ lbs, pad and potty training, and assisting senior and special needs dogs. I currently work remote and spend most of the day with my own pup by my side. We go to the nearby dog park at least weekly, go on two 20-25 minute walks (1mi+) daily, and play regularly throughout the day. He is very friendly and happy to tag along for any walks or play times, if the company is welcomed. I have a large crate available, if needed, and an in ground stake in the front and back yard with 30ft leads attached, allowing for plenty of time outside in shaded and unshaded areas. Food bowls are cleaned after every meal and pet waste is cleaned up after every trip outside.
“Jessica is great with our senior dog! It is so comforting knowing we can leave our dog and home with someone who truly cares. I’m so glad we found Jessica and we will continue to utilize her anytime we need a pet sitter.”
“Very reliable and always punctual. Considerate of our routines and home. Gives me a peace of mind knowing my anxious girl has someone to lean on while we are gone. Appreciate that Marylin will communicate with me throughout her stay with my precious pup. She is just what my girl needs…..a calm, confident member of the pack”
About: Hi, I'm Kayci! I have been rescuing animals since I was a kid. I have experience with everything from abandoned newborns to elderly pets. I am familiar with medicine administration, light therapy, bathing, etc,. I am happy to walk, play with, board or even take your fuzzy/furry to their vet visits. Any questions or special requests, just let me know! While I love all animals, I do not accept reptiles or eight-legged babies! Sorry! My availability is pretty flexible, as I'm a real estate agent who works from a home office. I am willing to work with those looking for long term care, as well as one-time visits.
The median cost per night for house sitting in Sleepy Hollow is $50
Pet parents share their Rover experiences - Sleepy Hollow
I had a wonderful experience with Jessica. She took amazing care of my three dogs and treated them like her own, which immediately put my mind at ease while I was away. She was attentive, reliable, and clearly very experienced with animals. I can tell my dogs really loved being with her. Beyond caring for the dogs, she also went above and beyond around the house, taking care of extra chores without being asked. Coming home to everything in great shape made such a difference and really showed how thoughtful and responsible she is. I would absolutely book her again and highly recommend her to anyone looking for someone trustworthy, caring, and dependable for their pets and home.
Karlie was great with all 3 of our dogs. This was the first time I have ever used a service to take care of my dogs. Karlie came to my house twice before our trip to get to know the dogs, etc. You could tell Karlie is a "dog person" since I could tell the dogs liked her. That really helped us enjoy our vacation so much more knowing that they were in good hands. Karlie responded to text messages quickly. Got updates on dogs and pix while I was on vacation. Now that I have gone through this process and found someone we like, we definitely will hire Karlie again.
Katie was absolutely wonderful! She took great care of Wren and Lucy. She shared many photos and updates during our trip out of town to visit our grandchildren. Having Katie watch our dogs gave us a great piece of mind, and the dogs had a wonderful time, too! Thank you, Katie, for going above and beyond in caring for our dogs.
Eloise was absolutely wonderful with Bella and Archie! She sent periodic updates throughout her time with them and I felt incredibly comfortable with her watching the loves of my life! I will absolutely book with Eloise again and I highly recommend her for any of your pet needs!!!
Jaqueline and Uriel were (as expected) amazing while we were on vacation for a week. They kept us updated and send many pictures and videos. The house was clean when we returned and the trash was emptied. Most importantly my pets were happy and comfortable with them. Our dog is super shy and timid and he did great with them.
Lydia sat for my 2 dogs for 8 days while I was visiting family. The dogs did just fine and seemed happy when I came home. The deal was to stay in my house where they felt safe and at home. They stayed at her house instead, not what I had planned. But they were safe and taken care of and that is what matters. I received a few photos and minimal communication. It is hard to leave our loved ones at home, but everything turned out fine.
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 $55.5 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 4,362 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:
- 94% of sitters can help with special care needs
- 96% 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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