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.
“We had a great experience with Norma. She was very communicative and kept us updated throughout Mason’s stay. We really appreciated the photos she sent us, which gave us peace of mind knowing he was happy and well taken care of. We would definitely recommend her and would be happy to have her watch Mason again! ❤️”
“Olivia was punctual in arriving. Our dogs really enjoyed her sitting, especially our Dobie puppy. Both our dogs were absolutely pooped from so much playing after Olivia’s sitting. We will have Olivia over again soon.”
“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!”
“This was the first time I’ve ever left my sweet girl with someone other than a family member or friend! He is super kind and took amazing care of our girl Gracie and loved her like his own which was exactly what we were looking for. He sent us pictures and videos on our trip and communicated thoroughly! Will definitely use him again we loved having him!”
“I have 2 senior dogs and Melinda was amazing with them. My German shepherd’s warmed up to her almost immediately. She went above what was needed while looking after them both. I will book with her the next time we have to travel.”
About: I have had dogs my entire life. As a child we always had dogs and as an adult I have always owned a dog. I pet sit friend's and family's dogs. I have always been successful with house training and training dogs to stay off of furniture etc. Living with and loving dogs, I find, is the best kind of therapy. They offer and deserve unconditional love. For me, dogs are family members!🐕🦺🦮🐕🐶❣ I do not work and I live alone so my schedule is completely up to me. I am very flexible and accommodating. I will work with your needs. I am mature so I know the importance of taking on the responsibility of your home as well as your fur babies. I am very clean too. You will find your home as clean or cleaner than you left it. I can also water plants and retrieve mail. Let me ease your worries while you are away from home. I do not work so my day is very flexible, your pup's schedule will become my schedule! I am free to follow whatever routine you have in place for your dog. I will care for your pets in your home exactly as you do. I request a list of routines and special instructions to make it easier on us both.
“Shanna did an amazing job taking care of our three fur babies! She kept us updated throughout our time away and made sure we knew how each one was doing. She even went above and beyond by giving one of our pups a bath when he was feeling a little itchy. It was clear that she truly cared for them and treated them like her own. Honestly, I think our pups were almost disappointed to see us come home so soon because they were having such a great time with her! We also came home to a house that was cleaner than when we left it, which was such a wonderful surprise. We highly recommend Shanna and will absolutely be booking with her again. Thank you for taking such great care of our pups!”
About: I’ve always loved both cats and dogs. I understand just how special and significant furrbabies are to our lives! I have one 14 year old chihuahua mix, I helped raise and care for my mom’s two 5 year old cats , and I have a 1 year old kitty of my own (cats are all indoors only). I’m comfortable providing your pets with any needs and wants! walking, feeding, cleaning up after them, play, and giving them lots of love and attention! I’m comfortable with multiple pets at once. I love getting to know all of their personalities and I also love teaching them basic tricks, including cats! I currently have a pretty open and flexible schedule , so I have all of time to care for your pets! I’m available throughout the week and on weekends for drop ins and care in your home. I’m happy to follow whatever routine your furrbaby is used to and help them feel as comfy as possible while they’re in my care! :) I provide care in your pet’s own home, where they can stay comfy in an environment they already know. I’ll always follow any instructions and their normal routine, like feeding, playing, walks, litter boxes, and any other care they may need! :) I’ll make sure they’re safe, comfortable, and get plenty of love and attention while you’re away! <3
“Blair did a fantastic job of looking after our two mini daschunds. She provided regular updates and lots of pictures and they seemed very happy and content when we got home from our trip, confirming they had been very well cared for! Would absolutely recommend to anyone and will certainly use Blair’s services again in the future.”
“This is my second time using Sherry. As soon as she got to my house all of my babies were so excited and happy to see her. They absolutely love her!! She obviously treats them very well and sounds like she spoils them. I highly recommend her”
About: I been studying to be vet technician! Im a vet assistant certified! I love animals! I provide the best care possible to your furry animal just like my own! Love, cuddle and even teach them some tricks. (with family permission) and many treats of course!! Im working a part time job, and school my schedule varies. I’m willing to be flexible. I know life happens!! Willing to work together to provide the best possible care for your pet!! I prefer just pet sitting at clients home or walks!! Happy to walk them, pet sitting them and play activities they might need and more!
About: I have worked with animals for years now and am confident handling and caring for them. I am currently a veterinary technician and have experience in medication administration and special handling. I’ve interacted with high-energy and low-energy dogs. I’m very patient and attentive when it comes to learning about your dog’s personality and traits. I’m currently a vet tech so I’m able to do in house visits during lunch and before/after work. I would be available all day on Thursdays and Saturday mornings/afternoons. In my clients home I will follow instructions as to what my clients want and show your dogs lots of love and affection. I will make sure they are given enough attention and activities to keep them entertained and happy.
About: Animals have always been an important part of my life, and caring for them comes very naturally to me. Over the years I’ve had the opportunity to care for dogs and cats with a wide range of personalities, routines, and needs — from energetic pets who love long walks and playtime to senior pets who require a calmer approach and extra patience. I understand how important consistency and routine are for animals, especially when their owners are away. I take the time to learn each pet’s habits, comfort levels, feeding schedules, and any special instructions so they feel safe and relaxed in their own environment. I’m comfortable with administering medications when needed, providing attentive companionship, and making sure pets receive plenty of affection, exercise, and care during each visit. I also respect clients’ homes and maintain clear communication so owners feel confident their pets are in good hands. My goal is always to provide dependable, thoughtful care so both pets and their owners feel comfortable and supported. I am currently working full-time 9a-6p and I am off on Sundays and Mondays, short days on weekends, and 10a-5p on Saturday! I’m happy to go on my lunch breaks as well. I feed my fur baby Walli twice a day, before and after work. He also gets tons of love and sleeps with me every night. :)
“OMG, Bethany is amazing. First, she read the instructions and asked really good questions. Throughout her stay, she kept me up to date, spoiled my dog with double walks, and even gave Buddy a bath. Buddy was calm and content when I got home. I wish I could go another trip so Bethany could dog sit again.”
About: What sets me apart is the extra love and attention I give every pup. I have experience with energetic puppies and everything in between. Whether it’s helping a little one learn new routines or making sure your dog sticks to their schedule, I always keep things fun, safe, and full of care. I treat every dog like they’re my own, with plenty of cuddles, walks, and playtime. Plus, I’ll keep you updated with photos and notes so you always know how your furry friend is doing. Pet care is the highlight of my weekends! Since I’m available Fridays through Sundays, I dedicate that time fully to walks, playtime, and making sure pups feel loved and cared for. During the week I focus on my own schedule, so when the weekend comes around, I’m all about giving your furry friend my full attention. Whether your pup is staying with me or I’m visiting their home, I make sure they feel safe, happy, and loved. I follow their usual routines—meals, walks, playtime, and cuddles—so everything feels familiar and comfortable. Pets get plenty of attention, fun, and care, and I treat every home with respect, keeping things clean and stress-free. My goal is to give both you and your furry friend peace of mind while you’re away.
“Darlenne can through again! We sent a request for an impromptu visit when we got delayed getting home. She is a very reliable and polite sitter! We would recommend her to family, and everyone else.”
About: I’ve loved dogs for as long as I can remember. I’ve had a dog since I was 10 years old and they have always been my best friend and a big part of my life. I also have a 6 year old Goldendoodle who is a huge part of our family. I love dogs of all sizes and ages and really enjoy spending time with them. I’ve also taken care of a lot of my friends’ dogs while they’ve been out of town, so I’m comfortable with feeding, walks, playtime and giving them plenty of attention. I know how hard it can be to leave your dog with someone else, so I’ll always make sure they feel comfortable, safe and cared for while they’re with me. My work schedule is flexible. I start my days early and am usually available after 2 PM, giving me plenty of time for pet care. I treat every pet like my own. I follow their normal routine and provide plenty of love, attention, and playtime. I also ensure walks and a safe, comfortable, stress-free environment where they feel happy and cared for.
The median cost per night for house sitting in Sleepy Hollow is $45
Pet parents share their Rover experiences - Sleepy Hollow
Absolutely wonderful!! We booked Samantha for the first time for a 3 week stay at our home to look after our lab Marley. Samantha was so great! She gave us daily updates, photos and videos. She is really easy to communicate with and an absolute gem of a person. She has such a sweet personality and my dog absolutely loved her❤️🐶 Samantha made the whole process easy! In addition to looking after our sweet dog, our home was just as we left it. Tidy and clean. I will definitely book her again and would recommend her to anyone as well!!!
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.
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.
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 $44 per night as of October 2026. Most bookings cost between $25 and $53 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 2,943 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:
- 89% of sitters can help with special care needs
- 94% 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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