House Sitting New Windsor
Find a loving house sitter to watch over your pets and your home.
Over 23 pet parents in New Windsor have booked house sitting
New Windsor, 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.
“Jenny was kind, caring, punctual and a great communicator. She took wonderful care of our sweet puppy while we were away. Jenny also took great care of our home, even getting the mail I forgot to put on hold. Her communication by text both before and during our time away was speedy and she even included photos of our pup having fun. We look forward to Jenny caring for our pup the next time we are away.”
“Was very pleased with how well she took care of Hershey. He does not like fireworks and she sat with him while the fireworks are going off up the road. She’s already scheduled to come back and watch her again. I would recommend her to watch anybody’s pet.”
“Kerri was amazing. Stayed at our house and took excellent care of our Great Dane while we were away on a long weekend trip. Sent us updates and left everything super neat and tidy! Look forward to having her sit again :)”
“This was my first time using Rover and I would 100% recommend booking with Jolene and her family, they were so kind! Jolene was out of town and her husband, Frank, took care of our dogs for a few of days. I was hesitant on using the app, but had the BEST experience, and will be rebooking with them again. 10/10! Thank you!”
“Micah was awesome! He got along great with our Ruby and Lily. He asked all the right questions. When we were away and he wasn’t sure of something, he asked. He was a trooper with our Ruby who is afraid of bad weather and he handled it awesomely. He picked up after himself and left the house in great condition. Highly recommend!”
About: I am currently a College Student majoring in Animal Behavior. I have two years of experience pet sitting and walking dogs. I’ve cared for dogs ranging from puppies to seniors. I have a four year old Black Lab (Olive), and a three year old Boxer (Kyla). Can’t wait to meet your furry friend(s)! I have morning classes, so I have afternoons, evenings and weekends to take care of your pups. During school breaks I will be more available for your needs. I take dogs on leashed walks fitting their needs. I also keep them entertained and fed inside when/if needed. I also can play with your dog in a fenced yard.
About: Simply put, I truly LOVE animals. I have always enjoyed spending time with, and playing with pets of all kinds. I will put your pets' needs above my own. I'm currently working full time, but I am usually home when not at work. I live 5 minutes away from my job, so I will always be available for your fur babies even while working if I need to be. I care for pets the same way I would care for a baby. Their needs are always more important than mine, and I will always make time for them. They also get plenty of attention and play time! Please note: I will have to crate them while at work. This is the ONLY time they will be crated. I will also be home around 1:30 for lunch to take your pet out for a potty break.
About: I have always had dogs and cats growing up, which peaked my interest in animal care. In high school I worked as a kennel technician at a boarding kennel and gained an internship at the local veterinary office. now in college, I am studying animal science to hopefully get a degree in veterinary medicine, and continue to pet sit for my friends and family including both cats and dogs. I'm currently home from college for the summer, and home most of the time! I do have a car, and am available almost any time of the day. I have pets in my home that are not socialized, so I would not be able to pet sit in my own home, but I am happy to make the trip to the comfort of their own home.
About: I have 15 years experience working as a veterinary technician at cat and dog hospitals. I will care for your pet as if they were my own. I can administer medication and assist with mobility, if necessary. Thank you so much for taking the time to read my profile. I look forward to meeting you! I live in Mount Airy, MD and my schedule is very flexible and open. I can assist your pet week days, week nights, and weekends! I have a lovely ten year old daughter who is also an animal lover and very gentle. She may accompany me on visits, but we can discuss that on a case by case basis.
About: Over the years I have taken care of many pets and clean dogs cats reptiles birds fish and over the years I have gained a vast knowledge and inquisitive experience with dogs I am currently a major in environmental biology and ecology and with a minor in animal behavior in psychology I enjoy it all dogs and have no prejudice against any dog or cat and I am willing to take care of any pad and I’m not afraid of any type of animal that is presented in front of me and willing to do almost all tasks Required in service for taking care of the dog or cat and I will also take care of other non-included pets if needed as long as the services aren’t too distracting from the primary role of taking care of the main pet that I was hired to do so I work from home and have a free and open schedule with full availability and no time constraints, I also am flexible and can make arrangements for any occasion, if given notice! I treat all pets, the same in all pets the same way. I treat them inside of them myself. They are given every ounce of love that I have, and every opportunity to do all the fun things that I would do with my own pets.! I have no bias or fear of any specific animals and I’m willing to take any breeder any type of dog or cat!
About: I have experience training dogs of all sizes and ages. My family had dogs throughout the entirety of my childhood, giving me a deep appreciation for pets of all kinds growing up. I gained further training and experience through my employment at Petco as an operations specialist. Pet care has been a part of my daily routine for the entirety of my life. Whether it was making a special dinner for a picky-eater dog that needed medication, taking a rambunctious puppy out into the yard to relieve their energy, or taking multiple dogs out for a walk to make sure they get their exercise, pet care isn't just an addition to my routine, it is an integral structure to it. I have experience taking pets outside both in a yard and out on a leash for a walk. I have experience giving medication to animals of all kinds, as well as transferring animals into and out of crates/carriers.
About: I have had dogs since I was 5, and I started working at a doggy daycare when I was 18. My senior year of highschool I was an intern at a local animal hospital and I loved it! I would love to spend the summer with your dogs and provide whatever services and help you may need! I am currently unemployed for the summer, so I can spend any time needed with your dogs. I have applied for jobs, so if my availability changes you will be notified but as of right now I am free to do anything. I have a huge (not fenced in) backyard. Since working at the doggy daycare, I have experience in helping dogs into crates, doing specific food for the dogs, attending to their personal needs, and making sure they have hours of entertainment and love.
“Delaney watched my dog, Roxie, while we went away for about five days. She did a great job in communicating. Roxie was well taken care of, was happy and had a full bowl of water when we got home. I will definitely ask Delaney to watch my dog again in the future.”
About: With over 25 years of experience raising my own dogs and providing trusted house-and-pet sitting for friends and family, I offer a lifetime of dedicated care. I am a passionate advocate for the human-animal bond; my own dog is a certified therapy dog, and together we volunteer at hospitals, nursing homes, hospice facilities, and schools. I treat every dog I watch with the same compassion and attention I give my own. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. Your pets will receive expert care in a loving, safe environment. Because I work during the day, I am primarily available for evening and weekend care, making me an ideal fit for owners who need a reliable presence while they are away or working late. I will treat your pets and your home with respect and care. Your animals and your home are safe with me! I am considerate and very responsible.
“First time using Rover and leaving my 10-week-old puppy, and Ava was absolutely fantastic. She sent pictures and videos throughout the day, and I could tell he was having so much fun. She kept him on his schedule and was clearly experienced with puppies. I felt completely at ease knowing he was in such great hands- will definitely be using Ava again!”
About: I will spoil your pets as if they were my own! I have my own dog, Jovie. She is a 9 month old lab mix and very strong willed. She is also in training to become a service dog. I am used to taking care of big dogs, but have no problem with small ones as well. I will walk and do drop ins to make sure your four legged baby is well taken care of! Currently, I am available most days. Since I was little, animals have always been a big part of my life. From puppies to senior dogs and tiny hatchlings to full grown tortoises, every animal is just a baby and should be taken care of as such. In all my years pet sitting, never have I met a pet that didnt become a friend. I love walking my dog everyday, and multiple times a day. As a high energy breed, she very much thrives from multiple walks and one on one time with mom.
About: I have had dogs since I was born - big dogs, little dogs, hyper dogs, and lazy dogs. I took care of those dogs growing up whether it was walking them, watering them, feeding them, or cleaning up after them. However, I’ve taken care of other people’s pets since I was 10, walking and feeding neighbors dogs and cats, as well as sitting for friends and family. I currently am a senior in high school who gets up at 6 for school, so I have early mornings available, and get out of school at 2:30pm. However, this means I do have weekends free all day every day! I have a huge back yard that so many dogs have enjoyed. I have crates from when my dogs were being crate trained, however now they roam so those crates are open if needed, otherwise I love a dog that likes to sleep in bed!
About: I’ve taken care of dogs and cats for many years, and used to have a senior dog. My love for dogs and cats sets the bar so high and I love playing and taking care of them. I’m currently working part time at the hospital and am looking for a side gig with pets, I can do mornings or evenings but looking for flexible clients. I have lots of toys and love to play with my dog and cat. I love taking my dog out for walks, and love meeting other people’s dogs and cats!
The median cost per night for house sitting in New Windsor is $50
Pet parents share their Rover experiences - New Windsor
We are very happy to have Jenny watch our little girl again. She provided our little girl with a lot of TLC and kept us informed along the way. Jenny took good care of our home during our extended time away and followed all instructions perfectly. I highly recommend Jenny!
Micah stayed at our home and watched our crazy cat while we were away. He was amazing! He sent updates daily and took great care of Oliver. We came home to a happy cat and a house that was cleaner than when we left. We will absolutely rebook Micah for our next trip!
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 near you
Select a filter and find qualifying New Windsor sitters!Sitters in New Windsor average 4 repeat house sitting clients
FAQs for House Sitting - New Windsor
Frequently asked questions about Rover
The average cost for House Sitting in New Windsor on Rover is $42.18 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 3,414 sitters on Rover offering House Sitting across New Windsor. 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 New Windsor 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 New Windsor 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 New Windsor 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 New Windsor. On Rover:
- 92% of sitters can help with special care needs
- 99% can help with giving oral medications or injections
- 94% 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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