House Sitting in New Windsor
Find a loving house sitter to watch over your pets and your home.

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Top rated New Windsor house sitters
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“We are so grateful for Jolene! She took such amazing care of our dogs, Pepper and Luna, while we were away on vacation. Knowing they were in loving, capable hands gave us total peace of mind. Jolene was attentive, reliable, and clearly treated them like her own. We came home to happy pups and couldn’t have asked for a better sitter. Highly recommend!!”

“Kerri is the BEST! She stayed at our house for over a week taking care of our dog and cat. Because our dog is large (70lbs) and sometimes anxious/reactive, it can be difficult to find a sitter that is a good fit. Kerri came prepared, asked lots of questions, sent daily updates, and our dog loved her. We will definitely book Kerri again -- highly recommended!”

“Virginia took care of our cat snd home while we were away for a week. She kept us updated about our kitty with daily photos and messages. She left the house tidy. We are very pleased with Virginia and will ask her to care for our cat and home in the future.”

“If you’re looking for a great pet/house sitter, Riley is your person. Riley took great care of my pup and fish, checked in daily with me, sent photos and provided daily walks each day. At the end of the stay, Riley summarized Toby’s week, including highlights and household things she did on a sheet of paper. Riley is very reliable and I’ll definitely book her again in the future.”

“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 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.
“Micah was such a gem to find! He was thorough in his care for my animals which is not easy as my boxer has a myriad of health and anxiety issues. He provided updates and asked questions when needed. Do not hesitate to book Micah, he is a fine gentleman who will care for your animals like his own. I will not hesitate to reach back out myself!”

“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: From house sitting and petting sitting for neighbors when I was young, to fostering pets for the past 5 years, and caring for friends pets when they go away, I have always enjoyed meeting new dogs & cats and caring for them, feeding them or administering medications, playing with & walking them, or just sitting & talking with them, even bathing them! I have a calm and friendly personality that animals gravitate to. I work from home so my schedule is very flexible. My kids are 17 & 18 so they drive themselves around. I can help on weekends, overnights, weekdays, nearly any time, as well as on short notice. I would offer my own home as well but I have a cat and a dog so sometimes the guest pets don't get along with other animals. In your home I can sit with them and talk to them if they're a lazy pet, or take your pup for a walk or running if they're high energy. I could also take him or her for car rides to get a pup cup at Starbucks or to my large fenced in backyard to run around. I live off Sunshine Way in Westminster near the Wal-mart.
About: In the past 6 years I have taken care of one large dog and three small dogs. I treat every fur baby as if they were my own. I can provide additional puppy training, long walks, and administering medication. I currently work part-time, two to three days a week. I have free afternoons afters 3:30pm depending on location, early mornings 4-8am and some weekends to provide services. My goal is to make your fur baby feel completely at ease. I can offer mile hikes for dogs and cats & bunnies who like outdoor activity and entertainment.
“Hannah took such great care of our 2 sr pups. She communicated regularly when our bulldog's allergies flared up. Our dogs were happy and content when we got home. The house was also nice and tidy.”

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 my whole life since I was under 10. My first dog was a 100 pound lab. We’ve always had multiple dogs in the house and I’ve always fed, walked and taken good care of them! Like they are my kids! Please leave me a review after I’ve taken care of your pups to ensure others get great service too! I work from home. I am free to help take care of your pets when you can’t! We have a fenced in back yard and have 2 3 year old rescues that are brother and sister. They are Chihuahua pitbull mixes if you can imagine that. I work from home and can walk or care for your dogs around my work schedule and my daughters life! I love them and treat them as if they are my own! I treat others dogs like they are my own. Make sure they get exercise if that’s what is needed, play time, potty breaks, food and water breaks and lots of love and pets!
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.
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 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.
“We've had Sarah watch our pets a few times and she continues to be fabulous. Sarah is to very vigilant & a strong communicative sitter! Plus our pets absolutely ADORE her, which I am so appreciative of.”

Over 64 pet parents in New Windsor have booked house sitting
New Windsor pet parents share their Rover experiences
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!

How Rover works

1. Search
Read verified reviews and choose a house sitter who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your house and pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for house sitting in New Windsor is $50
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 house 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.
Sitters in New Windsor average 4 repeat house sitting clients
House Sitting FAQs
Frequently asked questions about Rover
House sitters on Rover are free to set their rates. The median cost to hire a house sitter in New Windsor on Rover as of Jun 2026 was about $50 per night, after factoring in Rover’s service fees. A house sitter’s rate may also change as you customize your booking to fit your needs.
As of Jun 2026, there are 1,347 house sitters in New Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect house sitter near you. As a reminder, house sitters joining Rover must pass a background check for you and your house’s safety.
Rover makes it easy to reach out to multiple house sitters about your booking. Typically, 85% of New Windsor house sitters respond in under an hour.
House sitters in New Windsor have an average of 14 years of experience. House sitters with repeat customers have an average of 4 repeat clients. Experience can vary from house sitter to house sitter, but you can view reviews, years of experience, and number of repeat clients when you compare house sitters in New Windsor.
Heading out of town? It’s easy to book a 5-star house sitter to take care of your home. Book a house sitter to take care of your dog and cat, while keeping an eye on your property. And the best part? Your best friend gets to stay on their home turf. New Windsor house sitters are great for:
- Dogs who’d prefer to stay on their home turf
- Cats and caged pets
- Pet parents on a tight schedule
- Keeping an eye on your home and plants while you’re away
Yes! House sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your house sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your house sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your house sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your house sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your house sitter’s cancellation policy.




