House Sitting New Windsor
Find a loving house sitter to watch over your pets and your home.
Over 1 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 wonderful with our pets. The cat hides and is afraid of everyone, but he took to her immediately. She even got a collar on him which I have not been able to do in the 10 years we have had him. The dog is needy and loves snuggles and Kerri gave her lots of love. We would definitely book with her again!”
“Brooke took her time to come out and meet with us and our dogs prior to watching them. She took the time to listen to us and answer questions that we had. She was also easy to contact leading up to our trip. Unfortunately, circumstances canceled our trip. But we will not hesitate to contact and use her once again.”
“Amber is a true miracle worker and our dog sitting unicorn 🦄 She’s patient, kind, and so understanding with our FOUR older, adoptive, stubborn angels and is the sole reason we are able to take much needed weekends away!”
“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 have experience with and am comfortable with all sizes, breeds, ages and personalities of any dog! I am reliable, friendly, and have good communication skills! I have two cats I take care of day in and day out! I also regularly dog sit one larger dog roughly once a month on weekends! I treat every animal I meet and or sit as if they were my own. As previously stated, I am an animal lover that believes every animal is unique and needs their own personalized care!
About: I grew up with animals and currently train horses and look after two cats and a dog. I’ve been cat sitting and dog sitting for people in my life; helping maintain their routines and feel themselves by providing attentive company. Our family dog is pretty unique, so I’m comfortable with quirks. I learn from the animals I work with and bring a lot of respect to the pets I look after and the people who love and know them best. I make my own schedule with work so I am able to adapt my days and hours. Usually, I am in the office Tuesday through Thursday. I care for pets away from my home and farm, as to not disrupt my own critters! I am able to drop in or work from other people’s homes to spend more time with a pet.
“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.”
About: I’ve been caring for animals since I was 11 years old, and I’m comfortable with cats and dogs of all sizes, personalities, and energy levels. People have called me a “pet whisperer” because I have a calm, patient way of connecting with animals and earning their trust. I’m also physically strong and confident handling large, powerful, and energetic dogs, including dogs who need firm leash control, longer walks, structure, and plenty of activity. Safety, patience, and clear communication are always my priorities. In addition to the Rover Guarantee, I carry my own premium Pet Care/Liability Insurance for your peace of mind. I’m available 7 days a week and have a flexible schedule throughout the day. I can help with morning, afternoon, evening, and late-night care depending on your pet’s needs. Whether you need regular visits, last-minute help, walks, drop-ins, or extended care, I’m happy to work with your schedule whenever possible. I follow each client’s instructions closely and do my best to keep every pet’s routine consistent. I know every animal has their own personality and comfort level, so I take a patient, respectful approach to care. If your pet wants playtime, attention, or companionship, I’m happy to give that. If they are shy, anxious, independent, or simply prefer space, I’m just as comfortable keeping them company from a calm and safe distance. My goal is always to help your pet feel secure, respected, and well cared for.
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.
“Sabrina is the absolute best!!!! I feel so blessed that we found her. She’s such a kind person with the sweetest energy. The animals flock to her!! She’s the only person we’ll be using from now on.”
About: Ever since I was a little kid, I have felt connected to animals. I have had and taken care of dogs since I was 10. When I went away to college without my dogs, I realized how necessary doggie love was to my happiness. This led me to volunteering at the local SPCA walking dogs. Now, I am back home working at a doggy daycare. Caring for animals makes me feel fulfilled and I would love to share this love with your furry friend! I currently work part-time so I will have plenty of time to play with your pups! I am available both in the mornings and evenings. I care deeply for all living beings around me and believe they are all deserving of love and care. I will take your pup on walks and make sure to keep them company while their favorite people are away.
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.
“Delaney did an amazing job with our dogs and chickens while we were away on vacation. She sent pictures during the week, and kept us posted. The house was just as clean when we came home is when we left it. Our dogs were happy, their water bowl was filled, the mail was put on our kitchen table, along with a couple of packages. Next time we go away, I will definitely contact Delaney again.”
“Camryn was great with our two golden retrievers! She sent lots of updates and great pictures while we were gone. We really appreciated having her and will definitely be booking with her again!!”
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!
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 - New Windsor
Select a filter and find qualifying sitters offering house sitting.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 $55.5 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 3,366 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
- 98% 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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