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.
“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.”
“I have a Rottweiler and anyone with a big dog knows how hard it is to find a sitter. Kerri does an amazing job with him. She is an incredible house guest. I appreciate the love she has for my buddy. Knowing he is with someone that loves him allows me to enjoy my vacations, worry free.”
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!
“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!”
“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.”
“We had an emergency situation and needed someone right at that moment. On July 4th, she immediately responded and jumped to it to help us out without even meeting our 2 dogs. She has been SO great sending us updates and pictures. I don’t know what we would’ve done without her. Definitely will book again!”
“Hailey took very good care of our cat for almost a week house sitting, We were happy to see our home and cat very happy once we returned! She was very responsive, we would have loved more updates but were very happy with the service she provided. We could see our cat got along with her very well”
About: I haven't been without a dog since I was just a little girl. I have rescued 4 of my own dogs and have fostered 11 dogs in just the last 3 years. I have had dogs from puppies to seniors and everywhere in between. I have pretty open availability to able to tend to your pets needs almost any time that it requires. From drop ins and walks to overnight sitting. My own pets are treated as family members and I will treat anyone else's pet the same exact way. My motto has always been They are "puppers" no matter how old they are!
“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.”
“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 have been extremely passionate about animals since I was young. I have volunteered at the local humane society and worked at a doggy daycare/boarding facility for 2 years. I have experience caring for both cats and dogs as well small animals. I was successful in fostering and rehoming an amazing dog - which I hope to do more of in the future! Right now, I am currently working as a full time veterinary technician, so I can assure your pet will be safe with me! I will treat yours like my very own 🐕🦺🐾🖤 I work full time as a vet tech at a veterinary hospital in either the morning or evening! I can be very flexible with my schedule and have no problem stopping by before and after work. if your pet has to stay at my home, I have a fenced in back yard and two very playful pups that would love to meet new friends! When going to clients homes, I am great at following feeding instructions, walking & playing with your pup!
About: I have over 45 years of experience caring for dogs of all ages as well as many other types of animals that have honored me with living with me over the years (cats, horses, guinea pigs, gecko, Madagascar hissing cockroach, parrots, flying squirrel, rabbits). My original dream was to become a vet so I have a background interning with veterinarian, working multiple years in a grooming and boarding facility and had my own very successful animal care and sitting business as a teenager. I have great nail trimming skills as well! Animals are naturally drawn to me and sense my love and respect for them. I work remotely so am pretty flexible with schedules. I also have taken the pet CPR course! I work remotely from home so am flexible in what I can offer. I feed my own pets multiple times a day and am able to monitor what is consumed. I also live in a beautiful community near parks for nice walks. I have a fenced in yard and 2 friendly dogs who live next door who are always interested in playdates if desired. I work remotely so have flexibility in what I can offer clients. I do have a crate on premises if you do not have although I prefer (as do pets) for them to have their familiar one! There are friendly cats who live with me although I would likely gate off my kitchen / sunroom area where my office is so that I can supervise and ensure harmony with unknown pet if in my home.
About: I’ve had dogs my whole life, so I’ve always been around them and know how to care for them. I’m really good with dogs and genuinely enjoy spending time with them. I’m comfortable with dogs of all different sizes and personalities, and I treat every dog like they’re my own. I’m responsible, caring, and will make sure your dog gets plenty of attention, love, and exercise while they’re with me. I work full time Monday through Friday, but I’m fully available on the weekends. During the week, I’m available for drop-ins and walks in the mornings and later in the day after work. I’ll do my best to work around your schedule and make sure your pets get the care and attention they need. I want every pet in my care to feel safe, comfortable, and loved. I’ll always make sure they are supervised and treated with patience and respect. I understand that every dog and cat is different, so I’ll take the time to learn their routine, personality, and anything they need while they’re with me. I’ll also keep you updated so you can feel comfortable knowing your pet is in good hands. My goal is to provide a calm, safe, and welcoming environment where your pet can feel right at home.
“Lora watched Brinkley over night and was wonderful. She knew I am a worrier and sent me pictures and updates. Brinkley loved her and she took such good care of him.”
“🌟🌟🌟🌟🌟 Five-Star Dog Sitter Extraordinaire! We honestly don’t know what kind of magic Abby possesses, but she managed to care for all five of our wild, lovable heathens like an absolute pro. That’s not just dog sitting—that’s dog whispering. From the moment Abby walked through the door, our dogs were obsessed with her—and for good reason. She’s calm, kind, patient, and somehow has the energy and grace to keep up with five very different canine personalities (and let’s be real—these dogs aren’t exactly low-maintenance). Whether it was the high-energy zoomies, the endless toy-fetching, or the very dramatic meal-time antics, Abby handled it all with a smile and a level of care that blew us away. Not only were our dogs happy, exercised, and clearly well-loved while we were away, but Abby also kept us updated with the cutest photos and little anecdotes that showed just how much she genuinely gets each of our pups. She didn’t just watch our dogs—she connected with them. We came home to five calm, content dogs and a house that somehow wasn’t destroyed. That alone deserves a medal. Abby is hands-down the best dog sitter we’ve ever had, and we wouldn’t trust anyone else with our furry chaos crew. If you’re lucky enough to book her, don’t hesitate—your dogs (and your sanity) will thank you.”
“Nora has been absolutely fantastic! She does drop-in visits when I am away on vacation or out for work. She communicates well and always sends great pictures of my dogs and cat to let me know how they’re doing.”
“Lonnie handled my high energy big dogs wonderfully. He clearly cared about their health and well being, which means a lot to my husband and me when we put our babies in someone else's care. Thanks Lonnie, we'll see you next time!”
About: I have taken care of animals my entire life, ranging from puppies and kittens to reptiles and fish. I’m more than willing to do drop ins or even spend the night if you require. My schedule is very flexible, please reach out with and questions or concerns! During the week, I work a full-time schedule, but I’m available for visits before work, during my lunch break, and after work each evening. This makes me a great fit for morning feedings, midday potty breaks, evening walks, dinner visits, and overnight care. Weekends: I’m available with a flexible schedule and can accommodate visits throughout the day. Overnight Care: I’m available for overnight stays any day of the week, so your pets can enjoy consistent care and companionship while you’re away. I always strive to be reliable, communicative, and attentive, ensuring your pets receive the same love and care I give my own. Your pets will always be my top priority. I’ll make sure they’re well-fed, receive plenty of love, attention, and playtime, and have opportunities to relax, unwind, and enjoy lots of cuddles. I’ll also keep up with their daily care and hygiene, ensuring they’re happy, comfortable, and well cared for while you’re away. My goal is to make them feel safe, loved, and as close to their normal routine as possible.
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.
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 September 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 September 2026, there are 3,308 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:
- 93% 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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