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.
“Kerri did an amazing job with our dog who requires daily medication for seizures. She actively communicated with us during our trip with updates and pictures. She left our home in great condition, very neat and tidy. I would highly recommend her for any other family”
“Casey did a great job taking care of our pups! She sent pics and they were very well taken care of and happy. We have her booked again for next month, so I’m sure our girls are looking forward to her staying with them again.”
“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.”
“Lora was amazing house sitting for our fur family. She had her hands full at our house, but kept our many animals fed, happy, and loved. She made homemade dog treats and even kept our puppy who is still house training under her watchful eye. We loved having Lora and will definitely have her back on our next trip!”
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 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: I’ve always been a huge animal lover and grew up with dogs, so being around them has always been a big part of my life. I’ve dog sat and house sat for friends and family for years, and I’ve also helped friends who foster dogs take care of their puppies. I currently have two dogs of my own that we rescued from Saint Martin in 2023, and I absolutely adore them. They’re a huge part of my life, and I’m so thankful we were able to give them a loving home. I know every dog has their own personality and routine, and I’m happy to adjust to whatever makes yours happiest and most comfortable. Whether that means walks, playing outside, lots of attention and belly rubs, or just hanging out on the couch, I’m there for it! I’ll treat your pets like they’re my own and make sure they feel safe, loved, and cared for while you’re away. I’m currently in between careers, which gives me a pretty flexible schedule and plenty of availability throughout the week. I do have a few other small jobs and am occasionally away on weekends, but my schedule varies and I’m generally pretty open. I’m happy to work with you to find days and times that fit your needs, and I’ll always be upfront about my availability! I will do everything needed to ensure your pets get the care that they deserve and make sure they are as safe, happy and loved as possible!
About: Dog walking was my first “official” job when i was 12 years old and ever since then I’ve loved meeting and caring for new pups! I have my own 2 dogs so i know how much yours means to you! I have experience with puppies as well as senior pups and also have experience administering medicine. I have a flexible work schedule so I’m able to accommodate most days and be there when you need me! Weekends may be busier than weekdays but if planned in advance i can make it work! I have 2 dogs of my owned who are crate trained. I am respectful of each individuals personal rules for their pets/ households and ensure to the best of my ability each pet will feel safe and comfortable in my care.
“Maria is the best! She was so kind, accommodating to our specific needs, communicated very well, and loved my kitten as if he were her own. We are incredibly thankful to have found her and look forward to working with her again in the future.”
About: I’ve been around dogs my whole life and currently have two pugs of my own, so I understand how important it is to find someone you truly trust with your pets. I’m patient, dependable, and attentive to each dog’s personality and routine. I’m comfortable with walks, feeding schedules, medications, senior dogs, and giving pets extra attention and affection while their owners are away. I also work in hospice care, so being compassionate, calm, and reliable comes naturally to me. I’ll treat your pets like family and make sure you feel updated and reassured while you’re gone. I work full time during the week from 9am–6:30pm, but pet care fits naturally into my routine since I already care for my two pugs daily. I’m available for evening visits/walks on weekdays and have much more flexibility on weekends for drop-ins, walks, and overnight care. I’m reliable, communicative, and committed to making sure pets feel comfortable, cared for, and loved while their owners are away. Your pet’s safety and comfort are always my priority. I pay close attention during walks and outdoor time, especially in hot weather, and I never leave dogs outside longer than they should be. I make sure pets always have fresh water, a clean environment, and close supervision to keep them safe from anything that could bother or harm them. I’m also very mindful about keeping floors and spaces clear of anything pets could get into or accidentally swallow. I understand how important trust is when someone is caring for your animals, and I’ll always treat your pets with the same care and attention I’d want for my own
“Jaime was fantastic! We needed a last minute sitter for our two dogs over Christmas and Jaime was more than willing to take care of them. From booking, through the entire stay, Jaime was communicative, kind and professional. She sent us regular updates of our doggies while we were away that included photos. She followed the instructions for our dogs to the letter and it was clear when we returned that she loved our dogs well too and gave them lots of attention. She also took good care of our home as well and left it cleaner than how we left it! We will definitely use her again should the need arise.”
“This is the second time we have had Angela watch our dog, Kima, while we were gone. Angela stayed in our home and took excellent care of Kima. She sent a text message each day with how Kima was doing and included photos. We highly recommend Angela for dog sitting!”
“Abby did a phenomenal job house sitting and making sure our furry companions were happy and healthy. She was very communicative and sent pictures & a video. I appreciate the help and attentiveness. I recommend Abby and will rebook as needed if her schedule allows.”
“Sophia took very good care of my dog. She was patient with her and they did well together. Sophia responded promptly to texts and kept me well-informed. She watched my dog in my house for three days and two nights and left my house in excellent condition. I would happily and confidently have her dog-sit again.”
About: Hi there! I’ve had cats throughout childhood and through most of my adult life, so caring for animals has always been something I've loved. I’ve also helped out friends and neighbors by pet sitting for their cats and dogs. I've given medication and supplements to my own cats. I’m active and love being outdoors — walking, running, or hiking with a dog sounds like the perfect day to me! Several years ago, I actually had a Rover sitter care for my cat Baby when she was sick. She was very reliable — she kept me updated, showed so much compassion, and gave me total peace of mind. That experience really stuck with me and I aspire to be that same trusted, reliable sitter for others. My own fur babies have since crossed the rainbow bridge, so I don’t currently have pets at home — which means my schedule is flexible and I can give your fur babies my full attention. I’d love to meet your furry family members and make sure they feel safe, loved, and cared for while you’re away. ❤️ I ran my own business for 10 years and am taking some time off right now, so my schedule is flexible. I focus on overnight pet sitting, which means I can stay with your fur babies to keep them company, follow their normal routine, and make sure they feel safe and cared for while you’re away. Keeping your fur babies safe is my top priority. I like to have a list of care instructions so I know exactly what they need, and I always ask for your vet’s contact info just in case. I’ll keep you updated and reach out right away if anything comes up. Since I do overnight stays in your home, I make sure to keep things comfortable and familiar for your fur babies so they feel safe and relaxed while you’re away. Overnight Care Guidelines To ensure a comfortable and successful stay for everyone: • Companion animals sleep in their own beds (I don’t share my bed). • Indoor cameras are turned off during my stay. • Homes are reasonably clean & tidy, and free of strong odors. • Clean linens are provided for my use. • A meet-and-greet is required prior to confirming a booking.
“Kaylee has been the absolute best dog sitter we have had from rover! She was communicative and sent us daily updates with pictures! She is truly wonderful and genuinely cares for our dogs. We left for Colorado for a few days so she stayed at our home with our two dogs. We came home and our home was cleaner than we left it! Our dogs were happy too! You could tell they loved her and weren’t stressed with us being gone. We will absolutely be using her in the future!!”
“Nicole was amazing with our pets again! We haven’t traveled in some time, so one of our nervous/anxious dogs “forgot” her, but Nicole was very patient and took her time re-introducing herself to our dog. It wasn’t long before our dog remembered and trusted her again. Overall great experience once again!”
The median cost per night for house sitting in New Windsor is $50
Pet parents share their Rover experiences - New Windsor
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 - 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 of House Sitting in New Windsor is $56 per night as of October 2026. Most bookings cost between $56 and $56 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 3,242 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 , 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 New Windsor. On Rover:
- 87% of sitters can help with special care needs
- 92% can help with giving oral medications or injections
- 95% 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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