Dog Sitting New Windsor
Book a New Windsor dog sitter to watch your dog in your sitter’s home or yours.

Over 16 pet parents in New Windsor have booked dog sitting
New Windsor, Find top rated dog sitting

About: I’ve been caring for dogs and cats since I was a teenager, and pet sitting has always been something I genuinely enjoy. I have experience with scheduled feedings, walks, playtime, bathing, and providing plenty of companionship and emotional support to help pets feel safe, comfortable, and loved while their owners are away. I truly love animals and believe they’re part of the family, so I treat every pet with the same patience, kindness, and care I would want for my own. I’m a loving, trustworthy, honest, and responsible sitter who will treat your pet like family, making sure they receive the attention and care they deserve. I’m currently working part time and volunteer a few days a week, so I’ll have plenty of time to spend with your fur baby! I’m available all day Wednesdays as of now, but can be flexible depending on your needs. Your pet’s safety and happiness are always my top priorities! I’m attentive, responsible, and caring, whether I’m taking your dog for a walk, checking in for some company and playtime, or making sure they’re comfortable at home. I’ll pay close attention to their needs, follow your instructions, and keep you updated so you can feel confident knowing your furry friend is in good hands.

“Timothy is absolutely amazing! I can’t recommend him enough. He takes such wonderful care of my two dogs, Tess and Nipsy, and it’s obvious how much he genuinely cares about them. They absolutely adore him and are always so excited to see him, which gives me so much peace of mind knowing they’re with someone they trust and love. Timothy is dependable, trustworthy, kind, and incredibly attentive. He treats Tess and Nipsy like they’re his own, and that means everything to me. Finding someone you can completely trust with your fur babies isn’t always easy, and I feel incredibly lucky to have found him. If you’re looking for a dog walker who is reliable, caring, and truly goes above and beyond, Timothy is your guy! Tess, Nipsy, and I give him 10/10 — five stars all the way! 🐾❤️⭐️”

About: I have been taking care of dogs since I was 15 years old! I have had many dogs myself but I also helped my friends care for their animal! I have a small dog myself and I know how important it is to provide a healthy and fun lifestyle for your furry friend! I am free most weekends and weekdays, 11am-3pm, 3pm-10 pm to walk your dog and drop in on your furry friend! I love going on nice walks especially with a furry baby to keep me company! I also love dropping in to make sure your dog is safe and well! I currently am not offering boarding. With dog walking, drop in visits and house sitting, I will make sure to be gentle and abide by how your dogs behaviors are! I would never push them more than what they can walk and I would spend time to get to know your furry friend and have your furry friend get to know me! If you ever need me to drop in on your pet just to make sure they are okay I would love to! I will play with them alot especially outside for fresh air and to go to the bathroom and make sure they are fed :) We will do a meet and greet before any official bookings are made to make sure your pet feels comfortable with me!
About: Growing up we always had pups in our home. It’s what makes home, home! Through out the years I have gained tons of experience with dogs since I have raised many since they were just puppies. I am capable in potty training them both on the pee pee pad and outside. I enjoy exercise so your pup will get lots of it! We will go on long morning walks, play and relax together. Your dog is in good hand with me, I promise to care for your dog like they are my own. If you have any questions please feel free to ask. Looking forward to meeting your fur baby I work a M-F 9-5. Long walks in the morning and play time in the evenings. I will be there the rest of the time. I can drop in mid day as well for a walk if needed. Can also bring the dog to work if allowed. Your home is your dogs home and I will treat it as such. I will respect your space and privacy and just use common areas and provide you with updates constantly to ensure you your pup is in good hands.
About: I've always loved animals! I grew up living with and taking care of cats and a dog. As a child I volunteered for an animal rescue group on Long Island. I started housesitting dogs in 2019 and have experience staying overnight with dogs for multiple families. When I’m not pet sitting, I enjoy spending time with my wife traveling, trying exciting restaurants and exploring new places. I'm a freelancer and work mostly from home on my computer, so I have plenty of time to give love and attention to your pups. I live in an apartment building that is very pet-friendly where I have taken dogs for walks around the property. Your dog may even make friends with other leashed pups in the building.

About: I’ve been told I am the best pet sitter ever! I love animals with my whole heart and have so much fun meeting all the critters in my neighborhood! I am very flexible with my schedule. I work 8-4. I can stop by multiple times a day depending on how close you live to me. For walks 12-1pm Mon-Fri I will only be able to accept requests within a 20-minute driving radius of my job in Hyde Park, as I have an hour lunch break. I have a cat and will not be offering services that include taking your pet into my home. I will only be offering drop in visits and walks.

About: I grew up in Oklahoma on 90 acres with cows, horses, cats, and dogs. I've always had a passion for animals and the outdoors. One of the unique experiences I offer is adventure outings for your pup. Living near the beach allows me to provide refreshing beach walks, and as an avid hiker, I also enjoy taking dogs on scenic trail adventures where they can safely explore and enjoy nature. I currently have two dogs of my own—a Miniature Dachshund and a German Shepherd mix we rescued. If your dog would benefit from a positive, supervised social outing, I’m happy to provide that as well. Growing up, I regularly cared for and walked neighbors’ and family members’ pets, so I understand how important it is to find someone you trust. My goal is to give you peace of mind while your pet has a fun, enriching experience. You can rest assured that your furry family members will be cared for and loved as if they were my own. As a full-time dog dad to my two pups, I maintain a flexible schedule and am readily available to help ensure your pets receive the care and attention they deserve. Whether it’s a quick neighborhood walk for exercise or an extended stay with a pet who needs a little extra companionship, I’m here to provide dependable, attentive care. My goal is to give you peace of mind while you’re away, knowing your pets are safe, happy, and fully cared for. I am committed to providing a high level of personalized care and attention to every client. I ensure that when you book a walk or service with me, your pets receive my full, undivided focus. This dedicated one-on-one time allows me to tailor each visit to your pet’s individual needs, personality, and routine. I also have a spacious SUV available for safe transportation if needed. For dogs who enjoy a little extra adventure, I offer nature hikes as an additional service, giving them the opportunity to explore and exercise in a safe, supervised environment. Feel free to send me a message with what you’re looking for, and I’ll respond as soon as possible. I look forward to connecting with you and your pets!

About: I enjoy working with all types of animals, Small, Medium and Large types. Places like parrots, fish, non venomous snakes and of all types critters. My schedule is very open and flexible do to my availability as a disabled veteran. My day starts at 4 am and ends as needed bases. At home, I usually free range my dog on a 50ft tether when he isnt snuggled on the couch corner, my cats usually get a vertical climb and horizontal run time. #Zoomies, multiple litter boxes with weekly care. Bird feeder outside for there viewing and chatting pleasure. Ive taken the pleasure of not wearing smells that disrupt respiratory systems to exotics and other animals like reptiles.
“Stephen is amazing! He’s well-versed with large breeds, and we were so happy to find someone experienced who Bowser absolutely loves walking with. He’s always punctual, and after just two walks, Bowser is already so excited to see him! It’s hard to find someone you can truly trust with your dog, and Stephen is definitely that person. Highly recommend!”

About: I have been cat/dog sitting for 3 years now. I have experience taking care of cats. Ive also watched many different types of dogs including large ones. Ive always been a huge animal lover and growing up around dogs always walking and taking care of them, making sure they get the love they deserve. I love doing anything that I can for the animal community Im currently working on online college so im looking to get any side jobs i can in the meantime to try and make some money right now In a client’s home, I carefully follow their instructions and routines to maintain consistency for the pet, and I always respect their space and privacy. I give regular updates to the owner, and I’m prepared to handle emergencies responsibly. I keep their living areas clean, make sure they are fed and have fresh water daily and pay close attention to their health, including administering medication if required. Overall, I treat every pet as if they were my own, providing them with patience, affection, and attentive care
About: I’ve taken care of animals for over 15 years. I pet sat many times as a child and continued through adulthood including, walking, feeding, administering medicine, baths & snuggles! I also volunteered at a local animal shelter as a dog walker. Currently 3 cats and a rambunctious German Shepard/Siberian Husky 3 years old. I have cared for all kinds of pets including but not limited to goats, chickens, horses, pigs, donkeys etc I’m currently working full time but have a very flexible schedule and can move my hours around to meet your needs especially for early morning and later evening check ins or during work hours! I have worked with leash trained and non leash trained dogs if you have a fenced in yard. I prefer leash trained dogs for public walks with a standard leash. I love animals, their snuggles & kisses too! I have kids & animals so drool & slobber don’t bother me!
“Jared, was on time and stayed and hung out with our pup for the full hour! It was super helpful while we’re at work to know he was with someone who loves dogs and taking time to give them some exercise. Moose seemed so happy and was well taken care of.”

About: I know how stressful it can be leaving your pet behind, so my goal is to make the experience as smooth and comfortable as possible—for both you and your pet. I’m calm, attentive, and great at sticking to routines. Whether your pet is energetic, shy, or somewhere in between, I provide a safe, loving environment they can relax in. I currently am a student from home so I have more than enough time to take care of your furry companion while you are away. I used to walk my dog around my neighborhood sometimes to the river If it’s really nice out just get her some fresh air. Proper feeding times and bathroom breaks.
About: Ive taken care of pets since I was 13 years old! I have taken a passion in all animals especially dogs and cats! I had 6 cats growing up and 2 dogs! So I have been exposed to dogs and cats of all ages and I am very familiar with what they are capable of and how to provide the proper nurturing and care! I am currently home everyday while my boyfriend is in school, so I have all the time in the world to spend with some cute furry friends I have a spacious apartment with a crate if necessary and easy access to the dog park and extra litter and boxes for cats if needed! I also have extra water bowls and toys to occupy!
About: Growing up with dogs taught me something early: pets are family. Outside of my full-time remote tech consulting gig, I provide high-touch based pet care for families throughout Westchester and Manhattan. My goal is simple: create a calm, trusted second home where your dog feels genuinely safe and loved. I intentionally keep bookings limited so every dog receives individualized attention, consistency, and companionship. Whether your pup is energetic and playful, senior, recovering from surgery, or simply loves a calm environment, I tailor care around their exact routine and personality. What makes Kristine different: ✓ 100% work-from-home flexibility ✓ Fenced backyard + Hudson River walks ✓ Real-time photo/video updates ✓ Pick-up/drop-off assistance available ✓ Medication administration experience ✓ Senior & post-surgery support ✓ Calm, low-volume household ✓ Overnight house sitting with light home care included For pet parents who home-cook meals, I’m also happy to prepare fresh dog meals in my home using your provided ingredients. For house sitting clients, I believe premium service should feel complete. In addition to caring for your pet, I help maintain peace of mind by bringing in packages/mail, taking out trash, watering plants, and keeping your home tidy. I’m building long-term relationships with both dogs and their owners. Many of my clients become repeat families, and that trust means everything to me. Let’s schedule a meet & greet and see if we’re a great fit for each other. 🤍 My work-from-home schedule provides complete flexibility for boarding, house sitting, walks, feeding, and bathing. I have my own vehicle to help with pick-ups and drop-offs. My home has a fenced backyard, and located close to the Hudson River, offering safe outdoor access and scenic trail walks. For house sitting, I maintain your pet's exact routine in their familiar environment while also helping collect mail/packages, watering plants, and light cleaning to ensure you return to a tidy home.
About: I’m super flexible with high availability. I’ve been caring for dogs my entire life and come from a family of dog breeders. I love all animals and have 5+ years of experience in dog walking/sitting. I have my own dog walking business as well called Hiking Hounds. I’m young and able to handle big dogs and can keep up with energetic puppies. I’m free to come play with your dog at your house or take them for a walk in your neighborhood. I can’t wait to meet your hound! I’m working part time, so I have plenty of free time to hangout with your pup! I’m also very flexible on my hours as well. Following what directions you give me regarding your dog, & respecting house rules you have in place. And as mentioned before I have a lot of personal experience caring for dogs.
About: From overnight stays and walks to playtime and cuddles, family and friends have entrusted me with the care of their fur baby. Being able to work with cats and dogs on a daily basis as a veterinary assistant continues to help me accumulate various skills to work with animals of all temperaments and ages! I’m currently working part time so I’d have flexible time to spend with your precious pups whether during the week or during the weekend ! Pups are off if their routine is off so if you have a specific schedule or way of doing things I can assure you I will stick to the game plan.
The median cost per visit for dog sitting in New Windsor is €25
Dog parents share their Rover experiences - New Windsor
Maya was very sweet and communicative. She was able to pick up our last minute drop in request and was very flexible with our schedule/any changes to the selected times. She stopped by, cleaned up after him, walked, fed and gave him fresh water before leaving him with a treat. She also followed our instructions on how to close his gate properly. Much appreciated!!

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 dog sitting

1. Search
Browse profiles of sitters near you who offer dog 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 dog sitting - New Windsor
Select a filter and find qualifying sitters offering dog sitting.Sitters in New Windsor average 5 repeat dog sitting clients
FAQs for Dog Sitting - New Windsor
Frequently asked questions about Rover
The average cost of Dog Sitting in New Windsor is $22 per visit as of November 2026. Most bookings cost between $21 and $26 per visit. 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 November 2026, there are 2,302 sitters on Rover offering Dog Sitting across New Windsor. Enter your ZIP code to see which available sitters are closest to your home.
You and your sitter can agree on a care schedule that fits your pet’s routine and the sitter’s availability. Pet Sitting can be booked as a one-time or recurring drop-in visit. If you need overnight care or dog walks, you may also be able to book House Sitting or Dog Walking through Rover with the same sitter, provided they offer those services.
Before booking, confirm:
- the timing, length, and frequency of visits;
- the care instructions the sitter should follow;
- which parts of your pet’s usual routine should be prioritized;
- how often you would like to receive messages, photos, or other updates.
Not every sitter offers the same services, availability, or booking options. Review their profile and discuss the care you need through Rover before booking each service.
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!
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.
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.
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 Meet & Greet.
While Rover doesn’t offer traditional subscription services, some sitters offer recurring bookings for services like home visits and dog walking. Recurring services come with their own perks, such as flexibility to modify services (up to five weeks in advance), automatic billing, Rover Card updates, and same-day cancellations.
To find sitters in New Windsor with recurring or weekly availability, select "Repeat Weekly" and which days you’d like them to care for your pet.
Yes, you can find sitters who have experience with handling special pet needs in New Windsor. On Rover:
- 88% of sitters can help with special care needs
- 91% 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.
sitters on Rover set their own cancellation policy, 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.














