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
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
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 was a great sitter for our elderly cat. He was patient, kind and easily administered medication for our fur guy. We absolutely will hire Timothy again when we’re out of town and know our cat Stoopy would be in good hands.”
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 currently working part time so I am free most weekends and weekdays, 11am-3pm 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 or cat 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 furry friend just to make sure they are okay I would love to! I will play with them walk them outside 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.
“I cannot recommend Victoria enough! She was so wonderful with my cat. My cat is usually very shy around people she doesn't know so I was shocked to see pictures that Victoria sent me of her petting my cat or sitting with her! She clearly has the magic touch. She also dealt with her own emergency one day and still found a way to do a check in. I am so appreciative and will definitely use Victoria again!”
About: I have been around cats and dogs my whole life. I walk my dogs daily, feed them, administer pill medications, and of course love to cuddle them. I have taken care of my neighbors two dogs every weekend of summer for the last 4 years. I love meeting new dogs, gaining their trust, and taking care of them. I put a lot of time into taking care of my dogs, I look forward to putting the same care and effort into your pups while you are away! During the summer, I work retail part-time so I have plenty of time to stop by and care for your pets during the day. I have part time availability Monday, Wednesday, and Friday. Tuesday, Thursday, Saturday, and Sunday I am free all day. I have a fenced in yard where I play with them and they go potty. I live on a road with a large hill and many curves, so when walking them on the road I am very aware and I follow all safety recommendations. I also often bring my dogs to the dog park in Milton, I would be happy to do that with your dog if you do not have a fenced in yard.
“Really pleased with Jessie! She visited with my kitties beforehand, and communicated with me while she was here, sent me photos and did a great job. Will definitely be rebooking with Jessie. Highly recommend.”
About: My dog Chanel is my world so it would be a pleasure to share that same love to others. I’ve grown up around dogs between all of my family so this is a joy to experience. I currently work day shifts and very loyal to my schedule of care with my dog at home. It would be no burden or issue at all to care for others 4 legged friends. The same care I provide to my own as if she was my daughter is the same care I’d give to others pets. Any dog in my care is my family.
About: Hi! My name is Amy and I truly love dogs. I have taken care of several, many whom I have strongly bonded with and have learned a great deal. Your dog will be treated as if she/he were my own I will play catch and give lots of belly rubbing. We have many toys for them to play with. I will provide a safe environment for them. I *****Drop-off and pick-up times are flexible Please bring their food, poop bags, treats, and toys. For meet and greets, I am available during the week and all day on the weekends. I am home full time so can give you pup all of The attention and love they need! They will get plenty of playtime outside I have three very friendly dogs and a large backyard for them to run in. I go with the schedule you would like me to follow
About: I have experience with many different dog breeds with different energy and health needs. I give all of the animals under my care the same treatment. I would take care of a super senior cat with the same dedication I would a golden retriever puppy. I'm not squeamish at all either, I'm comfortable dealing with body fluids and administering injection and medications. I have volunteered at multiple animal shelters so i've seen it all! Currently, my only commitments are helping to babysit younger family members, which is flexible schedule and only part-time. I have lots of time to not only take care of your animals, but also play with them and give them good entertainment My own dog is a runner, so I am hypervigilant about making sure animals don't dart out doors. I always make sure I physically see the animal and watch them to make sure they look healthy and happy, I don't just leave food and water and go home. I'm more than happy to give daily updates on animals i'm watching there are owners out of town and take pictures
About: I grew up around animals, from birds and hermit crabs to cats and dogs, my household has always been filled with pets. I have also fostered medically fragile dogs and volunteered at the Westchester Humane Society. I am passionate about ensuring all animals receive the best possible care and I will give your pet the same love I give my own. I currently work part time and I’m a full time grad student, but I have my own transportation so my schedule is open and flexible. I will schedule a meet and greet with you and your pet to learn all about their unique quirks, likes, dislikes, and routines prior to beginning services with them. I ensure a safe environment by using non-retractable leashes on walks and will send you updates while I am with your pet. Your pet's safety is my top priority.
“Yvelene was amazing with communication while dropping in for my baby. It was nice feeling relieved I had someone professional and kind coming to my home to make sure my pup was taken care of. I highly recommend her!”
About: Hi my name is laila and i’ve worked at 4 dog daycares. My most recent and committed one has been fidos playland. I’ve been working with dogs since around 2021 and have one of my own that i trained. I get the basic understand behind dogs in general since i’ve been with them every single day and love to learn there personalities to communicate with them. I babysit from home i have a mini dog daycare the most i get through the day is about 5 dogs. I did work in a boarding facility and in dogs homes before. I stay home all day with the dogs and dedicate my time to them. I make sure everyone gets along and can be compatible for the day In home I have a spacious area for dogs to run and play with no restrictions and also give opportunities to go play outside under high supervision
“Amanda was a wonderful sitter for my two cats. She responded promptly to any questions I had and was willing to help in any way she could. I would highly recommend her and will not hesitate to ask her to watch my cats in the future.”
“Eric was very communicative and made sure to share photos and play with my cats while I was gone. Gave me a lot of peace of mind knowing he was stopping by at the times I requested to give them attention, especially since it was a bit out of his way.”
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.
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