Dog Sitting New Windsor
Book a New Windsor dog sitter to watch your dog in your sitter’s home or yours.
Over 68 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 am an auntie of 2 fur babies one which requires special attention. I check his glucose levels and administer his insulin as needed 💙 Hi my name is Lily. A year ago my fur baby passed away 😔 Had my fur baby for 18 years and he passed away at home on hospice care. I am ready to provide care and love to other fury friends. Allow me to treat your fur babies as my own. I work remotely with flexible hours. It gives me the opportunity to spend time to play, take walks with your fur babies and to provide the attention they need. Please, let me know if your fur baby have any special needs I must attend to and any other information or instructions needed. Kindly, before dropping off your fur baby I ask they are clean. This will help to maintain a clean comfortable hygienic environment for all fur babies under my care. Thanks in advance for your understanding and cooperation. I am available on weekends and weekdays. Looking forward to caring for your fur babies 💞 I have a fenced yard and your fur babies will be taken care safely as my own. They will be attended at all times .
About: If you’d ask anyone in my life they will tell you I am a dog person more than human person. I’ve always had immense love for all dogs and do my best to play off their personality :). My three years of experience at a dog daycare/boarding facility has taught me patience with all dogs. I can provide feeding, walking, medicating (have cared for diabetics) and can be a temporary companion for your baby if needed :) While I was in my undergrad I had the wonderful experience of fostering a pitty mix from my local spca for 3 months. When we got him he was extremely underweight and was having a hard time in the shelter. I nursed him back to the happy guy he was all along and he’s now in a happy loving home 🖤 I’m currently working part time and taking classes as I am in the process of completing a masters program. I do not know the days I work week to week but am available to give services 3 times a day (7amish, 2pmish, and in the pm). My family dog is a grazer so we just put some food out for the day and he’ll eat whenever. If your pups have scheduled meals I’m 100% able to work with it. If your pup is high energy and my schedule is open I’m available to play with them, find a park or take them for a walk to give them enrichment. For those with reactive or babies that have a hard time trusting strangers, I completely understand and can work with that as well!!
“Elisha is quiet & calm, and gentle with Bo. She was reliable and took good care of Bo when we booked the first time. We look forward to her caring for him again this summer! Thank you!”
“Catherine was very friendly and laidback. I think my cats sensed her easygoing personality. My cats liked her as soon as she walked in. I am very happy to see my cats looking good and relaxed. Definitely will ask her for more cat sitting.”
“He did pretty good!! He cleaned the cat box ,feed the cat and gave her the medicine on time He even clean the cat plates and chance the water. Even took out the trash with out me asking.”
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.
About: I have been an animal lover since day one!! I am an experienced hand-on Dog/Cat/Horse owner and Dog breeder. I love all types of breeds, sizes and personalities. I make it my priority to make sure your fur family member feels loved and safe on this new adventure. I’m an online college student so being home isn’t a problem for me. I enjoy spending time outside so tailoring your furry friends exercise schedule to mine will be a breeze. From first ruffs to mature ruffs i have experience taking care of fur baby’s of all ages! My experience includes puppy training to administering extra attention to old or sick fur baby’s making them most comfortable In a new setting. Every fur family member needs a unique style of care and I look forward to learning yours! I'm attentive, responsible, and genuinely invested in making sure your dog feels safe, loved, and comfortable at all times. My goal is to take care of your fur family as if it were my own. I’m excited to be apart of your fur family’s next adventure! I am an online college student so being at home is routine for me. I work at my own pace so caring for your fur family member comes first no matter what time it comes at. Whatever schedule your fur family member is used to is the least you can expect from me. Outside play time or walks - inside rest time or training, my goal is to make you and your fur family feel safe, happy, and comfortable. I live on several acres of property that is fenced in from the road, so playtime is not only fun but safe as well. I always keep visiting fur friends on a leash if outside just for extra safety. If your fur family member is used to a crate or three-count sheets you can be sure routine will be kept.
“Maria took great care of our two cats. She followed all of our instructions and was in constant contact. It was a real relief to have her check in, text, and take pictures while we were away.”
About: Pets are family, so when I’m taking care of your child/home, I’ll keep it tidy, keep you updated, and keep in touch! I’m currently attending school full time, so I will be most available early mornings and later nights during the week. I am available all weekend Friday-Sunday. I have a big yard with a lot of land to work with. I have 2 friendly dogs of my own. I can leave a crate safely in my home as well.
“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.”
“Mekenna was so helpful in checking on my cats while I was away. The communication prior to, during, and after my trip were all appreciated and left me feeling like my cats were well taken care of. Fully reccomend!”
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.
“Allison is an incredible sitter! I appreciated that she was able to come last minute due to a family emergency. She has been thorough and kind and great with my pets. She did a great job administering medication to them even when they were difficult, watered my plants, and communicated all of the things I hoped to hear about. During such an anxious time in my life, I was not worried at all for my pets in her care.”
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
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.
About: I've been taking care of pets since before I remember. Growing up I cared of neighbors', family members' and friends' pets on a multitude of occasions to go on long walks, feed, bathe, and give attention to whilst they are away. Ive taken care of newborn kittens and puppies as well as elderly fuzzy friends who need meds and daily iv's/shots. Ive even assisted a cat birth and successfully resuscitated a kitten! I am comfortable with giving all animals even exotics the care love and attention they deserve. I've had many cats and dogs of my own over the years and have cared for my families' beagle mix who is 15 yrs old and thriving. I've fostered over 7 cats, and have 4 cats currently! I'm currently trying to do this full time with the help of my husband. I want to spend more time in my element, spending time and spreading love to all the furry friends, because that is what I love. <3 If you decide to hire me, I am a clean organized person who prioritizes the pet and will give them my full attention. I am a non smoker, and clean neurotically, so your home will most likely be cleaner than you left it as a perk
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 October 2026. Most bookings cost between $16 and $28 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 October 2026, there are 2,295 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 .
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.
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 .
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
- 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.
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.
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