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

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Top rated New Windsor dog sitters

“We hired Kalyna for a home visit just to meet her and have her spend a little time getting to know our dog. Everything went great, and we hired her for a home visit next weekend. We look forward to working with her!”


About: I've dog sat and dog walked for my friends, for up to a few weeks of continuous care, ranging from puppies to older dogs. I also have experience cat-sitting and all the duties associated with that! I work full-time and am on Rover as something to do in my free time! I just really love all animals and thought it would be great to help owners out. Think of me as someone who can come by while you go out and enjoy the weekend or have a night out! I work from home so I'm able to take care of pets during office hours as well! While I'm not able to take care of pets at my own home, I'll always respect the rules of your house and property. Please let me know every detail of care for your pet as well as your home! I am detail-oriented and will make sure to follow it to a tee!

“Jenna was a great choice for our first time trying Rover! She cared for our cat like it was her own. She communicated well and checked in often. Would definitely book again!”


About: I have taken care of dogs of all ages, sizes, and breeds throughout the last 10 years. Friends and family have relied on me to walk them, feed them, and provide any other care needed! I’m a teacher on summer break and have plenty of time to care for your pet. Will be available most weekdays and weekends to attend to your pups. I will treat your pet as my own, providing extra love and care as needed, as well as treating your space as my own and making sure all feel safe and comfortable.

About: I have extensive experience caring for both cats and dogs, ensuring their safety, comfort, and happiness at all times. What sets me apart from other sitters is my attention to detail, patience, and genuine love for animals. I understand that every pet has its own personality and needs, so I take the time to follow specific routines, dietary requirements, and any special instructions you provide. In addition to general care, I have skills in administering oral medications, handling anxious pets, and reinforcing basic commands for dogs. I’m also experienced in recognizing signs of stress or illness, which allows me to respond quickly if a situation arises. Whether it’s playtime, walks, feeding, or giving attention, I make sure pets feel loved and secure while their owners are away. My goal is to provide the same level of care and affection they would receive from you. Pet care is an important and enjoyable part of my day! I plan my schedule around the pets I’m caring for, making sure they get their walks, meals, and attention right on time. Spending time with animals is something I look forward to, so I always make sure they have the care and love they need every single day. Your pet’s safety and comfort are always my first priority. When I’m in your home, I follow your instructions carefully and make sure everything is secure and pet-friendly. I give your pets plenty of love and attention so they feel happy and stress-free while your away. If I care for them in my home, they’Ll have a clean cozy space with fresh water, a comfortable resting area, a big fenced in backyard, and lots of playtime. I always make sure pets feel safe, loved and well cared for in any environment.

“Adriana was great! Our dogs warmed up very fast to her. She is very respectful of the dogs and their environment, prompt, and great communication. We will be returning for Adriana's service.”


“JR did a wonderful job sitting our dog and cats while we were away, including giving meds to one of the cats. Very communicative and sent photo updates throughout. Thanks, JR!”


About: I’ve been caring for animals since I could walk, literally. I grew up surrounded by pets on a small family homestead, we're talking dogs, cats, pigs, chickens, and the occasional bottle-fed goat among so many others I lost count. Now 28, I bring that same lifelong experience, calm energy, and deep love for animals into every pet-sitting job I take on. Whether your pup needs a long walk, your cat needs quiet company, or your senior pet needs gentle care, I’m here to help. I’m confident handling animals of all sizes and temperaments, and I take pride in being reliable, communicative, and kind. I treat your pets like they’re my own. Let me know how I can support your pet’s routine while you’re away! I work weekends in the hospitality industry, which gives me a lot of flexible time during the week to focus on my writing. Pet care fits in perfectly—I love having walking buddies and a reason to step away from the page and get outside. Whether it’s a midday walk or a quiet home visit, I enjoy building routine and connection with the animals I care for. Your pet’s safety and comfort are always my top priority. I’ve worked with animals my whole life—on a farm and in private homes—which means I’m confident handling different energy levels, temperaments, and situations. I’m attentive on walks, avoid unsafe areas or off-leash encounters (unless discussed), and always keep water and waste bags on hand. During home visits, I follow your instructions closely, whether it’s feeding, medications, or just quiet companionship. I respect your space, lock up carefully, and keep you updated with photos and notes so you always know how your pet is doing. My calm energy helps animals feel safe—and I treat them like they’re part of the family.

About: I had a dog/ best friend. Unfortunately he passed away. I’ve taken care of dogs for 6 years now. My gf found this app for me. I’m giving it a try 😊 I am currently working from home so i am available anytime from Sunday through Friday. I am also willing to stay with them overnight as well. I live in an apartment so the worry of them running away isn’t necessary. They will have more than attention here with me and my family. They will be treated as if they’re part of our family.

“Rebecca is always an awesome sitter, she checks on our two cat boys and they always love to see her. Her reports are super detailed. Love always working with Rebecca”



About: ** Puppy Paws offers cat sitting as well as dog sitting! We have an individual kitty room with scratching posts and individual litter pans to meet all of you're puss' special needs. Puppy Paws is a secure, safe, and loving crate free enviornment you can feel comfortable leaving your pup at. There's a fenced in yard and plenty of toys for play. Hugs, Kisses and Belly Rubs free of charge! All of your worries will be put to rest after visiting Puppy Paws. All pups have a great time and enjoy meeting their new friends! All premium treats that are given are either baked on premise or always made and sourced in USA! Puppy Paws uses all natural and pet friendly cleaning products. This is always important for pups with sensitive skin and allergies. Bedding and throws are sanitized for freshness. All bowls are washed after each meal and water is refreshed constantly. Outdoor play area is playground mulch safe for ease on dogs paws during play.

About: I have had family cats my entire life and 3 of my own for the last 4 years. I also have been doing drop by care for friends and family for 10 years of both dogs and cats and have boarded friends' dogs in my home!m I’m currently working on a very flexible schedule, so I will be able to adjust it to meet your pets needs. I can work remotely as well to be around more. I spend most of my day near my pets and would love to keep yours company. I can play or leave them space- whichever suits them best!

“Skye was wonderful with my cats. She went above and beyond what I expected. I knew she was going to be a perfect match when she came to meet my girls. I did not have any worries while I was gone. I even received pictures of my cats while away. I’d absolutely recommend her and use her again”


About: I’m new to the area coming from Long Island where I was a nanny for 14 years! Part of my job with my 3 long term families was taking care of their pets! My responsibilities included daily walks, outdoor/indoor play, going to dog parks, brushing them, giving baths, administering medications, bringing to vet appointments, and pet sitting overnights when the families were away. I’ve taken care of small breeds and large dogs, and have my own Saint Berdoodle and two cats! I’ve always loved animals and want to start helping you take care of your fur babies! I can’t wait to hear from you! Thanks, Lizzy I just left my full time nanny job because I moved from Long Island. So I am home full time. I am available for walks, stop ins, pet sitting and overnights! I am available to spend time with your pet at your home. My boyfriend will take care of our pets. I can also take 1 dog at my house for sitting or overnights. I have a dog and two cats so they have to be friendly. My cats have their own space with a cat door where they can retreat. I do have a yard with a lead when we hang out outside, but not fenced in. We are a pet friendly home and pets are allowed on furniture.

About: Hi, my name is Danielle and I live in the New Windsor area. Whether your animal needs walking, company, someone to care for them while you’re gone, a weeks service or more. I’d be happy to help. I love all types of animals and will provide a dedicated and caring service for an affordable price. I am reliable, responsible and also have references. I’ve been pet Sitting for a while and I love every single animal I’ve cared for. I build connections with them all! I’ve grew up with many different types of animals. I have experience with dogs, cats, bunnies, birds, lizards and fish. But I love all and any kind of animal and I’m willing to learn and care for any pet you have! So feel free to reach out to me for any type of animal you need service for! Just wanted to add that my prices may change if it’s a 20+ minute drive as well as if there are any tolls! Pet sitting is my full time job and I’ve been doing this for 6 years now. I consistently watch/walk pets throughout the day and update the owner after the service is provided. I love to play with them and keep them company. Whether it’s cuddling or playing fetch! I’ll always make your pet feel at home and the most comfortable they can be while you’re away!

About: Coordinating daycare, walks and travel for your pet is easier than ever. We (Leo and I) give your dog the care he/she/they deserve, whether it's for a weekend of fun or a week on vacation. We are available to take your dog(s) on walks, give them snacks and play time, provide overnight care and more. Pets need routines just as much as humans do for a sense of calm and safety. An act as simple as refilling their food bowl at the same time every day is enough to make them feel comfortable in their living space. I have 8 years training experience. I understand dogs need love while the parents are away. Leo (Miniature Poodle) is ES trained and will be great company to keep your pup entertained. All pets are given water from the spring (tap water contains fluoride damaging doggie teeth) and food provided by owners. Afternoon walks down the trail to the doggie park is every dogs favorite time of day, followed by a nap induced by belly rubs🐶
Loving dog sitters in your neighborhood
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Kalyna M.Star Sitter

“We hired Kalyna for a home visit just to meet her and have her spend a little time getting to know our dog. Everything went great, and we hired her for a home visit next weekend. We look forward to working with her!”


Chijioke O.
“Chijioke has taken care of my cat, Jojo many times. He visited my cat daily while I was away and sent pictures every couple days. Jojo was always happy to see him and was clearly at ease in the photos. He fed him, replaced the water, cleaned the litter box and even watered my plants. Chijioke is communicative, tidy and an excellent pet caregiver.”


Jenna G.Star Sitter

“Jenna was a great choice for our first time trying Rover! She cared for our cat like it was her own. She communicated well and checked in often. Would definitely book again!”


Rachel B.


“It was a pleasure meeting Rachel. She put me at ease that my animals will be loved and well cared for in my absence. I will absolutely book with her again!”


Frankie C.
“Frankie has been tremendous with our four legged babies. He has cared for our 7 year old German Shepherd Lab mix and our 1 year old Australian Cattle Dog and they are so excited to see him every time he comes to take them on a walk. He is caring and attentive to their needs and is willing to go the extra mile to tire our pups out with a few extra steps when needed. Cannot recommend him enough”


Meghan L.
“Meghan is the sweetest, most loving person I have ever met and that goes for humans and animals! That's because to her there is no difference. The respect and admiration she shows for animals goes above and beyond. She takes amazing care of her own pets and treats mine like kings. She has a vigilant eye guaranteed to keep your pet safe, plus she has amazing energy that will match any playful doggo.”


Adriana C.

“Adriana was great! Our dogs warmed up very fast to her. She is very respectful of the dogs and their environment, prompt, and great communication. We will be returning for Adriana's service.”


Henry O.Star Sitter

“JR did a wonderful job sitting our dog and cats while we were away, including giving meds to one of the cats. Very communicative and sent photo updates throughout. Thanks, JR!”


Alex K.

“Alex was great! My dog was super happy to get some good play time and Alex was communicative and flexible with our last-minute booking. We’ll definitely book with Alex again!”


Taus J.

“Taus is so sweet and thoughtful with my pup! His calm energy is perfect for my anxious little guy. Can't wait to see him again!”


Leah W.
Star Sitter


“Leah was so easy to work with and really great and patient with Pepper, who can be a bit shy. Looking forward to working with her again soon!”


Lily F.
“Lily took care of our two dogs and four cats while we were away for two weeks and honestly, I can’t imagine a better experience. One of our cats is older and needs medication every 12 hours, and our dogs are super high-energy and need a ton of fetch and running around to stay calm. Lily handled it all beautifully. Our animals are usually slow to warm up to new people, but they trusted her right away. The first week she came twice a day (morning and early evening), and the second week she stayed at our house full time. She was great at sending us updates--and not just quick check ins, but real pics and videos of everyone playing (both cats and dogs), relaxing (both cats and dogs), and just doing their thing (cats). It meant a lot to us to feel connected to our babies while we were away. When we got home, everyone was happy to see us of course, but they weren’t anxious or unsettled at all, which was such a relief. In fact we were shocked at how relaxed they were and how quickly they got back into their routine after being gone for a good 2 weeks. That says a lot. And of course the house was spotless. ( I think it might’ve been cleaner than when we left.) Lily is calm, thoughtful, incredibly reliable, and really sweet with animals. Even our standoffish cats came out to hang with her. We’d have her back in a second and I wouldn’t hesitate to recommend her to anyone who needs a trustworthy, kind, and genuinely wonderful pet sitter.”


Nathaneal M.
About: I had a dog/ best friend. Unfortunately he passed away. I’ve taken care of dogs for 6 years now. My gf found this app for me. I’m giving it a try 😊 I am currently working from home so i am available anytime from Sunday through Friday. I am also willing to stay with them overnight as well. I live in an apartment so the worry of them running away isn’t necessary. They will have more than attention here with me and my family. They will be treated as if they’re part of our family.


Rebecca Z.Star Sitter

“Rebecca is always an awesome sitter, she checks on our two cat boys and they always love to see her. Her reports are super detailed. Love always working with Rebecca”




Annie R.
Star Sitter

About: ** Puppy Paws offers cat sitting as well as dog sitting! We have an individual kitty room with scratching posts and individual litter pans to meet all of you're puss' special needs. Puppy Paws is a secure, safe, and loving crate free enviornment you can feel comfortable leaving your pup at. There's a fenced in yard and plenty of toys for play. Hugs, Kisses and Belly Rubs free of charge! All of your worries will be put to rest after visiting Puppy Paws. All pups have a great time and enjoy meeting their new friends! All premium treats that are given are either baked on premise or always made and sourced in USA! Puppy Paws uses all natural and pet friendly cleaning products. This is always important for pups with sensitive skin and allergies. Bedding and throws are sanitized for freshness. All bowls are washed after each meal and water is refreshed constantly. Outdoor play area is playground mulch safe for ease on dogs paws during play.


Sam R.
About: I have had family cats my entire life and 3 of my own for the last 4 years. I also have been doing drop by care for friends and family for 10 years of both dogs and cats and have boarded friends' dogs in my home!m I’m currently working on a very flexible schedule, so I will be able to adjust it to meet your pets needs. I can work remotely as well to be around more. I spend most of my day near my pets and would love to keep yours company. I can play or leave them space- whichever suits them best!


skye a.

“Skye was wonderful with my cats. She went above and beyond what I expected. I knew she was going to be a perfect match when she came to meet my girls. I did not have any worries while I was gone. I even received pictures of my cats while away. I’d absolutely recommend her and use her again”


Elizabeth S.
About: I’m new to the area coming from Long Island where I was a nanny for 14 years! Part of my job with my 3 long term families was taking care of their pets! My responsibilities included daily walks, outdoor/indoor play, going to dog parks, brushing them, giving baths, administering medications, bringing to vet appointments, and pet sitting overnights when the families were away. I’ve taken care of small breeds and large dogs, and have my own Saint Berdoodle and two cats! I’ve always loved animals and want to start helping you take care of your fur babies! I can’t wait to hear from you! Thanks, Lizzy I just left my full time nanny job because I moved from Long Island. So I am home full time. I am available for walks, stop ins, pet sitting and overnights! I am available to spend time with your pet at your home. My boyfriend will take care of our pets. I can also take 1 dog at my house for sitting or overnights. I have a dog and two cats so they have to be friendly. My cats have their own space with a cat door where they can retreat. I do have a yard with a lead when we hang out outside, but not fenced in. We are a pet friendly home and pets are allowed on furniture.


Danielle G.
“Danielle has been taking care of our dog Zeus for a little over a year and Zeus absolutely loves her. She is great with animals. Danielle is caring, loving and very responsible. I highly recommend Danielle to take care of your pet.”


Dru D.
“I call Dru Sunday, because she makes sending my dog to the sitter's easy. Thank you Dru! Notify me when you bake florentine again, so delicious.”
How Rover works
1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
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 dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Dog Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, dog sitters on Rover respond in under an hour.
Experience can vary widely from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when comparing dog sitters available in New Windsor.
Rover makes it easy to find New Windsor dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.
