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


“I appreciate Caroline dropping in and playing with Roscoe. She sent me a pic of him and he looked happy. Definitely would recommend.”


“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'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!

About: I love all animals and I have taken care of my own dogs and cats for 15+ years. I am also a 'go-to' person for my neighbors' pets too. I work remotely a few times a week so I can assist during the week!! Can drop in Thurs, Fridays, Sat and Sundays whenever needed to let your animal out, walk or feed too. Also can give shots as I had a diabetic cat which needed shots I can walk your pet - feed, give medication, let animal out - or spend time with them during the day. Happy to assist when needes.

“Lex is the absolute best! Rocky absolutely loves her, and she’s so kind and caring with him. She’s reliable, thoughtful, and clearly loves what she does. We’re lucky to have her!”


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.

“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!”


About: I have 3 dogs of my own and I have always been an animal lover. I also love to exercise so dog walking is perfect for me. I have trained my dogs to understand their basic commands and they have excelled. I also am a volunteer at the animal shelter so I have worked with all kinds of dogs throughout different ages. I work from 9-4 Monday-Friday which would allow for me to do the later shifts when walking or watching a dog. On the Weekends I am available all day usually because that is my time off from my Daycare Job. When caring for dogs in a client’s home, my top priority is ensuring their safety and comfort within a familiar, stress-free environment. I follow each dog’s routine as closely as possible, including feeding times, walk schedules, and preferred play or rest habits, to maintain consistency and reduce anxiety. I take the time to understand the layout of the home and make sure any potentially hazardous items—like loose wires, open trash bins, or accessible medications—are safely out of reach. I always double-check that doors, gates, and fences are secure before and after outdoor time. When walking, I use only the client-approved leashes, harnesses, or other safety gear and avoid unfamiliar or overly busy areas unless instructed otherwise. I also keep a close eye on the dog’s behavior and body language to quickly catch signs of stress or discomfort. Clear communication with the owner is essential—I provide regular updates and follow all instructions carefully, including dietary needs and any medications. My goal is to ensure every dog feels safe, secure, and loved in the comfort of their own home.


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.

“This was my first time using Rover and Marie set the bar high. She was very communicative, prompt on her arrivals and followed the instructions we shared with her. My sweet dog looked so happy in all the pictures with her. Will definitely book her again when I’m in the neighborhood.”


“Lydia is the sweetest and the best! Constant updates about the walk and the cutest pictures of my pup on top of that. He is happy, tired, and stress-free after his walks. I've never seen him nap better when we are not at home (we have a camera to check in on him throughout the day). A million thank yous to Lydia! :)”


“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!”


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 .

“Abbey was a dream to work with!! Would ten out of ten recommend her and absolutely work with her again :). Our cat Cyrus loved her immediately and she left us detailed updates and photos. She’s super nice, loved Cyrus so much, very prompt and awesome. Thanks again Abbey!!”


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”


“Thanks for being available last-minute, Cristina!”


About: Hi there! I’m an all around animal lover for 20 years, 5 actual working experience years with dogs, cats, hamsters, fish, chickens, etc, lots others! I am only working part time currently so I have lots of extra time on my hands for pet care. Week, weekends, does not matter! If in my home, they will be taken out on walks, have a decent area to roam around, can lay on the couches, etc. In your home I will go out in the yard with them, or walk with them. I watch while the animal eats just to be safe. Make sure the animal does not get out of the house when not supposed to, they will get treated like they are my own no matter where they are and will get lots of love and attention!

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!
Loving dog sitters in your neighborhood
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Caroline B.Star Sitter

“I appreciate Caroline dropping in and playing with Roscoe. She sent me a pic of him and he looked happy. Definitely would recommend.”


Jenna G.

“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!”


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.”


Lisa N.
“If you're looking for someone who treats your dog like family, Lisa is the one. She’s reliable, patient, and genuinely loves animals. My pup warmed up to her instantly—and that’s saying a lot, because he’s usually shy around new people. Lisa goes above and beyond, whether it's making sure your dog gets plenty of exercise or sending adorable photo updates that brighten your day. Her calm energy and attention to detail give you total peace of mind. I wouldn’t trust anyone else with my four-legged best friend.”


Lex P.

“Lex is the absolute best! Rocky absolutely loves her, and she’s so kind and caring with him. She’s reliable, thoughtful, and clearly loves what she does. We’re lucky to have her!”


Frankie C.
“Frankie has cared for my pets throughout the last 10 years and has treated them as his own. Whenever he comes by to watch the dogs, they are so excited to see him. He is attentive and caring. I trust him completely whenever my pets are in his care because I know they will be safe and loved. Would recommend him to anyone!”


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!”


Bryanna F.
“Bryanna is one of the best dog walkers I have had for my boxer. Her caring, sweet approach made Callie like her on the spot. Her love of animals shows as soon as you meet her. I will definitely use Bryanna again to walk my dog.”




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.


Marie C.

“This was my first time using Rover and Marie set the bar high. She was very communicative, prompt on her arrivals and followed the instructions we shared with her. My sweet dog looked so happy in all the pictures with her. Will definitely book her again when I’m in the neighborhood.”


Lydia M.

“Lydia is the sweetest and the best! Constant updates about the walk and the cutest pictures of my pup on top of that. He is happy, tired, and stress-free after his walks. I've never seen him nap better when we are not at home (we have a camera to check in on him throughout the day). A million thank yous to Lydia! :)”


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!”


Lillian R.
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 .


Abbey L.

“Abbey was a dream to work with!! Would ten out of ten recommend her and absolutely work with her again :). Our cat Cyrus loved her immediately and she left us detailed updates and photos. She’s super nice, loved Cyrus so much, very prompt and awesome. Thanks again Abbey!!”


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”


Cristina M.

“Thanks for being available last-minute, Cristina!”


Angela D.
About: Hi there! I’m an all around animal lover for 20 years, 5 actual working experience years with dogs, cats, hamsters, fish, chickens, etc, lots others! I am only working part time currently so I have lots of extra time on my hands for pet care. Week, weekends, does not matter! If in my home, they will be taken out on walks, have a decent area to roam around, can lay on the couches, etc. In your home I will go out in the yard with them, or walk with them. I watch while the animal eats just to be safe. Make sure the animal does not get out of the house when not supposed to, they will get treated like they are my own no matter where they are and will get lots of love and attention!


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 babysat my dog for 8 days while I was in Florida . I had never left my dog with anyone but my children . That being said she made this experience for me the least stressful it could possibly be . She gave my dog so much love . My dog was also sick with a digestive disorder amd she was so responsible with administering his medications and left no stone unturned . She called me stayed in touch FaceTimed sent lots of pics and always answered my calls within literally 3 minutes . She is kind empathetic warm and loving and any dog would be lucky to have her sit for them . I absolutely adore her and am quite sure any pet owner will agree with me .”
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.
