Pet Boarding in New Windsor
Find a loving New Windsor pet sitter to watch your cat or dog overnight at your sitter’s home.

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Top rated New Windsor pet boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Maryline and her family were wonderful. My dog had a lovely time. She sent me updates (with pictures) multiple times a day. I'd recommend her service to anyone.”

“I would definitely recommend Brittany to anyone that needs boarding for their pets. She treated our puppy Storm like she was one of her own. She sent us pictures of Storm having a great time and assured us that she was playing the entire time she was there. When we picked her up she was clearly happy and exhausted. We will definitely be using Brittany again in the future.”

About: Hi! Please read my bio before requesting a booking :) I’ve had dogs growing up, cats, hedgehogs, ferrets, and the list goes on! Animals mean the world to me. I will treat yours as if it is my own. I am a teacher in Rockland and am home around 330 to Cornwall. I am Available weekends and weekdays, flexible on time and want to know how to best meet your animals needs. In the summer I am very flexible with availability as well as weekends all year and breaks for school. Please read my availability before booking! I don’t want to waste your time 🫶🏻 I have a friendly dog and a safe neighborhood in Cornwall on the Hudson. I will treat your pet as if it were my own. I understand anxiety in children and animals and strive to make your pet feel safe.
“This review is long over due! But I had to be sure and leave one. Stefany was fantastic with Trystan. She had great communication with me, even though I was on the other side of the world she would maintain contact regardless of the time. Trystan can look overwhelming but she was able to see past his size and see his heart. He was very comfortable with her and her dog. It was an extended period of time to spend babysitting. But I have nothing but raving reviews for Stefany. Thank you for taking care of Trystan as if he was your own. He loved the long walks and company.”

“Beckie and her family were the perfect home away from home for our high-energy 2yo German Shepherd. She has a beautiful and massive back yard and provided photo updates throughout the stay. We’ll happily trust Beckie with Echo on future trips and highly recommend her!”

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 .
“Natasha and Hamir took wonderful care of our beagle mix. They sent updates and photos daily. He was very comfortable with them which made our trip more enjoyable to know he was in such great care.”

“Cherissa and Ricardo were great with my 4yr old pup. They took very good care of him and sent pictures of him and let me know he was doing great. I would recommend them to anyone to watch their dog! Great job thank you!”

“Jeff was very accommodating and sweet to my dog during the entire stay. My dog seemed very happy when I picked him up which says a lot about how well he was treated. Jeff is very professional and caring.”

About: Whether we’re talking dogs or cats or hamster or frogs or birds… you name it. My family and I have cared for an abundance of pets throughout life. I now have the sweetest beagle mix aka my best friend Toby! I work 24 hour shifts as an EMT so I am able to cover my full time hours in only two days. This allows the other 5 days to spend time and play with the pups! On my days off you can find me and Toby walking around town or hiking Mnt. Beacon. I have much experience with many types of dogs— different sizes, breeds, strength, temperaments. I can assure you pup is in good hands! : )
“Michael was exceptional with Prince YoYo. It was my first time being away from him and he made me feel comfortable. YoYo was treated like the prince he is. I received multiple pics/video updates daily of their activities, which let me know I made the right decision. When it was time to pick up Prince YoYo I know for sure he was treated well because he was jumping and chasing after Michael. If I need to leave my dog in great hands again, it will for sure be Michael.”

“Megen was great, our dog came back very happy! Megen's pets were great play friends and she communicated well while we were away. Megen was also very flexible with drop off and pick up which we really appreciated.”

“Paige provided the perfect spot for our pup to stay even though we asked her last minute to watch him. With a few days to go before our wedding and honeymoon, our boarder cancelled on us and we were scrambling to find someone to watch him. She happily agreed and was very accommodating and flexible through the whole booking. We got lots of pictures and updates her — mostly of our pup and hers having the time of their lives. She handled our high energy pup with ease and we felt comfortable knowing he was having a great stay. I would definitely recommend and have Paige watch our dog again in the future.”

“Matthew and his family are excellent dog caregivers! They have a very large fenced yard for the dogs to play. They are very attentive and sent many photos! I have an older newly adopted dog, they were so sweet and gentle with her. I highly recommend them!!!”

“Bea’s stay with Mildred and her family was all I could have hoped for and more. They took good care of Bea and loved her like she was their own. Mildred also kept in constant contact and gave me updates and pictures of Bea the entire time. I will 100% use them again knowing I can trust my baby is in the best hands. I can’t thank Mildred and her family enough! You should definitely book your dog to stay with her!”

About: Animals are basically part of my DNA. I’ve been walking dogs and pet sitting since I was a child, and I grew up surrounded by dogs, cats, and other animals. I’ve also been riding and caring for horses my entire life, which means I’m very comfortable with responsibility, routines, and understanding animal behavior. I have hands-on experience with pets of all sizes, ages, and personalities—from energetic dogs who love long walks and playtime to seniors who need a calmer pace and extra TLC. I’m great at reading animal cues, keeping routines consistent, and making sure pets feel safe, happy, and loved. I truly treat every pet as if they were my own. I work from home, so pets are never left alone and are part of my daily routine. My home sits on 3 acres of private property surrounded by a state park, which means lots of space for play and long walks or hikes. Safety and trust are always my top priorities. I care for pets by treating them like part of the family, whether they’re in my home or theirs. I stick closely to each pet’s usual routine—including feeding schedules, walks, playtime, and rest—so they feel comfortable and secure. I make sure dogs get plenty of supervised exercise, enrichment, and attention throughout the day. I’m attentive to individual needs, whether that means extra activity for high-energy dogs, gentle care for seniors, or patience and consistency with puppies. I also keep pet parents updated with messages and photos so they can feel confident their pet is safe, happy, and well cared for.
“My dog didn’t want to come home after staying with Crystal and has pouted since I brought him home. He clearly had a blast. I read the positive reviews when booking, and I’m glad I listened to everyone. Highlights- great communication, loved my dog as her own, gave me complete peace of mind while I traveled. I couldn’t have asked for a better person to trust to watch my best friend.”

New Windsor pet parents share their Rover experiences
Paige provided the perfect spot for our pup to stay even though we asked her last minute to watch him. With a few days to go before our wedding and honeymoon, our boarder cancelled on us and we were scrambling to find someone to watch him. She happily agreed and was very accommodating and flexible through the whole booking. We got lots of pictures and updates her — mostly of our pup and hers having the time of their lives. She handled our high energy pup with ease and we felt comfortable knowing he was having a great stay. I would definitely recommend and have Paige watch our dog again in the future.

Theresa and Michael are wonderful cat sitters, true pet lovers who took care of Mr Soots for me in every way possible. From cuddles and love to pictures of Soots playing and being his cheeky self, I could see that my cat felt so at home and comfortable with Theresa and Michael right from day one. I would recommend their cat sitting services to anyone. Fantastic people and wonderful hosts for pets.

Krystle made us feel comfortable watching our ‘Harley’ from the minute we met her. She was so welcoming and Harley melted into her arms. Prior to that day, Krystle sent a list of questions to help her in giving Harley the best care she could which proved to be helpful. I plan on using her again and highly recommend her.

Popular requests near you
Select a filter and find qualifying New Windsor sitters!How Rover works

1. Search
Read verified reviews by pet parents like you and choose a boarder who’s a great match for you and your pets
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your pets while you’re away
3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
The median cost per night for pet boarding in New Windsor is $64
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 pet boarding sitter has to cancel, we’ll work with you to find a new pet boarding sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Sitters in New Windsor average 10 repeat pet boarding clients
Pet Boarding FAQs
Frequently asked questions about Rover
Sitters on Rover are free to set their rates. The median cost to hire a sitter for pet boarding in New Windsor on Rover as of Jun 2026 was about $64 per night, after factoring in Rover’s service fees. A sitter’s rate may also change as you customize your booking to fit your and your pet’s needs.
As of Jun 2026, 1,049 sitters provided pet boarding in New Windsor. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect sitter near you. As a reminder, pet boarding sitters joining Rover must pass a background check for you and your pet’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of New Windsor pet boarding sitters respond in under an hour.
Sitters who provide pet boarding in New Windsor have an average of 18 years of experience. Pet boarding sitters with repeat customers have an average of 10 repeat clients. Experience can vary from sitter to sitter, but you can view reviews, years of experience, and number of repeat clients when you compare sitters in New Windsor.
Rover makes it easy to find New Windsor pet boarding sitters to provide loving care from their own home. The background-checked, 5-star sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet boarding is great for:
- Dogs and cats of all ages and abilities, including puppies and kittens
- Pet parents looking for a safe, loving alternative to a kennel or hotel
- Pets who’d love to socialize with their sitter’s pets
There are 1,049 pet boarding sitters in New Windsor on Rover, so you’re sure to find the perfect match for your pet! In New Windsor, 95% of sitters offer daily exercise, 98% offer medication administration, and 93% have experience with senior pets and pets with special needs. We know each pet is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect pet boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your pet’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet boarding sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet boarding 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 pet boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.









