Dog Boarding in New Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.

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Top rated New Windsor dog boarders
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“David is great! He kept me updated the whole time while he was with Kali. He gave Kali plenty of exercise and attention; she came home and went straight to her bed. Will definitely stay with David again.”


“We found Annie after running around trying to find a last minute dog sitter/boarder to watch our dogs after they were in our wedding ceremony. Annie and I chatted on the phone before booking. She not only loves dogs but understands dog behavior and put my mind at ease to watch our two sweet pups. Annie was absolutely fantastic and worked with our coordinator to pick up our dogs and did so on time. We only wish we lived in the area, otherwise Annie would be our go-to.”

“We had to board our 2-year-old cur Rocky, who was skittish around other dogs and had never been boarded. She allowed us to get him acclimated with doggie daycare sessions which made him more comfortable with her. He stayed with Tara 11 days and we got multiple videos and text messages and photos from Tara concerning Rocky. Each day he was a little more comfortable with the other dogs and began playing with them instead of just sniffing them and watching them play with other dogs. He got plenty of exercise and I think he might have even lost a pound or two by staying more active with Tara than with us. I couldn't have chosen a better person to watch Rocky during our vacation. I cannot recommend Tara enough when it comes to pet sitting!”
“Gretchen is wonderful. She took great care of our 2-year old energetic golden retriever over the weekend. She has an 11-year old son who is also wonderful and was kind and loving to our dog too. Gretchen made sure our dog was well exercised and much loved. She sent us many pictures over the weekend and our dog was clearly quite happy. Gretchen is a great communicator which put us at ease when we were away. We are new to the area and are so grateful that we found Gretchen. We will definitely be using her in the future.”
“Daniela took exceptional care of my fur-baby, keeping me up to date with beautiful pictures and messages. I recommend her 100% 😀 Thank you Daniela, you are the pet sitter I always needed.”
“Leah was amazing and patient with Lewis (10 month old English bulldog) and provided reassuring photo and video updates. She also gave him the opportunity to play with other dogs which he loves. A true dog whisperer!”

“110% recommend! Maria was excellent. We are new to NY and were in a rush to find someone to watch our pup. We got very lucky to have found Maria! She showed true passion and love for our pup just with one visit! She also noticed that he had an ear infection and took it upon herself to do something about it- can you say amazing? She ALSO gave him a bath— literally doesn’t get any better! We will certainly be using Maria again! Can’t thank her enough! ??”

“Laurie took amazing care of Oscar during his stay with her. He pulled a muscle while playing and she was incredibly communicative with me about how he was doing, taking him to my vet to be checked out, and keeping me posted on his improvement. I hated having to be away from him while he went through that but she put all my worries at ease.”
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 .
“Peckham had the best time with Elizabeth and Adam. They took such good care of him and sent lots of photos. He tried to herd Elizabeth into the car to come home with us when I picked him up, that’s how much he loved her!”
About: As lifelong dog owners who love to travel, we know how nerve racking it can be to leave your beloved pets in the care of strangers. We have 2 acres of property, of which a significant portion is fully fenced to let your dogs run and play with the security of knowing they are safe. We have three fenced in areas to separate dogs that might prefer to play on their own. Our resident dogs are Emma, who's never met a dog she didn't consider her best friend, and Honey, our bossy Pomeranian. We own an on-property outbuilding behind our home that is insulated, heated, and has water and electric. We are also very flexible for special needs guests--just tell us about your dog and what he or she needs to feel comfortable away from you. We will also provide pictures during your dog's stay if that is desired. Even if you have a unique situation, please inquire, we're happy to work with you! We are currently working from home and have plenty of time and space to provide your pup with the care and attention he or she needs! We have three fenced in dog areas along with a heated, insulated outbuilding with water and electric. Depending on how many dogs we are hosting, your pup will sleep comfortably in a crate with soft bedding with other dogs secured nearby. We are very flexible and happy to provide tailored service depending on your pup's needs.
“Alison was AMAZING!!! My dog is particular when it comes to staying with people. Alison made her feel right at home. She took care of my little one as if she were her own and I loved that. Alison sent daily updates sometimes multiple times a day just to ensure that I know my little one was in good hands! Hands down excellent experience.”

“Jadyn does it again🫶🏽! Our #1 sitter to contact whenever we need a loving, caring, knowledgeable place for our fur baby Beau. Thank you Jadyn for being such a wonderful, accessible, loving, and understanding person. To see Beau, get so excited from the time we turn onto your block, shows the Love he has for you. Our family appreciates you and your time.♥️”

“Nya was so sweet while watching my dog. I wasn't sure where her building was and she ran to where I was so that I would not be late to church. She took care of Nikki and said that he was such a good dog. I will definitely use her again and she is sweet as pie and you can tell that she loves taking care of dogs. Thank you Nya”

“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.”

Over 332 pet parents in New Windsor have booked dog boarding
New Windsor dog 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.

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 dog parents like you and choose a boarder who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a boarder to discuss the level of care needed for your dogs 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 dog boarding in New Windsor is $65
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 boarding sitter has to cancel, we’ll work with you to find a new dog boarding sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in New Windsor average 9 repeat dog boarding clients
Dog Boarding FAQs
Frequently asked questions about Rover
As of Jun 2026, the median cost of dog boarding in New Windsor is $65 per night, including service fees. Boarding your dog for one week typically costs $455. Sitters on Rover set their own rates based on their qualifications, your dog's needs, and their space's amenities. As a result, most New Windsor dog boarding rates can be found as low as $33 to as high as $66 per night.
As of Jun 2026, 545 sitters provided dog 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, dog boarding sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple sitters about your booking. Typically, 91% of New Windsor dog boarding sitters respond in under an hour.
Sitters who provide dog boarding in New Windsor have an average of 18 years of experience. Dog boarding sitters with repeat customers have an average of 9 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 dog boarding sitters to provide loving care from their own home. The background-checked, 5-star 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 boarding is great for:
- Dogs of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their sitter’s pets
There are 545 dog boarding sitters in New Windsor on Rover, so you’re sure to find the perfect match for your dog! In New Windsor, 95% of sitters offer daily exercise, 100% offer medication administration, and 99% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog boarding sitter near you. As a reminder, sitters joining Rover must pass a background check for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog 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 dog 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 dog boarding service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.









