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

Over 33 pet parents in New Windsor have booked dog boarding
New Windsor, Find top rated dog boarding
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“Adrienne went above and beyond for us during an extended trip, even picking up our custom dog food order when we forgot to leave enough for the pups during their stay. Highly recommend!”

“Samantha is such a great caretaker! She really pays attention to my dog’s needs. My dog really enjoyed her stay with her. She got her one her routine well and her yard is a great sniff spot!”

“Stephanie was amazing and super easy to work with. I ended up having to move our meet and greet a couple of times because Marshall got that doggy virus and she coordinated with me to keep moving the date until Marshall was healthy enough to make it. I loved the video and photos she and Taylor sent.”

“We can’t say enough amazing things about Renee, she was truly our angel during a very stressful moment while we were on vacation in Florida. The place where our dog was staying unexpectedly call us and rudely demanded that we pick up our dog immediately. Being out there of state with no one nearby to help, we were completely panicked and heartbroken. My husband remember about Rover and he find Renee, she responded very quickly asking the situation and accept our booking. Without hesitation, she stepped in and went out of her way to pick up our dog for us. She was incredibly sweet, caring, and compassionate, exactly what we needed in that moment. She treated our puppy with so much love and care, like he was her own, and kept us updated and send us pictures of him smiling and acting like he is at home. We are beyond grateful for her kindness and will never forget what she did for us. Thank you, dear Renee, you are truly one of a kind!❤️🐾”

“Terri was amazing. So chill and relaxed around our sensitive dog. She is one of those rare sitters that does not have her own dogs or cats and is 100% dedicated to yours. She has a house and yard that are peaceful and quiet and in a great neighborhood for interesting walks. I would 100% recommend Terri, she is an absolute gem.”

“Karen was amazing with Jazzy! Our dog has significant separation anxiety, but Karen immediately understood her needs and knew exactly how to help her feel comfortable and secure. The farmland is a huge plus offering plenty of safe, private space for dogs to play and explore. Best of all, Karen and her family treated Jazzy like one of their own. We had complete peace of mind knowing our fur baby was so well cared for, and we're incredibly grateful to have found a sitter we trust. The ample pictures and videos were an added bonus! We'll definitely be back again and again!”


“Lydia was fantastic! She welcomed her home to us with her lovely family including her chickens during our meet and greet. We proceeded to boarding 2 nights with her. Her home provided a warm, cozy and energetic vibe for our Poodle who is out going and craves human interaction. Lydia was not familiar with poodle grooming initially but after a quick demonstration and positive feedback she mastered it in no time. I appreciated her attention to detail, ability to communicate throughout the day and her willingness to learn how to care for specific dog breeds. It was a mutual rewarding experience and she even supervised her children doing obedience training with our pup.”

“We couldn’t be happier with the care our puppy dog received from Jena! From the moment we dropped him off, we felt completely at ease. We received daily updates with videos and pictures, which were such a comforting touch and really showed how much fun he was having. It was clear he was being treated like one of the family. When he came home, he was happy, healthy—and completely exhausted from all the playtime and attention! We're so grateful to have found such a trustworthy and caring sitter. Highly recommend!”

“We couldn’t have asked for a better sitter with our pups!!!! Daily updates and pictures!!! Was wonderful in making us feel like our babies were in good hands!!!!”


“This was my first time using Rover and it will not be my last. Felice, Ken, and Tyler treated my little girl like a princess. In each photo, she seemed to be having so much fun. Felice, Ken, and Tyler sent me numerous photos and included Riley in all of the family activities. When Ken realized Riley preferred to eat alone, he moved her feeding bowl to a more private area. The family was so attentive, and I will definitely book again.”

“Justin and Kacy took wonderful care of our pup! They were super flexible, responsive, and gave us great updates on Ahsoka and how she was doing while staying in their home. We would highly recommend them. I’m sure Ahsoka would love to go back again and hang out with her new dog buddies too! Thanks again!!”

“I have left Yoda with Lingli on multiple occasions when I'm out of town. My experience with her has always been great! She takes very good care of him and he is always happy to see her :) She is also very diligent at keeping me updated with photos which I greatly appreciate! I highly recommend her :)”

“Huey took wonderful care of Ziggy. She is great to work with - good communication, daily videos/photos, and you can tell she really loves caring for the animals. Will be booking her again soon!”

“Kathleen and her family were great with Barkley! Her daily texts and pictures were very reassuring that he was having a great time! I will definitely use her again and recommend her to care for your pet as her own!”

About: Hello, my name is Pam, I am a current pet parent who lives in Carroll County, MD. I have a passion for animals and their care. I would love to assist you with the care of your pets as well. 😀 I have been caring for pets in my community, since I was very small. I have personal experience taking care of my own pets at home, keeping their cages and clean and emptying and maintaining my cats litter boxes. I have several pets, l have a hamster and a cat, as well as two Guineapigs. I give them lots of treats. Currently, I am looking to provide pet care and assistance to those in my community, part-time. I would be able to provide care and support to people, working around 18 hours per week. I will be working 4.5 hours daily. 11AM-2PM or 5PM-9:30PM. I plan to work for now as a pet sitter, mainly for cats and other small animals, including small dogs, since it will be in my apartment, which is on the smaller size.

“We had a great experience! Our dog stayed with them for four days, and they were very thoughtful and attentive throughout his entire stay. They sent us plenty of pictures and updates, which we really appreciated and gave us peace of mind while we were away. Our dog looked like he was having a great time, especially interacting and playing with the other dogs. When we arrived, they greeted us warmly and took the time to show us the space where he would be staying. The home was set up very well for the dogs, and the yard was perfect for our 100-pound Labradoodle, with plenty of room for him to move around, play, and enjoy himself. We felt very comfortable leaving him in their care, and it was clear that he was comfortable there too. We would absolutely use them again and highly recommend them to anyone looking for a thoughtful, attentive, and welcoming sitter!”

“Our pups are two years old and this was the first time for boarding or being away from home. They are our children and so we are picky about who we trust to leave them with. Her veterinary degree and willingness to do a "meet and greet" first, put us at ease. She sent photos and updates everyday and kept in contact. Everything went smoothly from beginning to end and we will definitely use Silvia and Roberto in the future!”

The median cost per night for dog boarding in New Windsor is $50
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 boarding

1. Search
Browse profiles of sitters near you who offer dog boarding.
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 boarding - New Windsor
Select a filter and find qualifying sitters offering dog boarding.Sitters in New Windsor average 13 repeat dog boarding clients
FAQs for Dog Boarding - New Windsor
Frequently asked questions about Rover
The average cost of Dog Boarding in New Windsor is $34 per night as of October 2026. Most bookings cost between $32 and $44 per night. 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 2,183 sitters on Rover offering Dog Boarding across New Windsor. Enter your ZIP code to see which available sitters are closest to your home.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in New Windsor can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their New Windsor home-away-from-home, packing:
- Health and safety essentials such as their ID tags, vaccination records, medication, and emergency vet or secondary caregiver contacts.
- Food and gear such as harnesses, collars, food (portioned by day), and an item that smells like you.
- Special instructions such as a list of training cues, medical administration needs, or favorite hang-out spots in your New Windsor.
<b>Tip:</b> You can upload your dog’s routine and medical info directly onto their profile so your sitter always has the details at their fingertips.
You and your New Windsor sitter can schedule drop-off and pick-up in a way that works best for the both of you—and your dog. Most sitters offer flexible times for drop-off and pick-up but the easiest way to confirm those times will be through in-app messaging. Confirm your arrival time the day of pick-up and drop-off can also help keep the process smooth and organized.
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.
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 .
While each sitter sets their own vaccine requirements, staying up-to-date on your dog’s vaccines is the best way to be "boarding ready". Vaccinations help create a safe environment for all pets under a sitter’s care.
Many sitters in MD ask that dogs be up to date on core vaccines like the Canine Parvovirus, Canine Distemper, Canine Adenovirus, Bordetella, and Rabies.
By discussing your pet's health history early, you’re adding a layer of confidence for you and your sitter before the booking begins.
If a health concern arises during a stay, your sitter is instructed to contact you and our Trust & Safety team immediately and, if needed, take your dog to the closest veterinarian. Through our Trust & Safety support team, sitters can ask for diagnostic advice from a qualified veterinary professional if your dog is showing signs of possible illness.
For extra peace of mind, you can also prepare an authorization form for your regular vet. An authorization form outlines your preferred method of care and allows your sitter to bring your pet into their regular clinic.
Every qualified booking made on Rover is backed by the Rover Guarantee, which includes reimbursement for eligible emergency vet care.



