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.
“What a great family and home. Curtis and Lindsay are amazing people who took great care of our two crazy pups. The open communication throughout the booking process, welcoming home, and updates of photos and videos was beyond our expectations. We will definitely use Curtis and Lindsay in the future if they’ll have our two again.”
“Thank you so much for taking such phenomenal care of Snoopy! You completely put our minds at ease from the start. The daily photo updates were great and put our minds at ease. It was clear that he was in good hands. Snoopy came home happy and relaxed and we will definitely be booking again!”
“Ellen was just wonderful and I know my dog was in good hands while we were gone. She got to run and play and hike on the farm and Ellen sent pictures and videos. Will absolutely use Ellen again to watch our Bella girl!”
“Samantha is truly a gem and cared for my dog like her own. She sent regular pics and videos. My dog felt at ease for 5 days with her. I wholeheartedly recommend her!!”
“Renee and Nick were fantastic! Super responsive, flexible, and accommodating with our last-minute request. It was incredibly reassuring knowing that Renee is well informed in dog psychology and genuinely passionate about understanding and supporting dogs’ behavior so everyone stays happy and healthy. We really appreciated it!”
“Another great stay for London. I even had to extend by a day and Lonnie was vert accommodating. Lonnie communicates and sends photos so I know London is happy and safe.”
“My pups had a great time with Adrienne, who accommodated us last minute. Our pups are high anxiety and they settled in quickly and happily for a couple of nights at her place. She’s great about providing the amount of updates you feel comfortable with, and was thoughtful with how she prepared for their stay. I would definitely recommend!”
“Rodney and his family always take such good care of my pup! They are flexible with some of her unique care needs. They’re communicative while I’m away, and I feel very confident she’s well taken care of!”
“Chris and Gerry are so nice, loving, and kind. My girls felt at ease while staying with them. It helps that they only take one client at a time. If you are looking for someone to love your babies like their own, look no further. Definitely book with Chris and Gerry!”
“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!”
“Hazel always has a great stay with Jonathan and Jen! We can’t thank them enough for putting up with her puppy energy while we’re away. Heck, she usually sleeps for a day or two after stay she has so much fun.”
“Michelle was a great sitter for Milo. She sent pictures daily and communicated how he was doing. Milo got along great with her dog which is always a plus to have a playmate. Highly recommend Michelle for boarding.”
About: I’ve loved and cared for dogs for many years and currently have two senior dogs of my own, so I understand the patience, attention, and consistency pets need to feel comfortable and safe. I have experience with different personalities, energy levels, routines, and the extra care that comes with older dogs. I’m dependable, attentive, and will treat your pets and home with the same care and respect I give my own. I know how important it is to have someone you trust caring for your pets while you’re away, and I’ll make sure they receive plenty of attention, affection, and companionship. I currently have a flexible schedule, which allows me to give pets plenty of time, attention, and companionship throughout the day. I’m available for house sitting, drop-in visits, and walks on both weekdays and weekends. I’m happy to follow your pet’s usual routine as closely as possible, including feeding schedules, walks, playtime, and bedtime routines. Your pet’s safety and comfort are my top priorities. I carefully follow all instructions regarding feeding, medications, walks, routines, and household rules. I take time to learn each pet’s personality and respect their boundaries, especially with senior, shy, or anxious pets. When staying in a client’s home, I’m respectful of their space, keep the home secure, and provide regular updates so owners can feel comfortable while they’re away.
“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.”
“OH my goodness!!! Where do I start?!? John and his wife are absolutely AMAZING!!! My family and I went on a 7 day cruise, but they had my dog for 9 days and totally spoiled my dog as their own. They sent plenty of pictures and videos each day and were super communicative and are just wonderful people! When I picked up my dog, I could instantly tell that he was treated so well!! I could enjoy my vacation in peace and not worry!”
“I felt very at ease leaving Diesel with Frances! Diesel had plenty of safe space to play and went for walks. He went on a short trip to Belle Island. Frances also gave him his daily medicine. And I loved the picture she sent me. With her background I was pretty sure she could handle my guy. I will definitely recommend Frances to others. Diesel looks forward to staying again with his new buddy! ”
“James and Mary are great! You can tell that they really care about the dogs and enjoy having them. I always feel good leaving my two dogs with them. My dogs love staying with James and Mary and have so much fun.”
“Mila was an amazing dog sitter for my dog, Coco, over two nights. She was incredibly communicative, keeping me updated and reassured throughout Coco’s stay. Mila gave Coco all the attention and care she needed, making her feel right at home. It’s clear she’s not only professional but also a genuinely loving person who truly cares about the animals she looks after. I couldn’t have asked for a better experience and would highly recommend Mila to anyone looking for someone to take excellent care of their pet!”
“Jennnifer was an awesome care giver for Maggie. We received multiple pictures throughout the day every day. We feel like she truly fell in love with our dog! Maggie was treated like a queen. Jennifer treated Maggie like her own.”
“Poh Huey is absolutely amazing. She took great care of our dog Belle recently when we were out of town. She was responsive, courteous, and very professional. Huey was genuinely attentive to Belle, which was greatly appreciated. She provides video/photo updates. Her fenced backyard with artificial turf provides a safety and clean playground for dogs. Her two dogs are super friendly. Huey is the best!!”
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.
Meet local sitters who will treat your dogs like family
1. Search
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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 Boarding - New Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in New Windsor on Rover is $34.24 per night (as of August 2026). However, all sitters set their own rates based on experience, location, and availability.
Rover makes budgeting the cost of Dog Boarding easy. As long as your dates and pet profiles are correct, the price you see before you book is the same price you pay for Dog Boarding. For more information on service fees, click here .
As of August 2026, there are 2,166 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 rhythm and routine, but most will follow the flow that keeps your dog happiest. Sitters can give meals on your dog's regular schedule, provide a comfortable place for sleep, and plenty of one-on-one attention.
91% of New Windsor sitters also include daily walks in the neighborhood during dog boarding stays. You can also request photo and message updates throughout the stay so you can see which New Windsor landmarks or neighborhoods your dog is enjoying.
If your dog is a little shy, consider booking a one-night trial stay! This practice run can boost your and your dog’s confidence before your trip.
Preparing for drop-off is easy when you have a checklist! To help your dog settle into their New Windsor home-away-from-home, we recommend 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.
Tip: 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 Rover Guarantee , 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 Rover's Trust & Safety page .
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.
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