Dog Boarding New Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 62 pet parents in New Windsor have booked dog boarding
New Windsor, Find top rated dog boarding
“Brisket got to play with other dogs every day and he was so well socialized and so cared for. I would highly recommend Ellen to any others that need to board a dog for a week. I will definitely be using Ellen 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!”
“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!!”
“Lonnie watched our border collie Gruffy while we went on a week vacation. Gruffy had a wonderful time with Lonnie and I am pretty sure he was on vacation too! Lonnie really did make Gruffy part of his pack that week and took the time to send us pictures. The pictures were great! I know Gruffy had a fabulous experience and we highly recommend Lonnie to anyone who has a fur baby.”
“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.”
“Renee always so loving to our dog Lily. She offers plenty of opportunities for play and cuddles. I recieve frequent updates and Lily always seemed to be right at home! Love that she has experience with pet sitting and it very aware of each individual dog in her care! :)”
“We had an excellent experience with Rodney. We loved the daily updates with pictures. Our dog loved her stay and enjoyed lots of fun with Rodney's dogs. It made for a great vacation knowing that our dog was having a good time.”
“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.”
“Jon and Mary took great care of our Faye. We haven't left our puppy with anyone before so we were very nervous. They put us at ease by talking to us for a while about their rover experience. They have two adorable, friendly, fun loving labs that played with our little Faye. Their family all pitched in to keep Faye happy and active. We will definitely be using Jon and Mary again. Highly recomend!”
“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!”
“James and Mary are great. Our Copper really like them and he feels very safe with them. We plan to use them for all dog watching ventures in the future. A huge thank you to them both. Cat and Kenny”
“Dorian took care of our senior dog with special needs during our travel out of state. I am really thankful to Dorian for his attention and care of Nina and for going above and beyond to make her comfortable and well cared for.”
“Lora and her family are phenomenal. They are definitely going to be my ongoing sitter for my girls. I took an international trip and I didnt worry about my two dogs once. They were taken care of very well to the point where when they got home I think they miss Lora and their furry friends at her house. She sent me the most beautiful videos of my girls running and having a blast on their property which is a tremendous yard and her dog Nash is a total sweetheart. Thank you for taking such lovely care of my fur faces :-).”
“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!!”
“Annette is truly an amazing dog host. She knows animal behavior so well. Her own pets are wonderful and our dog loved visiting as a guest. She is an expert with regard to introducing pets to one another. I wish he could go on a mini-vacation once a week!”
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
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 Boarding - New Windsor
Frequently asked questions about Rover
The average cost for Dog Boarding in New Windsor on Rover is $37.45 per night (as of July 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 July 2026, there are 2,200 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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