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
“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.”
“Heather's home is a dog's little slice of heaven. Awesome property for dogs to run, swim, chase critters and get TLC. She was very responsive and communicated perfectly. I know my dog had a great time playing with another dog she was boarding, and playing with her little girl as well. Thank you so much for caring for my dog and all the cute pics too :) I'd absolutely recommend booking with her!”
“I’m so happy that I chose Rodney! Jaxson was well taken care of while I was on vacation. They even sent pics of him daily which really helped me to relax and enjoy my trip. I plan on this being my permit sitter moving forward!”
“This was my dog Miles’ first stay with Jim and Mary, and it was wonderful! They looked after him like he was their own, and I’ve never seen our dog so at ease with a boarding stay. He came home relaxed and refreshed. I’m pretty sure he didn’t want to leave. Jim and Mary were very accommodating and made everything easy and stress free. They sent lots of pictures of Miles each day, which I always looked forward to! Our experience with Jim and Mary was fantastic and I look forward to having Miles stay with them again in the future!”
“They really showed a lot of love to my 10lb cockapoo, I could tell when we left she really liked them. This was my first time ever using Rover and was extremely satisfied and will definitely be contacting Dorian again if I need someone to watch.”
“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.”
“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!”
“Brianna is amazing! I felt like my dog was in safe hands the entire weekend. She was very communicative and always sent us photos of Teddy and her hiking, hanging out and playing. We highly recommend her for watching your fur baby!”
“John and Jess were absolutely wonderful with Jack. They sent frequent updates and adorable pictures, which really put my mind at ease. Jack seemed to have so much fun, and I could tell they were in great hands. I will definitely be using their services again!”
“Curtis and Lindsay were great, sharing pictures and communicating the whole time we were away. Our pup appeared content, happy and tired out when we brought her home. Would definitely recommend!”
“Samantha was great! I went on a 8 day trip and she made sure to give me daily updates about my dog and how he was doing and even gave him a toy he was always playing with. She was very accommodating and understanding when my flight got delayed and Chase had to stay an extra night. Chase loves going over there and will definitely be back soon! Thank you so much 😊”
“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!❤️🐾”
“Adrienne took great care of our dog Rosie! She was very responsive and sent us daily updates, pictures and a video. Adrienne's dog Cooper and Rosie had fun playing together. We will definitely book Adrienne again. Simon and Roberta”
“Terri was absolutely wonderful. She let us do a meet & greet before leaving my pups which really gave me peace of mind. She had a nice & clean environment. Daily reassurance of how they have been doing along with a ton of pictures and to top it of she was so kind to gift them some new toys to keep!”
“Nat and Ally and their kids were such a wonderful family and took perfect care of our husky. They understand how to take care of dogs and how to help integrate dogs that are more shy (like our husky). Nat and Ally were also very communicative and always sent updates. I could not recommend a better family for dog sitting!”
“Ellen is a PHENOMENAL sitter. My dog was so well taken care of on her beautiful property and had friends to play with every day! Ellen provides ample updates in the form of cute little videos so you see just how happy your pup is while you're away. Highly recommend. I've already rebooked her to watch Athena the next time we're out of town.”
“Karen was extremely nice, very welcoming of our pup Milo! she kept me updated with videos and pics which really showed how happy and safe Milo was! I really recommend her and will definitely keep booking with her in a future😊😊”
“Wow! My family and I felt and knew we left our pups in great hands with Michelle. She sent daily updates and photos. One photo looked like my dog was literally smiling. I would book again in a heartbeat with Michelle!”
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
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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 Dog 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 September 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 September 2026, there are 2,176 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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