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
Prices are estimates per night. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
“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.”
“Link enjoyed his stay. The videos of him having zoomies don’t lie. Picked him up and he was tuckered. Thank you Curtis, Lindsey and family for treating Link as one of your own. Will definitely book you guys for future times when Link can’t travel with us.”
“Jolene was so phenomenal! I needed a last minute booking for the weekend because my father-in-law had a medical emergency and we needed to go out of town. She claimed she had available and was quite flexible for drop off and pickup. Bella had a wonderful time, was clearly loved and cared for well, and Jolene sent lots of photos and even a video! I highly recommend Jolene's dog sitting services.”
“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!”
“Terri had great communication and we were able to do a meet and greet before the stay. She sent us great pictures and updates and would greatly recommend her to watch your pets!”
“Our dog enjoyed playing with Rodney’s dogs and he seemed to be happy when we picked him up. Rodney has a large fenced in backyard perfect for dogs. He was pleasant and professional. We would definitely use him again!”
“Lonnie was fantastic with our dog and very accommodating. He has a great yard for dogs to run and play with them and you can certainly help loves having them around. 10/10 would recommend and use again.”
“Amazing!!! Samantha and her family watched our corgi, Momo, for two whole weeks. We got daily pictures and videos and updates, which we LOVED. She took great care of him and treated him like her own <3 He really fell in love with them (and with Winston, their friendly family dog). I’m not sure Momo wanted to come home hahaha. Best experience I could’ve asked for!”
“James and Mary are kind and easy to work with. Our GSP tends to be anxious and energetic but she settles right down at their home - they go out of their way to make her feel right at home. We don't worry about her at all when she's with James and Mary - we know she will be well taken care of!”
“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!”
“Renee was very easy to work with! My dog seemed to enjoy her time with Renee. Renee was flexible, kind, and easy to talk to. We will definitely book with her again!!!”
“We are so grateful for the amazing care that Heather gave to our 1 year old golden (Cobain) over Easter break!! He really enjoyed his stay with her, the walks to the pond and the creek, playing with her daughter and their farm dog, Charles! We loved getting lots of updates and pictures ❤️ We will definitely be booking with Heather again!”
“Lora did a wonderful job taking care of our boy Jaxn, and I was worried about my boy, but Lora provided us with daily updates and pictures/video's. Which eased my mind and alot me NOT to be a nervous wreck. Lol We will definitely use Lora again for Jaxn.”
“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😊😊”
“Oliver was so loved by Svitlana and her family. I had regular updates and photos, and my dog seemed so comfortable and happy while there. Svitlana was very communicative, and I highly recommend her. We will be repeat customers for sure.”
“Lydia was an exceptional boarder, I would highly recommend her to keep your pet in her home. Her whole family welcomed Sophie like she was their own! Lydia supplied daily updates with pictures and couldn’t have been any more helpful. I will definitely utilize her services again hopefully (I will be boarding Sophie again in April). Thanks again for the stellar job you did Lydia, my wife and I couldn’t be happier with Sophie’s care! Mike & Lisa”
“Candace is amazing at giving updates of my baby and making sure he is comfortable. Being a last minute booking, Candace still took my baby in and she’s very reliable. I will continue booking with her.”
“Annette is the best! I actually hesitate to leave a review because I don't want all of her spaces to fill up! Your dog will be welcomed into the fold and Annette will ask you about - and then pay attention to - their needs. She has been fostering for so long, she has literally seen everything – and can deal with everything. Teddy had a great time, and I left with new insights into her behaviors. Annette is a gem.”
“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
Dog parents share their Rover experiences - New Windsor
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 near you
Select a filter and find qualifying New Windsor sitters!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 $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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