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.
“This was Rui’s second stay with James and Mary. Mary and James take such great care of our boy when we are out of town. Rui loves them and looks forward to staying with them.”
“Sandra did a great job watching Nala. She has a big yard and an outdoor area designed specifically for dogs to play. Drop off and pick up was easy and convenient. Will definitely book again!”
“Jena B was literally the best, my pup was so happy and well taken care of. If you are looking for a star sitter Jena is it. I would use her again 10 times over . Jena is really nice , great communication and so attentive to the dogs in her care . I felt super comfortable from booking to pick up.”
“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.”
“We did a trial boarding with Kristin and my fellow came home reluctantly. When Tucker didn’t take to his food Kristin and her son were trying to hand feed him and coaxing him along and so I want in a word of appreciation for their commitment to his well being”
“We love sending out dogs to Virginia and Steve. They love on them so much! We use them to watch our dogs every time we are out of time. They truly treat our dogs like their own”
“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!”
“Lora is an absolute gem! I’ve found my new sitter! She and her family were fantastic with my two boys, one of whom can be a handful. She has a wonderful fenced back yard that they loved to wear themselves out in. She shared daily updates and when our plans got unexpectedly changed she accommodated an extra night and supplied her own food to help us out. Then to top it off she dropped them home free of charge. So very thankful that I didn’t have to worry about our pups when dealing with an emergency. I wholeheartedly recommend Lora! Thank you!”
“What a wonderful, loving family to leave your fur baby with! Tater had a ball swimming and running around the farm! Heather sent me so many pictures and I could tell he was getting so much love and attention. I can’t thank you enough!! ❤️❤️❤️❤️❤️”
“This was our puppy’s second time staying overnight with Rachel and Jason, and we couldn’t be happier. They send pictures and updates, which brings us so much peace of mind while we’re away. They give him so much love, and it’s clear he has the best time with them. We will definitely be back and can’t recommend them enough!”
“Alonni was an incredibly attentive sitter. She kept my Ollie simulated with long walk and toys. She was very communicative and sent lots of pictures which comes to my heart at ease. I will definitely be booking with her again.”
“Our dog loved her stay with Lily! She especially loved the big fenced backyard and playing with Lily’s Pomeranian Ted. Lily was wonderful about sending us updates and lots of pictures. I would highly recommend Lily and we are so happy that we found a home away from home for our dog!”
“Bristoe had a ball! Thank you for having him! I loved the texts throughout my stay away from my boy. Theresa was very accommodating and easy to work with. Thanks again!! We look forward to future stays.”
“Brandon was the best with our Cooper! He gave daily updates with photos and videos. Has a great big back yard for pups to play in. Cooper came back super tired and super happy! Will definitely be booking again.”
“Our dog loves staying with Nat and Ally! She has the best time running around with their dog and they take great care of her. Thrilled to book with them again and would/will do so again in a heartbeat!”
“Priscila (and her mom) did an awesome job with our two pups! We got pictures and videos and updates on our week-long vacation and our boys looked very happy. You can really tell they are animal lovers. I would not hesitate to book with her again!”
“Another wonderful week at Samantha’s house! Momo has a great time and we truly appreciate feeling like he’s with family. They celebrated his 3rd birthday and sent me party photos :D I can rest easy when he’s with you guys and that means the world to me!!!!”
“Ellen is terrific. Her beautiful spacious farm provides a great change for dogs like mine who are inside an urban house. She is kind, thoughtful, and flexible.. I would recommend her to anyone.”
“We are first time rover users and Rodney and Marissa were amazing! Rocki had a blast because her sitters spoke her love language!! She loves play, being spoiled and the center of attention!! Rodney and Marissa thanks!!! Getting pictures and updates of her in her element while we were away eased our worry and helped us to fully enjoy our trip. I’m so glad Rocki had fun and we look forward to her next stay!! Rodney and Marissa are definitely the new surrogate parents from here out!! Thanks guys”
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 $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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