Dog Boarding New Windsor
Find a loving dog sitter to watch your dog overnight at your sitter's home.
Over 5 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.
“Stephanie has watched my dog Tucker now multiple times and takes wonderful care of him! Tucker is always so happy when we pick him up and always looks forward to going to stay with her. Highly recommend!!”
“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!”
About: I have been pet sitting for 3 years and love all animals! I have a perfect setup for animal care, including a walking trail behind my house. I’m home during the week-I have 2 middle school aged boys that are in school and my husband works long hours. I am able to get up early for morning walks or feedings. I have a fenced in yard, with stairs leading to a deck, walk out basement with kitchenette for food storage, play area, and a resting bedroom.
“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!”
“My Golden had a wonderful 2 week stay with Karen. She sent videos and pictures everyday. Her whole family is so sweet and she has a beautiful property! Will definitely use her in the future.”
“John and Jess were absolutely lovely! They had my two boys over the weekend and I will 100% be using them again, they were very communicative and incredibly kind. So many pictures and videos and my dogs had a great time! I would absolutely recommend them to anyone looking for a safe, kind place to stay! Thanks again John and Jess!”
“We had a wonderful experience with Vanessa! Luna was so well cared for during her stay. I really appreciated the regular photo and video updates—they gave me so much peace of mind while I was away. When Luna wasn’t eating, she reached out right away to let me know and came up with a thoughtful solution that worked. Her communication was excellent, and it was clear she genuinely cared about Luna’s well-being. She even told me Luna was one of the easiest dogs she’s watched, which was great to hear! I would absolutely book with her again and highly recommend her to anyone looking for a caring, reliable, and communicative dog sitter.”
“Nat and Ally took great care of my dog and I can tell he had a great time and was a part of the family for the few days he was there. I got plenty of photos of my dog hanging with their dog and children and he always looked relaxed and happy. Great communication!”
“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!”
“I was very pleased with my dogs stay with Felice. The environment was very warm and inviting. My dogs seemed to have a wonderful time. We plan to return soon.”
About: For as long as I can remember, dogs have been a huge part of my life. With over 15 years of hands-on experience caring for dogs of all sizes, breeds, and personalities, I’ve learned that every pup is different and deserves care that’s just as unique as they are. For the past 7+ years, I’ve also been fostering dogs through local rescues. Helping dogs transition from uncertain beginnings into loving homes has been incredibly rewarding and has given me experience with many different temperaments, energy levels, and personalities. The idea of boarding dogs in my home came from a challenge I faced myself — finding a place that truly felt safe, loving, and comfortable for my own dogs when I had to go away. I wanted more than just a place for them to stay. I wanted them to feel cared for, understood, and treated like family. When your dog stays with me they will enjoy plenty of safe, supervised playtime in a large, fully fenced yard, giving them space to run, explore, and burn off those zoomies. Whether your dog loves active play or relaxing cuddle time, their comfort, safety, and happiness always come first. Pet care fits naturally into my daily routine. We’re used to having dogs around and all the activity and responsibility that comes with them, so caring for pets feels like a normal part of everyday life. When we don’t have any extras here, the house actually feels a little too quiet—like something is missing! I want every pet in my home to feel as comfortable and at home as possible. I try to keep their routine and familiar comforts as much as I can—if they sleep in the bed at home, they’re welcome in the bed here; if they love curling up on the couch, that’s where they’ll be. My goal is to make their stay feel like a vacation, not a kennel stay. I want them to feel safe, relaxed, loved, and right at home while their family is away.
“Cola was well taken care of for her overnight stay with Auana! I received photo updates and they treated her like one of their own! Even going the extra mile to brush her and send her back so happy :)”
“Our experience w/ Dan’s boarding was fantastic. We came from Chicago for family time where a 94pnd 3 year old German Shepard would not be having fun. Booking w/ Dan was easy, great communication and just a relief to meet him, tour the beautiful land they have. Instantly knew our girl would be just fine and she so was all dog smiles! Thank you Dan and we will see you again next trip or after….. Respectfully, Erica, Nancy, & Hendrix”
“Christa was pleasant and welcoming. She obviously loves cats. The only problem was our cat, Maurice, came home and wanted the attention that had been lavished on him! Spoiled! We'll definitely use Christa again. Thanks for such good care and affection.”
“Cameron did an amazing job with Zeke! I will absolutely be using him again. He was responsive, sent photos, kept me updated. I could not have asked for a better Rover. A plus is that Zeke was totally wiped after spending a few days at Cameron's place. Cameron has a huge backyard which Zeke took full advantage of! Thanks again, Cameron.”
“Rebecca did an amazing job! Our dogs were very well taken care of and happy while we were away. She was very communicative ame sent frequent pictures. Such a positive experience; will definitely book again!”
About: Hello, my name is Pam, I am a current pet parent who lives in Carroll County, MD. I have a passion for animals and their care. I would love to assist you with the care of your pets as well. 😀 I have been caring for pets in my community, since I was very small. I have personal experience taking care of my own pets at home, keeping their cages and clean and emptying and maintaining my cats litter boxes. I have several pets, l have a hamster and a cat, as well as two Guineapigs. I give them lots of treats. Currently, I am looking to provide pet care and assistance to those in my community, part-time. I would be able to provide care and support to people, working around 18 hours per week. I will be working 4.5 hours daily. 11AM-2PM or 5PM-9:30PM. I plan to work for now as a pet sitter, mainly for cats and other small animals, including small dogs, since it will be in my apartment, which is on the smaller size.
“Theresa took care of my pup Aspen for the first time this week. Prior to her caring for Aspen for 2 overnights we did a meet & greet which provided both of us with all the information we needed to feel comfortable having Aspen stay with her while I worked. Theresa was very communicative and responded quickly to texts as well as sent me pictures of Aspen. I feel like Aspen was well cared for and enjoyed her time with Theresa and I will definitely be booking with her again!”
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.
How to book dog boarding
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 Dog Boarding - New Windsor
Frequently asked questions about Rover
The average cost of Dog Boarding in New Windsor is $31 per night as of November 2026. Most bookings cost between $25 and $47 per night. On Rover, sitters set their own rates based on factors such as their experience, the length of care, the number of pets, and your pet’s specific needs. As long as your booking dates and pet profiles are accurate, the price shown before you confirm is the total, including any booking fee.
As of November 2026, there are 2,178 sitters on Rover offering Dog Boarding across New Windsor. Enter your ZIP code to see which available sitters are closest to your home.
If you would like updates while you’re away, you can discuss with your sitter how many or how frequent you’d like those updates to be. The Rover app allows sitters to send photos, videos, and messages about your pet, including how many pee or poop breaks occurred. You can message your sitter at any time through the app and our support team is available 24/7 by email or chat if you have concerns.
The personalized, in-home nature of pet care through Rover can mean more individual attention for your pet.
Every sitter on Rover has their own routine. Depending on the arrangements you agree on before the stay, a sitter can follow your dog’s regular feeding schedule, provide a comfortable place to sleep, offer companionship, and support their usual exercise and play needs.
94% of sitters in New Windsor can provide daily exercise during dog boarding stays. Depending on the sitter, their home environment, and your dog’s needs, this may include walks, outdoor play, indoor enrichment activities, or supervised play with compatible dogs. These activities are not automatically included with every booking, so ask the sitter what a typical day looks like.
During the Meet & Greet, discuss your dog’s usual exercise and play routine, whether they can safely interact with other dogs, and any activities or restrictions the sitter should follow. You can also ask the sitter to send photo and message updates during the stay so you can see how your dog is spending their time.
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.
Yes, you can find sitters who have experience with handling special pet needs in New Windsor. On Rover:
- 86% of sitters can help with special care needs
- 93% can help with giving oral medications or injections
- 94% can help with daily exercise
You can also find pet sitters on Rover who accept only one pet at a time, which is ideal for anxious puppies, kittens, or senior pets who move at a gentler pace. Some sitters will also list availability for 24/7 care, also known as constant care, in their profiles.
Use the search filters to narrow down sitters whose specific experience or environment meets your pet's needs. When reaching out to your sitter, outline your pet's care routine and use the Meet & Greet to walk your sitter through your expectations.
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.
Adding another pup to the pack? Most sitters and walkers offer a reduced rate for additional dogs. You’ll find these exact rates listed under the "Services" tab on any sitter's profile. Since every dog is unique, final pricing may vary depending on the level of care required.
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