Dog Boarding New Windsor

Find a loving dog sitter to watch your dog overnight at your sitter's home.

Pick-Up
Search

Over 278
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.

1 / 1
Sitter Profile Image: David G.
Verified Background Check
David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 93 reviews
26 repeat clients
8 years of experience
New Windsor, NY, 12553

“David is great! He sends photos and videos of my dog playing and enjoying her time. When she comes home she’s ready for nap time. I recommend and will use David again!”

Profile image
Diamond B.
Sitter Profile Image: Chelsea L.
Verified Enhanced Background Check
Chelsea L.
from
$42
per night
5.0 out of 5 stars
• 5 reviews
10 years of experience
Wappingers Falls, NY, 12590

“Chelsea is a wonderful dog sitter!! She is prompt, responsive to texts and emails and is an absolute delight. She treated my dog like one of her own. Couldn’t ask for a better dog watcher. Will DEFINITELY call her again!!”

Profile image
Sheryl D.
Sitter Profile Image: Maria V.
Verified Background Check
Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
• 69 reviews
30 repeat clients
20 years of experience
Milton, NY, 12547

“Our dog Sam was so spoiled by Maria and her family on his stay. He had such a great time with all the ladies. They are wonderful!! Definitely will keep in contact for any future services. Thank you very much!”

Profile image
Tara V.
Sitter Profile Image: Danielle A.
Verified Background Check
Danielle A.
from
$65
per night
4.8 out of 5 stars
• 39 reviews
13 repeat clients
10 years of experience
New Windsor, NY, 12553

“Danielle was great, I'm so thankful Wicket was in good hands while I was out of the country for a week. He had never stayed with anyone he didn't know previously, but I know she and her family made him comfortable from all the nice pics I got. He looked happy and relaxed, so I was able to stop stressing out about it. Thank you, I'll definitely book again.”

Profile image
El M.
Sitter Profile Image: Elena K.
Verified Enhanced Background Check
Elena K.
from
$55
per night
5.0 out of 5 stars
• 8 reviews
3 repeat clients
10 years of experience
Newburgh, NY, 12550

“Thank you for taking care of my pup for the weekend! Thank you for being so responsive, easy to work with, and sending us photos of our baby!”

Profile image
Lauren T.
Sitter Profile Image: Annie R.
Verified Background Check
Annie R.
Star Sitter
from
$75
per night
4.8 out of 5 stars
• 167 reviews
60 repeat clients
7 years of experience
Cornwall, NY, 12518

“Annie is great. I had to do a quick trip and leave my dog with her for a week. I have a stubborn Shiba Inu and she was great with her. She took her time to understand her. She was always updating me throughout her stay. Definitely recommend her.”

Profile image
Ana A.
Sitter Profile Image: Maryline P.
Verified Background Check
Maryline P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 176 reviews
69 repeat clients
25 years of experience
Wappingers Falls, NY, 12590

“Mary took great care of Cody, and our dog seemed to have a blast with her and her two dogs. Lots of walks, playtime and love. We would trust our pup in her care anytime!”

Profile image
Zack K.
Sitter Profile Image: Marie C.
Verified Enhanced Background Check
Marie C.
from
$65
per night
5.0 out of 5 stars
• 28 reviews
9 repeat clients
8 years of experience
Newburgh, NY, 12550

“Overall the greatest dog sitter at first I was scared to leave my babies with a stranger but she welcomed my dogs in with open arms she gave me picture updates i will continue to use her in the future”

Profile image
Latasha H.
Sitter Profile Image: Catherine M.
Verified Enhanced Background Check
Catherine M.
from
$50
per night
5.0 out of 5 stars
• 9 reviews
5 repeat clients
10 years of experience
Fishkill, NY, 12524

“Catherine was great. Duke enjoyed being with her. She walked him and took great care of him. She updated us all through the day and sent photos. We will ask her to take care of him again.”

Profile image
Jennie F.
Sitter Profile Image: Beckie M.
Verified Enhanced Background Check
Beckie M.
from
$45
per night
4.6 out of 5 stars
• 12 reviews
4 repeat clients
15 years of experience
Walden, NY, 12586

“Beckie and her family were the perfect home away from home for our high-energy 2yo German Shepherd. She has a beautiful and massive back yard and provided photo updates throughout the stay. We’ll happily trust Beckie with Echo on future trips and highly recommend her!”

Profile image
Chelsea M.
Sitter Profile Image: Chloe P.
Verified Background Check
Chloe P.
from
$75
per night
5.0 out of 5 stars
• 20 reviews
9 repeat clients
8 years of experience
Putnam Valley, NY, 10579

“Chloe was awesome. She made my little pup very comfortable in her home. We will definitely use Chloe again! Thank you so glad we found Rover!”

Profile image
Rosa L.
Sitter Profile Image: Jomini M.
Verified Enhanced Background Check
Jomini M.
from
$62
per night
5.0 out of 5 stars
• 8 reviews
1 repeat client
15 years of experience
Mahopac, NY, 10541

“Jomini and her family took wonderful care of our sometimes anxious little dachshund mix. She sent us pictures and updates every day. I recommend her and wound use her again to host our dog”

Profile image
Joan S.
Sitter Profile Image: Lillian R.
Verified Enhanced Background Check
Lillian R.
from
$60
per night
5.0 out of 5 stars
• 1 review
18 years of experience
New Windsor, NY, 12553

“Thank you for helping out so last minute. Bruce had a blast and is just knocked out from playing g with Jasper. A great weekend for all.”

Profile image
Kristy V.
Sitter Profile Image: Crystal B.
Verified Enhanced Background Check
Crystal B.
Star Sitter
from
$60
per night
5.0 out of 5 stars
• 73 reviews
14 repeat clients
10 years of experience
Fort Montgomery, NY, 10922

“My dog didn’t want to come home after staying with Crystal and has pouted since I brought him home. He clearly had a blast. I read the positive reviews when booking, and I’m glad I listened to everyone. Highlights- great communication, loved my dog as her own, gave me complete peace of mind while I traveled. I couldn’t have asked for a better person to trust to watch my best friend.”

Profile image
Way2go I.
Sitter Profile Image: Donna w.
Verified Enhanced Background Check
Donna w.
Star Sitter
from
$35
per night
5.0 out of 5 stars
• 56 reviews
23 repeat clients
50 years of experience
Poughkeepsie, NY, 12603

“Donna and her husband were both great. Very thoughtful and generous with Dakota. She has three dogs of her own and they were very well behaved and welcomed Dakota in. Thank you so much!”

Profile image
Lisa D.
Sitter Profile Image: Natasha & Hamir D.
Verified Enhanced Background Check
Natasha & Hamir D.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 30 reviews
6 repeat clients
14 years of experience
Cortlandt Manor, NY, 10567

“Natasha and Hamir were wonderful sitters for Lino. They took the time and care to listen to our requests and instructions, and updated us daily on how he was doing, including photos. We could tell he was being cared for and he was really happy. Lino can be human-selective and indifferent to other dogs, and Natasha and Hamir respected that and live in an area where there is a lot of space from both possible triggers. We wouldn’t hesitate to reach out to them again for boarding!”

Profile image
Becca L.
Sitter Profile Image: Richard & Karen R.
Verified Background Check
Richard & Karen R.
Star Sitter
from
$79
per night
5.0 out of 5 stars
• 182 reviews
78 repeat clients
30 years of experience
Peekskill, NY, 10566

“I was very happy with Richard and Karen and the way they took care of my dog Max. They were friendly and accommodating throughout the process and their daily photos and reports on Max were very much appreciated. He is a handful of a dog and I heard no complaints from them. I think they actually liked him. Not everybody does. I will certainly call on them again.”

Profile image
Michael F.
Sitter Profile Image: Leslie P.
Verified Enhanced Background Check
Leslie P.
from
$65
per night
5.0 out of 5 stars
• 28 reviews
4 repeat clients
5 years of experience
New paltz, NY, 12561

“Leslie boarded Sadie, our 15 yr old Cockapoo, on short notice and was amazing. She was responsive, asked all the right questions, and was flexible when there was a change to our plans. During Sadie's stay Leslie shared regular updates, which we always appreciate. Sadie came home surprisingly happy and energetic for an old lady. Thank you Leslie!”

Profile image
Jonathan C.
Sitter Profile Image: Chris C.
Verified Background Check
Chris C.
from
$55
per night
4.9 out of 5 stars
• 43 reviews
13 repeat clients
35 years of experience
Monroe, NY, 10950

“We couldn’t have asked for a better experience working with Chris to take care of our mini Aussie. She was very responsive, shared photos and updated us regularly. We hadn’t used Rover before so we were a bit nervous leaving our little guy but he didn’t miss us at all! Chris was extraordinarily sensitive to Tucker’s needs and took great care of him. I look forward to working with Chris again (and so does Tucker)!”

Profile image
Jeff M.
Sitter Profile Image: Thalya V.
Verified Enhanced Background Check
Thalya V.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 32 reviews
11 repeat clients
6 years of experience
Poughkeepsie, NY, 12603

“Thalya was amazing. She was super sweet and loved Jaxon like he was her own. She gave me numerous updates, pictures and videos. I felt extremely comfortable leaving my pup with her.”

Profile image
Barbara H.
1 / 1
View more

The median cost per night for dog boarding in New Windsor is $65

Dog parents share their Rover experiences - New Windsor

1 / 1
5.0 out of 5 stars

Annie was so sweet to take care of our heeler, Fish, twice during our wedding weekend in the area! It really gave us peace of mind to know that our dog was being cared for during a very busy time. Annie is incredibly responsive on the app and over text; she even sent a few photos during their time together! We really appreciated that.

Profile image
Katie H.
Boarding
5.0 out of 5 stars

David did a great job taking care of our dog overnight. She came home happy and relaxed. We felt confident that her needs were met during her stay. We would highly recommend David and will definitely board with him again.

Profile image
Tammie J.
Boarding
5.0 out of 5 stars

Awesome experience with boarding for my dog. Super understand, communicative and caring throughout. Highly recommend!

Profile image
Oded N.
Boarding
5.0 out of 5 stars

Harvey has a great stay with Daniela (and Chico)! Easy drop off/pickup, great communication and frequent photo updates. I would leave Harvey with them again. Thanks!!!

Profile image
Joshua M.
Boarding
5.0 out of 5 stars

Patricia is the best with our little Romeo!! He loves her & he’s not an easy old man. We are so happy leaving him with her!!!

Profile image
Wanda F.
Boarding
5.0 out of 5 stars

Tara is wonderful! We left Teddy with her for 2 weeks! Tara took good care of Teddy and made him feel so comfortable and loved that he was himself in no time at all and running her household (as Yorkshire Terriers often do)! Tara went above and beyond in making sure he ate and was happy! Tara kept us informed every day making us also feel comfortable. Totally recommend Tara to take care of your pet! Thank you Tara!!!

Profile image
Maria R.
Boarding
5.0 out of 5 stars

Thank you for taking care of my pup for the weekend! Thank you for being so responsive, easy to work with, and sending us photos of our baby!

Profile image
Lauren T.
Boarding
5.0 out of 5 stars

Marlene was welcoming and provided a nurturing and loving home for my dog while I was away. Will be asking her to board my dog in the future.

Profile image
Paul S.
Boarding
1 / 1
Find pet care near you

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. 1. Search

    Browse profiles of sitters near you who offer dog boarding.
  2. 2. Meet In Person

    Schedule a free in-person Meet & Greet to find the perfect fit.
  3. 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 10
repeat dog boarding clients

FAQs for Dog Boarding - New Windsor

Frequently asked questions about Rover

The average cost of Dog Boarding in New Windsor on Rover is $54 per night as of October 2026. Most bookings cost between $33 and $69 per night. 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 October 2026, there are 995 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 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, 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.

<b>Tip:</b> 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 , 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 .

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 NY 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.

Connect anywhere with the Rover app

Download on the App Store BadgeGet it on Google Play Badge