Dog Boarding New Windsor

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Over 266
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.

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Sitter Profile Image: David G.
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David G.
Star Sitter
from
$60
per night
5.0 out of 5 stars
78 reviews
22 repeat clients
5 years of experience
New Windsor, NY, 12553

David was awesome and took excellent care of my pup while we were traveling. She had loads of play time, yummy healthy snacks and plenty of cuddles. I would highly recommend David to anyone looking for above and beyond care, loads of knowledge on dogs and a very proactive and professional approach to providing excellent care.

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Nancy H.
Sitter Profile Image: Gretchen K.
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Gretchen K.
Star Sitter
from
$50
per night
5.0 out of 5 stars
15 reviews
4 repeat clients
5 years of experience
Beacon, NY, 12508

Gretchen took excellent care of my dog while I was away. He seemed very happy during his stay. I also received daily photos and updates about how he was doing. I'll definitely use Gretchen's services again.

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Cigdem U.
Sitter Profile Image: Annie R.
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Annie R.
Star Sitter
from
$75
per night
4.9 out of 5 stars
156 reviews
57 repeat clients
7 years of experience
Cornwall, NY, 12518

Annie was wonderful! In the past we left our dog with someone and he came back to us in shock. With Annie, both our dogs were so happy because they were treated with both care and love. I can't think of anyone who would care more for them than us. Annie cares for each and every animal she is charged with.

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Kevin M.
Sitter Profile Image: Leah W.
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Leah W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
134 reviews
43 repeat clients
15 years of experience
Beacon, NY, 12508

Leah boarded our two dogs for two nights. They were immediately comfortable with her and where they stayed. It’s clear she loves the pups she works with. She provided updates while we were away which made us feel secure our dogs were in good hands. I will definitely book with her again!

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Andrew H.
Sitter Profile Image: Terrance R.
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Terrance R.
Star Sitter
from
$45
per night
5.0 out of 5 stars
23 reviews
8 repeat clients
12 years of experience
Newburgh, NY, 12550

Terrance was amazing! He handled our dog with care, he was professional and kept us updated on how our pup was doing. I would highly recommend his services! Thanks Terrance!

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Tanika M.
Sitter Profile Image: Claire R.
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Claire R.
from
$40
per night
10 years of experience
Beacon, NY, 12508

About: I have grown up and have taken care of dogs and cats my whole life! I also volunteer at a shelter to get more experience with animals! I am usually available round the clock if needed for pet care! My responsibility’s have included waking up early to feed and get water for the animals and walk the dogs! When I need to help with pet care in my home I am available but when I’m working to watch someones pet that is my responsibility

Sitter Profile Image: Theresa & Michael G.
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Theresa & Michael G.
from
$40
per night
5.0 out of 5 stars
3 reviews
1 repeat client
20 years of experience
New Windsor, NY, 12553

Theresa and Michael are wonderful cat sitters, true pet lovers who took care of Mr Soots for me in every way possible. From cuddles and love to pictures of Soots playing and being his cheeky self, I could see that my cat felt so at home and comfortable with Theresa and Michael right from day one. I would recommend their cat sitting services to anyone. Fantastic people and wonderful hosts for pets.

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Barry S.
Sitter Profile Image: Maria V.
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Maria V.
Star Sitter
from
$45
per night
5.0 out of 5 stars
60 reviews
25 repeat clients
20 years of experience
Milton, NY, 12547

she was an excellent nanny for Pluto .. she was always in contact with me, she sent me photos and videos, she looked after Pluto for 5 days ... 100% recommended, she has a lot of love and responsibility for pets

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Sol N.
Sitter Profile Image: Daniela F.
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Daniela F.
from
$45
per night
4.8 out of 5 stars
33 reviews
11 repeat clients
5 years of experience
Newburgh, NY, 12550

Daniela took exceptional care of my fur-baby, keeping me up to date with beautiful pictures and messages. I recommend her 100% 😀 Thank you Daniela, you are the pet sitter I always needed.

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Gabriela & Maidely F.
Sitter Profile Image: Kenniqua B.
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Kenniqua B.
from
$45
per night
5.0 out of 5 stars
14 reviews
1 repeat client
10 years of experience
Marlboro, NY, 12542

Kiki was wonderful! Had to book fairly last minute and she took great care of our 55 pound hound mix! Would book again. Responsive, flexible, sent photos!

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Leah B.
Sitter Profile Image: Kalyna M.
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Kalyna M.
from
$125
per night
4.9 out of 5 stars
103 reviews
80 repeat clients
1 year of experience
Newburgh, NY, 12550

We felt very secure having our dog stay with Kalyna. She was very friendly and accommodating, and we really appreciated everything.

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Joseph D.
Sitter Profile Image: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
53 reviews
12 repeat clients
5 years of experience
Highland Mills, NY, 10930

Noodle was well taken care of and loved his stay with Jadyn. I really appreciated the Fotos and videos Jayden sent of Noodle. Definitely will book her again

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Renate G.
Sitter Profile Image: Alison W.
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Alison W.
Star Sitter
from
$60
per night
5.0 out of 5 stars
17 reviews
4 repeat clients
7 years of experience
Downtown, West Point, NY, 10996

Ally was amazing! Let us see the space, verified all instructions, gave our pup his anxiety meds. He took to her right away and she was extremely accommodating. If we are back in St Louis we will definitely book with her again!

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Ashley F.
Sitter Profile Image: Tara M.
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Tara M.
Star Sitter
from
$60
per night
5.0 out of 5 stars
168 reviews
48 repeat clients
11 years of experience
Newburgh, NY, 12550

Tara was absolutely wonderful with Milo! She cared for him as if he were her own, sending lots of photos and thoughtful updates that kept us at ease while we were away. She took the time to understand his quirks, even letting him choose his favorite sleeping spot, and made sure he was happy and comfortable. Her warmth, attention to detail, and genuine care really stood out. We’re so grateful for the loving environment she provided and would trust her with Milo anytime!

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Natasha R.
Sitter Profile Image: Elizabeth G.
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Elizabeth G.
from
$75
per night
5.0 out of 5 stars
60 reviews
22 repeat clients
8 years of experience
Beacon, NY, 12508

Adam was fantastic with our dog bailey and was able to accommodate some different hours of pick up and drop off which was greatly appreciated. Will definitely look to have Adam watch Bailey again!

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Vinnie B.
Sitter Profile Image: Nya Jae L.
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Nya Jae L.
from
$38
per night
4.8 out of 5 stars
17 reviews
6 repeat clients
1 year of experience
Newburgh, NY, 12550

Nya was so sweet while watching my dog. I wasn't sure where her building was and she ran to where I was so that I would not be late to church. She took care of Nikki and said that he was such a good dog. I will definitely use her again and she is sweet as pie and you can tell that she loves taking care of dogs. Thank you Nya

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Nezzy's P.
Sitter Profile Image: Emily G.
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Emily G.
from
$38
per night
5.0 out of 5 stars
7 reviews
2 repeat clients
10 years of experience
New Windsor, NY, 12553

She is amazing and a blessing! I definitely recommend her to take care of your pet. She’s very attentive and a pleasure to have watch out pet. Will definitely come back again.

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Daisy A.
Sitter Profile Image: Brittany L.
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Brittany L.
from
$45
per night
5.0 out of 5 stars
35 reviews
11 repeat clients
37 years of experience
Wappingers Falls, NY, 12590

Brittany was wonderful with Cody. He is not used to be separated from us so we knew that he would be a challenge. I am happy with the treatment that Cody received and if the occasion occurs we will book with Brittany again.

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Carl P.
Sitter Profile Image: Francesca & John B.
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Francesca & John B.
from
$75
per night
5.0 out of 5 stars
6 reviews
2 repeat clients
10 years of experience
Walden, NY, 12586

Francesca and John were wonderful! Buddy did very well during his stay. This was his first time ever boarding and I was nervous about how he would do since he is an older dog. They kept me updated all the time and assured me he was relaxed and not anxious. So glad we found them!

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Meaghan B.
Sitter Profile Image: Anna B.
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Anna B.
from
$80
per night
4.9 out of 5 stars
13 reviews
3 repeat clients
10 years of experience
Newburgh, NY, 12550

About: With our goofy boy, your dog will have plenty of exercise and playtime. We have a spacious home and flexible schedule for pet care. I work various hours and my partner works from home. We have a yard for the dogs and separate basement area for boarding comfortably (or to keep our cat away from non-friendly dogs). We enjoy the dog park with your permission and spend a lot of time outside during the warm months. Our dog is young and energetic so playtime lasts for hours unless your dog prefers a nap, he will snuggle up or be separated. Potty breaks are often during the day in our yard. The dogs are rarely left home for more than a few hours. We have crates for our dogs, special areas for our cat to stay safe, and a basement for boarding other dogs comfortably. Our goal is to give our clients a better experience than if they were in a crated boarding facility all day.

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

Dog parents share their Rover experiences - New Windsor

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5.0 out of 5 stars

Paige provided the perfect spot for our pup to stay even though we asked her last minute to watch him. With a few days to go before our wedding and honeymoon, our boarder cancelled on us and we were scrambling to find someone to watch him. She happily agreed and was very accommodating and flexible through the whole booking. We got lots of pictures and updates her — mostly of our pup and hers having the time of their lives. She handled our high energy pup with ease and we felt comfortable knowing he was having a great stay. I would definitely recommend and have Paige watch our dog again in the future.

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Ashleigh F.
Boarding
5.0 out of 5 stars

Tara took great care of our high energy dog and was excellent at communicating with us. She even set up a sprinkler for Kai to play in during a hot day.

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Devon M.
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!

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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.

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Paul S.
Boarding
5.0 out of 5 stars

You’re always a little apprehensive when leaving your baby with someone new. I liked Patricia right away and I liked her setup. She sincerely cares. She sent pics everyday and I could see Grahm was comfortable and happy. She really cares. Highly recommended.

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Claire K.
Boarding
5.0 out of 5 stars

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!

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Diamond B.
Boarding
5.0 out of 5 stars

Annie was so amazing with my elderly dog! She provided updates as the week went on knowing this was his first time and my first time doing this. Would HIGHLY recommend and rebook with her!

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Courtney H.
Boarding
5.0 out of 5 stars

Alicia took great care of our dog. She was responsive and shared plenty of pics and videos which we absolutely loved while we were out of town. We highly recommend her.

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Johnell J.
Boarding
5.0 out of 5 stars

Krystle made us feel comfortable watching our ‘Harley’ from the minute we met her. She was so welcoming and Harley melted into her arms. Prior to that day, Krystle sent a list of questions to help her in giving Harley the best care she could which proved to be helpful. I plan on using her again and highly recommend her.

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Debby C.
Boarding
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  • 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

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  • 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. 1. Search

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

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Sitters in New Windsor average 10
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 $49.95 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 1,038 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.

95% 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 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.

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