Dog Boarding New Windsor

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

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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.

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Sitter Profile Image: David G.
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David G.
Star Sitter
from
$65
per night
5.0 out of 5 stars
• 95 reviews
29 repeat clients
8 years of experience
New Windsor, NY, 12553

“David took great care of Tully and she came home happy and tuckered out from her weekend vacation. He was very responsive with communication and took her on short notice after my previously booked sitter canceled.”

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Patrick L.
Sitter Profile Image: Theresa & Michael G.
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Theresa & Michael G.
from
$40
per night
5.0 out of 5 stars
• 4 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: Jadyn G.
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Jadyn G.
Star Sitter
from
$55
per night
5.0 out of 5 stars
• 59 reviews
15 repeat clients
5 years of experience
Highland Mills, NY, 10930

“We were very pleased with Jadyn and her care for our 100 pound Cane Corso. This was the first time we had used Rover for these services and were were nervous, but Jadyn was very calm and reassuring. She kept us up to date on his care with pictures and messages. She did an outstanding job!”

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Shawn M.
Sitter Profile Image: Claire R.
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Claire R.
from
$40
per night
5.0 out of 5 stars
• 9 reviews
1 repeat client
10 years of experience
Beacon, NY, 12508

“Claire was very communicative and very thorough! 10/10 would leave our pup with her again.”

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Taylor F.
Sitter Profile Image: Leah W.
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Leah W.
Star Sitter
from
$80
per night
5.0 out of 5 stars
• 140 reviews
45 repeat clients
15 years of experience
Beacon, NY, 12508

“Leah was amazing! She sent videos/photos each day and kept us updated on how Gabby was doing throughout her stay. Will definitely book again!”

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Alexandra R.
Sitter Profile Image: Kelly R.
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Kelly R.
from
$35
per night
7 years of experience
Beacon, NY, 12508

About: I’ve been raised all my life with animals, and I’ve loved everyone of them , I have been trusted in watching friends, families pets for about 7 years now , I’m not a professional in training animals but I do my best, but just know you’re fur babies are in good hands and I’ll give them so much love and belly rubs or pets I’m currently working full-time in the mornings , but on my days off and afternoons I’m always with my dog fluffy , she’s a shih-poo but she is always with me 24/7 follows me around like a shadow but I adore her , on my work days my family watches her Whenever I’m entrusted with friends or family’s animals, I make sure all my gates are closed and I’m always watching their pets carefully because they are putting their trust in me and I want to show them I’m great at doing so , I love cuddling up with them and playing ball and giving them so much love that next time they see me they get so happy

Sitter Profile Image: Emily G.
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Emily G.
from
$38
per night
5.0 out of 5 stars
• 10 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: Maryline P.
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Maryline P.
Star Sitter
from
$100
per night
5.0 out of 5 stars
• 179 reviews
72 repeat clients
25 years of experience
Wappingers Falls, NY, 12590

“From start to finish, Maryline was wonderful to deal with. Her attentiveness with my dog was exceptional. She made the whole process feel like we were leaving our dog with a family member. We got constant updates and photos. Can’t wait to use her services again.”

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G S.
Sitter Profile Image: Brittany T.
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Brittany T.
from
$55
per night
5.0 out of 5 stars
• 71 reviews
25 repeat clients
18 years of experience
Beacon, NY, 12508

“Brittany took such good care of our girl! We were able to relax and enjoy our vacation knowing she was getting love and attention and excellent care. We enjoyed the frequent photos and seeing how our pup was enjoying her vacation too. We would highly recommend Brittany!”

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Megan K.
Sitter Profile Image: Cherissa P.
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Cherissa P.
Star Sitter
from
$70
per night
5.0 out of 5 stars
• 28 reviews
15 repeat clients
20 years of experience
Poughkeepsie, NY, 12603

“Cherissa was an amazing host. I had a cancellation last minute with a sitter due to an emergency and she was available and so easy to work with. She shared pictures and updates of our puppy multiple times throughout the day of what my fur baby was doing. I will definitely be booking with Cherissa again.”

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Jun C.
Sitter Profile Image: Mariah R.
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Mariah R.
from
$70
per night
5.0 out of 5 stars
• 12 reviews
2 repeat clients
7 years of experience
Newburgh, NY, 12550

“Mariah was fantastic with Z. I felt totally confident that he was in great hands and very well taken care of. We will be coming back to her again when we need a safe and fun place for our pup to stay overnight! - Thanks Mariah”

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Joseph A.
Sitter Profile Image: stacey s.
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stacey s.
from
$35
per night
5.0 out of 5 stars
• 2 reviews
8 years of experience
Newburgh, NY, 12550

About: I’ve grown up always surrounded by many pets and have loved taking care of them, as I got older I’ve gotten more experience properly taking care of different kinds of pets. I also have experience walking dogs in shelters and have experience with senior pets as well! I work full time during the week but am available any day during the weekends and in the afternoons after 4PM during the week as well! I have a large yard and safe, walkable neighborhood as well as 2 friendly dogs. I would always be respectful of others’ homes and their pets needs and boundaries!

Sitter Profile Image: Natasha & Hamir D.
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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 took such great care of Minnie! They are so sweet and clearly very knowledgeable about dogs and are “dog people.” My dog was instantly comfortable when she met them, which put me at ease. They really treated Minnie like their own and kept me updated while I was away. We will definitely be back. Thanks for everything!”

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Lauren C.
Sitter Profile Image: Lauren S.
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Lauren S.
from
$52
per night
5.0 out of 5 stars
• 6 reviews
15 years of experience
Rock Tavern, NY, 12575

“Highly recommended!! Lauren took great care of my pup while I was away for the weekend. She sent me pictures and regular updates throughout the day to keep my mind at ease. I will definitely use her again!”

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Andrew E.
Sitter Profile Image: Beckie M.
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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!”

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Chelsea M.
Sitter Profile Image: Barbara F.
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Barbara F.
from
$65
per night
5.0 out of 5 stars
• 121 reviews
36 repeat clients
30 years of experience
Peekskill, NY, 10566

“Juliet was treated very well and was happy and energetic when we picked her up. Barbara is very responsive to our emerging needs for pet sitting and gave many updates while Juliet was at her home. Highly recommend Barbara for you pets vacations.”

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Jon B.
Sitter Profile Image: Megan D.
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Megan D.
from
$38
per night
5.0 out of 5 stars
• 3 reviews
1 repeat client
5 years of experience
Wappingers Falls, NY, 12590

“Morgan was great! I had a last minute trip and she accepted the booking even with short notice. My dog also seemed very happy in her care! She sent pictures and videos and was overall communicative. I would definitely recommend!”

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Francesca R.
Sitter Profile Image: Hayden G.
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Hayden G.
Star Sitter
from
$75
per night
5.0 out of 5 stars
• 56 reviews
15 repeat clients
10 years of experience
Lake Peekskill, NY, 10537

“We loved our first Rover experience with Hayden and crew! Midge felt at home with them and was well cared for. She came home nice and tired from playing with Amos and Edgar all weekend (an added bonus for high-energy-pup parents)!”

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Andrea A.
Sitter Profile Image: Stephanie P.
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Stephanie P.
from
$70
per night
4.9 out of 5 stars
• 88 reviews
57 repeat clients
20 years of experience
Stony point, NY, 10980

“Stephanie does a great job with Lewis (10 month old English bulldog), giving him plenty of time to socialize with other dogs, and her fenced in backyard is a really nice treat!”

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S R.
Sitter Profile Image: Phalisity G.
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Phalisity G.
from
$20
per night
4.8 out of 5 stars
• 18 reviews
5 repeat clients
10 years of experience
Wappinger falls, NY, 12590

“Phalisity was a great sitter for my dog Prince. She was ready to receive him on time. She sent pictures of him which reassured me that he was well taken care of and comfortable. She had him prepared for pick up in a timely manner. I will definitely reach out to Rover again to request Phalisity’s service. I am grateful of your service. Mrs. Harris”

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donna h.
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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

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.

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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.

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Tammie J.
Boarding
5.0 out of 5 stars

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

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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!!!

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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!!!

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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!!!

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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!

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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
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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 11
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 $54 per night as of November 2026. Most bookings cost between $33 and $68 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 998 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:

  • 88% of sitters can help with special care needs
  • 95% 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 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.

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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